ES2902504T3 - Compuestos de indol sustituidos con piridilo - Google Patents

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Publication number

ES2902504T3

ES2902504T3 ES17768623T ES17768623T ES2902504T3 ES 2902504 T3 ES2902504 T3 ES 2902504T3 ES 17768623 T ES17768623 T ES 17768623T ES 17768623 T ES17768623 T ES 17768623T ES 2902504 T3 ES2902504 T3 ES 2902504T3

Authority

ES

Spain

Prior art keywords

piperidin

isopropyl

indol

dimethylpyridin

indole

Prior art date

2016-09-09

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• 125000004076 pyridyl group Chemical group 0.000 title claims abstract description 24
• 150000002475 indoles Chemical class 0.000 title description 6
• -1 -OH Chemical group 0.000 claims abstract description 364
• 150000001875 compounds Chemical class 0.000 claims abstract description 202
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract description 90
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 89
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 77
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 49
• 150000003839 salts Chemical class 0.000 claims abstract description 49
• 150000001204 N-oxides Chemical class 0.000 claims abstract description 43
• 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract description 41
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 39
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 39
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 35
• 125000004966 cyanoalkyl group Chemical group 0.000 claims abstract description 34
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 34
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims abstract description 33
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 29
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 28
• 125000002883 imidazolyl group Chemical group 0.000 claims abstract description 27
• 125000001412 tetrahydropyranyl group Chemical group 0.000 claims abstract description 27
• 125000002757 morpholinyl group Chemical group 0.000 claims abstract description 26
• 125000000335 thiazolyl group Chemical group 0.000 claims abstract description 26
• 125000003386 piperidinyl group Chemical group 0.000 claims abstract description 24
• 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims abstract description 24
• 229910052801 chlorine Inorganic materials 0.000 claims abstract description 23
• 125000001425 triazolyl group Chemical group 0.000 claims abstract description 22
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 20
• 125000003226 pyrazolyl group Chemical group 0.000 claims abstract description 18
• 229910052731 fluorine Inorganic materials 0.000 claims abstract description 17
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
• 125000001424 substituent group Chemical group 0.000 claims abstract description 17
• 125000000842 isoxazolyl group Chemical group 0.000 claims abstract description 16
• 125000004193 piperazinyl group Chemical group 0.000 claims abstract description 15
• 125000000714 pyrimidinyl group Chemical group 0.000 claims abstract description 15
• 125000000168 pyrrolyl group Chemical group 0.000 claims abstract description 15
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 14
• CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims abstract description 14
• 125000002971 oxazolyl group Chemical group 0.000 claims abstract description 14
• 125000003566 oxetanyl group Chemical group 0.000 claims abstract description 14
• 125000002393 azetidinyl group Chemical group 0.000 claims abstract description 12
• 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
• 125000003831 tetrazolyl group Chemical group 0.000 claims abstract description 11
• 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims abstract description 10
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 10
• 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims abstract description 9
• 125000001715 oxadiazolyl group Chemical group 0.000 claims abstract description 9
• 125000002541 furyl group Chemical group 0.000 claims abstract description 8
• 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims abstract description 8
• 125000001113 thiadiazolyl group Chemical group 0.000 claims abstract description 8
• 125000005083 alkoxyalkoxy group Chemical group 0.000 claims abstract description 7
• 125000004428 fluoroalkoxy group Chemical group 0.000 claims abstract description 7
• 235000019256 formaldehyde Nutrition 0.000 claims abstract description 6
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 5
• 125000004799 bromophenyl group Chemical group 0.000 claims abstract description 5
• 125000001041 indolyl group Chemical group 0.000 claims abstract description 5
• 125000001544 thienyl group Chemical group 0.000 claims abstract description 5
• 125000002632 imidazolidinyl group Chemical group 0.000 claims abstract description 3
• 125000001624 naphthyl group Chemical group 0.000 claims abstract description 3
• 125000003373 pyrazinyl group Chemical group 0.000 claims abstract description 3
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims abstract description 3
• 125000001475 halogen functional group Chemical group 0.000 claims abstract 3
• 201000006417 multiple sclerosis Diseases 0.000 claims description 138
• IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 102
• 239000000203 mixture Substances 0.000 claims description 89
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 81
• 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 claims description 77
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 69
• RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims description 62
• WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims description 49
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 46
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 44
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 30
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 30
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 25
• 239000008194 pharmaceutical composition Substances 0.000 claims description 24
• UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 claims description 15
• 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 13
• 239000003937 drug carrier Substances 0.000 claims description 12
• HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 12
• QULSQEFCIVQHAV-UHFFFAOYSA-N 2-(2-fluoro-6-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound FC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C QULSQEFCIVQHAV-UHFFFAOYSA-N 0.000 claims description 11
• 208000023275 Autoimmune disease Diseases 0.000 claims description 11
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 11
• FKTZJKKXYRQABA-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-ethyl-5-piperidin-4-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCNCC1)C FKTZJKKXYRQABA-UHFFFAOYSA-N 0.000 claims description 10
• JCSAAFMZZKFBNV-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1,1,1-trifluoropropan-2-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C(F)(F)F)O)C JCSAAFMZZKFBNV-UHFFFAOYSA-N 0.000 claims description 10
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 10
• LOEHFHOKSPZHOX-UHFFFAOYSA-N 2-(2-cyclopropyl-5-fluoropyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C1(CC1)C1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)F LOEHFHOKSPZHOX-UHFFFAOYSA-N 0.000 claims description 9
• CRKZKLFOLDMMDH-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1-piperidin-1-ylethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N1CCCCC1)C CRKZKLFOLDMMDH-UHFFFAOYSA-N 0.000 claims description 9
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 9
• DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims description 9
• AOSVDOPPFPPBPS-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(1-methylcyclobutyl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC1(CCC1)C)=O)C AOSVDOPPFPPBPS-UHFFFAOYSA-N 0.000 claims description 8
• MZGGWBPTWFTLBU-UHFFFAOYSA-N 1-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CNC)=O)C1=CC(=NC(=C1)C)C)F MZGGWBPTWFTLBU-UHFFFAOYSA-N 0.000 claims description 8
• MTJNTVZNUDSPSA-UHFFFAOYSA-N 1-methyl-4-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbonyl]pyrrolidin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CC(N(C1)C)=O)C1=CC(=NC=C1)C MTJNTVZNUDSPSA-UHFFFAOYSA-N 0.000 claims description 8
• ZHVHTMWMTUNRIX-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-(1,2,2,6,6-pentamethylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CC(N(C(C1)(C)C)C)(C)C)C ZHVHTMWMTUNRIX-UHFFFAOYSA-N 0.000 claims description 8
• KYTNVRKIVDPRDJ-UHFFFAOYSA-N 2-(2-cyclopropyl-6-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C1(CC1)C1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C KYTNVRKIVDPRDJ-UHFFFAOYSA-N 0.000 claims description 8
• XZDGZZFKEYIZAS-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C XZDGZZFKEYIZAS-UHFFFAOYSA-N 0.000 claims description 8
• JWZPAKRFTOPUQA-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-[1-(oxetan-3-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1COC1 JWZPAKRFTOPUQA-UHFFFAOYSA-N 0.000 claims description 8
• LCIAPAISTXQVJK-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-(3-propan-2-yl-2-pyridin-4-yl-1H-indol-5-yl)piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC=NC=C1)C(C)C)C LCIAPAISTXQVJK-UHFFFAOYSA-N 0.000 claims description 8
• FNVQOSQSRMIWQN-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)C FNVQOSQSRMIWQN-UHFFFAOYSA-N 0.000 claims description 8
• TVVJFDHZJKRKGH-UHFFFAOYSA-N 2-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylpropanamide Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C(=O)N(C)C)C)C1=CC(=NC(=C1)C)C)F TVVJFDHZJKRKGH-UHFFFAOYSA-N 0.000 claims description 8
• RGNDUCHQWAOHEL-UHFFFAOYSA-N 2-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC(=NC(=C1)C)C)F RGNDUCHQWAOHEL-UHFFFAOYSA-N 0.000 claims description 8
• KHLXCSHZEYMJNN-UHFFFAOYSA-N 3-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-oxopropanenitrile Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CC#N)=O)C1=CC(=NC=C1)C KHLXCSHZEYMJNN-UHFFFAOYSA-N 0.000 claims description 8
• LZBQEOOGVHEDRW-UHFFFAOYSA-N 5-piperidin-4-yl-3-propan-2-yl-2-pyridin-4-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC=NC=C1 LZBQEOOGVHEDRW-UHFFFAOYSA-N 0.000 claims description 8
• OEBYTMLIFWUQHE-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-pyrrolidin-3-ylmethanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CNCC1)C1=CC(=NC=C1)C OEBYTMLIFWUQHE-UHFFFAOYSA-N 0.000 claims description 8
• DBTJDELMJUCPMM-UHFFFAOYSA-N 1-[4-[2-(2-cyclopropyl-5-fluoropyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound C1(CC1)C1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC)=O)F DBTJDELMJUCPMM-UHFFFAOYSA-N 0.000 claims description 7
• KZRSZVVGUNHRLW-UHFFFAOYSA-N 1-[4-[2-(2-cyclopropyl-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(dimethylamino)ethanone Chemical compound C1(CC1)C1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)C)=O)C KZRSZVVGUNHRLW-UHFFFAOYSA-N 0.000 claims description 7
• VTJBROAARZIKLV-UHFFFAOYSA-N 1-[4-[2-(2-cyclopropyl-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound C1(CC1)C1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC)=O)C VTJBROAARZIKLV-UHFFFAOYSA-N 0.000 claims description 7
• CSNRQBSIUGBZFS-UHFFFAOYSA-N 1-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-2-(dimethylamino)ethanone Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CN(C)C)=O)C1=CC(=NC(=C1)C)C)F CSNRQBSIUGBZFS-UHFFFAOYSA-N 0.000 claims description 7
• XSXCQWXAFRASGU-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C XSXCQWXAFRASGU-UHFFFAOYSA-N 0.000 claims description 7
• KAGSPINYGPNPCN-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)OC KAGSPINYGPNPCN-UHFFFAOYSA-N 0.000 claims description 7
• UKDZAUAFMJTJNL-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(2-fluoropyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)F)C(C)C)C UKDZAUAFMJTJNL-UHFFFAOYSA-N 0.000 claims description 7
• QLTCARXAGPJDRS-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C(C)C)C QLTCARXAGPJDRS-UHFFFAOYSA-N 0.000 claims description 7
• NJSWVIFWSIEFRR-UHFFFAOYSA-N 2-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(=O)N(C)C)C1=CC(=NC(=C1)C)C)F NJSWVIFWSIEFRR-UHFFFAOYSA-N 0.000 claims description 7
• FLTWHXLFOSAIOO-UHFFFAOYSA-N 5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-3-propan-2-yl-2-pyridin-4-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C)C1=CC=NC=C1 FLTWHXLFOSAIOO-UHFFFAOYSA-N 0.000 claims description 7
• GWSKOLFSJSKHKC-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-methylbutan-2-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C(C)C)O)C GWSKOLFSJSKHKC-UHFFFAOYSA-N 0.000 claims description 6
• GNYAZQPKSPWQAG-UHFFFAOYSA-N 2-(2-ethyl-5-fluoropyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C(C)C1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)F GNYAZQPKSPWQAG-UHFFFAOYSA-N 0.000 claims description 6
• USVWDJZKWLCKPU-UHFFFAOYSA-N 2-(2-fluoropyridin-4-yl)-5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CCN(CC1)C USVWDJZKWLCKPU-UHFFFAOYSA-N 0.000 claims description 6
• URINUOYQTAWIJW-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]acetic acid Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)O)C URINUOYQTAWIJW-UHFFFAOYSA-N 0.000 claims description 6
• KYVLDEGWXUNVHX-UHFFFAOYSA-N 2-[4-[2-(2-cyclopropyl-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound C1(CC1)C1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC)C KYVLDEGWXUNVHX-UHFFFAOYSA-N 0.000 claims description 6
• DQJWSCWGKCAGOS-UHFFFAOYSA-N 2-[4-[2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(=O)NC)C1=CC(=NC=C1)OC DQJWSCWGKCAGOS-UHFFFAOYSA-N 0.000 claims description 6
• FPUFYYSZSLYINM-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-pyrrolidin-3-ylmethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1CNCC1)C FPUFYYSZSLYINM-UHFFFAOYSA-N 0.000 claims description 6
• SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 6
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 6
• 208000027866 inflammatory disease Diseases 0.000 claims description 6
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
• 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims description 6
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• ACKWARKVDLQFSS-CLJLJLNGSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(2R,4R)-2-(hydroxymethyl)-4-methoxypyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@H](C[C@H](C1)OC)CO)=O)C ACKWARKVDLQFSS-CLJLJLNGSA-N 0.000 claims description 4
• GAZKHIHCYNIZGG-FQRUVTKNSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(2R,4R)-2-(hydroxymethyl)-4-methylpyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@H](C[C@H](C1)C)CO)=O)C GAZKHIHCYNIZGG-FQRUVTKNSA-N 0.000 claims description 4
• PKZUJBXLTAYXQF-VWLOTQADSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@@H](CCC1)CO)=O)C PKZUJBXLTAYXQF-VWLOTQADSA-N 0.000 claims description 4
• SRVGBGYHIOTYLR-SANMLTNESA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@@H](CCC1)COC)=O)C SRVGBGYHIOTYLR-SANMLTNESA-N 0.000 claims description 4
• KSOJFIPOYXTQCQ-DQEYMECFSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(2S,4S)-4-fluoro-2-(hydroxymethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@@H](C[C@@H](C1)F)CO)=O)C KSOJFIPOYXTQCQ-DQEYMECFSA-N 0.000 claims description 4
• XHAWCXRULFKZGY-RUZDIDTESA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(3R)-3-(hydroxymethyl)morpholin-4-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@@H](COCC1)CO)=O)C XHAWCXRULFKZGY-RUZDIDTESA-N 0.000 claims description 4
• HMPDVFXVDRUOJP-XMMPIXPASA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(3R)-3-hydroxypyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1C[C@@H](CC1)O)=O)C HMPDVFXVDRUOJP-XMMPIXPASA-N 0.000 claims description 4
• XHAWCXRULFKZGY-VWLOTQADSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(3S)-3-(hydroxymethyl)morpholin-4-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1[C@H](COCC1)CO)=O)C XHAWCXRULFKZGY-VWLOTQADSA-N 0.000 claims description 4
• HMPDVFXVDRUOJP-DEOSSOPVSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(3S)-3-hydroxypyrrolidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1C[C@H](CC1)O)=O)C HMPDVFXVDRUOJP-DEOSSOPVSA-N 0.000 claims description 4
• DBGKVXJMQCERRC-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[(4-methyloxan-4-yl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC1(CCOCC1)C)=O)C DBGKVXJMQCERRC-UHFFFAOYSA-N 0.000 claims description 4
• ILYGBQDTYCJNIO-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[2-hydroxyethyl(2-methylbutyl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(CC(CC)C)CCO)=O)C ILYGBQDTYCJNIO-UHFFFAOYSA-N 0.000 claims description 4
• WSYFICATTYZMIB-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1CCN(CC1)CCO)=O)C WSYFICATTYZMIB-UHFFFAOYSA-N 0.000 claims description 4
• RCSRRNOIRDEYLV-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[4-(2-methoxyethyl)piperazin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1CCN(CC1)CCOC)=O)C RCSRRNOIRDEYLV-UHFFFAOYSA-N 0.000 claims description 4
• XWSHKUKXLYGRJW-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[ethyl(methyl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)CC)=O)C XWSHKUKXLYGRJW-UHFFFAOYSA-N 0.000 claims description 4
• NOFZDNDYPWJSFV-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl(2-methylpropyl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)CC(C)C)=O)C NOFZDNDYPWJSFV-UHFFFAOYSA-N 0.000 claims description 4
• VCQVLODPFJXQPO-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl(oxetan-3-yl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C1COC1)C)=O)C VCQVLODPFJXQPO-UHFFFAOYSA-N 0.000 claims description 4
• GDURWVZLWYYDOE-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl(oxolan-3-yl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C1COCC1)C)=O)C GDURWVZLWYYDOE-UHFFFAOYSA-N 0.000 claims description 4
• WSBHXZZDFFPYSN-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl(propan-2-yl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)C(C)C)=O)C WSBHXZZDFFPYSN-UHFFFAOYSA-N 0.000 claims description 4
• MFMFMYAXZXAAJM-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl-[(1-methyl-1,2,4-triazol-3-yl)methyl]amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(CC1=NN(C=N1)C)C)=O)C MFMFMYAXZXAAJM-UHFFFAOYSA-N 0.000 claims description 4
• GDURWVZLWYYDOE-RUZDIDTESA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl-[(3R)-oxolan-3-yl]amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN([C@H]1COCC1)C)=O)C GDURWVZLWYYDOE-RUZDIDTESA-N 0.000 claims description 4
• YGXOYTUZNFSHTG-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl-[(5-methyl-1,2-oxazol-3-yl)methyl]amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(CC1=NOC(=C1)C)C)=O)C YGXOYTUZNFSHTG-UHFFFAOYSA-N 0.000 claims description 4
• CFOUVMVZGZYZAY-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-morpholin-4-ylethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1CCOCC1)=O)C CFOUVMVZGZYZAY-UHFFFAOYSA-N 0.000 claims description 4
• VKWUJFLUVKUBFE-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-piperidin-1-ylethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1CCCCC1)=O)C VKWUJFLUVKUBFE-UHFFFAOYSA-N 0.000 claims description 4
• GQMXLJCGTZJQOS-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-pyrrolidin-1-ylethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1CCCC1)=O)C GQMXLJCGTZJQOS-UHFFFAOYSA-N 0.000 claims description 4
• OMMLETBXMKOTNC-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-(3-methylpyrazol-1-yl)propan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CCN1N=C(C=C1)C)=O)C OMMLETBXMKOTNC-UHFFFAOYSA-N 0.000 claims description 4
• IJAIDPYKDRTYRQ-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-(pyrimidin-2-ylamino)propan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CCNC1=NC=CC=N1)=O)C IJAIDPYKDRTYRQ-UHFFFAOYSA-N 0.000 claims description 4
• AJBPLDJABLHCSE-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-2-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C)O)C AJBPLDJABLHCSE-UHFFFAOYSA-N 0.000 claims description 4
• UBAJMCKYNBEPGJ-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbonyl]cyclopropane-1-carboxamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1(CC1)C(=O)N)C UBAJMCKYNBEPGJ-UHFFFAOYSA-N 0.000 claims description 4
• WCBGCLVHAKTYNO-UHFFFAOYSA-N 1-[4-[2-(2-cyclopropyl-5-fluoropyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(dimethylamino)ethanone Chemical compound C1(CC1)C1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)C)=O)F WCBGCLVHAKTYNO-UHFFFAOYSA-N 0.000 claims description 4
• MVTPCCJKKYBAFW-UHFFFAOYSA-N 1-[4-[2-(2-cyclopropyl-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C1(CC1)C1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C)=O)C MVTPCCJKKYBAFW-UHFFFAOYSA-N 0.000 claims description 4
• NXUJBPZKKIUELL-UHFFFAOYSA-N 1-[4-[2-(2-fluoro-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C)=O)C NXUJBPZKKIUELL-UHFFFAOYSA-N 0.000 claims description 4
• RSCAPQHZLJAENT-UHFFFAOYSA-N 1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-piperidin-4-ylpropan-1-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CCC1CCNCC1)=O)C1=CC(=NC=C1)C RSCAPQHZLJAENT-UHFFFAOYSA-N 0.000 claims description 4
• ADZWICKOIMWEBX-UHFFFAOYSA-N 1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CC)=O)C1=CC(=NC=C1)C ADZWICKOIMWEBX-UHFFFAOYSA-N 0.000 claims description 4
• NZOUHIIVPPRDGH-UHFFFAOYSA-N 1-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[2-hydroxyethyl(methyl)amino]ethanone Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)CCO)=O NZOUHIIVPPRDGH-UHFFFAOYSA-N 0.000 claims description 4
• GICNPGAMPHOUFT-UHFFFAOYSA-N 1-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[methyl(oxetan-3-yl)amino]ethanone Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C1COC1)C)=O GICNPGAMPHOUFT-UHFFFAOYSA-N 0.000 claims description 4
• UIDBYKZDZXGJLS-UHFFFAOYSA-N 1-[4-[3-cyclopropyl-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-2-methylpropan-2-ol Chemical compound C1(CC1)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(C)(O)C)C1=CC(=NC(=C1)C)C UIDBYKZDZXGJLS-UHFFFAOYSA-N 0.000 claims description 4
• KCBJUUQJAWMMHP-UHFFFAOYSA-N 1-[4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-3-piperidin-4-ylpropan-1-one Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CCC1CCNCC1)=O)C1=CC(=NC=C1)C KCBJUUQJAWMMHP-UHFFFAOYSA-N 0.000 claims description 4
• ULAYABQKGIYQRM-UHFFFAOYSA-N 2,2-dimethyl-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C(C)(C)C)=O)C1=CC(=NC=C1)C ULAYABQKGIYQRM-UHFFFAOYSA-N 0.000 claims description 4
• PUGFTMZDKIRXCX-UHFFFAOYSA-N 2,2-dimethyl-N-[4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-3-yl]propanamide Chemical compound C(C(C)(C)C)(=O)NC=1C=NC=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 PUGFTMZDKIRXCX-UHFFFAOYSA-N 0.000 claims description 4
• HJNPZYGKAYEAMO-UHFFFAOYSA-N 2,6-dimethyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-3-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C(=NC(=C1)C)C)N HJNPZYGKAYEAMO-UHFFFAOYSA-N 0.000 claims description 4
• PFLMSJPSDVSKTK-UHFFFAOYSA-N 2-(2,3-dimethoxypyridin-4-yl)-3-methyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound COC1=NC=CC(=C1OC)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)C1CCN(CC1)CC(C)C PFLMSJPSDVSKTK-UHFFFAOYSA-N 0.000 claims description 4
• SPVPBNOTYMSIKC-UHFFFAOYSA-N 2-(2,3-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC=CC(=C1C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 SPVPBNOTYMSIKC-UHFFFAOYSA-N 0.000 claims description 4
• DPUWYVJTOHCELP-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-(1-methylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C)C DPUWYVJTOHCELP-UHFFFAOYSA-N 0.000 claims description 4
• ISLUERWHAZWKLY-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound N1C=NC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1C)C)C(C)C ISLUERWHAZWKLY-UHFFFAOYSA-N 0.000 claims description 4
• ZKLPVUVQUJWPRN-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-(oxolan-3-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1COCC1)C ZKLPVUVQUJWPRN-UHFFFAOYSA-N 0.000 claims description 4
• SOTFKDXFZDTAEO-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-[(3-methyloxetan-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1(COC1)C)C SOTFKDXFZDTAEO-UHFFFAOYSA-N 0.000 claims description 4
• DUOIEPHKFCQDSA-UHFFFAOYSA-N 2-(2,6-dimethyl-3-nitropyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1[N+](=O)[O-])C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C DUOIEPHKFCQDSA-UHFFFAOYSA-N 0.000 claims description 4
• WVHSANSDTLJPIN-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-methyl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)C1CCN(CC1)C(C)C)C WVHSANSDTLJPIN-UHFFFAOYSA-N 0.000 claims description 4
• FANWYSXLCNOMMR-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-(1-propylpiperidin-4-yl)-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCC)C FANWYSXLCNOMMR-UHFFFAOYSA-N 0.000 claims description 4
• NIRZTAPYYUHQAQ-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CCN(CC1)C(C)C)C NIRZTAPYYUHQAQ-UHFFFAOYSA-N 0.000 claims description 4
• AABLPEAJBJZTBF-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(2H-triazol-4-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound N1N=NC(=C1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C AABLPEAJBJZTBF-UHFFFAOYSA-N 0.000 claims description 4
• FVKBRLUQWATAHY-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(3,3,3-trifluoropropyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCC(F)(F)F)C FVKBRLUQWATAHY-UHFFFAOYSA-N 0.000 claims description 4
• FMMWSLXPXFCRHA-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(pyridin-2-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NC=CC=C1)C FMMWSLXPXFCRHA-UHFFFAOYSA-N 0.000 claims description 4
• GPRQGIPIIVBWJL-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(pyridin-3-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C=NC=CC=1)C GPRQGIPIIVBWJL-UHFFFAOYSA-N 0.000 claims description 4
• MDXSXONNRROHBG-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(pyridin-4-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=CC=NC=C1)C MDXSXONNRROHBG-UHFFFAOYSA-N 0.000 claims description 4
• OLMIIMCWOSLTGC-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(pyrimidin-5-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C=NC=NC=1)C OLMIIMCWOSLTGC-UHFFFAOYSA-N 0.000 claims description 4
• OYQCEBZHEZFDBL-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(pyrrolidin-3-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1CNCC1)C OYQCEBZHEZFDBL-UHFFFAOYSA-N 0.000 claims description 4
• YFGPMNNEHKRDAS-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-[(1-propan-2-ylpyrrolidin-3-yl)methyl]piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1CN(CC1)C(C)C)C YFGPMNNEHKRDAS-UHFFFAOYSA-N 0.000 claims description 4
• SXEGAKNNZHORFV-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-(1-ethylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC)C SXEGAKNNZHORFV-UHFFFAOYSA-N 0.000 claims description 4
• NXZNNRHGCGONRT-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-(1-pentan-3-ylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CC)CC)C NXZNNRHGCGONRT-UHFFFAOYSA-N 0.000 claims description 4
• IVIIDQGMMNXYQK-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-(3-methoxypropyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCCOC)C IVIIDQGMMNXYQK-UHFFFAOYSA-N 0.000 claims description 4
• XXNZFXRMSBUKEZ-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-(5-methyl-4-oxaspiro[2.5]octan-7-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CC(OC2(CC2)C1)C)C XXNZFXRMSBUKEZ-UHFFFAOYSA-N 0.000 claims description 4
• QHVSXTLDWOPQMU-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-(oxan-3-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1COCCC1)C QHVSXTLDWOPQMU-UHFFFAOYSA-N 0.000 claims description 4
• NQRZKQCROYJHSC-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-(oxetan-3-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1COC1)C NQRZKQCROYJHSC-UHFFFAOYSA-N 0.000 claims description 4
• HDQXHATVUWHFGW-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-(oxolan-3-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1COCC1)C HDQXHATVUWHFGW-UHFFFAOYSA-N 0.000 claims description 4
• YNCATGRYGZIEBM-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(1-methyl-1,2,4-triazol-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NN(C=N1)C)C YNCATGRYGZIEBM-UHFFFAOYSA-N 0.000 claims description 4
• MXLLBSCDWRUYQO-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(1-methyltriazol-4-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1N=NN(C=1)C)C MXLLBSCDWRUYQO-UHFFFAOYSA-N 0.000 claims description 4
• RPRVQPYKNSMWGA-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(2-methoxypyrimidin-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C=NC(=NC=1)OC)C RPRVQPYKNSMWGA-UHFFFAOYSA-N 0.000 claims description 4
• SXHBLISEPAZUHC-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(4-methyl-1,2,4-triazol-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NN=CN1C)C SXHBLISEPAZUHC-UHFFFAOYSA-N 0.000 claims description 4
• QTXABJLYNQVHLH-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(6-methoxypyridin-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C=NC(=CC=1)OC)C QTXABJLYNQVHLH-UHFFFAOYSA-N 0.000 claims description 4
• CPZXYOOHYBCYES-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[2-(2-methoxyethoxy)ethyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCOCCOC)C CPZXYOOHYBCYES-UHFFFAOYSA-N 0.000 claims description 4
• DVTSNPVXXIYGKY-UHFFFAOYSA-N 2-(2-amino-1,3-thiazol-4-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound NC=1SC=C(N=1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C DVTSNPVXXIYGKY-UHFFFAOYSA-N 0.000 claims description 4
• LMEWBCHKWZGKOQ-UHFFFAOYSA-N 2-(2-chloro-3-fluoropyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound ClC1=NC=CC(=C1F)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 LMEWBCHKWZGKOQ-UHFFFAOYSA-N 0.000 claims description 4
• KSXRLVQWUXLZCL-UHFFFAOYSA-N 2-(2-chloro-5-fluoropyridin-4-yl)-3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound ClC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C1CCN(CC1)CC(C)C)F KSXRLVQWUXLZCL-UHFFFAOYSA-N 0.000 claims description 4
• YAIDWAMPVPDIBE-UHFFFAOYSA-N 2-(2-chloropyridin-4-yl)-3-(2,2-difluoroethyl)-5-piperidin-4-yl-1H-indole Chemical compound ClC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC(F)F)C1CCNCC1 YAIDWAMPVPDIBE-UHFFFAOYSA-N 0.000 claims description 4
• OKZVLQLUFCXLDF-UHFFFAOYSA-N 2-(2-chloropyridin-4-yl)-3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound ClC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C1CCN(CC1)CC(C)C OKZVLQLUFCXLDF-UHFFFAOYSA-N 0.000 claims description 4
• BLMILNNFLLFMJI-UHFFFAOYSA-N 2-(2-cyclopropylpyridin-4-yl)-5-[1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound C1(CC1)C1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1N=C(NC=1)C BLMILNNFLLFMJI-UHFFFAOYSA-N 0.000 claims description 4
• XDTKOAYRXVBADW-UHFFFAOYSA-N 2-(2-ethoxypyridin-4-yl)-3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound C(C)OC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C1CCN(CC1)CC(C)C XDTKOAYRXVBADW-UHFFFAOYSA-N 0.000 claims description 4
• RMNOVEAWXDHYFX-UHFFFAOYSA-N 2-(2-ethyl-6-methoxypyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C(C)C1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)OC RMNOVEAWXDHYFX-UHFFFAOYSA-N 0.000 claims description 4
• RUCOQCQFEYHVOI-UHFFFAOYSA-N 2-(2-methoxy-6-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC(=C1)C)OC RUCOQCQFEYHVOI-UHFFFAOYSA-N 0.000 claims description 4
• ISRHLYWGNAPDHA-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-3-methyl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C ISRHLYWGNAPDHA-UHFFFAOYSA-N 0.000 claims description 4
• IHLWZCULDOWKSY-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-3-methyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound C(C(C)C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C IHLWZCULDOWKSY-UHFFFAOYSA-N 0.000 claims description 4
• SNSRPIKBINQAHP-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-3-propan-2-yl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C(C)C)C1=CC(=NC=C1)OC SNSRPIKBINQAHP-UHFFFAOYSA-N 0.000 claims description 4
• BQASKBPKTVWHAQ-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-3-propan-2-yl-5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(F)(F)F)C1=CC(=NC=C1)OC BQASKBPKTVWHAQ-UHFFFAOYSA-N 0.000 claims description 4
• NMUMEBJNQCBANC-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-5-[1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC=1N=C(NC=1)C)C1=CC(=NC=C1)OC NMUMEBJNQCBANC-UHFFFAOYSA-N 0.000 claims description 4
• TYWKMKGFJWSJBU-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-(1-propylsulfonylpiperidin-4-yl)-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)S(=O)(=O)CCC)C1=CC(=NC=C1)C TYWKMKGFJWSJBU-UHFFFAOYSA-N 0.000 claims description 4
• RSXBNVAXXRGASB-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-(1-pyridin-3-ylpiperidin-4-yl)-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C=1C=NC=CC=1)C1=CC(=NC=C1)C RSXBNVAXXRGASB-UHFFFAOYSA-N 0.000 claims description 4
• IVCPLPJTHIKMSH-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(1-propan-2-ylpiperidin-3-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CN(CCC1)C(C)C)C1=CC(=NC=C1)C IVCPLPJTHIKMSH-UHFFFAOYSA-N 0.000 claims description 4
• JYXDKLDPNHSHIE-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C(C)C)C1=CC(=NC=C1)C JYXDKLDPNHSHIE-UHFFFAOYSA-N 0.000 claims description 4
• RXEGAQQYZQDQIL-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(F)(F)F)C1=CC(=NC=C1)C RXEGAQQYZQDQIL-UHFFFAOYSA-N 0.000 claims description 4
• HRPGOJSYJOVLNZ-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(2,2,2-trifluoroethylsulfonyl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)S(=O)(=O)CC(F)(F)F)C1=CC(=NC=C1)C HRPGOJSYJOVLNZ-UHFFFAOYSA-N 0.000 claims description 4
• HJDLTXZOLZVAJR-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(pyrrolidin-3-ylmethyl)piperidin-4-yl]-6-(trifluoromethyl)-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC(=C(C=C12)C1CCN(CC1)CC1CNCC1)C(F)(F)F)C1=CC(=NC=C1)C HJDLTXZOLZVAJR-UHFFFAOYSA-N 0.000 claims description 4
• GHPCTIWFACKOSW-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-[(1-propan-2-ylpiperidin-4-yl)methyl]piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1CCN(CC1)C(C)C)C1=CC(=NC=C1)C GHPCTIWFACKOSW-UHFFFAOYSA-N 0.000 claims description 4
• GCTYRRJHZNHQLU-HXUWFJFHSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-[[(3R)-pyrrolidin-3-yl]methyl]piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C[C@H]1CNCC1)C1=CC(=NC=C1)C GCTYRRJHZNHQLU-HXUWFJFHSA-N 0.000 claims description 4
• MLJIZXOQBGKWRG-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-(1-piperidin-3-ylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound N1(CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)C1CNCCC1 MLJIZXOQBGKWRG-UHFFFAOYSA-N 0.000 claims description 4
• FXWOUIWJYNSARE-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-[1-(2-phenoxyethyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCOC1=CC=CC=C1)C1=CC(=NC=C1)C FXWOUIWJYNSARE-UHFFFAOYSA-N 0.000 claims description 4
• BTZAJIBXLDSZOX-UHFFFAOYSA-N 2-(3,3-difluoropiperidin-1-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC1(CN(CCC1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F BTZAJIBXLDSZOX-UHFFFAOYSA-N 0.000 claims description 4
• PMKODRKUGDBNEN-UHFFFAOYSA-N 2-(3,3-dimethylbutylamino)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CC(CCNCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)(C)C PMKODRKUGDBNEN-UHFFFAOYSA-N 0.000 claims description 4
• CNLLOKFIFVUUTM-UHFFFAOYSA-N 2-(3,3-dimethylpiperidin-1-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CC1(CN(CCC1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C CNLLOKFIFVUUTM-UHFFFAOYSA-N 0.000 claims description 4
• LNUHSZBKNTVQIS-UHFFFAOYSA-N 2-(3,5-dichloropyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound ClC=1C=NC=C(C=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)Cl LNUHSZBKNTVQIS-UHFFFAOYSA-N 0.000 claims description 4
• QNVZRBYFJGLGGM-UHFFFAOYSA-N 2-(3-bromo-2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound BrC=1C(=NC(=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C)C QNVZRBYFJGLGGM-UHFFFAOYSA-N 0.000 claims description 4
• DDRQEGKSAFCYRC-UHFFFAOYSA-N 2-(3-chloro-2-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound ClC=1C(=NC=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C DDRQEGKSAFCYRC-UHFFFAOYSA-N 0.000 claims description 4
• PAGXDSRNDMZUEH-UHFFFAOYSA-N 2-(4,4-difluoropiperidin-1-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC1(CCN(CC1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F PAGXDSRNDMZUEH-UHFFFAOYSA-N 0.000 claims description 4
• DQYLEYUDMWRAAZ-UHFFFAOYSA-N 2-(5-chloro-2-fluoropyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound ClC=1C(=CC(=NC=1)F)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 DQYLEYUDMWRAAZ-UHFFFAOYSA-N 0.000 claims description 4
• JZYLWSYUCYZXHD-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(2H-tetrazol-5-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound N1N=NN=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1F)C)C(C)C JZYLWSYUCYZXHD-UHFFFAOYSA-N 0.000 claims description 4
• UALLNMJRLCQLSE-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-[1-(oxetan-3-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1COC1 UALLNMJRLCQLSE-UHFFFAOYSA-N 0.000 claims description 4
• OTRVSLPQEDUKGE-UHFFFAOYSA-N 2-(cyclopropylmethylamino)-6-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridine-3-carbonitrile Chemical compound C1(CC1)CNC1=C(C#N)C(=CC(=N1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 OTRVSLPQEDUKGE-UHFFFAOYSA-N 0.000 claims description 4
• STHJQKMQHQTIRT-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-ethyl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)CC)C STHJQKMQHQTIRT-UHFFFAOYSA-N 0.000 claims description 4
• MFDCNCRBGXXONK-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(2-fluoro-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)F)C(C)C)C MFDCNCRBGXXONK-UHFFFAOYSA-N 0.000 claims description 4
• KZGUERWVJQRPMJ-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(3-fluoro-2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=C(C(=NC(=C1)C)C)F)C(C)C)C KZGUERWVJQRPMJ-UHFFFAOYSA-N 0.000 claims description 4
• KNFJQWXVJGQNMH-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(3-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=C(C(=NC=C1)C)F)C(C)C)C KNFJQWXVJGQNMH-UHFFFAOYSA-N 0.000 claims description 4
• UMACCXUFYVUAGA-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1F)C)C(C)C)C UMACCXUFYVUAGA-UHFFFAOYSA-N 0.000 claims description 4
• NVLMPPBZRCDHIS-DEOSSOPVSA-N 2-[(2S)-4,4-difluoro-2-(hydroxymethyl)pyrrolidin-1-yl]-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC1(C[C@H](N(C1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)CO)F NVLMPPBZRCDHIS-DEOSSOPVSA-N 0.000 claims description 4
• JYQLNICWPXPDQV-UHFFFAOYSA-N 2-[2,2-difluoroethyl(methyl)amino]-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC(CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C)F JYQLNICWPXPDQV-UHFFFAOYSA-N 0.000 claims description 4
• BCQZTFRVRGGHDT-UHFFFAOYSA-N 2-[2-(difluoromethoxy)pyridin-4-yl]-3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound FC(OC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C1CCN(CC1)CC(C)C)F BCQZTFRVRGGHDT-UHFFFAOYSA-N 0.000 claims description 4
• QNHUCLNLPUXXQQ-UHFFFAOYSA-N 2-[2-methyl-6-(4-methylpiperazin-1-yl)pyridin-4-yl]-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC(=C1)N1CCN(CC1)C)C QNHUCLNLPUXXQQ-UHFFFAOYSA-N 0.000 claims description 4
• KYYQIUXUPDSDKV-UHFFFAOYSA-N 2-[4-(3-ethyl-2-pyridin-4-yl-1H-indol-5-yl)piperidin-1-yl]-N-methylethanamine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC=NC=C1 KYYQIUXUPDSDKV-UHFFFAOYSA-N 0.000 claims description 4
• XBORVKXVXLMXGU-UHFFFAOYSA-N 2-[4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-yl]propan-2-ol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C(C)(C)O XBORVKXVXLMXGU-UHFFFAOYSA-N 0.000 claims description 4
• UUPWDBYXIOZYQS-UHFFFAOYSA-N 2-[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]acetamide Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N)C UUPWDBYXIOZYQS-UHFFFAOYSA-N 0.000 claims description 4
• LCUMXPMTLNMLDL-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-ethyl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)CC(=O)N(C)C)C LCUMXPMTLNMLDL-UHFFFAOYSA-N 0.000 claims description 4
• GGXPZGMNNZGBBK-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1-(3-methoxyazetidin-1-yl)ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N1CC(C1)OC)C GGXPZGMNNZGBBK-UHFFFAOYSA-N 0.000 claims description 4
• BAPZWHLZAXLIML-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1-(4-hydroxypiperidin-1-yl)ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N1CCC(CC1)O)C BAPZWHLZAXLIML-UHFFFAOYSA-N 0.000 claims description 4
• PCJNBIOBYZWDQF-RUZDIDTESA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1-[(3R)-3-hydroxypiperidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N1C[C@@H](CCC1)O)C PCJNBIOBYZWDQF-RUZDIDTESA-N 0.000 claims description 4
• PCJNBIOBYZWDQF-VWLOTQADSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1-[(3S)-3-hydroxypiperidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N1C[C@H](CCC1)O)C PCJNBIOBYZWDQF-VWLOTQADSA-N 0.000 claims description 4
• ARACFCXJPRCLNL-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-1-pyrrolidin-1-ylethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N1CCCC1)C ARACFCXJPRCLNL-UHFFFAOYSA-N 0.000 claims description 4
• CXKRJKAZCBQKDR-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxo-N-(2-pyridin-4-ylethyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C(=O)NCCC1=CC=NC=C1)=O)C CXKRJKAZCBQKDR-UHFFFAOYSA-N 0.000 claims description 4
• LVCMRMFYKPGNIA-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxoacetic acid Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C(=O)O)=O)C LVCMRMFYKPGNIA-UHFFFAOYSA-N 0.000 claims description 4
• JATQMRQFKJMCBW-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-(2-ethoxyethyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCCOCC)C JATQMRQFKJMCBW-UHFFFAOYSA-N 0.000 claims description 4
• OLXSAOCDOZHHJW-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-(2-hydroxyethyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCCO)C OLXSAOCDOZHHJW-UHFFFAOYSA-N 0.000 claims description 4
• QVLCIINEUFSCAU-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-(2-methoxyethyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCCOC)C QVLCIINEUFSCAU-UHFFFAOYSA-N 0.000 claims description 4
• PKJAJMFTLOYLRJ-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-(2-methylpropyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCC(C)C)C PKJAJMFTLOYLRJ-UHFFFAOYSA-N 0.000 claims description 4
• LFVDLVONAWASAQ-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-(3-methylbutyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCCC(C)C)C LFVDLVONAWASAQ-UHFFFAOYSA-N 0.000 claims description 4
• GIZDZSFBTXBQKV-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-ethylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCC)C GIZDZSFBTXBQKV-UHFFFAOYSA-N 0.000 claims description 4
• BHIFQLJDAJGVTH-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-propylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NCCC)C BHIFQLJDAJGVTH-UHFFFAOYSA-N 0.000 claims description 4
• HRMPPKRTFPBEGL-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]acetonitrile Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC#N)C HRMPPKRTFPBEGL-UHFFFAOYSA-N 0.000 claims description 4
• UQCJOFVQEFCRMV-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCO)C UQCJOFVQEFCRMV-UHFFFAOYSA-N 0.000 claims description 4
• ACUOKAQTGVLTRM-UHFFFAOYSA-N 2-[4-[2-(2-chloropyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound ClC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC ACUOKAQTGVLTRM-UHFFFAOYSA-N 0.000 claims description 4
• VZRIWIIYCYVWRK-UHFFFAOYSA-N 2-[4-[2-(2-fluoro-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound FC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC)C VZRIWIIYCYVWRK-UHFFFAOYSA-N 0.000 claims description 4
• MYXBEUCLMYJADF-UHFFFAOYSA-N 2-[4-[2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC(=NC=C1)OC MYXBEUCLMYJADF-UHFFFAOYSA-N 0.000 claims description 4
• MJZGHXZGDZKOEL-UHFFFAOYSA-N 2-[4-[2-(3-fluoro-2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound FC=1C(=NC(=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC)C)C MJZGHXZGDZKOEL-UHFFFAOYSA-N 0.000 claims description 4
• HOXUSDVZHNCSHR-UHFFFAOYSA-N 2-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC HOXUSDVZHNCSHR-UHFFFAOYSA-N 0.000 claims description 4
• FNKLQARZSYUTQA-UHFFFAOYSA-N 2-[4-[2-[5-fluoro-2-(2-methoxyethoxy)pyridin-4-yl]-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound FC=1C(=CC(=NC=1)OCCOC)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC FNKLQARZSYUTQA-UHFFFAOYSA-N 0.000 claims description 4
• LOQXNVZXBBLJCJ-UHFFFAOYSA-N 2-[4-[3-ethyl-2-(2-methoxypyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC(=NC=C1)OC LOQXNVZXBBLJCJ-UHFFFAOYSA-N 0.000 claims description 4
• UPCMEHSVCKAHGV-UHFFFAOYSA-N 2-[4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]acetic acid Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(=O)O)C1=CC(=NC=C1)C UPCMEHSVCKAHGV-UHFFFAOYSA-N 0.000 claims description 4
• JPJNNZCUGXKYEC-UHFFFAOYSA-N 2-[[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,3-oxazole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1OC=CN=1)C JPJNNZCUGXKYEC-UHFFFAOYSA-N 0.000 claims description 4
• ITNPWSAYFAFXOK-UHFFFAOYSA-N 2-[[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,3-oxazole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1OC=CN=1)C ITNPWSAYFAFXOK-UHFFFAOYSA-N 0.000 claims description 4
• XULQGPFOOOACMU-UHFFFAOYSA-N 2-[benzyl(2-hydroxyethyl)amino]-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C(C1=CC=CC=C1)N(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)CCO XULQGPFOOOACMU-UHFFFAOYSA-N 0.000 claims description 4
• OUTRQIJXDHDHKC-UHFFFAOYSA-N 2-[cyclopropyl(methyl)amino]-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C1(CC1)N(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C OUTRQIJXDHDHKC-UHFFFAOYSA-N 0.000 claims description 4
• AYHDGDSWLRHOPX-UHFFFAOYSA-N 2-[tert-butyl(methyl)amino]-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C(C)(C)(C)N(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C AYHDGDSWLRHOPX-UHFFFAOYSA-N 0.000 claims description 4
• KKGNFWXWOZESLY-UHFFFAOYSA-N 2-amino-4-(3-ethyl-5-piperidin-4-yl-1H-indol-2-yl)pyridin-3-ol Chemical compound NC1=NC=CC(=C1O)C=1NC2=CC=C(C=C2C=1CC)C1CCNCC1 KKGNFWXWOZESLY-UHFFFAOYSA-N 0.000 claims description 4
• WNVBIRQMFDAGOI-UHFFFAOYSA-N 2-chloro-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridine-3-carbonitrile Chemical compound ClC1=C(C#N)C(=CC=N1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 WNVBIRQMFDAGOI-UHFFFAOYSA-N 0.000 claims description 4
• LNCFCZKODMJGRL-UHFFFAOYSA-N 2-cyclopropyl-5-[[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,3,4-oxadiazole Chemical compound C1(CC1)C=1OC(=NN=1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1C)C)C(C)C LNCFCZKODMJGRL-UHFFFAOYSA-N 0.000 claims description 4
• HTESEUUERFBMGM-UHFFFAOYSA-N 2-cyclopropyl-5-[[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,3,4-oxadiazole Chemical compound C1(CC1)C=1OC(=NN=1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1F)C)C(C)C HTESEUUERFBMGM-UHFFFAOYSA-N 0.000 claims description 4
• MOIWLJNYONGBFH-UHFFFAOYSA-N 2-methoxyethyl 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carboxylate Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)OCCOC)C1=CC(=NC=C1)C MOIWLJNYONGBFH-UHFFFAOYSA-N 0.000 claims description 4
• HGJZRRCBNACRCO-UHFFFAOYSA-N 2-methyl-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C(C)C)=O)C1=CC(=NC=C1)C HGJZRRCBNACRCO-UHFFFAOYSA-N 0.000 claims description 4
• LTCVRNKOZSJLTA-UHFFFAOYSA-N 2-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-3-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C(=NC=C1)C)N LTCVRNKOZSJLTA-UHFFFAOYSA-N 0.000 claims description 4
• BDALSLSOFMLICW-UHFFFAOYSA-N 2-methylpropyl 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carboxylate Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)OCC(C)C)C1=CC(=NC=C1)C BDALSLSOFMLICW-UHFFFAOYSA-N 0.000 claims description 4
• PRXYLSRUFRQTGL-UHFFFAOYSA-N 3-(dimethylamino)-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound CN(CCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)C PRXYLSRUFRQTGL-UHFFFAOYSA-N 0.000 claims description 4
• RFITZQSESPSUBM-UHFFFAOYSA-N 3-(methylamino)-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CCNC)=O)C1=CC(=NC=C1)C RFITZQSESPSUBM-UHFFFAOYSA-N 0.000 claims description 4
• WJCSBFWETFBVDN-UHFFFAOYSA-N 3-[2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxoethyl]-1,3-oxazolidin-2-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1C(OCC1)=O)=O)C WJCSBFWETFBVDN-UHFFFAOYSA-N 0.000 claims description 4
• HALAPOFWJJAMNP-UHFFFAOYSA-N 3-[4-(3-ethyl-5-piperidin-4-yl-1H-indol-2-yl)pyridin-2-yl]-1,2,4-oxadiazol-5-amine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C1=NOC(=N1)N HALAPOFWJJAMNP-UHFFFAOYSA-N 0.000 claims description 4
• SNKVZNKBGLNRAP-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2,2-dimethylpropanoic acid Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C(=O)O)(C)C)C SNKVZNKBGLNRAP-UHFFFAOYSA-N 0.000 claims description 4
• QEINQZORBUMOQH-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propane-1,2-diol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(CO)O)C QEINQZORBUMOQH-UHFFFAOYSA-N 0.000 claims description 4
• ZIAIUYLTFGMBQI-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propanenitrile Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCC#N)C ZIAIUYLTFGMBQI-UHFFFAOYSA-N 0.000 claims description 4
• VPROAPHVFLAWNF-UHFFFAOYSA-N 3-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]piperidin-2-ol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1C(NCCC1)O)C1=CC(=NC=C1)C VPROAPHVFLAWNF-UHFFFAOYSA-N 0.000 claims description 4
• BPZWDUXGZNPJNT-UHFFFAOYSA-N 3-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propanenitrile Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCC#N BPZWDUXGZNPJNT-UHFFFAOYSA-N 0.000 claims description 4
• CEMDGBBVNWPDGO-UHFFFAOYSA-N 3-[[2-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxoethyl]-methylamino]propanenitrile Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(CCC#N)C)=O CEMDGBBVNWPDGO-UHFFFAOYSA-N 0.000 claims description 4
• QCOPWJKPMGPAAZ-UHFFFAOYSA-N 3-[[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,2-oxazole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC=C1)C QCOPWJKPMGPAAZ-UHFFFAOYSA-N 0.000 claims description 4
• ATSKTKUNKGEHBU-UHFFFAOYSA-N 3-[[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-5-methyl-1,2-oxazole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC(=C1)C)C ATSKTKUNKGEHBU-UHFFFAOYSA-N 0.000 claims description 4
• BIWCYUUFIZURDQ-UHFFFAOYSA-N 3-ethyl-2-(2-methoxypyridin-4-yl)-5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C)C1=CC(=NC=C1)OC BIWCYUUFIZURDQ-UHFFFAOYSA-N 0.000 claims description 4
• MXEPXLWGKXWYBF-UHFFFAOYSA-N 3-ethyl-2-(2-methoxypyridin-4-yl)-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C(C)C)C1=CC(=NC=C1)OC MXEPXLWGKXWYBF-UHFFFAOYSA-N 0.000 claims description 4
• AOZRREYESYERJA-UHFFFAOYSA-N 3-ethyl-2-(2-methoxypyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)OC AOZRREYESYERJA-UHFFFAOYSA-N 0.000 claims description 4
• KPFYVTQBGUGUQJ-UHFFFAOYSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-(1-propan-2-ylpiperidin-4-yl)-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C)C)C1=CC(=NC=C1)C KPFYVTQBGUGUQJ-UHFFFAOYSA-N 0.000 claims description 4
• NMMRXHOPVAZNMM-UHFFFAOYSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-[1-[(1-propan-2-ylpiperidin-4-yl)methyl]piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1CCN(CC1)C(C)C)C1=CC(=NC=C1)C NMMRXHOPVAZNMM-UHFFFAOYSA-N 0.000 claims description 4
• FGMBGTFCAHQPPT-VWLOTQADSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-[1-[[(2S)-1-propan-2-ylpyrrolidin-2-yl]methyl]piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C[C@H]1N(CCC1)C(C)C)C1=CC(=NC=C1)C FGMBGTFCAHQPPT-VWLOTQADSA-N 0.000 claims description 4
• IRZIVYDRLKLPQM-LJQANCHMSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-[1-[[(3R)-pyrrolidin-3-yl]methyl]piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C[C@H]1CNCC1)C1=CC(=NC=C1)C IRZIVYDRLKLPQM-LJQANCHMSA-N 0.000 claims description 4
• YLTQYNWFZDDEKQ-UHFFFAOYSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C YLTQYNWFZDDEKQ-UHFFFAOYSA-N 0.000 claims description 4
• FLHBJMGJLNGEQB-UHFFFAOYSA-N 3-ethyl-5-[1-(1-ethylpiperidin-4-yl)piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC)C1=CC=NC=C1 FLHBJMGJLNGEQB-UHFFFAOYSA-N 0.000 claims description 4
• SKUJBCRGQDKVRB-UHFFFAOYSA-N 3-ethyl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C(C)C)C1=CC=NC=C1 SKUJBCRGQDKVRB-UHFFFAOYSA-N 0.000 claims description 4
• BZKKHCIMWAFYFR-UHFFFAOYSA-N 3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-2-(2-propan-2-yloxypyridin-4-yl)-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)OC(C)C BZKKHCIMWAFYFR-UHFFFAOYSA-N 0.000 claims description 4
• UJXQNXWZNFWQSY-UHFFFAOYSA-N 3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC=NC=C1 UJXQNXWZNFWQSY-UHFFFAOYSA-N 0.000 claims description 4
• JCKVOBRFDMLCNM-UHFFFAOYSA-N 3-methoxy-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CCOC)=O)C1=CC(=NC=C1)C JCKVOBRFDMLCNM-UHFFFAOYSA-N 0.000 claims description 4
• GKENUMJCKKDCSN-UHFFFAOYSA-N 3-methyl-2-(2-methylpyridin-4-yl)-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C GKENUMJCKKDCSN-UHFFFAOYSA-N 0.000 claims description 4
• YHCJNYZGNCFDQM-UHFFFAOYSA-N 3-methyl-5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C)C1=CC=NC=C1 YHCJNYZGNCFDQM-UHFFFAOYSA-N 0.000 claims description 4
• AQQGARNXTBEFMU-UHFFFAOYSA-N 3-methyl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C)(C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC=NC=C1)C AQQGARNXTBEFMU-UHFFFAOYSA-N 0.000 claims description 4
• CHHBUJKGMOEBSW-UHFFFAOYSA-N 3-methyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-2-(2-methylpyridin-4-yl)-1H-indole Chemical compound C(C(C)C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C CHHBUJKGMOEBSW-UHFFFAOYSA-N 0.000 claims description 4
• AWUOQLZOTLZXAZ-UHFFFAOYSA-N 3-methyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C(C)C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC=NC=C1)C AWUOQLZOTLZXAZ-UHFFFAOYSA-N 0.000 claims description 4
• COQPBQQSKNMNMX-UHFFFAOYSA-N 4-(3-ethyl-5-piperidin-4-yl-1H-indol-2-yl)pyridine-2-carbonitrile Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C#N COQPBQQSKNMNMX-UHFFFAOYSA-N 0.000 claims description 4
• KDUQRIBTNIQDMU-UHFFFAOYSA-N 4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)-3-(trifluoromethyl)pyridine-2-carbonitrile Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C(=NC=C1)C#N)C(F)(F)F KDUQRIBTNIQDMU-UHFFFAOYSA-N 0.000 claims description 4
• YWSPMSZYUPOSIH-UHFFFAOYSA-N 4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)-N-(2,2,2-trifluoroethyl)pyridine-2-carboxamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC=NC(=C1)C(=O)NCC(F)(F)F YWSPMSZYUPOSIH-UHFFFAOYSA-N 0.000 claims description 4
• SQLOFQHPIVBQTM-UHFFFAOYSA-N 4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)N SQLOFQHPIVBQTM-UHFFFAOYSA-N 0.000 claims description 4
• CAJUDZLSXHQKIH-UHFFFAOYSA-N 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC(NCC1)=O)C1=CC(=NC=C1)C CAJUDZLSXHQKIH-UHFFFAOYSA-N 0.000 claims description 4
• DLROEZYRZNBJPO-UHFFFAOYSA-N 4-[2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxoethyl]piperazin-2-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN1CC(NCC1)=O)=O)C DLROEZYRZNBJPO-UHFFFAOYSA-N 0.000 claims description 4
• WKQSPPUICSTBOL-UHFFFAOYSA-N 4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]-N-[1-(2,2,2-trifluoroacetyl)piperidin-4-yl]piperidine-1-carboxamide Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)NC1CCN(CC1)C(C(F)(F)F)=O)C1=CC(=NC=C1)C WKQSPPUICSTBOL-UHFFFAOYSA-N 0.000 claims description 4
• HXILJCIMOGTJIX-UHFFFAOYSA-N 4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]-N-piperidin-4-ylpiperidine-1-carboxamide Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)NC1CCNCC1)C1=CC(=NC=C1)C HXILJCIMOGTJIX-UHFFFAOYSA-N 0.000 claims description 4
• GAVIGOWJXGNUGT-UHFFFAOYSA-N 4-[3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indol-2-yl]pyridin-2-amine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)N GAVIGOWJXGNUGT-UHFFFAOYSA-N 0.000 claims description 4
• SBEVTBLYXQMLQG-UHFFFAOYSA-N 4-[5-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indol-2-yl]-6-methylpyridin-3-amine Chemical compound N1C=NC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=C(C=NC(=C1)C)N)C(C)C SBEVTBLYXQMLQG-UHFFFAOYSA-N 0.000 claims description 4
• DFRWBHBPTAQPBN-UHFFFAOYSA-N 4-[5-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-amine Chemical compound N1C=NC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)N)C(C)C DFRWBHBPTAQPBN-UHFFFAOYSA-N 0.000 claims description 4
• JNIJWTNKACIQHG-UHFFFAOYSA-N 5-(1-benzylpiperidin-4-yl)-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C1=CC=CC=C1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C JNIJWTNKACIQHG-UHFFFAOYSA-N 0.000 claims description 4
• GRPVTFYMRUUOCF-UHFFFAOYSA-N 5-(1-cyclopentylpiperidin-4-yl)-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CCCC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C GRPVTFYMRUUOCF-UHFFFAOYSA-N 0.000 claims description 4
• NNQSGAQFILLMTO-UHFFFAOYSA-N 5-(1-cyclopropylsulfonylpiperidin-4-yl)-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CC1)S(=O)(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C NNQSGAQFILLMTO-UHFFFAOYSA-N 0.000 claims description 4
• XDCQPYBUBZZPJE-UHFFFAOYSA-N 5-[1-(1,3-difluoropropan-2-yl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FCC(CF)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C XDCQPYBUBZZPJE-UHFFFAOYSA-N 0.000 claims description 4
• CYTNDYWPBCJXOO-UHFFFAOYSA-N 5-[1-(1,3-difluoropropan-2-yl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FCC(CF)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C CYTNDYWPBCJXOO-UHFFFAOYSA-N 0.000 claims description 4
• BLNVBYKQQBHYJP-UHFFFAOYSA-N 5-[1-(1-ethylpiperidin-4-yl)piperidin-4-yl]-2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C(C)C BLNVBYKQQBHYJP-UHFFFAOYSA-N 0.000 claims description 4
• YDJKOMNMFAJHOT-UHFFFAOYSA-N 5-[1-(1-ethylpiperidin-4-yl)piperidin-4-yl]-3-methyl-2-pyridin-4-yl-1H-indole Chemical compound C(C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC=NC=C1)C YDJKOMNMFAJHOT-UHFFFAOYSA-N 0.000 claims description 4
• PQGUZZYEWMZUAP-UHFFFAOYSA-N 5-[1-(1-fluoropropan-2-yl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FCC(C)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C PQGUZZYEWMZUAP-UHFFFAOYSA-N 0.000 claims description 4
• MURUZPQGSZWVGA-UHFFFAOYSA-N 5-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound N1C=NC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C MURUZPQGSZWVGA-UHFFFAOYSA-N 0.000 claims description 4
• AFGCAOPGLCLMNL-UHFFFAOYSA-N 5-[1-(2,2-difluoroethyl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC(CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)F AFGCAOPGLCLMNL-UHFFFAOYSA-N 0.000 claims description 4
• SOKVVZMJSXALQC-UHFFFAOYSA-N 5-[1-(2,2-difluoroethyl)piperidin-4-yl]-2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC(CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1F)C)C(C)C)F SOKVVZMJSXALQC-UHFFFAOYSA-N 0.000 claims description 4
• PYWBPEBSDCPESD-UHFFFAOYSA-N 5-[1-(2,2-dimethylpropyl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C)(C)C)C PYWBPEBSDCPESD-UHFFFAOYSA-N 0.000 claims description 4
• NUQRLTATSFTTDM-UHFFFAOYSA-N 5-[1-(2,6-dimethyloxan-4-yl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CC(OC(C1)C)C)C NUQRLTATSFTTDM-UHFFFAOYSA-N 0.000 claims description 4
• MCNAKRHUCFUTGW-UHFFFAOYSA-N 5-[1-(2-ethoxyethyl)piperidin-4-yl]-2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)OCCN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C(C)C MCNAKRHUCFUTGW-UHFFFAOYSA-N 0.000 claims description 4
• CKVGHMFAENMPGA-UHFFFAOYSA-N 5-[1-(2-ethoxyethyl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)OCCN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C CKVGHMFAENMPGA-UHFFFAOYSA-N 0.000 claims description 4
• WKABIKXMCLQVBM-UHFFFAOYSA-N 5-[1-(2-methylpropylsulfonyl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C(C)C)S(=O)(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C WKABIKXMCLQVBM-UHFFFAOYSA-N 0.000 claims description 4
• VLPCWDIBKUEXRO-UHFFFAOYSA-N 5-[1-(3-fluoro-1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC1CN(CCC1N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)C(C)C VLPCWDIBKUEXRO-UHFFFAOYSA-N 0.000 claims description 4
• BFJZXMMZBJPLNV-UHFFFAOYSA-N 5-[1-(3-methylpiperidin-4-yl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1C(CNCC1)C)C1=CC(=NC=C1)C BFJZXMMZBJPLNV-UHFFFAOYSA-N 0.000 claims description 4
• JMRDHRNWAWHWGE-UHFFFAOYSA-N 5-[1-(cyclohexylmethyl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CCCCC1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C JMRDHRNWAWHWGE-UHFFFAOYSA-N 0.000 claims description 4
• NSAUIIACEKGXLU-UHFFFAOYSA-N 5-[1-(cyclohexylmethyl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CCCCC1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C NSAUIIACEKGXLU-UHFFFAOYSA-N 0.000 claims description 4
• GTAIZSKFYZLMPQ-UHFFFAOYSA-N 5-[1-(cyclopropylmethyl)piperidin-4-yl]-2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CC1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1C)C)C(C)C GTAIZSKFYZLMPQ-UHFFFAOYSA-N 0.000 claims description 4
• PWDRPYRRUWQDDS-UHFFFAOYSA-N 5-[1-(cyclopropylmethyl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CC1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C PWDRPYRRUWQDDS-UHFFFAOYSA-N 0.000 claims description 4
• VJJCWZACWFONCB-UHFFFAOYSA-N 5-[1-[(1-methylpiperidin-4-yl)methyl]piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1CCN(CC1)C)C1=CC(=NC=C1)C VJJCWZACWFONCB-UHFFFAOYSA-N 0.000 claims description 4
• DNQWQQGOJIGANI-UHFFFAOYSA-N 5-[1-[(3-methyloxetan-3-yl)methyl]piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1(COC1)C)C1=CC(=NC=C1)C DNQWQQGOJIGANI-UHFFFAOYSA-N 0.000 claims description 4
• BYSMEBIUUBZMJJ-UHFFFAOYSA-N 5-[1-[(4,6-dimethoxypyrimidin-2-yl)methyl]piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound COC1=NC(=NC(=C1)OC)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C BYSMEBIUUBZMJJ-UHFFFAOYSA-N 0.000 claims description 4
• SAUSPTNFFCXFGD-QFIPXVFZSA-N 5-[1-[(4S)-azepan-4-yl]piperidin-4-yl]-3-ethyl-2-(2-methoxypyridin-4-yl)-1H-indole Chemical compound N1CC[C@H](CCC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)CC SAUSPTNFFCXFGD-QFIPXVFZSA-N 0.000 claims description 4
• UXTWDUSWRPSOII-UHFFFAOYSA-N 5-[1-[(5-methyl-1H-imidazol-4-yl)methyl]piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1=C(N=CN1)C)C1=CC(=NC=C1)C UXTWDUSWRPSOII-UHFFFAOYSA-N 0.000 claims description 4
• VSXZXTKJZWJKSM-UHFFFAOYSA-N 5-[[4-(3-ethyl-2-pyridin-4-yl-1H-indol-5-yl)piperidin-1-yl]methyl]-N-pyridin-2-yl-1,3-thiazol-2-amine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1=CN=C(S1)NC1=NC=CC=C1)C1=CC=NC=C1 VSXZXTKJZWJKSM-UHFFFAOYSA-N 0.000 claims description 4
• NZZVLWGZHSJBFI-UHFFFAOYSA-N 5-[[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,3-thiazole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=CN=CS1)C NZZVLWGZHSJBFI-UHFFFAOYSA-N 0.000 claims description 4
• DZUTXYQEYYHFHW-UHFFFAOYSA-N 5-[[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,3-thiazole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=CN=CS1 DZUTXYQEYYHFHW-UHFFFAOYSA-N 0.000 claims description 4
• NXFUKSZBRKWOFX-UHFFFAOYSA-N 5-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1C)N NXFUKSZBRKWOFX-UHFFFAOYSA-N 0.000 claims description 4
• VXASVEDHEJYYKS-UHFFFAOYSA-N 5-piperidin-4-yl-3-propan-2-yl-2-(2,3,5,6-tetramethylpyridin-4-yl)-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C(=NC(=C1C)C)C)C VXASVEDHEJYYKS-UHFFFAOYSA-N 0.000 claims description 4
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• PRDFESRDFZXCRA-UHFFFAOYSA-N 6-chloro-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridine-3-carbonitrile Chemical compound ClC1=NC=C(C#N)C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1 PRDFESRDFZXCRA-UHFFFAOYSA-N 0.000 claims description 4
• PKOZZHZIEOPBFC-UHFFFAOYSA-N 6-fluoro-2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound FC1=C(C=C2C(=C(NC2=C1)C1=CC(=NC=C1)C)C(C)C)C1CCN(CC1)C1CCN(CC1)C(C)C PKOZZHZIEOPBFC-UHFFFAOYSA-N 0.000 claims description 4
• KHGUMMRVFBLTOH-UHFFFAOYSA-N 6-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC(=C1)C)N KHGUMMRVFBLTOH-UHFFFAOYSA-N 0.000 claims description 4
• CIZUBUALYUNNSD-UHFFFAOYSA-N 6-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridine-3-carboxamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1C(=O)N)C CIZUBUALYUNNSD-UHFFFAOYSA-N 0.000 claims description 4
• QOQZEUIHGOQKGH-UHFFFAOYSA-N N,N-dimethyl-3-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-1-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCCN(C)C)C1=CC(=NC=C1)C QOQZEUIHGOQKGH-UHFFFAOYSA-N 0.000 claims description 4
• ZTLHPZWFBSJJJC-UHFFFAOYSA-N N,N-dimethyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)N(C)C ZTLHPZWFBSJJJC-UHFFFAOYSA-N 0.000 claims description 4
• ZCPSRDHJZQCRDO-UHFFFAOYSA-N N-[4-[3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indol-2-yl]pyridin-2-yl]acetamide Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)NC(C)=O ZCPSRDHJZQCRDO-UHFFFAOYSA-N 0.000 claims description 4
• IEVGSIQSJKSLLJ-UHFFFAOYSA-N N-[4-[3-methyl-5-[1-[2-(methylamino)ethyl]piperidin-4-yl]-1H-indol-2-yl]pyridin-2-yl]acetamide Chemical compound CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC(=NC=C1)NC(C)=O IEVGSIQSJKSLLJ-UHFFFAOYSA-N 0.000 claims description 4
• CIJIUMPUNSRAIO-UHFFFAOYSA-N N-[6-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-3-yl]acetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C=NC(=C1)C)NC(C)=O CIJIUMPUNSRAIO-UHFFFAOYSA-N 0.000 claims description 4
• NROKMEQELDHYNP-UHFFFAOYSA-N N-ethyl-4-[3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indol-2-yl]pyridin-2-amine Chemical compound C(C)NC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C1CCN(CC1)CC(C)C NROKMEQELDHYNP-UHFFFAOYSA-N 0.000 claims description 4
• QGSFEJMKPSRXCZ-UHFFFAOYSA-N N-methyl-2-[4-[3-methyl-2-[2-(4-methylpiperazin-1-yl)pyridin-4-yl]-1H-indol-5-yl]piperidin-1-yl]ethanamine Chemical compound CNCCN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)N1CCN(CC1)C)C QGSFEJMKPSRXCZ-UHFFFAOYSA-N 0.000 claims description 4
• KFLDXJHXMHPNJL-HSZRJFAPSA-N [(2R)-4,4-difluoropyrrolidin-2-yl]-[4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]methanone Chemical compound FC1(C[C@@H](NC1)C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)CC)F KFLDXJHXMHPNJL-HSZRJFAPSA-N 0.000 claims description 4
• SQOYPQJIJXZBSC-DEOSSOPVSA-N [(2S)-azetidin-2-yl]-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methanone Chemical compound N1[C@@H](CC1)C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C SQOYPQJIJXZBSC-DEOSSOPVSA-N 0.000 claims description 4
• HALKYKSACBRVIX-QHCPKHFHSA-N [(4S)-4-amino-5-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-5-oxopentyl]urea Chemical compound N[C@@H](CCCNC(=O)N)C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C HALKYKSACBRVIX-QHCPKHFHSA-N 0.000 claims description 4
• YLIQBDMDGQDMJP-UHFFFAOYSA-N [4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-yl]methanamine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)CN YLIQBDMDGQDMJP-UHFFFAOYSA-N 0.000 claims description 4
• MKQLFJCHASSSAH-UHFFFAOYSA-N [4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-2-yl]methanol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)CO MKQLFJCHASSSAH-UHFFFAOYSA-N 0.000 claims description 4
• MFXBSSFPPJPYPW-UHFFFAOYSA-N [4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-3-yl]methanol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C=NC=C1)CO MFXBSSFPPJPYPW-UHFFFAOYSA-N 0.000 claims description 4
• ODNOPKUTRKPFOT-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1,2-oxazol-3-yl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1=NOC=C1)C ODNOPKUTRKPFOT-UHFFFAOYSA-N 0.000 claims description 4
• XTINCUPSWHKNHX-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1,3-thiazol-4-yl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C=1N=CSC=1)C XTINCUPSWHKNHX-UHFFFAOYSA-N 0.000 claims description 4
• RGHLVTPMUDDRGW-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1-hydroxycyclopropyl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1(CC1)O)C RGHLVTPMUDDRGW-UHFFFAOYSA-N 0.000 claims description 4
• KGDZKVMYQOJFBR-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1-propan-2-ylpiperidin-4-yl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1CCN(CC1)C(C)C)C KGDZKVMYQOJFBR-UHFFFAOYSA-N 0.000 claims description 4
• ZAXIKUVJWNLHOD-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(2-propan-2-yloxan-4-yl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1CC(OCC1)C(C)C)C ZAXIKUVJWNLHOD-UHFFFAOYSA-N 0.000 claims description 4
• ICBZYTZWYYNORX-SQHAQQRYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-[(2S,3R)-3-hydroxypyrrolidin-2-yl]methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)[C@H]1NCC[C@H]1O)C ICBZYTZWYYNORX-SQHAQQRYSA-N 0.000 claims description 4
• BOERWJQIWZMUKH-RDGATRHJSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-[(2S,4R)-4-fluoropyrrolidin-2-yl]methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)[C@H]1NC[C@@H](C1)F)C BOERWJQIWZMUKH-RDGATRHJSA-N 0.000 claims description 4
• DBGLAXIWMLPGBF-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1,2-oxazol-3-yl)methanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1=NOC=C1)C1=CC(=NC=C1)C DBGLAXIWMLPGBF-UHFFFAOYSA-N 0.000 claims description 4
• NFKQWAKEJHFXPL-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1,3-thiazol-4-yl)methanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C=1N=CSC=1)C1=CC(=NC=C1)C NFKQWAKEJHFXPL-UHFFFAOYSA-N 0.000 claims description 4
• FXURZYUYHDFHPI-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(1-propan-2-ylpiperidin-4-yl)methanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CCN(CC1)C(C)C)C1=CC(=NC=C1)C FXURZYUYHDFHPI-UHFFFAOYSA-N 0.000 claims description 4
• FXZLEKZRODBXIC-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-[1-(trifluoromethyl)cyclopropyl]methanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1(CC1)C(F)(F)F)C1=CC(=NC=C1)C FXZLEKZRODBXIC-UHFFFAOYSA-N 0.000 claims description 4
• KBPBAANPGIPRSG-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-piperidin-4-ylmethanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CCNCC1)C1=CC(=NC=C1)C KBPBAANPGIPRSG-UHFFFAOYSA-N 0.000 claims description 4
• LZZJYUPGLKOIOD-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-pyrrolidin-3-ylmethanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CNCC1)C1=CC(=NC=C1)C LZZJYUPGLKOIOD-UHFFFAOYSA-N 0.000 claims description 4
• RBZNDXVEOKPFTB-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-(1-methylpiperidin-4-yl)methanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CCN(CC1)C)C1=CC(=NC=C1)C RBZNDXVEOKPFTB-UHFFFAOYSA-N 0.000 claims description 4
• YCBHUTNJTCCODJ-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-(2-fluoropyridin-4-yl)methanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1=CC(=NC=C1)F)C1=CC(=NC=C1)C YCBHUTNJTCCODJ-UHFFFAOYSA-N 0.000 claims description 4
• MOYKOLQHEPLGMH-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-(3-phenylpiperidin-4-yl)methanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1C(CNCC1)C1=CC=CC=C1)C1=CC(=NC=C1)C MOYKOLQHEPLGMH-UHFFFAOYSA-N 0.000 claims description 4
• SVAYMCJLDNOTKF-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-(4-methylpiperidin-4-yl)methanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1(CCNCC1)C)C1=CC(=NC=C1)C SVAYMCJLDNOTKF-UHFFFAOYSA-N 0.000 claims description 4
• OJKPMGRBBWBGRT-VWLOTQADSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-[(2S)-piperidin-2-yl]methanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)[C@H]1NCCCC1)C1=CC(=NC=C1)C OJKPMGRBBWBGRT-VWLOTQADSA-N 0.000 claims description 4
• ZNKJBTTWUVGTPP-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-piperidin-4-ylmethanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CCNCC1)C1=CC(=NC=C1)C ZNKJBTTWUVGTPP-UHFFFAOYSA-N 0.000 claims description 4
• DGSNADWXRFPIFV-UHFFFAOYSA-N [6-methyl-4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)pyridin-3-yl]methanol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=C(C=NC(=C1)C)CO DGSNADWXRFPIFV-UHFFFAOYSA-N 0.000 claims description 4
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 4
• DTDSKVQSXFZBBG-UHFFFAOYSA-N azetidin-3-yl-[4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]methanone Chemical compound N1CC(C1)C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)CC DTDSKVQSXFZBBG-UHFFFAOYSA-N 0.000 claims description 4
• 229910052794 bromium Inorganic materials 0.000 claims description 4
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
• VLJMSGMNAYNKSO-UHFFFAOYSA-N cyclopropyl-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methanone Chemical compound C1(CC1)C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C VLJMSGMNAYNKSO-UHFFFAOYSA-N 0.000 claims description 4
• UMSYVKPVZGCVNP-UHFFFAOYSA-N ethyl 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carboxylate Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)OCC)C1=CC(=NC=C1)C UMSYVKPVZGCVNP-UHFFFAOYSA-N 0.000 claims description 4
• 230000002757 inflammatory effect Effects 0.000 claims description 4
• GSPROTFTCLWGNZ-UHFFFAOYSA-N methyl 2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-1H-indole-3-carboxylate Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(=O)OC)C1CCNCC1)C GSPROTFTCLWGNZ-UHFFFAOYSA-N 0.000 claims description 4
• XGKPBZOZWULZIL-UHFFFAOYSA-N methyl 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carboxylate Chemical compound COC(=O)N1CCC(CC1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CC(C)=NC=C1 XGKPBZOZWULZIL-UHFFFAOYSA-N 0.000 claims description 4
• LYTJSFIMCMXEPG-UHFFFAOYSA-N methyl 4-[3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indol-2-yl]pyridine-2-carboxylate Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)C(=O)OC LYTJSFIMCMXEPG-UHFFFAOYSA-N 0.000 claims description 4
• LPNXMJPRTVTWOU-UHFFFAOYSA-N methyl 4-[3-methyl-5-[1-[2-(methylamino)ethyl]piperidin-4-yl]-1H-indol-2-yl]pyridine-2-carboxylate Chemical compound CNCCN1CCC(CC1)C1=CC=C2NC(=C(C)C2=C1)C1=CC=NC(=C1)C(=O)OC LPNXMJPRTVTWOU-UHFFFAOYSA-N 0.000 claims description 4
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 4
• HXURBDYLBQSZLW-UHFFFAOYSA-N (4-methylphenyl) 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carboxylate Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)OC1=CC=C(C)C=C1)C1=CC(C)=NC=C1 HXURBDYLBQSZLW-UHFFFAOYSA-N 0.000 claims description 3
• MNLKNVDNXSXBIZ-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-ethyl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C(CNC)=O)C MNLKNVDNXSXBIZ-UHFFFAOYSA-N 0.000 claims description 3
• ASBBJUGHXSIKGA-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(1H-pyrazol-5-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound N1N=CC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1C)C)C(C)C ASBBJUGHXSIKGA-UHFFFAOYSA-N 0.000 claims description 3
• LAIREGQPLVBJPO-UHFFFAOYSA-N 2-(3-fluoro-2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound FC=1C(=NC(=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C)C LAIREGQPLVBJPO-UHFFFAOYSA-N 0.000 claims description 3
• IPMQCXLOUKOIIW-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(1H-pyrazol-5-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound N1N=CC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1F)C)C(C)C IPMQCXLOUKOIIW-UHFFFAOYSA-N 0.000 claims description 3
• XWLCLCZUNGZYHB-UHFFFAOYSA-N 2-[4-[2-(2,5-dimethylpyridin-4-yl)-6-fluoro-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)C)F)C XWLCLCZUNGZYHB-UHFFFAOYSA-N 0.000 claims description 3
• ZYVYPYPOABGOLN-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxo-N-(piperidin-4-ylmethyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C(=O)NCC1CCNCC1)=O)C ZYVYPYPOABGOLN-UHFFFAOYSA-N 0.000 claims description 3
• FIMGQFRJBNOXOX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C(CCC)N(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)CCO FIMGQFRJBNOXOX-UHFFFAOYSA-N 0.000 claims description 3
• ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 claims description 3
• RITKFGHHVRZVBC-UHFFFAOYSA-N 3-[[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,2,4-oxadiazole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC=N1)C RITKFGHHVRZVBC-UHFFFAOYSA-N 0.000 claims description 3
• JLAKCHGEEBPDQI-UHFFFAOYSA-N 4-(4-fluorobenzyl)piperidine Chemical compound C1=CC(F)=CC=C1CC1CCNCC1 JLAKCHGEEBPDQI-UHFFFAOYSA-N 0.000 claims description 3
• DHRRNCQEPHWLNT-UHFFFAOYSA-N 5-(3,3-difluoropiperidin-4-yl)-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC1(CNCCC1C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F DHRRNCQEPHWLNT-UHFFFAOYSA-N 0.000 claims description 3
• VHUGKOSGALLBLZ-UHFFFAOYSA-N N,N-dimethyl-2-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]acetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(=O)N(C)C)C1=CC(=NC=C1)C VHUGKOSGALLBLZ-UHFFFAOYSA-N 0.000 claims description 3
• CJZBUJQFRGSNJO-UHFFFAOYSA-N N-(3,3-dimethylbutyl)-2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]acetamide Chemical compound CC(CCNC(CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)=O)(C)C CJZBUJQFRGSNJO-UHFFFAOYSA-N 0.000 claims description 3
• ZVOANELAIYGHIH-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(3-methyloxetan-3-yl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1(COC1)C)C ZVOANELAIYGHIH-UHFFFAOYSA-N 0.000 claims description 3
• 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
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• RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 3
• UPAZVFTVNGNURA-UHFFFAOYSA-N 1,1,1-trifluoro-3-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propan-2-ol Chemical compound FC(C(CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)O)(F)F UPAZVFTVNGNURA-UHFFFAOYSA-N 0.000 claims description 2
• QDVBKXJMLILLLB-UHFFFAOYSA-N 1,4'-bipiperidine Chemical compound C1CCCCN1C1CCNCC1 QDVBKXJMLILLLB-UHFFFAOYSA-N 0.000 claims description 2
• OFEHDLKYBDWPDB-UHFFFAOYSA-N 1-[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC)=O)C OFEHDLKYBDWPDB-UHFFFAOYSA-N 0.000 claims description 2
• XHNFNKLHGHPNAA-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(propylamino)ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNCCC)=O)C XHNFNKLHGHPNAA-UHFFFAOYSA-N 0.000 claims description 2
• NGROLUXROZOOGD-UHFFFAOYSA-N 1-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-morpholin-4-ylpropan-1-one Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CCN1CCOCC1)=O NGROLUXROZOOGD-UHFFFAOYSA-N 0.000 claims description 2
• BQOBOVDRFBAROX-UHFFFAOYSA-N 2-(2,2-dimethylpropylamino)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNCC(C)(C)C)=O)C BQOBOVDRFBAROX-UHFFFAOYSA-N 0.000 claims description 2
• JHQXWCQYNXERLT-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(1-methylpyrazol-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NN(C=C1)C)C JHQXWCQYNXERLT-UHFFFAOYSA-N 0.000 claims description 2
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• AYUJBEYJOQOREF-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1N=C(NC=1)C)C AYUJBEYJOQOREF-UHFFFAOYSA-N 0.000 claims description 2
• YAQGQSZTCUPAKS-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(2-methylpyrazol-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=CC=NN1C)C YAQGQSZTCUPAKS-UHFFFAOYSA-N 0.000 claims description 2
• BINQCIRIDKGEMR-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(5-methyl-1H-pyrazol-4-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C(=NNC=1)C)C BINQCIRIDKGEMR-UHFFFAOYSA-N 0.000 claims description 2
• AZRXNNGDBMNEAO-UHFFFAOYSA-N 2-(butan-2-ylamino)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C(C)(CC)NCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C AZRXNNGDBMNEAO-UHFFFAOYSA-N 0.000 claims description 2
• XECBCIFINWVOLF-UHFFFAOYSA-N 2-(cyclobutylamino)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C1(CCC1)NCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C XECBCIFINWVOLF-UHFFFAOYSA-N 0.000 claims description 2
• LFMCIWJIYGEDAN-UHFFFAOYSA-N 2-(dimethylamino)-1-[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1C)C)C(C)C)C LFMCIWJIYGEDAN-UHFFFAOYSA-N 0.000 claims description 2
• GRECWOXYXMTLAZ-UHFFFAOYSA-N 2-[4-[2-(2-chloro-5-methoxypyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound CNCCN1CCC(CC1)c1ccc2[nH]c(c(C)c2c1)-c1cc(Cl)ncc1OC GRECWOXYXMTLAZ-UHFFFAOYSA-N 0.000 claims description 2
• UMMDKSUKTIWOOO-UHFFFAOYSA-N 2-[4-[2-(5-fluoro-2-methoxypyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound FC=1C(=CC(=NC=1)OC)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC UMMDKSUKTIWOOO-UHFFFAOYSA-N 0.000 claims description 2
• LRCBTQYRFZOROY-UHFFFAOYSA-N 2-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(=O)NC)C1=CC(=NC(=C1)C)C)F LRCBTQYRFZOROY-UHFFFAOYSA-N 0.000 claims description 2
• XBWMGBYLPSIXJZ-UHFFFAOYSA-N 3-[[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,2,4-oxadiazole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC=N1)C XBWMGBYLPSIXJZ-UHFFFAOYSA-N 0.000 claims description 2
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
• NXSBHHRFHJNDGK-UHFFFAOYSA-N 4-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]thiane 1,1-dioxide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CCS(CC1)(=O)=O)C NXSBHHRFHJNDGK-UHFFFAOYSA-N 0.000 claims description 2
• PXCLCELHPAFDJX-UHFFFAOYSA-N 4-[5-[1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1=CN=C(N1)C)C1=CC(=NC=C1)N PXCLCELHPAFDJX-UHFFFAOYSA-N 0.000 claims description 2
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• YKACHKCGIBRGJE-UHFFFAOYSA-N 4-fluoro-2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-[(1-propan-2-ylpiperidin-4-yl)methyl]piperidin-4-yl]-1H-indole Chemical compound FC1=C2C(=C(NC2=CC=C1C1CCN(CC1)CC1CCN(CC1)C(C)C)C1=CC(=NC=C1)C)C(C)C YKACHKCGIBRGJE-UHFFFAOYSA-N 0.000 claims description 2
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• 238000002560 therapeutic procedure Methods 0.000 claims description 2
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• GTGRIEAMDRSXER-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[2-hydroxyethyl(propyl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(CCC)CCO)=O)C GTGRIEAMDRSXER-UHFFFAOYSA-N 0.000 claims 2
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• GOLIEZRNGRVEAW-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[3-hydroxypropyl(methyl)amino]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CN(C)CCCO)=O)C GOLIEZRNGRVEAW-UHFFFAOYSA-N 0.000 claims 2
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• UWLIJDZJIZGVHO-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-hydroxy-2-methylpropan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C(C)(C)O)=O)C UWLIJDZJIZGVHO-UHFFFAOYSA-N 0.000 claims 2
• YNGIMDOIQMGXID-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CO)=O)C YNGIMDOIQMGXID-UHFFFAOYSA-N 0.000 claims 2
• KONZFGSJZPZQBT-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methoxyethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(COC)=O)C KONZFGSJZPZQBT-UHFFFAOYSA-N 0.000 claims 2
• UYSBMUNIVUTTKD-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methyl-2-(methylamino)propan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C(C)(NC)C)=O)C UYSBMUNIVUTTKD-UHFFFAOYSA-N 0.000 claims 2
• QCEMIFKKYHATPE-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methylbut-3-en-2-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C=C)(O)C)C QCEMIFKKYHATPE-UHFFFAOYSA-N 0.000 claims 2
• AWFHKVBPPVVMJG-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methylpropan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(C(C)C)=O)C AWFHKVBPPVVMJG-UHFFFAOYSA-N 0.000 claims 2
• PZUIRSVAAUBASN-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methylpropan-2-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C)(O)C)C PZUIRSVAAUBASN-UHFFFAOYSA-N 0.000 claims 2
• UHAXGOHVZDVKMV-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-[methyl(oxetan-3-yl)amino]propan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CCN(C1COC1)C)=O)C UHAXGOHVZDVKMV-UHFFFAOYSA-N 0.000 claims 2
• OCMPXCUAYUQOBP-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-6-fluoro-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCN(CC1)C(C)=O)F)C OCMPXCUAYUQOBP-UHFFFAOYSA-N 0.000 claims 2
• PFNWXTABUGUIHZ-UHFFFAOYSA-N 1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methylsulfonylethanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CS(=O)(=O)C)=O)C1=CC(=NC=C1)C PFNWXTABUGUIHZ-UHFFFAOYSA-N 0.000 claims 2
• RUTFVFBMPUZOLZ-UHFFFAOYSA-N 1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]butan-2-ol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC(CC)O)C1=CC(=NC=C1)C RUTFVFBMPUZOLZ-UHFFFAOYSA-N 0.000 claims 2
• MXPMONZZIRRJBM-UHFFFAOYSA-N 1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C)=O)C1=CC(=NC=C1)C MXPMONZZIRRJBM-UHFFFAOYSA-N 0.000 claims 2
• BUQBARJCQAQNCW-UHFFFAOYSA-N 1-[4-[2-(3-fluoro-2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound FC=1C(=NC(=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC)=O)C)C BUQBARJCQAQNCW-UHFFFAOYSA-N 0.000 claims 2
• RZHBQUMVPTYJOX-UHFFFAOYSA-N 1-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC)=O RZHBQUMVPTYJOX-UHFFFAOYSA-N 0.000 claims 2
• RCFPOHYOTYGGEQ-UHFFFAOYSA-N 1-[4-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]piperidin-1-yl]ethanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C(C)=O)C1=CC(=NC=C1)C RCFPOHYOTYGGEQ-UHFFFAOYSA-N 0.000 claims 2
• XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 claims 2
• QYTNCWLRBQVZJB-UHFFFAOYSA-N 1-methyl-4-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbonyl]piperidin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CC(N(CC1)C)=O)C1=CC(=NC=C1)C QYTNCWLRBQVZJB-UHFFFAOYSA-N 0.000 claims 2
• UWFVLKFCNIYHNT-UHFFFAOYSA-N 2,2-dimethyl-3-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-oxopropanenitrile Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C(C#N)(C)C)=O)C1=CC(=NC=C1)C UWFVLKFCNIYHNT-UHFFFAOYSA-N 0.000 claims 2
• ZONRHQUBMZJFLM-UHFFFAOYSA-N 2-(2,3-dimethylpyridin-4-yl)-3-methyl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC=CC(=C1C)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)C1CCN(CC1)C(C)C ZONRHQUBMZJFLM-UHFFFAOYSA-N 0.000 claims 2
• QPGUPHRHYFLGAB-UHFFFAOYSA-N 2-(2,3-dimethylpyridin-4-yl)-5-[1-(oxan-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=CC(=C1C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CCOCC1 QPGUPHRHYFLGAB-UHFFFAOYSA-N 0.000 claims 2
• ZRYFWSRXIGDAGW-UHFFFAOYSA-N 2-(2,5-dimethylpyrazol-3-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CN1N=C(C=C1CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C ZRYFWSRXIGDAGW-UHFFFAOYSA-N 0.000 claims 2
• OBADFAZWMAQJDJ-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-3-methyl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)C1CCN(CC1)C(C)C)C OBADFAZWMAQJDJ-UHFFFAOYSA-N 0.000 claims 2
• XGUGXGJPWWMZGL-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-(1-fluoropropan-2-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CF)C)C XGUGXGJPWWMZGL-UHFFFAOYSA-N 0.000 claims 2
• FKUMWFDPGIFEGU-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-(oxan-3-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1COCCC1)C FKUMWFDPGIFEGU-UHFFFAOYSA-N 0.000 claims 2
• LOCCAPGFBDECDV-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-(oxan-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CCOCC1)C LOCCAPGFBDECDV-UHFFFAOYSA-N 0.000 claims 2
• KAQNIDFPCISZGG-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-5-[1-[(1-methyltriazol-4-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1N=NN(C=1)C)C KAQNIDFPCISZGG-UHFFFAOYSA-N 0.000 claims 2
• OBXSPBGWMVFBRH-UHFFFAOYSA-N 2-(2,5-dimethylpyridin-4-yl)-6-fluoro-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCNCC1)F)C OBXSPBGWMVFBRH-UHFFFAOYSA-N 0.000 claims 2
• NNHJMGVORBPPFP-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(1H-pyrazol-4-ylmethyl)piperidin-4-yl]-1H-indole Chemical compound N1N=CC(=C1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C NNHJMGVORBPPFP-UHFFFAOYSA-N 0.000 claims 2
• KTHPLUHTVNYZDJ-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(F)(F)F)C KTHPLUHTVNYZDJ-UHFFFAOYSA-N 0.000 claims 2
• VCSMIPVBBBTQIR-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-4-fluoro-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C(=C2C=1C(C)C)F)C1CCNCC1)C VCSMIPVBBBTQIR-UHFFFAOYSA-N 0.000 claims 2
• ZGOMKFLJFKBGIN-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-(1-methylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C)C ZGOMKFLJFKBGIN-UHFFFAOYSA-N 0.000 claims 2
• FTKWEEGCFNPIDG-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound N1C=NC(=C1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C FTKWEEGCFNPIDG-UHFFFAOYSA-N 0.000 claims 2
• TWGHRVDJWBTTRB-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(3-methyloxetan-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1(COC1)C)C TWGHRVDJWBTTRB-UHFFFAOYSA-N 0.000 claims 2
• GSBGSOCZCMYOFJ-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1)C1CCNCC1)C GSBGSOCZCMYOFJ-UHFFFAOYSA-N 0.000 claims 2
• UMTJMBJASOONEX-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-(1,1,1-trifluoropropan-2-yl)-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C(F)(F)F)C)C1CCNCC1)C UMTJMBJASOONEX-UHFFFAOYSA-N 0.000 claims 2
• URPSKXBPFVEIKR-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-(3,3,3-trifluoroprop-1-en-2-yl)-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(=C)C(F)(F)F)C1CCNCC1)C URPSKXBPFVEIKR-UHFFFAOYSA-N 0.000 claims 2
• LGUNSIYJZKAVPR-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-6-fluoro-5-(1-methylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCN(CC1)C)F)C LGUNSIYJZKAVPR-UHFFFAOYSA-N 0.000 claims 2
• GUZLDCZVPRGDTN-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-6-fluoro-5-[1-(oxetan-3-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCN(CC1)C1COC1)F)C GUZLDCZVPRGDTN-UHFFFAOYSA-N 0.000 claims 2
• IKIFFPMEFNBHQV-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-6-fluoro-5-[1-[(1-methyl-1,2,4-triazol-3-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NN(C=N1)C)F)C IKIFFPMEFNBHQV-UHFFFAOYSA-N 0.000 claims 2
• NYIAWFUKVDFUAU-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-6-fluoro-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC(=C(C=C2C=1C(C)C)C1CCNCC1)F)C NYIAWFUKVDFUAU-UHFFFAOYSA-N 0.000 claims 2
• JRNKBGXNCKBIRT-UHFFFAOYSA-N 2-(2-chloropyridin-4-yl)-3-ethyl-5-piperidin-4-yl-1H-indole Chemical compound ClC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCNCC1 JRNKBGXNCKBIRT-UHFFFAOYSA-N 0.000 claims 2
• QCZOZCRXMSAFEY-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-3-methyl-5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-1H-indole Chemical compound COC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)C1CCN(CC1)C QCZOZCRXMSAFEY-UHFFFAOYSA-N 0.000 claims 2
• BSQLAHUSYWMOHV-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-5-(1-methylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C)C1=CC(=NC=C1)OC BSQLAHUSYWMOHV-UHFFFAOYSA-N 0.000 claims 2
• ISEUSTCEIUDIKL-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-5-(1-piperidin-4-ylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound N1(CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C(C)C)C1CCNCC1 ISEUSTCEIUDIKL-UHFFFAOYSA-N 0.000 claims 2
• JOHPVHOPKILDIX-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C)C1=CC(=NC=C1)OC JOHPVHOPKILDIX-UHFFFAOYSA-N 0.000 claims 2
• CQRSPESMIZDVON-UHFFFAOYSA-N 2-(2-methoxypyridin-4-yl)-5-[1-(oxan-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCOCC1)C1=CC(=NC=C1)OC CQRSPESMIZDVON-UHFFFAOYSA-N 0.000 claims 2
• ORYNKJDFUVDCPT-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-(1-propan-2-ylpiperidin-4-yl)-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(C)C)C1=CC(=NC=C1)C ORYNKJDFUVDCPT-UHFFFAOYSA-N 0.000 claims 2
• KOSKQLJASWDOTI-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[1-(3,3,3-trifluoropropyl)piperidin-4-yl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCC(F)(F)F)C1=CC(=NC=C1)C KOSKQLJASWDOTI-UHFFFAOYSA-N 0.000 claims 2
• SCJLHGFKDYDWJO-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-(1-methylsulfonylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)S(=O)(=O)C)C1=CC(=NC=C1)C SCJLHGFKDYDWJO-UHFFFAOYSA-N 0.000 claims 2
• GAXNAAIDINTYEY-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-[1-(oxan-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCOCC1)C1=CC(=NC=C1)C GAXNAAIDINTYEY-UHFFFAOYSA-N 0.000 claims 2
• RFBQBZQRVBJBSX-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-6-(trifluoromethyl)-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC(=C(C=C12)C1CCNCC1)C(F)(F)F)C1=CC(=NC=C1)C RFBQBZQRVBJBSX-UHFFFAOYSA-N 0.000 claims 2
• LWENFIDUHUUBLR-UHFFFAOYSA-N 2-(3,3-difluoroazetidin-1-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC1(CN(C1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F LWENFIDUHUUBLR-UHFFFAOYSA-N 0.000 claims 2
• XMXKTURRLXRQIN-UHFFFAOYSA-N 2-(3,3-difluoropyrrolidin-1-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound FC1(CN(CC1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F XMXKTURRLXRQIN-UHFFFAOYSA-N 0.000 claims 2
• QHLWVYYLZCGYOP-UHFFFAOYSA-N 2-(3-amino-1H-pyrazol-5-yl)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound NC1=NNC(=C1)CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C QHLWVYYLZCGYOP-UHFFFAOYSA-N 0.000 claims 2
• UDFZWIAILMTIFE-UHFFFAOYSA-N 2-(3-chloro-2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound ClC=1C(=NC(=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCNCC1)C)C UDFZWIAILMTIFE-UHFFFAOYSA-N 0.000 claims 2
• UBMFESXPMRXIMV-UHFFFAOYSA-N 2-(3-fluoro-2-methylpyridin-4-yl)-5-[1-[(2-methoxypyrimidin-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=NC=CC=1C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C=NC(=NC=1)OC)C UBMFESXPMRXIMV-UHFFFAOYSA-N 0.000 claims 2
• ZREKYMWYYDBLTN-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-(1-methylpiperidin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C ZREKYMWYYDBLTN-UHFFFAOYSA-N 0.000 claims 2
• XCQOYJPXYRGZAZ-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-[1-(oxan-3-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1COCCC1 XCQOYJPXYRGZAZ-UHFFFAOYSA-N 0.000 claims 2
• QAAUSSYZOCJAQX-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-[1-(oxan-4-yl)piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C1CCOCC1 QAAUSSYZOCJAQX-UHFFFAOYSA-N 0.000 claims 2
• FUKONOLURLKCFJ-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-[1-[(1-methyltriazol-4-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1N=NN(C=1)C FUKONOLURLKCFJ-UHFFFAOYSA-N 0.000 claims 2
• HVBIBEWPZNTCNY-UHFFFAOYSA-N 2-(5-fluoro-2-methylpyridin-4-yl)-5-[1-[(2-methoxypyrimidin-5-yl)methyl]piperidin-4-yl]-3-propan-2-yl-1H-indole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC=1C=NC(=NC=1)OC HVBIBEWPZNTCNY-UHFFFAOYSA-N 0.000 claims 2
• IYZUSXCEQTVZRC-UHFFFAOYSA-N 2-(cyclopropylmethylamino)-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C1(CC1)CNCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C IYZUSXCEQTVZRC-UHFFFAOYSA-N 0.000 claims 2
• KNYMJMQVAHOLPX-UHFFFAOYSA-N 2-(methylamino)-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CNC)=O)C1=CC(=NC=C1)C KNYMJMQVAHOLPX-UHFFFAOYSA-N 0.000 claims 2
• MKUWZYQKKZQSFQ-UHFFFAOYSA-N 2-[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)C)C MKUWZYQKKZQSFQ-UHFFFAOYSA-N 0.000 claims 2
• SHLCZWWNBDBPQU-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-ethyl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)CC(=O)NC)C SHLCZWWNBDBPQU-UHFFFAOYSA-N 0.000 claims 2
• IHCMQZSZAKPQBA-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-diethylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(CC)CC)C IHCMQZSZAKPQBA-UHFFFAOYSA-N 0.000 claims 2
• WXTFRWHUAUHXLO-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methyl-N-(2-methylpropyl)acetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)CC(C)C)C WXTFRWHUAUHXLO-UHFFFAOYSA-N 0.000 claims 2
• ZDCIBRUMLCLPRF-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methyl-N-propan-2-ylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)C(C)C)C ZDCIBRUMLCLPRF-UHFFFAOYSA-N 0.000 claims 2
• QCGNIBNISOBUKZ-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC)C QCGNIBNISOBUKZ-UHFFFAOYSA-N 0.000 claims 2
• DUVXCZNMSXPGMS-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCNC)C DUVXCZNMSXPGMS-UHFFFAOYSA-N 0.000 claims 2
• ZLLAGNNSLVZWJW-UHFFFAOYSA-N 2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-propan-2-ylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC(C)C)C ZLLAGNNSLVZWJW-UHFFFAOYSA-N 0.000 claims 2
• JQFQKYHCMFMFBN-UHFFFAOYSA-N 2-[4-[2-(2-cyclopropyl-5-fluoropyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound C1(CC1)C1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)C)F JQFQKYHCMFMFBN-UHFFFAOYSA-N 0.000 claims 2
• SRQVAKDWYQDFOI-UHFFFAOYSA-N 2-[4-[2-(2-cyclopropyl-5-fluoropyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound C1(CC1)C1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)NC)F SRQVAKDWYQDFOI-UHFFFAOYSA-N 0.000 claims 2
• GKPPXNXYHZYHHU-UHFFFAOYSA-N 2-[4-[2-(2-ethylpyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound C(C)C1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC GKPPXNXYHZYHHU-UHFFFAOYSA-N 0.000 claims 2
• KBGCTXMJKSEDCH-UHFFFAOYSA-N 2-[4-[2-(2-fluoro-6-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound FC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)C)C KBGCTXMJKSEDCH-UHFFFAOYSA-N 0.000 claims 2
• IWJLKZYCMOWZSZ-UHFFFAOYSA-N 2-[4-[2-(2-fluoropyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound FC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC IWJLKZYCMOWZSZ-UHFFFAOYSA-N 0.000 claims 2
• XQGPWLSDGMPBJU-UHFFFAOYSA-N 2-[4-[2-(2-methoxypyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound COC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC XQGPWLSDGMPBJU-UHFFFAOYSA-N 0.000 claims 2
• HRGBZUQKHKLIOC-UHFFFAOYSA-N 2-[4-[2-(3-methoxypyridin-4-yl)-3-methyl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound COC=1C=NC=CC=1C=1NC2=CC=C(C=C2C=1C)C1CCN(CC1)CCNC HRGBZUQKHKLIOC-UHFFFAOYSA-N 0.000 claims 2
• KLDHHIADNSGEBS-UHFFFAOYSA-N 2-[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(=O)N(C)C KLDHHIADNSGEBS-UHFFFAOYSA-N 0.000 claims 2
• RKQRETHYYKXIND-UHFFFAOYSA-N 2-[4-[3-(cyclopropylmethyl)-2-(2-methoxypyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound C1(CC1)CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC(=NC=C1)OC RKQRETHYYKXIND-UHFFFAOYSA-N 0.000 claims 2
• NFANTQUNLDTLIT-UHFFFAOYSA-N 2-[4-[6-fluoro-2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound FC1=C(C=C2C(=C(NC2=C1)C1=CC(=NC=C1F)C)C(C)C)C1CCN(CC1)CC(=O)N(C)C NFANTQUNLDTLIT-UHFFFAOYSA-N 0.000 claims 2
• NBIHBMSRPKWQPL-JOCHJYFZSA-N 2-[[(2R)-2,3-dihydroxypropyl]amino]-1-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound O[C@H](CNCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C)CO NBIHBMSRPKWQPL-JOCHJYFZSA-N 0.000 claims 2
• XUKYBIZVVZETDD-UHFFFAOYSA-N 2-amino-1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound NCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C XUKYBIZVVZETDD-UHFFFAOYSA-N 0.000 claims 2
• SNHIONSTKAFDNL-UHFFFAOYSA-N 3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-5-(1-methylpiperidin-4-yl)-1H-indole Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)C)C1=CC(=NC(=C1)C)C)F SNHIONSTKAFDNL-UHFFFAOYSA-N 0.000 claims 2
• RUFLVSBMOLEGFN-UHFFFAOYSA-N 3-(2,2-difluoroethyl)-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C)F RUFLVSBMOLEGFN-UHFFFAOYSA-N 0.000 claims 2
• RNTKJPWFHGARBX-UHFFFAOYSA-N 3-(cyclopropylmethyl)-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C1(CC1)CC1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C RNTKJPWFHGARBX-UHFFFAOYSA-N 0.000 claims 2
• AMFWEGGNHYICBT-UHFFFAOYSA-N 3-(dimethylamino)-1-[4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]propan-1-one Chemical compound CN(CCC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)CC)C AMFWEGGNHYICBT-UHFFFAOYSA-N 0.000 claims 2
• PPWSJOSDEQPDHF-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]propanamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CCC(=O)N)C PPWSJOSDEQPDHF-UHFFFAOYSA-N 0.000 claims 2
• OIKTXISQUMIGQR-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbonyl]-1,6-dimethylpyridin-2-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C=1C(N(C(=CC=1)C)C)=O)C OIKTXISQUMIGQR-UHFFFAOYSA-N 0.000 claims 2
• LYZZHPQWJWSIKI-UHFFFAOYSA-N 3-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbonyl]quinolizin-4-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1=CC=C2C=CC=CN2C1=O)C LYZZHPQWJWSIKI-UHFFFAOYSA-N 0.000 claims 2
• IAUMMBCVKBQQPD-UHFFFAOYSA-N 3-[[4-[2-(2,5-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-5-methyl-1,2-oxazole Chemical compound CC1=NC=C(C(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC(=C1)C)C IAUMMBCVKBQQPD-UHFFFAOYSA-N 0.000 claims 2
• DHZMRVOLVWZLSQ-UHFFFAOYSA-N 3-[[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-1,2,4-oxadiazole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC=N1 DHZMRVOLVWZLSQ-UHFFFAOYSA-N 0.000 claims 2
• TYLLVMPQVFYETO-UHFFFAOYSA-N 3-[[4-[2-(5-fluoro-2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methyl]-5-methyl-1,2-oxazole Chemical compound FC=1C(=CC(=NC=1)C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC1=NOC(=C1)C TYLLVMPQVFYETO-UHFFFAOYSA-N 0.000 claims 2
• QHRWVERKWHDFPF-UHFFFAOYSA-N 3-cyclopropyl-2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C1(CC1)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC(=C1)C)C QHRWVERKWHDFPF-UHFFFAOYSA-N 0.000 claims 2
• NUMXMNHTVCBMAX-UHFFFAOYSA-N 3-cyclopropyl-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C1(CC1)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)C NUMXMNHTVCBMAX-UHFFFAOYSA-N 0.000 claims 2
• AIQBFCBBYRDDHM-UHFFFAOYSA-N 3-cyclopropyl-5-[1-(cyclopropylmethyl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-1H-indole Chemical compound C1(CC1)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1CC1)C1=CC(=NC(=C1)C)C AIQBFCBBYRDDHM-UHFFFAOYSA-N 0.000 claims 2
• WKWFINYPPIJKKF-UHFFFAOYSA-N 3-ethyl-2-(2-fluoropyridin-4-yl)-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)F WKWFINYPPIJKKF-UHFFFAOYSA-N 0.000 claims 2
• ORYVASGEPKPOTH-UHFFFAOYSA-N 3-ethyl-2-(2-imidazol-1-ylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound N1(C=NC=C1)C1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCNCC1 ORYVASGEPKPOTH-UHFFFAOYSA-N 0.000 claims 2
• LIYBRDJQFIVMKY-UHFFFAOYSA-N 3-ethyl-2-(2-methoxypyridin-4-yl)-5-(1-piperidin-4-ylpiperidin-4-yl)-1H-indole Chemical compound N1(CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)CC)C1CCNCC1 LIYBRDJQFIVMKY-UHFFFAOYSA-N 0.000 claims 2
• WYOUMPGNHMBVPB-UHFFFAOYSA-N 3-ethyl-2-(2-methoxypyridin-4-yl)-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)OC WYOUMPGNHMBVPB-UHFFFAOYSA-N 0.000 claims 2
• MCCCXDSTIZYOOK-UHFFFAOYSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-[1-(3,3,3-trifluoropropyl)piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCC(F)(F)F)C1=CC(=NC=C1)C MCCCXDSTIZYOOK-UHFFFAOYSA-N 0.000 claims 2
• ONWNPAKIMHPODR-QFIPXVFZSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-[1-[[(2S)-pyrrolidin-2-yl]methyl]piperidin-4-yl]-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C[C@H]1NCCC1)C1=CC(=NC=C1)C ONWNPAKIMHPODR-QFIPXVFZSA-N 0.000 claims 2
• AFETVRWREHOYTD-UHFFFAOYSA-N 3-ethyl-4,6-difluoro-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC(=C(C(=C12)F)C1CCNCC1)F)C1=CC(=NC=C1)C AFETVRWREHOYTD-UHFFFAOYSA-N 0.000 claims 2
• FGTPLVQEILAXAK-UHFFFAOYSA-N 3-ethyl-5-[1-(1-ethylpiperidin-4-yl)piperidin-4-yl]-2-(2-methoxypyridin-4-yl)-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC)C1=CC(=NC=C1)OC FGTPLVQEILAXAK-UHFFFAOYSA-N 0.000 claims 2
• AJXIVGLWDSOZKJ-UHFFFAOYSA-N 3-ethyl-5-[1-(1-methylpiperidin-4-yl)piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)C)C1=CC=NC=C1 AJXIVGLWDSOZKJ-UHFFFAOYSA-N 0.000 claims 2
• DDANJXNNXTZWFI-UHFFFAOYSA-N 3-ethyl-5-[1-[(1-methylpyrrol-2-yl)methyl]piperidin-4-yl]-2-pyridin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC=1N(C=CC=1)C)C1=CC=NC=C1 DDANJXNNXTZWFI-UHFFFAOYSA-N 0.000 claims 2
• OZRHAPYXDUTHCS-UHFFFAOYSA-N 3-ethyl-5-piperidin-4-yl-2-[2-(1H-1,2,4-triazol-5-yl)pyridin-4-yl]-1H-indole Chemical compound N=1N=C(NC=1)C1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCNCC1 OZRHAPYXDUTHCS-UHFFFAOYSA-N 0.000 claims 2
• LNKLQLFWNRZCLO-UHFFFAOYSA-N 3-ethyl-5-piperidin-4-yl-2-pyridin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC=NC=C1 LNKLQLFWNRZCLO-UHFFFAOYSA-N 0.000 claims 2
• GUEBYNSBHCJAKZ-UHFFFAOYSA-N 3-ethyl-7-fluoro-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C(C)C1=C(NC2=C(C=C(C=C12)C1CCNCC1)F)C1=CC(=NC=C1)C GUEBYNSBHCJAKZ-UHFFFAOYSA-N 0.000 claims 2
• QDCHKAZDDBXOTA-UHFFFAOYSA-N 3-tert-butyl-2-(2,6-dimethylpyridin-4-yl)-5-piperidin-4-yl-1H-indole Chemical compound C(C)(C)(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC(=C1)C)C QDCHKAZDDBXOTA-UHFFFAOYSA-N 0.000 claims 2
• JRYMRRASUOZGFO-UHFFFAOYSA-N 4-(3-ethyl-5-piperidin-4-yl-1H-indol-2-yl)pyridin-2-amine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC(=NC=C1)N JRYMRRASUOZGFO-UHFFFAOYSA-N 0.000 claims 2
• CCJMOSBGVWZGMG-UHFFFAOYSA-N 4-(5-piperidin-4-yl-3-propan-2-yl-1H-indol-2-yl)-N-(1,3-thiazol-2-yl)pyridine-2-carboxamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCNCC1)C1=CC=NC(=C1)C(=O)NC1=NC=CS1 CCJMOSBGVWZGMG-UHFFFAOYSA-N 0.000 claims 2
• DRFVFGQDDCLUSX-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbaldehyde Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C=O)C DRFVFGQDDCLUSX-UHFFFAOYSA-N 0.000 claims 2
• WLHPAOQVJXPWJE-UHFFFAOYSA-N 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbaldehyde Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C=O)C1=CC(=NC=C1)C WLHPAOQVJXPWJE-UHFFFAOYSA-N 0.000 claims 2
• JRGAXLGFQIZWHP-UHFFFAOYSA-N 4-[3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indol-2-yl]-1H-pyridin-2-one Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)O JRGAXLGFQIZWHP-UHFFFAOYSA-N 0.000 claims 2
• FVPUVKQWRCWCOU-UHFFFAOYSA-N 4-[3-ethyl-5-[1-[1-(2-methylpropyl)piperidin-4-yl]piperidin-4-yl]-1H-indol-2-yl]-N,N-dimethylpyridin-2-amine Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C1CCN(CC1)CC(C)C)C1=CC(=NC=C1)N(C)C FVPUVKQWRCWCOU-UHFFFAOYSA-N 0.000 claims 2
• OYTYENUQQCAVNS-UHFFFAOYSA-N 4-[3-methyl-5-[1-[2-(methylamino)ethyl]piperidin-4-yl]-1H-indol-2-yl]pyridine-2-carbonitrile Chemical compound CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)CCNC)C1=CC(=NC=C1)C#N OYTYENUQQCAVNS-UHFFFAOYSA-N 0.000 claims 2
• UNAWSFPYWACNGR-UHFFFAOYSA-N 4-[4-[2-(2,6-dimethylpyridin-4-yl)-3-ethyl-1H-indol-5-yl]piperidine-1-carbonyl]-1-methylpyrrolidin-2-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1CC)C1CCN(CC1)C(=O)C1CC(N(C1)C)=O)C UNAWSFPYWACNGR-UHFFFAOYSA-N 0.000 claims 2
• SYOSLAFKVSROOS-UHFFFAOYSA-N 4-[4-[3-(2,2-difluoroethyl)-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidine-1-carbonyl]-1-methylpyrrolidin-2-one Chemical compound FC(CC1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CC(N(C1)C)=O)C1=CC(=NC(=C1)C)C)F SYOSLAFKVSROOS-UHFFFAOYSA-N 0.000 claims 2
• LOJCTSWBTODQCF-UHFFFAOYSA-N 4-[5-[1-(1H-imidazol-5-ylmethyl)piperidin-4-yl]-3-propan-2-yl-1H-indol-2-yl]-2-methylpyridin-3-amine Chemical compound N1C=NC=C1CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=C(C(=NC=C1)C)N)C(C)C LOJCTSWBTODQCF-UHFFFAOYSA-N 0.000 claims 2
• PHSJHGCLJQISBM-UHFFFAOYSA-N 4-fluoro-2-(2-methylpyridin-4-yl)-5-piperidin-4-yl-3-propan-2-yl-1H-indole Chemical compound FC1=C2C(=C(NC2=CC=C1C1CCNCC1)C1=CC(=NC=C1)C)C(C)C PHSJHGCLJQISBM-UHFFFAOYSA-N 0.000 claims 2
• YNUXJHCVLNKRTC-UHFFFAOYSA-N 5-(1-ethylsulfonylpiperidin-4-yl)-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)S(=O)(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C YNUXJHCVLNKRTC-UHFFFAOYSA-N 0.000 claims 2
• GUQDJCXECUYWCP-UHFFFAOYSA-N 5-[1-(1-cyclopentylazepan-4-yl)piperidin-4-yl]-3-ethyl-2-(2-methoxypyridin-4-yl)-1H-indole Chemical compound C1(CCCC1)N1CCC(CCC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)CC GUQDJCXECUYWCP-UHFFFAOYSA-N 0.000 claims 2
• HQQLKRWYFQZZMB-UHFFFAOYSA-N 5-[1-(1-cyclopentylpiperidin-4-yl)piperidin-4-yl]-2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CCCC1)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C(C)C HQQLKRWYFQZZMB-UHFFFAOYSA-N 0.000 claims 2
• XVTNJRJHHHGPMP-UHFFFAOYSA-N 5-[1-(1-cyclopentylpiperidin-4-yl)piperidin-4-yl]-3-ethyl-2-(2-methoxypyridin-4-yl)-1H-indole Chemical compound C1(CCCC1)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)CC XVTNJRJHHHGPMP-UHFFFAOYSA-N 0.000 claims 2
• WAICVQZLLSMGHP-UHFFFAOYSA-N 5-[1-(1-cyclopropylpiperidin-4-yl)piperidin-4-yl]-3-ethyl-2-(2-methoxypyridin-4-yl)-1H-indole Chemical compound C1(CC1)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)CC WAICVQZLLSMGHP-UHFFFAOYSA-N 0.000 claims 2
• FBRBOZCIJIBDSK-UHFFFAOYSA-N 5-[1-(1-ethylpiperidin-4-yl)piperidin-4-yl]-2-(2-methoxypyridin-4-yl)-3-methyl-1H-indole Chemical compound C(C)N1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C FBRBOZCIJIBDSK-UHFFFAOYSA-N 0.000 claims 2
• DLMKBIAYLVQKQR-UHFFFAOYSA-N 5-[1-(2,2-difluoroethyl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC(CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F DLMKBIAYLVQKQR-UHFFFAOYSA-N 0.000 claims 2
• WOQJNYGCAAQSQV-UHFFFAOYSA-N 5-[1-(3-fluoropiperidin-4-yl)piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC1CNCCC1N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C WOQJNYGCAAQSQV-UHFFFAOYSA-N 0.000 claims 2
• YRARTCBKYOCTKS-UHFFFAOYSA-N 5-[1-(4-fluorophenyl)sulfonylpiperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound FC1=CC=C(C=C1)S(=O)(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)C)C(C)C YRARTCBKYOCTKS-UHFFFAOYSA-N 0.000 claims 2
• WWFVGTFRKAKFHC-UHFFFAOYSA-N 5-[1-(cyclopropylmethyl)piperidin-4-yl]-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CC1)CN1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C WWFVGTFRKAKFHC-UHFFFAOYSA-N 0.000 claims 2
• BRHWIKLZJXDNKB-UHFFFAOYSA-N 5-[1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-4-yl]-2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)CC1=CN=C(N1)C)C1=CC(=NC=C1)C BRHWIKLZJXDNKB-UHFFFAOYSA-N 0.000 claims 2
• YJOYIEKLEVHYHI-UHFFFAOYSA-N 5-[1-[1-(cyclopropylmethyl)piperidin-4-yl]piperidin-4-yl]-2-(2-methoxypyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CC1)CN1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)C(C)C YJOYIEKLEVHYHI-UHFFFAOYSA-N 0.000 claims 2
• DPVITICGZQWHLI-UHFFFAOYSA-N 5-[1-[1-(cyclopropylmethyl)piperidin-4-yl]piperidin-4-yl]-3-ethyl-2-(2-methoxypyridin-4-yl)-1H-indole Chemical compound C1(CC1)CN1CCC(CC1)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC=C1)OC)CC DPVITICGZQWHLI-UHFFFAOYSA-N 0.000 claims 2
• IKZCSUDMBPACRU-UHFFFAOYSA-N 6-[2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-oxoethyl]-1,3-diazinane-2,4-dione Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CC1CC(NC(N1)=O)=O)=O)C IKZCSUDMBPACRU-UHFFFAOYSA-N 0.000 claims 2
• VJCCVJMWHOVGAY-UHFFFAOYSA-N 6-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidine-1-carbonyl]-2,3-dihydro-1H-indolizin-5-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C=1C(N2CCCC2=CC=1)=O)C VJCCVJMWHOVGAY-UHFFFAOYSA-N 0.000 claims 2
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• HKFKXOXUQVBCIW-UHFFFAOYSA-N N-[2-(dimethylamino)ethyl]-2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methyl-2-oxoacetamide Chemical compound CN(CCN(C(C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)=O)C)C HKFKXOXUQVBCIW-UHFFFAOYSA-N 0.000 claims 2
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• JFRLRQDKNIBABP-UHFFFAOYSA-N N-[4-[4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]sulfonylphenyl]acetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)S(=O)(=O)C1=CC=C(C=C1)NC(C)=O)C1=CC(=NC=C1)C JFRLRQDKNIBABP-UHFFFAOYSA-N 0.000 claims 2
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• FAGUJIOQACWBNN-UHFFFAOYSA-N N-cyclobutyl-2-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]acetamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC(=O)NC2CCC2)CC1)C1=CC(C)=NC(C)=C1 FAGUJIOQACWBNN-UHFFFAOYSA-N 0.000 claims 2
• HUTFLJAJUZKHSC-DEOSSOPVSA-N [(2S)-4,4-difluoropyrrolidin-2-yl]-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]methanone Chemical compound FC1(C[C@H](NC1)C(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)F HUTFLJAJUZKHSC-DEOSSOPVSA-N 0.000 claims 2
• XRUXANOWTLELSM-UHFFFAOYSA-N [4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(3-methyl-1,2-oxazol-4-yl)methanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C=1C(=NOC=1)C)C XRUXANOWTLELSM-UHFFFAOYSA-N 0.000 claims 2
• BPJFPFXTMIEKNE-UHFFFAOYSA-N [4-[2-(2-aminopyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-piperidin-4-ylmethanone Chemical compound NC1=NC=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(=O)C1CCNCC1 BPJFPFXTMIEKNE-UHFFFAOYSA-N 0.000 claims 2
• XWCBXPYIIDFVMO-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(oxan-4-yl)methanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1CCOCC1)C1=CC(=NC=C1)C XWCBXPYIIDFVMO-UHFFFAOYSA-N 0.000 claims 2
• KCUMGISWNAASNS-UHFFFAOYSA-N [4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-(oxolan-3-yl)methanone Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1COCC1)C1=CC(=NC=C1)C KCUMGISWNAASNS-UHFFFAOYSA-N 0.000 claims 2
• ALIKYIYTUSCBFD-UHFFFAOYSA-N [4-[3-ethyl-2-(2-methylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-pyridin-4-ylmethanone Chemical compound C(C)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(=O)C1=CC=NC=C1)C1=CC(=NC=C1)C ALIKYIYTUSCBFD-UHFFFAOYSA-N 0.000 claims 2
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• AQIAIZBHFAKICS-UHFFFAOYSA-N methylaminomethyl Chemical compound [CH2]NC AQIAIZBHFAKICS-UHFFFAOYSA-N 0.000 claims 2
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 2
• VMWJCFLUSKZZDX-UHFFFAOYSA-N n,n-dimethylmethanamine Chemical compound [CH2]N(C)C VMWJCFLUSKZZDX-UHFFFAOYSA-N 0.000 claims 2
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• XKCGLNZQTVVYCM-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(3-methylbutylamino)ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNCCC(C)C)=O)C XKCGLNZQTVVYCM-UHFFFAOYSA-N 0.000 claims 1
• XTWLEZCWCZOINI-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(propan-2-ylamino)ethanone Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CNC(C)C)=O)C XTWLEZCWCZOINI-UHFFFAOYSA-N 0.000 claims 1
• AMEPLDOVTNKRFI-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-[di(propan-2-yl)amino]ethanone Chemical compound C(C)(C)N(CC(=O)N1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C(C)C AMEPLDOVTNKRFI-UHFFFAOYSA-N 0.000 claims 1
• WFGASJJJCOBBFQ-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3,3-dimethylbutan-2-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)CC(C(C)(C)C)O)C WFGASJJJCOBBFQ-UHFFFAOYSA-N 0.000 claims 1
• WFNPMRDXSLKSCV-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-3-(methylamino)propan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCN(CC1)C(CCNC)=O)C WFNPMRDXSLKSCV-UHFFFAOYSA-N 0.000 claims 1
• UVXKLCMLHSCACI-UHFFFAOYSA-N 1-[4-[3-cyclopropyl-2-(2,6-dimethylpyridin-4-yl)-1H-indol-5-yl]piperidin-1-yl]-2-(dimethylamino)ethanone Chemical compound C1(CC1)C1=C(NC2=CC=C(C=C12)C1CCN(CC1)C(CN(C)C)=O)C1=CC(=NC(=C1)C)C UVXKLCMLHSCACI-UHFFFAOYSA-N 0.000 claims 1
• 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims 1
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