CA2666112A1 - Pyrrolydine derivatives as iap inhibitors - Google Patents

Info

Publication number

CA2666112A1

CA2666112A1 CA002666112A CA2666112A CA2666112A1 CA 2666112 A1 CA2666112 A1 CA 2666112A1 CA 002666112 A CA002666112 A CA 002666112A CA 2666112 A CA2666112 A CA 2666112A CA 2666112 A1 CA2666112 A1 CA 2666112A1

Authority

CA

Canada

Prior art keywords

methylamino

pyrrolidin

cyclohexyl

ethyl

propionamide

Prior art date

2006-10-12

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 239000003112 inhibitor Substances 0.000 title abstract description 3
• 150000001875 compounds Chemical class 0.000 claims abstract description 44
• 229940080818 propionamide Drugs 0.000 claims description 124
• -1 amino, amino Chemical group 0.000 claims description 98
• 125000000217 alkyl group Chemical group 0.000 claims description 75
• 125000003118 aryl group Chemical group 0.000 claims description 55
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 35
• 125000001424 substituent group Chemical group 0.000 claims description 35
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 33
• 229910052799 carbon Inorganic materials 0.000 claims description 28
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 22
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 22
• 229910052757 nitrogen Inorganic materials 0.000 claims description 20
• 125000003545 alkoxy group Chemical group 0.000 claims description 19
• 125000004429 atom Chemical group 0.000 claims description 18
• 229910052736 halogen Inorganic materials 0.000 claims description 18
• 229910052731 fluorine Inorganic materials 0.000 claims description 17
• 125000000304 alkynyl group Chemical group 0.000 claims description 15
• 239000000460 chlorine Substances 0.000 claims description 15
• 229910052801 chlorine Inorganic materials 0.000 claims description 15
• 229910052739 hydrogen Inorganic materials 0.000 claims description 15
• 238000000034 method Methods 0.000 claims description 15
• 125000003342 alkenyl group Chemical group 0.000 claims description 14
• 125000005843 halogen group Chemical group 0.000 claims description 13
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
• 125000004076 pyridyl group Chemical group 0.000 claims description 13
• 229910052760 oxygen Inorganic materials 0.000 claims description 12
• 150000002367 halogens Chemical class 0.000 claims description 11
• 229910052717 sulfur Inorganic materials 0.000 claims description 11
• 125000001589 carboacyl group Chemical group 0.000 claims description 10
• 125000001072 heteroaryl group Chemical group 0.000 claims description 10
• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 9
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
• 150000003839 salts Chemical class 0.000 claims description 9
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
• 241000124008 Mammalia Species 0.000 claims description 8
• 125000004414 alkyl thio group Chemical group 0.000 claims description 8
• 229910052794 bromium Inorganic materials 0.000 claims description 8
• 125000004122 cyclic group Chemical group 0.000 claims description 8
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
• 125000001041 indolyl group Chemical group 0.000 claims description 8
• 229910052740 iodine Inorganic materials 0.000 claims description 8
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 8
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 7
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 7
• 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 6
• 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 6
• 206010028980 Neoplasm Diseases 0.000 claims description 6
• 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 6
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
• 201000011510 cancer Diseases 0.000 claims description 6
• 125000005842 heteroatom Chemical group 0.000 claims description 6
• 125000000623 heterocyclic group Chemical group 0.000 claims description 6
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
• 125000002950 monocyclic group Chemical group 0.000 claims description 6
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 6
• 125000005115 alkyl carbamoyl group Chemical group 0.000 claims description 5
• 201000010099 disease Diseases 0.000 claims description 5
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 5
• 239000001257 hydrogen Substances 0.000 claims description 5
• 125000001624 naphthyl group Chemical group 0.000 claims description 5
• 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 4
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 4
• 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 4
• 125000005956 isoquinolyl group Chemical group 0.000 claims description 4
• 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 3
• FLBAYUMRQUHISI-UHFFFAOYSA-N 1,8-naphthyridine Chemical compound N1=CC=CC2=CC=CN=C21 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 claims description 3
• 125000005330 8 membered heterocyclic group Chemical group 0.000 claims description 3
• KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 3
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
• 125000003282 alkyl amino group Chemical group 0.000 claims description 3
• 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 3
• 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 3
• 125000004421 aryl sulphonamide group Chemical group 0.000 claims description 3
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
• 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 3
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
• 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 3
• 239000001301 oxygen Substances 0.000 claims description 3
• 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 claims description 3
• 125000003107 substituted aryl group Chemical group 0.000 claims description 3
• BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 3
• 239000011593 sulfur Substances 0.000 claims description 3
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
• XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 claims description 2
• 150000001336 alkenes Chemical class 0.000 claims description 2
• VUWZPRWSIVNGKG-UHFFFAOYSA-N fluoromethane Chemical compound F[CH2] VUWZPRWSIVNGKG-UHFFFAOYSA-N 0.000 claims description 2
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
• CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 2
• 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 2
• 239000008194 pharmaceutical composition Substances 0.000 claims description 2
• TXHPORRYUKITDP-UHFFFAOYSA-N sulfamoylsulfamic acid Chemical compound NS(=O)(=O)NS(O)(=O)=O TXHPORRYUKITDP-UHFFFAOYSA-N 0.000 claims description 2
• PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims description 2
• 230000004663 cell proliferation Effects 0.000 claims 5
• 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 4
• 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 3
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
• 125000002102 aryl alkyloxo group Chemical group 0.000 claims 2
• LSMBOQAQZPPBCL-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(1h-indol-3-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C3=CC=CC=C3NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 LSMBOQAQZPPBCL-UHFFFAOYSA-N 0.000 claims 2
• XAYZUCXGUHTJRQ-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(2-isoquinolin-4-ylpyridin-4-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)C=2C3=CC=CC=C3C=NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 XAYZUCXGUHTJRQ-UHFFFAOYSA-N 0.000 claims 2
• ZBNJXFRWAFDUEP-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(6-fluoroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC(F)=CC=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ZBNJXFRWAFDUEP-UHFFFAOYSA-N 0.000 claims 2
• XSBOCMDIRLWEBS-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(2,3-dihydroindol-1-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 XSBOCMDIRLWEBS-UHFFFAOYSA-N 0.000 claims 2
• FVAHQZJOBROOQE-UHFFFAOYSA-N 2-(methylamino)-n-[3-methyl-1-[2-[2-(3-methylindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-1-oxobutan-2-yl]propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC=NC(N2C3=CC=CC=C3C(C)=C2)=C1 FVAHQZJOBROOQE-UHFFFAOYSA-N 0.000 claims 1
• VXFMMEINZOLOJN-UHFFFAOYSA-N 3-[5-[1-[2-cyclohexyl-2-[2-(methylamino)propanoylamino]acetyl]pyrrolidin-2-yl]pyridin-3-yl]-n,n-dimethylindole-1-carboxamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C3=CC=CC=C3N(C(=O)N(C)C)C=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 VXFMMEINZOLOJN-UHFFFAOYSA-N 0.000 claims 1
• JBCBEGAXTUBSQQ-UHFFFAOYSA-N 3-[6-[1-[2-cyclohexyl-2-[2-(methylamino)propanoylamino]acetyl]pyrrolidin-2-yl]-2-methylpyrimidin-4-yl]-n,n-dimethylindole-1-carboxamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C3=CC=CC=C3N(C(=O)N(C)C)C=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JBCBEGAXTUBSQQ-UHFFFAOYSA-N 0.000 claims 1
• NIXTXVUBGUOWBD-UHFFFAOYSA-N 3-[6-[1-[2-cyclohexyl-2-[2-(methylamino)propanoylamino]acetyl]pyrrolidin-2-yl]pyrimidin-4-yl]-n,n-dimethylindole-1-carboxamide Chemical compound C1CCC(C=2N=CN=C(C=2)C=2C3=CC=CC=C3N(C(=O)N(C)C)C=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 NIXTXVUBGUOWBD-UHFFFAOYSA-N 0.000 claims 1
• 230000009702 cancer cell proliferation Effects 0.000 claims 1
• WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 claims 1
• 230000002401 inhibitory effect Effects 0.000 claims 1
• XZRIQMPTARXLFZ-UHFFFAOYSA-N n,n-dimethyl-3-[2-methyl-6-[1-[3-methyl-2-[2-(methylamino)propanoylamino]butanoyl]pyrrolidin-2-yl]pyrimidin-4-yl]indole-1-carboxamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC(C=2C3=CC=CC=C3N(C(=O)N(C)C)C=2)=NC(C)=N1 XZRIQMPTARXLFZ-UHFFFAOYSA-N 0.000 claims 1
• ZYPXULRJFLELOT-UHFFFAOYSA-N n-[1-[2-[2-(5-fluoro-3-methylindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC=NC(N2C3=CC=C(F)C=C3C(C)=C2)=C1 ZYPXULRJFLELOT-UHFFFAOYSA-N 0.000 claims 1
• LCOOPRTUFHOWRJ-UHFFFAOYSA-N n-[1-[2-[2-(6-fluoro-2,3-dihydroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC=NC(N2C3=CC(F)=CC=C3CC2)=C1 LCOOPRTUFHOWRJ-UHFFFAOYSA-N 0.000 claims 1
• LHTMPBRWDGGNAC-UHFFFAOYSA-N n-[1-[2-[2-(6-fluoroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC=NC(N2C3=CC(F)=CC=C3C=C2)=C1 LHTMPBRWDGGNAC-UHFFFAOYSA-N 0.000 claims 1
• FUQJVCQDMIKMLZ-UHFFFAOYSA-N n-[1-[2-[2-(benzimidazol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC=NC(N2C3=CC=CC=C3N=C2)=C1 FUQJVCQDMIKMLZ-UHFFFAOYSA-N 0.000 claims 1
• YGNOGFTZPWDFEL-UHFFFAOYSA-N n-[1-[2-[6-(1h-indol-3-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC(C=2C3=CC=CC=C3NC=2)=NC(C)=N1 YGNOGFTZPWDFEL-UHFFFAOYSA-N 0.000 claims 1
• WUIKYTVKOGCDQP-UHFFFAOYSA-N n-[1-[2-[6-(5-fluoro-2,3-dihydroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC(N2C3=CC=C(F)C=C3CC2)=NC(C)=N1 WUIKYTVKOGCDQP-UHFFFAOYSA-N 0.000 claims 1
• BLGAYYJPBQEXRU-UHFFFAOYSA-N n-[1-[2-[6-(5-fluoro-3-methylindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC(N2C3=CC=C(F)C=C3C(C)=C2)=NC(C)=N1 BLGAYYJPBQEXRU-UHFFFAOYSA-N 0.000 claims 1
• SPTPSCCTWROEGR-UHFFFAOYSA-N n-[1-[2-[6-(5-fluoroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC(N2C3=CC=C(F)C=C3C=C2)=NC(C)=N1 SPTPSCCTWROEGR-UHFFFAOYSA-N 0.000 claims 1
• NPRSHGBTIXFZER-UHFFFAOYSA-N n-[1-[2-[6-(6-fluoro-2,3-dihydroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-(methylamino)propanamide Chemical compound CNC(C)C(=O)NC(C(C)C)C(=O)N1CCCC1C1=CC(N2C3=CC(F)=CC=C3CC2)=NC(C)=N1 NPRSHGBTIXFZER-UHFFFAOYSA-N 0.000 claims 1
• PABVNKBDVGYEGT-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(1h-indol-2-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2NC3=CC=CC=C3C=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 PABVNKBDVGYEGT-UHFFFAOYSA-N 0.000 claims 1
• YWHNNGLUPMDTAP-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(2-indazol-1-ylpyridin-4-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=CC=C3C=N2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 YWHNNGLUPMDTAP-UHFFFAOYSA-N 0.000 claims 1
• PATOBGOPTMOHLX-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(2-methyl-6-naphthalen-1-ylpyrimidin-4-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C3=CC=CC=C3C=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 PATOBGOPTMOHLX-UHFFFAOYSA-N 0.000 claims 1
• AWLUAEQVEIWWFL-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(2-methyl-6-naphthalen-2-ylpyrimidin-4-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C=C3C=CC=CC3=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 AWLUAEQVEIWWFL-UHFFFAOYSA-N 0.000 claims 1
• QEHNETHUVPZVRJ-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(5-indol-1-ylpyridin-3-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=CC=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 QEHNETHUVPZVRJ-UHFFFAOYSA-N 0.000 claims 1
• DARHYVJGJLVNAH-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(5-naphthalen-1-ylpyridin-3-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C3=CC=CC=C3C=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 DARHYVJGJLVNAH-UHFFFAOYSA-N 0.000 claims 1
• NPQDDJGXKMNGIB-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(5-naphthalen-2-ylpyridin-3-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=C3C=CC=CC3=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 NPQDDJGXKMNGIB-UHFFFAOYSA-N 0.000 claims 1
• AUDVJTRXUBJHLX-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(6-indol-1-yl-2-methylpyrimidin-4-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC=CC=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 AUDVJTRXUBJHLX-UHFFFAOYSA-N 0.000 claims 1
• WJJLAEHIBHIQTF-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-(6-indol-1-ylpyrimidin-4-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CN=C(C=2)N2C3=CC=CC=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 WJJLAEHIBHIQTF-UHFFFAOYSA-N 0.000 claims 1
• LPIHHRFIQAGFRE-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(1,3-dihydroisoindol-2-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2CC3=CC=CC=C3C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 LPIHHRFIQAGFRE-UHFFFAOYSA-N 0.000 claims 1
• ISOGQNDYNHXSCT-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(1h-indol-2-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)C=2NC3=CC=CC=C3C=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ISOGQNDYNHXSCT-UHFFFAOYSA-N 0.000 claims 1
• DQHYGMMNYOMVNI-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(1h-indol-3-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)C=2C3=CC=CC=C3NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 DQHYGMMNYOMVNI-UHFFFAOYSA-N 0.000 claims 1
• CMBQZNRFGUADIY-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(2,3-dihydroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 CMBQZNRFGUADIY-UHFFFAOYSA-N 0.000 claims 1
• NZSLQMQFLCDMCP-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(3,4-dihydro-1h-isoquinolin-2-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2CC3=CC=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 NZSLQMQFLCDMCP-UHFFFAOYSA-N 0.000 claims 1
• JCQYIQRGFJBRCC-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(3,4-dihydro-2h-quinolin-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=CC=C3CCC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JCQYIQRGFJBRCC-UHFFFAOYSA-N 0.000 claims 1
• FPHOCWUYBACGGJ-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(3-methylindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=CC=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 FPHOCWUYBACGGJ-UHFFFAOYSA-N 0.000 claims 1
• RYQZLLHAEKDYPO-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(5-fluoro-2,3-dihydroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=C(F)C=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 RYQZLLHAEKDYPO-UHFFFAOYSA-N 0.000 claims 1
• WNPUMLYEQOCIHY-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(5-fluoro-3-methylindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=C(F)C=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 WNPUMLYEQOCIHY-UHFFFAOYSA-N 0.000 claims 1
• GAPYLLQYZGTWHG-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(5-fluoroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=C(F)C=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 GAPYLLQYZGTWHG-UHFFFAOYSA-N 0.000 claims 1
• OBLWQJQGEVUUAC-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(6-fluoro-2,3-dihydroindol-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC(F)=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 OBLWQJQGEVUUAC-UHFFFAOYSA-N 0.000 claims 1
• JFTXWJNBANATPA-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-(6-fluoro-3,4-dihydro-2h-quinolin-1-yl)pyridin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=C(F)C=C3CCC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JFTXWJNBANATPA-UHFFFAOYSA-N 0.000 claims 1
• JTOWFBKWYKKKGN-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-methyl-6-(2-methylphenyl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C(=CC=CC=2)C)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JTOWFBKWYKKKGN-UHFFFAOYSA-N 0.000 claims 1
• GDTUDVMVTHXQPC-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-methyl-6-(3-methylindol-1-yl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC=CC=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 GDTUDVMVTHXQPC-UHFFFAOYSA-N 0.000 claims 1
• JWLDFILNJYSUOS-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-methyl-6-(3-propan-2-ylphenyl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C=C(C=CC=2)C(C)C)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JWLDFILNJYSUOS-UHFFFAOYSA-N 0.000 claims 1
• ZSJPHHCRHFYLCJ-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[2-methyl-6-[3-(trifluoromethyl)phenyl]pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C=C(C=CC=2)C(F)(F)F)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ZSJPHHCRHFYLCJ-UHFFFAOYSA-N 0.000 claims 1
• JDFZCHCBSAUWRF-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[4-(5-fluoro-2,3-dihydroindol-1-yl)pyridin-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CC=C(C=2)N2C3=CC=C(F)C=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JDFZCHCBSAUWRF-UHFFFAOYSA-N 0.000 claims 1
• JAZUTBJYXOAJOE-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[4-(6-fluoro-2,3-dihydroindol-1-yl)pyridin-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CC=C(C=2)N2C3=CC(F)=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JAZUTBJYXOAJOE-UHFFFAOYSA-N 0.000 claims 1
• DUBWCLJMVVUFFK-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(1-ethylindol-3-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C12=CC=CC=C2N(CC)C=C1C(C=1)=CN=CC=1C1CCCN1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 DUBWCLJMVVUFFK-UHFFFAOYSA-N 0.000 claims 1
• OPEHGMFUUJOWFW-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(1h-indol-3-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C3=CC=CC=C3NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 OPEHGMFUUJOWFW-UHFFFAOYSA-N 0.000 claims 1
• HMIOFHDDBLYHBH-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(2-methylphenyl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C(=CC=CC=2)C)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 HMIOFHDDBLYHBH-UHFFFAOYSA-N 0.000 claims 1
• ZDFXXULSSKPTMS-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(3,4-dihydro-2h-quinolin-1-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=CC=C3CCC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ZDFXXULSSKPTMS-UHFFFAOYSA-N 0.000 claims 1
• FAWAIFXSDIHOSQ-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(3,4-dihydro-2h-quinolin-1-yl)pyridin-3-yl]pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=CC=C3CCC2)N1CC(NC(=O)C(C)NC)C1CCCCC1 FAWAIFXSDIHOSQ-UHFFFAOYSA-N 0.000 claims 1
• HZJHWCJCYNSURC-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(3,5-dimethylphenyl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=C(C)C=C(C)C=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 HZJHWCJCYNSURC-UHFFFAOYSA-N 0.000 claims 1
• JTBVHUYPCGPJOD-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(3-methylindol-1-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=CC=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 JTBVHUYPCGPJOD-UHFFFAOYSA-N 0.000 claims 1
• ODAZZDHNXJTOEM-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(3-methylphenyl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=C(C)C=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ODAZZDHNXJTOEM-UHFFFAOYSA-N 0.000 claims 1
• FHVDRECTOYZHFS-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(4-fluorophenyl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=CC(F)=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 FHVDRECTOYZHFS-UHFFFAOYSA-N 0.000 claims 1
• VYSMMNAWNFFIFE-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(4-methylphenyl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=CC(C)=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 VYSMMNAWNFFIFE-UHFFFAOYSA-N 0.000 claims 1
• NXDAGBCECRKCGY-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(5-fluoro-2,3-dihydroindol-1-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=C(F)C=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 NXDAGBCECRKCGY-UHFFFAOYSA-N 0.000 claims 1
• MHLTVJXWQDPCPU-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(5-fluoro-3-methylindol-1-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=C(F)C=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 MHLTVJXWQDPCPU-UHFFFAOYSA-N 0.000 claims 1
• ATTHLCLKEPTOJP-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[5-(5-fluoroindol-1-yl)pyridin-3-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=CC=C(F)C=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ATTHLCLKEPTOJP-UHFFFAOYSA-N 0.000 claims 1
• XQILTTPTKSWFGF-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(1h-indol-3-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)C=2C3=CC=CC=C3NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 XQILTTPTKSWFGF-UHFFFAOYSA-N 0.000 claims 1
• RDQMCTFCOCDMOT-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(1h-indol-3-yl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CN=C(C=2)C=2C3=CC=CC=C3NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 RDQMCTFCOCDMOT-UHFFFAOYSA-N 0.000 claims 1
• IVMUAGOPSXOMJW-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(2,3-dihydroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 IVMUAGOPSXOMJW-UHFFFAOYSA-N 0.000 claims 1
• AEOVQBQKSAHDAB-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(2-methylphenyl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CN=C(C=2)C=2C(=CC=CC=2)C)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 AEOVQBQKSAHDAB-UHFFFAOYSA-N 0.000 claims 1
• CXPHSMMOVQTYTM-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(5-fluoro-2,3-dihydroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC=C(F)C=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 CXPHSMMOVQTYTM-UHFFFAOYSA-N 0.000 claims 1
• OEGRLTUDZRPJQO-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(5-fluoro-2,3-dihydroindol-1-yl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CN=C(C=2)N2C3=CC=C(F)C=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 OEGRLTUDZRPJQO-UHFFFAOYSA-N 0.000 claims 1
• SIRHPGRSGCAACR-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(5-fluoro-3-methylindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC=C(F)C=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 SIRHPGRSGCAACR-UHFFFAOYSA-N 0.000 claims 1
• YVBPZXAJJFSRPT-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(5-fluoro-3-methylindol-1-yl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CN=C(C=2)N2C3=CC=C(F)C=C3C(C)=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 YVBPZXAJJFSRPT-UHFFFAOYSA-N 0.000 claims 1
• HYXZYJVQSLANBR-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(5-fluoroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC=C(F)C=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 HYXZYJVQSLANBR-UHFFFAOYSA-N 0.000 claims 1
• PMOKOUHGBMLWHG-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(5-fluoroindol-1-yl)pyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=CN=C(C=2)N2C3=CC=C(F)C=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 PMOKOUHGBMLWHG-UHFFFAOYSA-N 0.000 claims 1
• LMXRCVIBVVSIRR-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[6-(6-fluoro-2,3-dihydroindol-1-yl)-2-methylpyrimidin-4-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2N=C(C)N=C(C=2)N2C3=CC(F)=CC=C3CC2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 LMXRCVIBVVSIRR-UHFFFAOYSA-N 0.000 claims 1
• NODCRGNTDODBIR-UHFFFAOYSA-N n-[1-cyclohexyl-2-[2-[7-(4-fluorophenyl)-1,3-benzothiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2SC3=C(C=4C=CC(F)=CC=4)C=CC=C3N=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 NODCRGNTDODBIR-UHFFFAOYSA-N 0.000 claims 1
• OUHAEMWXPWJNIQ-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(1-phenylisoquinolin-7-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C3C(C=4C=CC=CC=4)=NC=CC3=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 OUHAEMWXPWJNIQ-UHFFFAOYSA-N 0.000 claims 1
• NDMHFSMFOWUWNP-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(5-phenyl-5,6,7,8-tetrahydroquinolin-3-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C3C(C=4C=CC=CC=4)CCCC3=NC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 NDMHFSMFOWUWNP-UHFFFAOYSA-N 0.000 claims 1
• YDIHYDFUZAPBPN-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(5-pyridin-2-ylpyridin-3-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2N=CC=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 YDIHYDFUZAPBPN-UHFFFAOYSA-N 0.000 claims 1
• YEYOELVULLXEEQ-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(5-pyridin-3-ylpyridin-3-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=NC=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 YEYOELVULLXEEQ-UHFFFAOYSA-N 0.000 claims 1
• YWJWJHNKGVKJAA-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(5-pyridin-4-ylpyridin-3-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=CN=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 YWJWJHNKGVKJAA-UHFFFAOYSA-N 0.000 claims 1
• MUAIQVLACXCQPX-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(5-pyrrolo[2,3-b]pyridin-1-ylpyridin-3-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C3=NC=CC=C3C=C2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 MUAIQVLACXCQPX-UHFFFAOYSA-N 0.000 claims 1
• GWEGLPWVIJEVOH-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(7-phenyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2SC=3C(CCCC=3N=2)C=2C=CC=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 GWEGLPWVIJEVOH-UHFFFAOYSA-N 0.000 claims 1
• FUQGIYZAECHMLP-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-(7-phenyl-6,7-dihydro-5h-cyclopenta[c]pyridin-4-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=3CCC(C=3C=NC=2)C=2C=CC=CC=2)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 FUQGIYZAECHMLP-UHFFFAOYSA-N 0.000 claims 1
• RQSXFKVWIWFHFQ-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-[2-(2-oxo-3,4-dihydroquinolin-1-yl)pyridin-4-yl]pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(N=CC=2)N2C3=CC=CC=C3CCC2=O)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 RQSXFKVWIWFHFQ-UHFFFAOYSA-N 0.000 claims 1
• GGHKCRDLESCNGK-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-[5-(2-oxo-1,3-benzoxazol-3-yl)pyridin-3-yl]pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)N2C(OC3=CC=CC=C32)=O)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 GGHKCRDLESCNGK-UHFFFAOYSA-N 0.000 claims 1
• ZQMPLQQWXYDNJH-UHFFFAOYSA-N n-[1-cyclohexyl-2-oxo-2-[2-[5-(3-propan-2-ylphenyl)pyridin-3-yl]pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide Chemical compound C1CCC(C=2C=C(C=NC=2)C=2C=C(C=CC=2)C(C)C)N1C(=O)C(NC(=O)C(C)NC)C1CCCCC1 ZQMPLQQWXYDNJH-UHFFFAOYSA-N 0.000 claims 1
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