JP2021506889A5

JP2021506889A5 -

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Publication number: JP2021506889A5
Authority: JP; Japan
Prior art keywords: indole; isopropyl; triazolo; pyridin; methoxy
Prior art date: 2018-12-18
Legal status : Granted

Application number

JP2020534224A

Other languages

English (en)

Japanese (ja)

Other versions

JP7291145B2 (ja

JP2021506889A (ja

Filing date

2018-12-18

Publication date

2021-12-23

2018-12-18 Application filed filed Critical

2018-12-18 Priority claimed from PCT/US2018/066149 external-priority patent/WO2019126113A1/en

2021-02-22 Publication of JP2021506889A publication Critical patent/JP2021506889A/ja

2021-12-23 Publication of JP2021506889A5 publication Critical patent/JP2021506889A5/ja

2023-06-14 Application granted granted Critical

2023-06-14 Publication of JP7291145B2 publication Critical patent/JP7291145B2/ja

Status Active legal-status Critical Current

2038-12-18 Anticipated expiration legal-status Critical

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-1 dimethylpyrazolyl Chemical group 0.000 claims 108
125000000217 alkyl group Chemical group 0.000 claims 36
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 34
125000003386 piperidinyl group Chemical group 0.000 claims 22
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 21
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 19
125000003709 fluoroalkyl group Chemical group 0.000 claims 19
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 17
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 15
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 14
125000003545 alkoxy group Chemical group 0.000 claims 13
125000002757 morpholinyl group Chemical group 0.000 claims 13
125000002393 azetidinyl group Chemical group 0.000 claims 11
150000001875 compounds Chemical class 0.000 claims 11
125000000168 pyrrolyl group Chemical group 0.000 claims 11
125000002768 hydroxyalkyl group Chemical group 0.000 claims 10
125000000719 pyrrolidinyl group Chemical group 0.000 claims 10
150000003839 salts Chemical class 0.000 claims 10
125000004103 aminoalkyl group Chemical group 0.000 claims 9
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 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
125000004193 piperazinyl group Chemical group 0.000 claims 9
229910052799 carbon Inorganic materials 0.000 claims 8
125000001412 tetrahydropyranyl group Chemical group 0.000 claims 8
150000001204 N-oxides Chemical class 0.000 claims 7
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 7
125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 6
125000004966 cyanoalkyl group Chemical group 0.000 claims 6
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
125000003566 oxetanyl group Chemical group 0.000 claims 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
125000004432 carbon atom Chemical group C* 0.000 claims 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
125000004076 pyridyl group Chemical group 0.000 claims 5
125000001424 substituent group Chemical group 0.000 claims 5
125000004568 thiomorpholinyl group Chemical group 0.000 claims 5
SODPIVPXQHNCES-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-3-ethyl-5-[(5-propan-2-yl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-2-yl)methyl]-1H-indole Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1CC)CN1CC2CN(CC2C1)C(C)C SODPIVPXQHNCES-UHFFFAOYSA-N 0.000 claims 4
QBZLCMRAAJXEFT-UHFFFAOYSA-N 2-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CNCCO1)C1=CN2N=CN=C2C(C)=C1 QBZLCMRAAJXEFT-UHFFFAOYSA-N 0.000 claims 4
XOKYECLXCBVFTK-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-N,N-dimethylcyclohexan-1-amine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)N(C)C)C XOKYECLXCBVFTK-UHFFFAOYSA-N 0.000 claims 4
NUDZXOZPZDHDEZ-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-(2-methoxyethyl)-N-methylcyclohexan-1-amine Chemical compound COCCN(C)C1CCC(CC1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C NUDZXOZPZDHDEZ-UHFFFAOYSA-N 0.000 claims 4
TZBNVVMCKPEJCV-UHFFFAOYSA-N 4-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]morpholine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)N1CCOCC1)C TZBNVVMCKPEJCV-UHFFFAOYSA-N 0.000 claims 4
PZWVCAIXLAZPQL-UHFFFAOYSA-N 6-[4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]-2-oxa-6-azaspiro[3.3]heptane Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N1CC2(COC2)C1)C1=CN2N=CN=C2C(C)=C1C PZWVCAIXLAZPQL-UHFFFAOYSA-N 0.000 claims 4
VYIOQCZAMSOEJW-UHFFFAOYSA-N 8-methoxy-6-(5-piperidin-3-yl-3-propan-2-yl-1H-indol-2-yl)-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCNC1 VYIOQCZAMSOEJW-UHFFFAOYSA-N 0.000 claims 4
QGJGTRNASJZNRX-UHFFFAOYSA-N 8-methoxy-6-[5-[1-(2-methoxyethyl)piperidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(CCC1)CCOC)C=1C=C(C=2N(C=1)N=CN=2)OC QGJGTRNASJZNRX-UHFFFAOYSA-N 0.000 claims 4
HFLQCFDNDYNLFO-UHFFFAOYSA-N 8-methoxy-6-[5-[1-(oxan-4-yl)piperidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(CCC1)C1CCOCC1)C=1C=C(C=2N(C=1)N=CN=2)OC HFLQCFDNDYNLFO-UHFFFAOYSA-N 0.000 claims 4
WKNWULRFPOTOTI-UHFFFAOYSA-N CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CC(C)(C)O)CCO1)C1=CN2N=CN=C2C(C)=C1 Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CC(C)(C)O)CCO1)C1=CN2N=CN=C2C(C)=C1 WKNWULRFPOTOTI-UHFFFAOYSA-N 0.000 claims 4
YTBMNQANUJHMIP-UHFFFAOYSA-N N-cyclopropyl-N-methyl-4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound C1(CC1)N(C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)C)C(C)C)C YTBMNQANUJHMIP-UHFFFAOYSA-N 0.000 claims 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 4
125000003725 azepanyl group Chemical group 0.000 claims 4
125000002883 imidazolyl group Chemical group 0.000 claims 4
125000001425 triazolyl group Chemical group 0.000 claims 4
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 3
QJVZBCGQTBXKDN-UHFFFAOYSA-N 6-[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]-2-oxa-6-azaspiro[3.3]heptane Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N1CC2(COC2)C1 QJVZBCGQTBXKDN-UHFFFAOYSA-N 0.000 claims 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
YFFRSVFAPFSHAS-UHFFFAOYSA-N C(C)(C)C1=C(NC2=CC=C(C=C12)C1OCCN(C1)CC(=O)N(C)C)C=1C=C(C=2N(C=1)N=CN=2)C Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1OCCN(C1)CC(=O)N(C)C)C=1C=C(C=2N(C=1)N=CN=2)C YFFRSVFAPFSHAS-UHFFFAOYSA-N 0.000 claims 3
125000005959 diazepanyl group Chemical group 0.000 claims 3
125000005879 dioxolanyl group Chemical group 0.000 claims 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
125000001475 halogen functional group Chemical group 0.000 claims 3
125000000623 heterocyclic group Chemical group 0.000 claims 3
239000008194 pharmaceutical composition Substances 0.000 claims 3
125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 claims 3
PCSYHKIAVUEBHT-UHFFFAOYSA-N 1,3,4-trimethyl-5-[3-propan-2-yl-5-(1-propan-2-ylazetidin-3-yl)-1H-indol-2-yl]pyridin-2-one Chemical compound CC(C)N1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN(C)C(=O)C(C)=C1C PCSYHKIAVUEBHT-UHFFFAOYSA-N 0.000 claims 2
BJLMHPCVKKAWFD-UHFFFAOYSA-N 1,3,4-trimethyl-5-[3-propan-2-yl-5-(1-propylazetidin-3-yl)-1H-indol-2-yl]pyridin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)CCC)C=1C(=C(C(N(C=1)C)=O)C)C BJLMHPCVKKAWFD-UHFFFAOYSA-N 0.000 claims 2
YHLSHOGYEPQXDT-UHFFFAOYSA-N 1,3,4-trimethyl-5-[5-[1-(2-methylsulfonylethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CCS(C)(=O)=O)C1)C1=CN(C)C(=O)C(C)=C1C YHLSHOGYEPQXDT-UHFFFAOYSA-N 0.000 claims 2
WSTCVNGXZWVKHI-UHFFFAOYSA-N 1,3,4-trimethyl-5-[5-[1-(oxetan-3-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C1COC1)C1=CN(C)C(=O)C(C)=C1C WSTCVNGXZWVKHI-UHFFFAOYSA-N 0.000 claims 2
INDGTJREMNSNGZ-UHFFFAOYSA-N 1,3,4-trimethyl-5-[5-[3-(2-methylsulfonylethylamino)cyclobutyl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC(C1)NCCS(C)(=O)=O)C1=CN(C)C(=O)C(C)=C1C INDGTJREMNSNGZ-UHFFFAOYSA-N 0.000 claims 2
JRKTVICNVCYIQC-UHFFFAOYSA-N 1,3,4-trimethyl-5-[5-[3-(oxetan-3-ylamino)cyclobutyl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC(C1)NC1COC1)C1=CN(C)C(=O)C(C)=C1C JRKTVICNVCYIQC-UHFFFAOYSA-N 0.000 claims 2
LFFZERJKNCCMJS-UHFFFAOYSA-N 1,3,4-trimethyl-5-[5-[[1-(2-methylsulfonylethyl)azetidin-3-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1CN(C1)CCS(=O)(=O)C)C=1C(=C(C(N(C=1)C)=O)C)C LFFZERJKNCCMJS-UHFFFAOYSA-N 0.000 claims 2
ZAQDPINAZOHKBQ-UHFFFAOYSA-N 1,3,4-trimethyl-5-[5-[[1-(oxan-4-yl)azetidin-3-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1CN(C1)C1CCOCC1)C=1C(=C(C(N(C=1)C)=O)C)C ZAQDPINAZOHKBQ-UHFFFAOYSA-N 0.000 claims 2
VHFSGXKAPLKPQN-UHFFFAOYSA-N 1,3-dimethyl-5-[3-propan-2-yl-5-(2-pyrrolidin-1-ylethyl)-1H-indol-2-yl]pyridin-2-one Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CCN1CCCC1)C=1C=C(C(N(C=1)C)=O)C VHFSGXKAPLKPQN-UHFFFAOYSA-N 0.000 claims 2
QJJZAYWNSXDWJI-UHFFFAOYSA-N 1,3-dimethyl-5-[5-(2-piperidin-1-ylethyl)-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(CCN3CCCCC3)C=C12)C1=CN(C)C(=O)C(C)=C1 QJJZAYWNSXDWJI-UHFFFAOYSA-N 0.000 claims 2
UHQVMXQKQIMQLP-UHFFFAOYSA-N 1-[3-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2,2-dimethylpropan-1-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCN(C1)C(=O)C(C)(C)C)C1=CC(C)=NC(C)=C1 UHQVMXQKQIMQLP-UHFFFAOYSA-N 0.000 claims 2
DAYASGQXGZKJMZ-UHFFFAOYSA-N 1-[3-[2-(3,4-dimethoxyphenyl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(dimethylamino)ethanone Chemical compound COC1=C(OC)C=C(C=C1)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCN(C1)C(=O)CN(C)C DAYASGQXGZKJMZ-UHFFFAOYSA-N 0.000 claims 2
VNTWGQWGNHBFOW-UHFFFAOYSA-N 1-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]-2-methylpropan-2-ol Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CC(C)(C)O)C1)C1=CN2N=CN=C2C(C)=C1C VNTWGQWGNHBFOW-UHFFFAOYSA-N 0.000 claims 2
XTPZRSQZNNBEKR-UHFFFAOYSA-N 1-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-(methylamino)ethanone Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CN(CCC1)C(CNC)=O)N=CN=2)C XTPZRSQZNNBEKR-UHFFFAOYSA-N 0.000 claims 2
YIWCWEBEKKVRJX-UHFFFAOYSA-N 1-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methylpropan-2-ol Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCN(CC(C)(C)O)C1)C1=CN2N=CN=C2C(C)=C1C YIWCWEBEKKVRJX-UHFFFAOYSA-N 0.000 claims 2
RNXRXOVQESUXEA-UHFFFAOYSA-N 1-[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]-N,N-dimethylmethanamine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CN(C)C)CC1)C1=CC(C)=NC(C)=C1 RNXRXOVQESUXEA-UHFFFAOYSA-N 0.000 claims 2
YBHKHDNPCSSSIM-UHFFFAOYSA-N 1-[[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]amino]-2-methylpropan-2-ol Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)NCC(C)(C)O YBHKHDNPCSSSIM-UHFFFAOYSA-N 0.000 claims 2
KRVDQEBMDKQSPQ-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-[1-(1-propan-2-ylpiperidin-4-yl)piperidin-3-yl]-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)C1CCN(CC1)C(C)C)C KRVDQEBMDKQSPQ-UHFFFAOYSA-N 0.000 claims 2
MUPANLIKWABJHF-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-5-pyrrolidin-3-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CNCC1)C MUPANLIKWABJHF-UHFFFAOYSA-N 0.000 claims 2
UVWOHXLOQZSQBT-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[1-[(2-methyl-1H-imidazol-5-yl)methyl]piperidin-3-yl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)CC=1N=C(NC=1)C)C UVWOHXLOQZSQBT-UHFFFAOYSA-N 0.000 claims 2
FTTGBFKIKPBRMQ-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-[4-(4-methylpiperazin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)N1CCN(CC1)C)C FTTGBFKIKPBRMQ-UHFFFAOYSA-N 0.000 claims 2
INHPLFJOPMVAFV-UHFFFAOYSA-N 2-(2,6-dimethylpyridin-4-yl)-5-piperidin-3-yl-3-propan-2-yl-1H-indole Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CNCCC1)C INHPLFJOPMVAFV-UHFFFAOYSA-N 0.000 claims 2
NIAVPSJBCJWMFR-SFTDATJTSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-5-[(1R,2R)-2-(pyrrolidin-1-ylmethyl)cyclopropyl]-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)[C@H]1[C@@H](C1)CN1CCCC1)C1=CC(=NC=C1)C NIAVPSJBCJWMFR-SFTDATJTSA-N 0.000 claims 2
WZWQUOYRGVIDGL-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-(4-piperidin-4-yloxycyclohexyl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)OC1CCNCC1)C1=CC(=NC=C1)C WZWQUOYRGVIDGL-UHFFFAOYSA-N 0.000 claims 2
JSEWNOGKPSBKHQ-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-5-piperidin-3-yl-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CNCCC1)C1=CC(=NC=C1)C JSEWNOGKPSBKHQ-UHFFFAOYSA-N 0.000 claims 2
AHUPVZJVRLAAOJ-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-3-ethyl-5-(pyrrolidin-2-ylmethyl)-1H-indole Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1CC)CC1NCCC1 AHUPVZJVRLAAOJ-UHFFFAOYSA-N 0.000 claims 2
STNRNSHLNYITKN-UHFFFAOYSA-N 2-(dimethylamino)-1-[3-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]pyrrolidin-1-yl]ethanone Chemical compound CN(CC(=O)N1CC(CC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C STNRNSHLNYITKN-UHFFFAOYSA-N 0.000 claims 2
BRLWUBRWCRIGCO-UHFFFAOYSA-N 2-(dimethylamino)-1-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]ethanone Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C(=O)CN(C)C)C1=CN2N=CN=C2C(C)=C1C BRLWUBRWCRIGCO-UHFFFAOYSA-N 0.000 claims 2
MZHJOWNENJPQDO-UHFFFAOYSA-N 2-(dimethylamino)-1-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCN(C1)C(=O)CN(C)C)C1=CN2N=CN=C2C(C)=C1C MZHJOWNENJPQDO-UHFFFAOYSA-N 0.000 claims 2
XUIRREMJZHMORH-UHFFFAOYSA-N 2-(dimethylamino)-1-[3-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]ethanone Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCN(C1)C(=O)CN(C)C XUIRREMJZHMORH-UHFFFAOYSA-N 0.000 claims 2
CUNFXLDCFONNDL-UHFFFAOYSA-N 2-(dimethylamino)-1-[3-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]ethanone Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C(=O)CN(C)C)C1=CN2N=CN=C2C(C)=C1 CUNFXLDCFONNDL-UHFFFAOYSA-N 0.000 claims 2
AYEXYFZEHSEWSK-UHFFFAOYSA-N 2-(dimethylamino)-1-[5-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]ethanone Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC3C(CN(C3)C(CN(C)C)=O)C1)C=NN=2)C AYEXYFZEHSEWSK-UHFFFAOYSA-N 0.000 claims 2
CSFIZLJOLBBTOQ-UHFFFAOYSA-N 2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-4-(oxetan-3-yl)morpholine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCO1)C1COC1)C CSFIZLJOLBBTOQ-UHFFFAOYSA-N 0.000 claims 2
UEUBCIVNFDKRLR-UHFFFAOYSA-N 2-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-4-(2-methylsulfonylethyl)morpholine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CN(CCO1)CCS(=O)(=O)C)N=CN=2)C UEUBCIVNFDKRLR-UHFFFAOYSA-N 0.000 claims 2
NVMASXPSNIEBSK-UHFFFAOYSA-N 2-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-5,5-dimethylmorpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CNC(C)(C)CO1)C1=CN2N=CN=C2C(C)=C1C NVMASXPSNIEBSK-UHFFFAOYSA-N 0.000 claims 2
RVOBUITVERWCNF-UHFFFAOYSA-N 2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-4,5,5-trimethylmorpholine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(C)C(C)(C)CO1 RVOBUITVERWCNF-UHFFFAOYSA-N 0.000 claims 2
MCWMHEYQHCAUNQ-UHFFFAOYSA-N 2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-5,5-dimethyl-4-(oxetan-3-yl)morpholine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(C2COC2)C(C)(C)CO1 MCWMHEYQHCAUNQ-UHFFFAOYSA-N 0.000 claims 2
WCAFZXNQMVYVOD-UHFFFAOYSA-N 2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-5,5-dimethylmorpholine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CNC(C)(C)CO1 WCAFZXNQMVYVOD-UHFFFAOYSA-N 0.000 claims 2
KNQKJBGYCZSCNM-UHFFFAOYSA-N 2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CNCCO1 KNQKJBGYCZSCNM-UHFFFAOYSA-N 0.000 claims 2
BUHVCIYLAOXRKS-UHFFFAOYSA-N 2-[3-[2-(3,4-dimethoxyphenyl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)CC(=O)N(C)C BUHVCIYLAOXRKS-UHFFFAOYSA-N 0.000 claims 2
YIVWVEHXSPYPHT-UHFFFAOYSA-N 2-[3-[2-(3,4-dimethoxyphenyl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylethanamine Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)CCNC YIVWVEHXSPYPHT-UHFFFAOYSA-N 0.000 claims 2
WDOQPCZMXDSOPC-UHFFFAOYSA-N 2-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]-N,N-dimethylacetamide Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CN(C1)CC(=O)N(C)C)N=CN=2)C WDOQPCZMXDSOPC-UHFFFAOYSA-N 0.000 claims 2
MGMICNHCPVHNMX-UHFFFAOYSA-N 2-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]-N-methylacetamide Chemical compound CNC(=O)CN1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C MGMICNHCPVHNMX-UHFFFAOYSA-N 0.000 claims 2
WQLHTGAPJXLCEH-UHFFFAOYSA-N 2-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]acetonitrile Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CN(C1)CC#N)N=CN=2)C WQLHTGAPJXLCEH-UHFFFAOYSA-N 0.000 claims 2
CJLJFGPQZGIZTL-UHFFFAOYSA-N 2-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N-methylacetamide Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CN(CCC1)CC(=O)NC)N=CN=2)C CJLJFGPQZGIZTL-UHFFFAOYSA-N 0.000 claims 2
DUKAXUVQAWKNBH-UHFFFAOYSA-N 2-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]-N,N-dimethylacetamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CC(=O)N(C)C)C1)C1=CN2C=NN=C2C(C)=C1C DUKAXUVQAWKNBH-UHFFFAOYSA-N 0.000 claims 2
IDSKCFSCVBCTSK-UHFFFAOYSA-N 2-[3-[[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]methyl]azetidin-1-yl]-N,N-dimethylacetamide Chemical compound CC(C)C1=C(NC2=CC=C(CC3CN(CC(=O)N(C)C)C3)C=C12)C1=CN2N=CN=C2C(C)=C1C IDSKCFSCVBCTSK-UHFFFAOYSA-N 0.000 claims 2
IQGJXVODVCTICI-UHFFFAOYSA-N 2-[3-[[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]methyl]azetidin-1-yl]acetonitrile Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1CN(C1)CC#N)C=1C=C(C=2N(C=1)N=CN=2)OC IQGJXVODVCTICI-UHFFFAOYSA-N 0.000 claims 2
YDCWJLVWMMYRHF-UHFFFAOYSA-N 2-[5-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-N,N-dimethylacetamide Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC3C(CN(C3)CC(=O)N(C)C)C1)N=CN=2)C YDCWJLVWMMYRHF-UHFFFAOYSA-N 0.000 claims 2
QKADUGXDWCKYMA-UHFFFAOYSA-N 2-[5-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-N-methylacetamide Chemical compound CNC(=O)CN1CC2CC(CC2C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C QKADUGXDWCKYMA-UHFFFAOYSA-N 0.000 claims 2
KAMNMXTWYPOONM-UHFFFAOYSA-N 2-[5-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]acetonitrile Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC3C(CN(C3)CC#N)C1)N=CN=2)C KAMNMXTWYPOONM-UHFFFAOYSA-N 0.000 claims 2
SCPKWEWDDJAWKA-UHFFFAOYSA-N 2-[5-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-N,N-dimethylacetamide Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC3C(CN(C3)CC(=O)N(C)C)C1)C=NN=2)C SCPKWEWDDJAWKA-UHFFFAOYSA-N 0.000 claims 2
QZZKXCPXGVPSRB-UHFFFAOYSA-N 2-[5-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]acetonitrile Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC3C(CN(C3)CC#N)C1)C=NN=2)C QZZKXCPXGVPSRB-UHFFFAOYSA-N 0.000 claims 2
BGNUFCFEWPJXBS-UHFFFAOYSA-N 2-[5-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-N,N-dimethylacetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC2C(CN(C2)CC(=O)N(C)C)C1)C=1C=C(C=2N(C=1)N=CN=2)OC BGNUFCFEWPJXBS-UHFFFAOYSA-N 0.000 claims 2
VIHUJUCOJBIEPL-UHFFFAOYSA-N 2-[[3-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclobutyl]amino]-N,N-dimethylacetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC(C1)NCC(=O)N(C)C)C=1C=C(C=2N(C=1)N=CN=2)OC VIHUJUCOJBIEPL-UHFFFAOYSA-N 0.000 claims 2
COFASVKTPJBVEA-UHFFFAOYSA-N 2-[[4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]amino]-N-methylacetamide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)NCC(=O)NC)C COFASVKTPJBVEA-UHFFFAOYSA-N 0.000 claims 2
ULUOLOWRJAVQJP-UHFFFAOYSA-N 2-[[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]amino]-N-methylacetamide Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NCC(=O)NC)C=1C=C(C=2N(C=1)N=CN=2)OC ULUOLOWRJAVQJP-UHFFFAOYSA-N 0.000 claims 2
YXTYHSLVCWVESC-UHFFFAOYSA-N 2-methyl-1-[[4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]amino]propan-2-ol Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NCC(C)(C)O)C1=CN2N=CN=C2C(C)=C1 YXTYHSLVCWVESC-UHFFFAOYSA-N 0.000 claims 2
SBIKATSJZZOZQH-UHFFFAOYSA-N 3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N,N-dimethylcyclobutan-1-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC(C1)N(C)C)C1=CN2N=CN=C2C(C)=C1C SBIKATSJZZOZQH-UHFFFAOYSA-N 0.000 claims 2
MGYLVKOMFUMQBE-UHFFFAOYSA-N 3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-(2-methylsulfonylethyl)cyclobutan-1-amine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC(C1)NCCS(=O)(=O)C)N=CN=2)C MGYLVKOMFUMQBE-UHFFFAOYSA-N 0.000 claims 2
DEMXTDYPKZRCSP-UHFFFAOYSA-N 3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclobutan-1-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC(N)C1)C1=CN2N=CN=C2C(C)=C1C DEMXTDYPKZRCSP-UHFFFAOYSA-N 0.000 claims 2
GIYFRWSZZSTBPD-UHFFFAOYSA-N 3-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N,N-dimethylcyclobutan-1-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC(C1)N(C)C)C=1C=C(C=2N(C=1)N=CN=2)OC GIYFRWSZZSTBPD-UHFFFAOYSA-N 0.000 claims 2
XYRRULVEBZGGML-UHFFFAOYSA-N 3-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-propan-2-ylcyclopentan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(C1)N(C)C(C)C XYRRULVEBZGGML-UHFFFAOYSA-N 0.000 claims 2
UVXIBASXINBGMX-UHFFFAOYSA-N 3-chloro-1,4-dimethyl-5-[3-propan-2-yl-5-(1-propylazetidin-3-yl)-1H-indol-2-yl]pyridin-2-one Chemical compound ClC=1C(N(C=C(C=1C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(C1)CCC)C)=O UVXIBASXINBGMX-UHFFFAOYSA-N 0.000 claims 2
UESVQISBAQJRPZ-UHFFFAOYSA-N 3-chloro-1,4-dimethyl-5-[5-[1-(oxolan-3-ylmethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]pyridin-2-one Chemical compound ClC=1C(N(C=C(C=1C)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(C1)CC1COCC1)C)=O UESVQISBAQJRPZ-UHFFFAOYSA-N 0.000 claims 2
WKLCUJKPKKHZLU-UHFFFAOYSA-N 3-ethyl-2-(2-methylpyridin-4-yl)-5-(pyrrolidin-2-ylmethyl)-1H-indole Chemical compound C(C)C1=C(NC2=CC=C(C=C12)CC1NCCC1)C1=CC(=NC=C1)C WKLCUJKPKKHZLU-UHFFFAOYSA-N 0.000 claims 2
HWIWCCDFYCWEGD-UHFFFAOYSA-N 3-methyl-N-[4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]oxetan-3-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NC1(COC1)C)C=1C=C(C=2N(C=1)N=CN=2)C HWIWCCDFYCWEGD-UHFFFAOYSA-N 0.000 claims 2
NQVWMPOQWBDSAI-UHFFFAOYSA-N 3-methyloxetan-3-amine Chemical compound CC1(N)COC1 NQVWMPOQWBDSAI-UHFFFAOYSA-N 0.000 claims 2
WHRHTSKMHVTWSL-UHFFFAOYSA-N 4,5,5-trimethyl-2-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C)C(C)(C)CO1)C1=CN2N=CN=C2C(C)=C1 WHRHTSKMHVTWSL-UHFFFAOYSA-N 0.000 claims 2
KETXJLUIWNSGDJ-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-1-(trifluoromethyl)cyclohexan-1-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)(O)C(F)(F)F)C KETXJLUIWNSGDJ-UHFFFAOYSA-N 0.000 claims 2
WDLVKCLQVOZKQV-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-N-[(4-methoxyphenyl)methyl]cyclohexan-1-amine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)NCC1=CC=C(C=C1)OC)C WDLVKCLQVOZKQV-UHFFFAOYSA-N 0.000 claims 2
IDZSYRSXOGPDKA-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methylcyclohexan-1-amine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)NC)C IDZSYRSXOGPDKA-UHFFFAOYSA-N 0.000 claims 2
ZSDOVNPASSZBPJ-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)N)C ZSDOVNPASSZBPJ-UHFFFAOYSA-N 0.000 claims 2
VYDRNZWWACMIGI-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-ol Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)O)C VYDRNZWWACMIGI-UHFFFAOYSA-N 0.000 claims 2
GLGFHSIRUSWQOP-UHFFFAOYSA-N 4-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)=O)C GLGFHSIRUSWQOP-UHFFFAOYSA-N 0.000 claims 2
OWQALSHFGFHWNT-UHFFFAOYSA-N 4-[2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-ol Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)O)C1=CC(=NC=C1)C OWQALSHFGFHWNT-UHFFFAOYSA-N 0.000 claims 2
PIZQRKXUPBZLSG-UHFFFAOYSA-N 4-[2-(3,4-dimethoxyphenyl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)N PIZQRKXUPBZLSG-UHFFFAOYSA-N 0.000 claims 2
ZIBKTCVZFPGFOL-UHFFFAOYSA-N 4-[2-(3,4-dimethoxyphenyl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-ol Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1C(C)C)C1CCC(CC1)O ZIBKTCVZFPGFOL-UHFFFAOYSA-N 0.000 claims 2
KPLMFWXPXBJEAG-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-ethyl-N-methylcyclohexan-1-amine Chemical compound CCN(C)C1CCC(CC1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C KPLMFWXPXBJEAG-UHFFFAOYSA-N 0.000 claims 2
YAFWDGHOQFGZJU-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-(2-methylsulfonylethyl)cyclohexan-1-amine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CCC(CC1)N(CCS(=O)(=O)C)C)N=CN=2)C YAFWDGHOQFGZJU-UHFFFAOYSA-N 0.000 claims 2
RHTQILIYHRUXJI-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methylcyclohexan-1-amine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CCC(CC1)NC)N=CN=2)C RHTQILIYHRUXJI-UHFFFAOYSA-N 0.000 claims 2
LMORXPWBMRIKNK-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(N)CC1)C1=CN2C=NN=C2C(C)=C1C LMORXPWBMRIKNK-UHFFFAOYSA-N 0.000 claims 2
KTRGIAGCHXDPRA-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-(1-methylcyclopropyl)cyclohexan-1-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NC1(CC1)C)C=1C=C(C=2N(C=1)N=CN=2)OC KTRGIAGCHXDPRA-UHFFFAOYSA-N 0.000 claims 2
SDCIULZNONADQG-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-(2-methylsulfonylethyl)cyclohexan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N(C)CCS(C)(=O)=O SDCIULZNONADQG-UHFFFAOYSA-N 0.000 claims 2
AHMJRWRNUDOOID-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-(3,3,3-trifluoropropyl)cyclohexan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N(C)CCC(F)(F)F AHMJRWRNUDOOID-UHFFFAOYSA-N 0.000 claims 2
ZTUBEQKFZDKPRA-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-propan-2-ylcyclohexan-1-amine Chemical compound C(C)(C)N(C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C)C ZTUBEQKFZDKPRA-UHFFFAOYSA-N 0.000 claims 2
UVXQKXGFQKIFIN-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methylcyclohexan-1-amine Chemical compound CNC1CCC(CC1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(OC)=C1 UVXQKXGFQKIFIN-UHFFFAOYSA-N 0.000 claims 2
HVDBIFIEJUXPSR-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(N)CC1 HVDBIFIEJUXPSR-UHFFFAOYSA-N 0.000 claims 2
VOEMJWGAMXOHEP-UHFFFAOYSA-N 4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(N)CC1)C1=CN2N=CN=C2C(C)=C1 VOEMJWGAMXOHEP-UHFFFAOYSA-N 0.000 claims 2
BLAQBNDCAHEFPU-UHFFFAOYSA-N 4-[2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]ethyl]-1,4-thiazinane 1,1-dioxide Chemical compound CC(C)C1=C(NC2=CC=C(CCN3CCS(=O)(=O)CC3)C=C12)C1=CC(C)=NC(C)=C1 BLAQBNDCAHEFPU-UHFFFAOYSA-N 0.000 claims 2
YOOGDLWVSZPXAN-UHFFFAOYSA-N 4-[2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]ethyl]morpholine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)CCN1CCOCC1)C YOOGDLWVSZPXAN-UHFFFAOYSA-N 0.000 claims 2
BPSIMNFOBXYYBO-UHFFFAOYSA-N 4-[2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]ethyl]morpholine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CCN1CCOCC1)C=1C=C(C=2N(C=1)N=CN=2)OC BPSIMNFOBXYYBO-UHFFFAOYSA-N 0.000 claims 2
SFWLZPPPTRPMNY-UHFFFAOYSA-N 4-[3-propan-2-yl-5-(4-pyridin-4-yloxycyclohexyl)-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)OC1=CC=NC=C1)C1=C2C(=NC=C1)NN=C2 SFWLZPPPTRPMNY-UHFFFAOYSA-N 0.000 claims 2
YMVZQNLNFNTFRA-UHFFFAOYSA-N 4-[4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]morpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N1CCOCC1)C1=CN2N=CN=C2C(C)=C1C YMVZQNLNFNTFRA-UHFFFAOYSA-N 0.000 claims 2
TTWKBAJROXFJBP-UHFFFAOYSA-N 4-[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]-2,6-dimethylmorpholine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N1CC(C)OC(C)C1 TTWKBAJROXFJBP-UHFFFAOYSA-N 0.000 claims 2
LAEIJNFHMHEJSR-UHFFFAOYSA-N 4-[4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]morpholine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N1CCOCC1)C=1C=C(C=2N(C=1)N=CN=2)C LAEIJNFHMHEJSR-UHFFFAOYSA-N 0.000 claims 2
CWLKUMPMVPDZTE-UHFFFAOYSA-N 4-[5-(1-piperidin-4-ylethyl)-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C(C)C1CCNCC1)C1=C2C(=NC=C1)NN=C2 CWLKUMPMVPDZTE-UHFFFAOYSA-N 0.000 claims 2
RMZJXKGMOLQTHX-UHFFFAOYSA-N 4-[5-(2-piperidin-4-ylethyl)-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CCC1CCNCC1)C1=C2C(=NC=C1)NN=C2 RMZJXKGMOLQTHX-UHFFFAOYSA-N 0.000 claims 2
PWIOUQALWAWEIL-UHFFFAOYSA-N 4-[5-(4-piperidin-4-yloxycyclohexyl)-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)OC1CCNCC1)C1=C2C(=NC=C1)NN=C2 PWIOUQALWAWEIL-UHFFFAOYSA-N 0.000 claims 2
HOVIACXZDVHHMR-UHFFFAOYSA-N 4-[5-(azepan-4-yl)-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound N1CCC(CCC1)C=1C=C2C(=C(NC2=CC=1)C1=C2C(=NC=C1)NN=C2)C(C)C HOVIACXZDVHHMR-UHFFFAOYSA-N 0.000 claims 2
IBTFDGFDHMDFRO-UHFFFAOYSA-N 4-[5-(piperidin-1-ylmethyl)-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CN1CCCCC1)C1=C2C(=NC=C1)NN=C2 IBTFDGFDHMDFRO-UHFFFAOYSA-N 0.000 claims 2
LIKAZLPRJOLYRJ-UHFFFAOYSA-N 4-[5-(piperidin-4-ylmethyl)-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1CCNCC1)C1=C2C(=NC=C1)NN=C2 LIKAZLPRJOLYRJ-UHFFFAOYSA-N 0.000 claims 2
HWHYRVJPBKIIGZ-UHFFFAOYSA-N 4-[5-[(4-methylpiperazin-1-yl)methyl]-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CN1CCN(CC1)C)C1=C2C(=NC=C1)NN=C2 HWHYRVJPBKIIGZ-UHFFFAOYSA-N 0.000 claims 2
FMACPBCZPANKIB-ONEGZZNKSA-N 4-[5-[(E)-2-piperidin-4-ylethenyl]-3-propan-2-yl-1H-indol-2-yl]-1H-pyrazolo[3,4-b]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)\C=C\C1CCNCC1)C1=C2C(=NC=C1)NN=C2 FMACPBCZPANKIB-ONEGZZNKSA-N 0.000 claims 2
DGKAGVRKCVOGBW-UHFFFAOYSA-N 5,5-dimethyl-2-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CNC(C)(C)CO1)C1=CN2N=CN=C2C(C)=C1 DGKAGVRKCVOGBW-UHFFFAOYSA-N 0.000 claims 2
ANSKPYRXURQDQI-UHFFFAOYSA-N 5-(1-azabicyclo[2.2.2]octan-3-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)C1CN2CCC1CC2)C ANSKPYRXURQDQI-UHFFFAOYSA-N 0.000 claims 2
NBVPFSDORRTCSK-UHFFFAOYSA-N 5-(2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-ylmethyl)-2-(3,4-dimethoxyphenyl)-3-ethyl-1H-indole Chemical compound COC=1C=C(C=CC=1OC)C=1NC2=CC=C(C=C2C=1CC)CN1CC2CNCC2C1 NBVPFSDORRTCSK-UHFFFAOYSA-N 0.000 claims 2
ZXJWXWVCAMVTQB-UHFFFAOYSA-N 5-(5-cyclohexyl-3-propan-2-yl-1H-indol-2-yl)-1,3-dimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCCC1)C1=CN(C)C(=O)C(C)=C1 ZXJWXWVCAMVTQB-UHFFFAOYSA-N 0.000 claims 2
RSKUHVQQCIUZIL-UHFFFAOYSA-N 5-(azetidin-3-yl)-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CNC1)C1=CC(C)=NC(C)=C1 RSKUHVQQCIUZIL-UHFFFAOYSA-N 0.000 claims 2
JCWSUPGAFPKNRI-UHFFFAOYSA-N 5-[5-(3-aminocyclobutyl)-3-propan-2-yl-1H-indol-2-yl]-1,3,4-trimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC(N)C1)C1=CN(C)C(=O)C(C)=C1C JCWSUPGAFPKNRI-UHFFFAOYSA-N 0.000 claims 2
PQYPJWXEFIQVEP-UHFFFAOYSA-N 5-[5-(azetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-1,3,4-trimethylpyridin-2-one Chemical compound N1CC(C1)C=1C=C2C(=C(NC2=CC=1)C=1C(=C(C(N(C=1)C)=O)C)C)C(C)C PQYPJWXEFIQVEP-UHFFFAOYSA-N 0.000 claims 2
IBWZUUUPFSDXKE-UHFFFAOYSA-N 5-[5-(azetidin-3-ylmethyl)-3-propan-2-yl-1H-indol-2-yl]-1,3,4-trimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(CC3CNC3)C=C12)C1=CN(C)C(=O)C(C)=C1C IBWZUUUPFSDXKE-UHFFFAOYSA-N 0.000 claims 2
RSXMXMFCDLGBCJ-UHFFFAOYSA-N 5-[5-[2-(3-fluoropiperidin-1-yl)ethyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(CCN3CCCC(F)C3)C=C12)C1=CN(C)C(=O)C(C)=C1 RSXMXMFCDLGBCJ-UHFFFAOYSA-N 0.000 claims 2
RSIOCNAXSDNODZ-UHFFFAOYSA-N 5-[5-[2-(4-fluoropiperidin-1-yl)ethyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(CCN3CCC(F)CC3)C=C12)C1=CN(C)C(=O)C(C)=C1 RSIOCNAXSDNODZ-UHFFFAOYSA-N 0.000 claims 2
WSSXFHSXPMGWHK-LJQANCHMSA-N 5-[5-[2-[(3R)-3-fluoropyrrolidin-1-yl]ethyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(CCN3CC[C@@H](F)C3)C=C12)C1=CN(C)C(=O)C(C)=C1 WSSXFHSXPMGWHK-LJQANCHMSA-N 0.000 claims 2
WSSXFHSXPMGWHK-IBGZPJMESA-N 5-[5-[2-[(3S)-3-fluoropyrrolidin-1-yl]ethyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound F[C@@H]1CN(CC1)CCC=1C=C2C(=C(NC2=CC=1)C=1C=C(C(N(C=1)C)=O)C)C(C)C WSSXFHSXPMGWHK-IBGZPJMESA-N 0.000 claims 2
DXWOCIUJWHLJQS-UHFFFAOYSA-N 5-[5-[4-(dimethylamino)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-1,3,4-trimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N(C)C)C1=CN(C)C(=O)C(C)=C1C DXWOCIUJWHLJQS-UHFFFAOYSA-N 0.000 claims 2
OBEZRBVTUUJMRA-UHFFFAOYSA-N 5-cyclohexyl-2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C1(CCCCC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C OBEZRBVTUUJMRA-UHFFFAOYSA-N 0.000 claims 2
YJHCVPGBDBXGBB-UHFFFAOYSA-N 5-methyl-6-(5-piperidin-3-yl-3-propan-2-yl-1H-indol-2-yl)-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCNC1)C1=C(C)N2N=CN=C2C=C1 YJHCVPGBDBXGBB-UHFFFAOYSA-N 0.000 claims 2
KAGHIIOPKAISMU-UHFFFAOYSA-N 6-[5-(1,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrol-5-yl)-3-propan-2-yl-1H-indol-2-yl]-7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC2CNCC2C1)C1=CN2N=CN=C2C(C)=C1C KAGHIIOPKAISMU-UHFFFAOYSA-N 0.000 claims 2
SVXWCDAAJIYENY-UHFFFAOYSA-N 6-[5-(1,2,3,3a,4,5,6,6a-octahydrocyclopenta[c]pyrrol-5-yl)-3-propan-2-yl-1H-indol-2-yl]-7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC2CNCC2C1)C1=CN2C=NN=C2C(C)=C1C SVXWCDAAJIYENY-UHFFFAOYSA-N 0.000 claims 2
BGZOKTGEBPJSRN-UHFFFAOYSA-N 6-[5-(1-azabicyclo[2.2.2]octan-3-yl)-3-propan-2-yl-1H-indol-2-yl]-8-methyl-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN2CCC1CC2)C1=CN2N=CN=C2C(C)=C1 BGZOKTGEBPJSRN-UHFFFAOYSA-N 0.000 claims 2
ANCAXXFEXAQKFO-UHFFFAOYSA-N 6-[5-(azetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine Chemical compound N1CC(C1)C=1C=C2C(=C(NC2=CC=1)C=1C(=C(C=2N(C=1)C=NN=2)C)C)C(C)C ANCAXXFEXAQKFO-UHFFFAOYSA-N 0.000 claims 2
RYAJEHZWCYBXBY-UHFFFAOYSA-N 6-[5-(azetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound N1CC(C1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C RYAJEHZWCYBXBY-UHFFFAOYSA-N 0.000 claims 2
QCQIHBWIQLVLJN-UHFFFAOYSA-N 6-[5-(azetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-8-methyl-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CNC1)C1=CN2N=CN=C2C(C)=C1 QCQIHBWIQLVLJN-UHFFFAOYSA-N 0.000 claims 2
AGKHSGMNWYDDQR-UHFFFAOYSA-N 6-[5-(azetidin-3-ylmethyl)-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound N1CC(C1)CC=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C AGKHSGMNWYDDQR-UHFFFAOYSA-N 0.000 claims 2
UPNWIXSJWLJWAR-UHFFFAOYSA-N 6-[5-[1-(2,2-dimethyloxan-4-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-8-methyl-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C1CCOC(C)(C)C1)C1=CN2N=CN=C2C(C)=C1 UPNWIXSJWLJWAR-UHFFFAOYSA-N 0.000 claims 2
KOFBUIBBMPIXPE-UHFFFAOYSA-N 6-[5-[1-(2-methoxyethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine Chemical compound COCCN1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2C=NN=C2C(C)=C1C KOFBUIBBMPIXPE-UHFFFAOYSA-N 0.000 claims 2
GCBUDTVJQWRUPH-UHFFFAOYSA-N 6-[5-[2-(azetidin-3-yl)ethyl]-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound N1CC(C1)CCC=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C GCBUDTVJQWRUPH-UHFFFAOYSA-N 0.000 claims 2
MDNRXDVMSIQSPD-UHFFFAOYSA-N 6-[5-[4-(3,3-difluoroazetidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridine Chemical compound FC1(CN(C1)C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C(=C(C=2N(C=1)N=CN=2)C)C)C(C)C)F MDNRXDVMSIQSPD-UHFFFAOYSA-N 0.000 claims 2
DKAOGLNGQHRWQE-UHFFFAOYSA-N 6-[5-[4-(3,3-difluoroazetidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound FC1(CN(C1)C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C)F DKAOGLNGQHRWQE-UHFFFAOYSA-N 0.000 claims 2
MXMYYQVBJDAYLO-UHFFFAOYSA-N 6-[5-[4-(3,3-difluoropiperidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N1CCCC(F)(F)C1 MXMYYQVBJDAYLO-UHFFFAOYSA-N 0.000 claims 2
SENNUCMCEMQQQK-UHFFFAOYSA-N 6-[5-[4-(azetidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound N1(CCC1)C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)OC)C(C)C SENNUCMCEMQQQK-UHFFFAOYSA-N 0.000 claims 2
125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims 2
QMYQVLQALQONMY-UHFFFAOYSA-N 7,8-dimethyl-6-(5-piperidin-3-yl-3-propan-2-yl-1H-indol-2-yl)-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CNCCC1)C=1C(=C(C=2N(C=1)N=CN=2)C)C QMYQVLQALQONMY-UHFFFAOYSA-N 0.000 claims 2
PSIMWZHQEVCNLM-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-(1-propan-2-ylazetidin-3-yl)-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)N1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C PSIMWZHQEVCNLM-UHFFFAOYSA-N 0.000 claims 2
KBUOAUXJZYFMGI-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-(1-propan-2-ylazetidin-3-yl)-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)N1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2C=NN=C2C(C)=C1C KBUOAUXJZYFMGI-UHFFFAOYSA-N 0.000 claims 2
UJYUURHFJGMVRS-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-(1-propylazetidin-3-yl)-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)CCC)C=1C(=C(C=2N(C=1)C=NN=2)C)C UJYUURHFJGMVRS-UHFFFAOYSA-N 0.000 claims 2
GQSGCGWXRRLELF-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-(2-propan-2-yl-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl)-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC2C(CN(C2)C(C)C)C1)C=1C(=C(C=2N(C=1)C=NN=2)C)C GQSGCGWXRRLELF-UHFFFAOYSA-N 0.000 claims 2
CTKHYSJEADBPLC-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-[(1-propan-2-ylazetidin-3-yl)methyl]-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1CN(C1)C(C)C)C=1C(=C(C=2N(C=1)N=CN=2)C)C CTKHYSJEADBPLC-UHFFFAOYSA-N 0.000 claims 2
FCVDSQFKSQSPHR-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-[1-(2H-triazol-4-ylmethyl)azetidin-3-yl]-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound N1N=NC(=C1)CN1CC(C1)C=1C=C2C(=C(NC2=CC=1)C=1C(=C(C=2N(C=1)N=CN=2)C)C)C(C)C FCVDSQFKSQSPHR-UHFFFAOYSA-N 0.000 claims 2
LGXUEFRNHSCWLK-UHFFFAOYSA-N 7,8-dimethyl-6-[3-propan-2-yl-5-[1-(4,4,4-trifluorobutyl)azetidin-3-yl]-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)CCCC(F)(F)F)C=1C(=C(C=2N(C=1)C=NN=2)C)C LGXUEFRNHSCWLK-UHFFFAOYSA-N 0.000 claims 2
MAQCKXNGRAJZLR-UHFFFAOYSA-N 7,8-dimethyl-6-[5-(1-methylazetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C)C1)C1=CN2N=CN=C2C(C)=C1C MAQCKXNGRAJZLR-UHFFFAOYSA-N 0.000 claims 2
QNFJWTGMDJVVPL-UHFFFAOYSA-N 7,8-dimethyl-6-[5-(1-methylazetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C)C1)C1=CN2C=NN=C2C(C)=C1C QNFJWTGMDJVVPL-UHFFFAOYSA-N 0.000 claims 2
CQCCUQFXCTZRSW-UHFFFAOYSA-N 7,8-dimethyl-6-[5-(2-methyl-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl)-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC2C(CN(C2)C)C1)C=1C(=C(C=2N(C=1)C=NN=2)C)C CQCCUQFXCTZRSW-UHFFFAOYSA-N 0.000 claims 2
MERSXRYCXVVGOD-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(2-methylpropyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)CN1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2C=NN=C2C(C)=C1C MERSXRYCXVVGOD-UHFFFAOYSA-N 0.000 claims 2
JONZMFFMJKGTEI-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(2-methylsulfonylethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CCS(C)(=O)=O)C1)C1=CN2N=CN=C2C(C)=C1C JONZMFFMJKGTEI-UHFFFAOYSA-N 0.000 claims 2
LWGMLTQOQUWZJF-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(2-methylsulfonylethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)CCS(=O)(=O)C)C=1C(=C(C=2N(C=1)C=NN=2)C)C LWGMLTQOQUWZJF-UHFFFAOYSA-N 0.000 claims 2
KTIQHKDWCYGKDB-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(oxan-4-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C1CCOCC1)C=1C(=C(C=2N(C=1)C=NN=2)C)C KTIQHKDWCYGKDB-UHFFFAOYSA-N 0.000 claims 2
BNNMFHYMIIQZJP-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(oxetan-3-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C1COC1)C1=CN2N=CN=C2C(C)=C1C BNNMFHYMIIQZJP-UHFFFAOYSA-N 0.000 claims 2
WMWVFCZAPPRSFT-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(oxetan-3-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C1COC1)C1=CN2C=NN=C2C(C)=C1C WMWVFCZAPPRSFT-UHFFFAOYSA-N 0.000 claims 2
CXMUNGKAHJBSBE-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-(oxolan-3-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)C1CCOC1)C1=CN2C=NN=C2C(C)=C1C CXMUNGKAHJBSBE-UHFFFAOYSA-N 0.000 claims 2
WLUJELYHEAVFOR-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-[(1-methyl-1,2,4-triazol-3-yl)methyl]azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CC2=NN(C)C=N2)C1)C1=CN2C=NN=C2C(C)=C1C WLUJELYHEAVFOR-UHFFFAOYSA-N 0.000 claims 2
NVTMVILBKGKGTG-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[1-[(3-methyloxetan-3-yl)methyl]azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CC2(C)COC2)C1)C1=CN2C=NN=C2C(C)=C1C NVTMVILBKGKGTG-UHFFFAOYSA-N 0.000 claims 2
AECRNWXEUVCFON-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[2-(2-methylsulfonylethyl)-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC2C(CN(C2)CCS(=O)(=O)C)C1)C=1C(=C(C=2N(C=1)N=CN=2)C)C AECRNWXEUVCFON-UHFFFAOYSA-N 0.000 claims 2
DJIFNZXOYHFJPU-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[2-(oxan-4-yl)-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC2CN(CC2C1)C1CCOCC1)C1=CN2C=NN=C2C(C)=C1C DJIFNZXOYHFJPU-UHFFFAOYSA-N 0.000 claims 2
VPLLRPRGZYLCMY-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[2-(oxetan-3-yl)-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC2CN(CC2C1)C1COC1)C1=CN2C=NN=C2C(C)=C1C VPLLRPRGZYLCMY-UHFFFAOYSA-N 0.000 claims 2
HXGGEOAXAVIWDL-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[2-(oxolan-3-yl)-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CC2CN(CC2C1)C1CCOC1)C1=CN2C=NN=C2C(C)=C1C HXGGEOAXAVIWDL-UHFFFAOYSA-N 0.000 claims 2
LNOWTPNBQRAFAI-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[2-[(3-methyloxetan-3-yl)methyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC2C(CN(C2)CC2(COC2)C)C1)C=1C(=C(C=2N(C=1)C=NN=2)C)C LNOWTPNBQRAFAI-UHFFFAOYSA-N 0.000 claims 2
YIHDIJVDDMIDFF-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[[1-(2-methylsulfonylethyl)azetidin-3-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(CC3CN(CCS(C)(=O)=O)C3)C=C12)C1=CN2N=CN=C2C(C)=C1C YIHDIJVDDMIDFF-UHFFFAOYSA-N 0.000 claims 2
DARWERXAGVJETB-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[[1-(2-methylsulfonylethyl)pyrrolidin-2-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1N(CCC1)CCS(=O)(=O)C)C=1C(=C(C=2N(C=1)C=NN=2)C)C DARWERXAGVJETB-UHFFFAOYSA-N 0.000 claims 2
UGAIORRGKVGSEL-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[[1-(oxan-4-yl)pyrrolidin-2-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(CC3CCCN3C3CCOCC3)C=C12)C1=CN2C=NN=C2C(C)=C1C UGAIORRGKVGSEL-UHFFFAOYSA-N 0.000 claims 2
GSTJJPFMKLYLEE-UHFFFAOYSA-N 7,8-dimethyl-6-[5-[[1-(oxetan-3-yl)pyrrolidin-2-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[4,3-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1N(CCC1)C1COC1)C=1C(=C(C=2N(C=1)C=NN=2)C)C GSTJJPFMKLYLEE-UHFFFAOYSA-N 0.000 claims 2
CRYQGXSDULVWEI-UHFFFAOYSA-N 8-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-1,3-diazaspiro[4.5]decane-2,4-dione Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC2(CC1)NC(=O)NC2=O)C1=CC(C)=NC(C)=C1 CRYQGXSDULVWEI-UHFFFAOYSA-N 0.000 claims 2
KVGGOEAIVCUPIG-UHFFFAOYSA-N 8-methoxy-6-[3-propan-2-yl-5-(1-propan-2-ylazetidin-3-yl)-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(C1)C(C)C KVGGOEAIVCUPIG-UHFFFAOYSA-N 0.000 claims 2
NPFYDNNXAYWGAG-UHFFFAOYSA-N 8-methoxy-6-[3-propan-2-yl-5-(1-propan-2-ylpiperidin-3-yl)-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCN(C1)C(C)C NPFYDNNXAYWGAG-UHFFFAOYSA-N 0.000 claims 2
NXXCEDLHCYLAMV-UHFFFAOYSA-N 8-methoxy-6-[3-propan-2-yl-5-(2-pyrrolidin-1-ylethyl)-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(CCN3CCCC3)=CC=C2N1 NXXCEDLHCYLAMV-UHFFFAOYSA-N 0.000 claims 2
DCFHJRSHUYCVOP-UHFFFAOYSA-N 8-methoxy-6-[3-propan-2-yl-5-[(1-propan-2-ylazetidin-3-yl)methyl]-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)CC1CN(C1)C(C)C)C=1C=C(C=2N(C=1)N=CN=2)OC DCFHJRSHUYCVOP-UHFFFAOYSA-N 0.000 claims 2
RHVPENUJQLCIHY-UHFFFAOYSA-N 8-methoxy-6-[5-(1-methylazetidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(C)C1 RHVPENUJQLCIHY-UHFFFAOYSA-N 0.000 claims 2
NAGAEJGKQKPBFW-UHFFFAOYSA-N 8-methoxy-6-[5-(2-piperidin-1-ylethyl)-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(CCN3CCCCC3)=CC=C2N1 NAGAEJGKQKPBFW-UHFFFAOYSA-N 0.000 claims 2
LWEGWDANUIAREH-UHFFFAOYSA-N 8-methoxy-6-[5-[1-(2-methylsulfonylethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)CCS(=O)(=O)C)C=1C=C(C=2N(C=1)N=CN=2)OC LWEGWDANUIAREH-UHFFFAOYSA-N 0.000 claims 2
NIJZESGLNPNZAN-UHFFFAOYSA-N 8-methoxy-6-[5-[1-(2-methylsulfonylethyl)piperidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCN(CCS(C)(=O)=O)C1 NIJZESGLNPNZAN-UHFFFAOYSA-N 0.000 claims 2
SKFRVGNYHDJODH-UHFFFAOYSA-N 8-methoxy-6-[5-[1-(oxetan-3-yl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(C1)C1COC1 SKFRVGNYHDJODH-UHFFFAOYSA-N 0.000 claims 2
WNQZXCCQLJJUFV-UHFFFAOYSA-N 8-methoxy-6-[5-[2-(1-methylazetidin-3-yl)ethyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(CCC3CN(C)C3)=CC=C2N1 WNQZXCCQLJJUFV-UHFFFAOYSA-N 0.000 claims 2
DVVVHGNTLJBEIB-UHFFFAOYSA-N 8-methoxy-6-[5-[4-[4-(2-methoxyethyl)piperazin-1-yl]cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COCCN1CCN(CC1)C1CCC(CC1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(OC)=C1 DVVVHGNTLJBEIB-UHFFFAOYSA-N 0.000 claims 2
HFFTYIPQFOPLAR-UHFFFAOYSA-N 8-methoxy-6-[5-[[1-(2-methylsulfonylethyl)azetidin-3-yl]methyl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(CC3CN(CCS(C)(=O)=O)C3)=CC=C2N1 HFFTYIPQFOPLAR-UHFFFAOYSA-N 0.000 claims 2
KULAXBLYDWZLHN-UHFFFAOYSA-N 8-methyl-6-[3-propan-2-yl-5-(pyrrolidin-2-ylmethyl)-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound CC(C)C1=C(NC2=CC=C(CC3CCCN3)C=C12)C1=CN2N=CN=C2C(C)=C1 KULAXBLYDWZLHN-UHFFFAOYSA-N 0.000 claims 2
WXXJJXDRRLKSDU-UHFFFAOYSA-N 8-methyl-6-[5-[1-(2-methylsulfonylethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(C1)CCS(=O)(=O)C)C=1C=C(C=2N(C=1)N=CN=2)C WXXJJXDRRLKSDU-UHFFFAOYSA-N 0.000 claims 2
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VFQJQCBGXXZCTM-UHFFFAOYSA-N 1-[3-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-ethylbutan-1-one Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)C(C(CC)CC)=O)C VFQJQCBGXXZCTM-UHFFFAOYSA-N 0.000 claims 1
HVNKTMKSIYIGRR-UHFFFAOYSA-N 1-[3-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-2-methoxyethanone Chemical compound COCC(=O)N1CCCC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CC(C)=NC(C)=C1 HVNKTMKSIYIGRR-UHFFFAOYSA-N 0.000 claims 1
KUUXETVWVOVZLH-UHFFFAOYSA-N 2-(2-methylpyridin-4-yl)-3-propan-2-yl-1H-indole Chemical compound C(C)(C)C1=C(NC2=CC=CC=C12)C1=CC(=NC=C1)C KUUXETVWVOVZLH-UHFFFAOYSA-N 0.000 claims 1
MKYBVOGMWSDIPH-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-piperidin-3-yl-3-propan-2-yl-1H-indole Chemical compound COC1=C(OC)C=C(C=C1)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCNC1 MKYBVOGMWSDIPH-UHFFFAOYSA-N 0.000 claims 1
MSTINECIUDWUAV-UHFFFAOYSA-N 2-(dimethylamino)-1-[2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]morpholin-4-yl]ethanone Chemical compound CN(CC(=O)N1CC(OCC1)C=1C=C2C(=C(NC2=CC=1)C1=CC(=NC(=C1)C)C)C(C)C)C MSTINECIUDWUAV-UHFFFAOYSA-N 0.000 claims 1
NETIQPLZIFLUGN-UHFFFAOYSA-N 2-(dimethylamino)-N-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclobutyl]-N-methylacetamide Chemical compound CC(C)C1=C(NC2=C1C=C(C=C2)C1CC(C1)N(C)C(=O)CN(C)C)C1=CN2N=CN=C2C(C)=C1C NETIQPLZIFLUGN-UHFFFAOYSA-N 0.000 claims 1
OHJQEYRKNCZFPV-UHFFFAOYSA-N 2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-4-(2-methoxyethyl)morpholine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCO1)CCOC)C OHJQEYRKNCZFPV-UHFFFAOYSA-N 0.000 claims 1
UNUDXGZWQAAPCF-UHFFFAOYSA-N 2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-4-(2-methylsulfonylethyl)morpholine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCO1)CCS(=O)(=O)C)C UNUDXGZWQAAPCF-UHFFFAOYSA-N 0.000 claims 1
YFHVZRBLNAKVHI-UHFFFAOYSA-N 2-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]-4-propan-2-ylmorpholine Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCO1)C(C)C)C YFHVZRBLNAKVHI-UHFFFAOYSA-N 0.000 claims 1
QRUJQICFUNAZLI-UHFFFAOYSA-N 2-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CNCCO1)N=CN=2)C QRUJQICFUNAZLI-UHFFFAOYSA-N 0.000 claims 1
MDHZBYARXMWYGG-UHFFFAOYSA-N 2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-4-methylmorpholine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CN(CCO1)C)C=1C=C(C=2N(C=1)N=CN=2)OC MDHZBYARXMWYGG-UHFFFAOYSA-N 0.000 claims 1
YCDBBJDDBXIUNY-UHFFFAOYSA-N 2-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-4-propan-2-ylmorpholine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(CCO1)C(C)C YCDBBJDDBXIUNY-UHFFFAOYSA-N 0.000 claims 1
LYXKEQPCODEGGY-UHFFFAOYSA-N 2-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-4-propan-2-ylmorpholine Chemical compound C(C)(C)N1CC(OCC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C=2N(C=1)N=CN=2)C)C(C)C LYXKEQPCODEGGY-UHFFFAOYSA-N 0.000 claims 1
YFCNOJWENWIRKT-UHFFFAOYSA-N 2-[3-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCN(CC(=O)N(C)C)C1)C1=CC(C)=NC(C)=C1 YFCNOJWENWIRKT-UHFFFAOYSA-N 0.000 claims 1
UGNCNQLNUYIDEF-UHFFFAOYSA-N 2-[3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]piperidin-1-yl]-N,N-dimethylacetamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCCN(CC(=O)N(C)C)C1)C1=CN2N=CN=C2C(C)=C1C UGNCNQLNUYIDEF-UHFFFAOYSA-N 0.000 claims 1
PQGRLPZFTVJMPZ-UHFFFAOYSA-N 3-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-(2-methylsulfonylethyl)cyclobutan-1-amine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CC(C1)N(CCS(=O)(=O)C)C)N=CN=2)C PQGRLPZFTVJMPZ-UHFFFAOYSA-N 0.000 claims 1
KJZBBZBUNRHLHR-UHFFFAOYSA-N 3-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methyl-N-(2-methylsulfonylethyl)cyclobutan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CC(C1)N(C)CCS(C)(=O)=O KJZBBZBUNRHLHR-UHFFFAOYSA-N 0.000 claims 1
KRUGTRHYCLITLI-UHFFFAOYSA-N 3-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclobutan-1-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CC(C1)N)C=1C=C(C=2N(C=1)N=CN=2)OC KRUGTRHYCLITLI-UHFFFAOYSA-N 0.000 claims 1
HZHQFGBULMGMSS-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N,N-dimethylcyclohexan-1-amine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CCC(CC1)N(C)C)N=CN=2)C HZHQFGBULMGMSS-UHFFFAOYSA-N 0.000 claims 1
SCNDFNQMLCIEQP-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N,N-dimethylcyclohexan-1-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N(C)C)C1=CN2C=NN=C2C(C)=C1C SCNDFNQMLCIEQP-UHFFFAOYSA-N 0.000 claims 1
UEFKDQGCYSZPFN-UHFFFAOYSA-N 4-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methylcyclohexan-1-amine Chemical compound CC1=C(C=2N(C=C1C=1NC3=CC=C(C=C3C=1C(C)C)C1CCC(CC1)NC)C=NN=2)C UEFKDQGCYSZPFN-UHFFFAOYSA-N 0.000 claims 1
FNRVTSPENOSBFI-UHFFFAOYSA-N 4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-(2,2,2-trifluoroethyl)cyclohexan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)NCC(F)(F)F FNRVTSPENOSBFI-UHFFFAOYSA-N 0.000 claims 1
UQWDSPJYEYSSCR-UHFFFAOYSA-N 4-[3-[2-(2,6-dimethylpyridin-4-yl)-3-propan-2-yl-1H-indol-5-yl]azetidin-1-yl]thiane 1,1-dioxide Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(C1)C1CCS(CC1)(=O)=O)C UQWDSPJYEYSSCR-UHFFFAOYSA-N 0.000 claims 1
ZATIOXQDTGJNGL-UHFFFAOYSA-N 4-[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]morpholine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N1CCOCC1)C=1C=C(C=2N(C=1)N=CN=2)OC ZATIOXQDTGJNGL-UHFFFAOYSA-N 0.000 claims 1
MWYMRJJYTOSUJX-UHFFFAOYSA-N 4-[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]piperazin-2-one Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N1CCNC(=O)C1 MWYMRJJYTOSUJX-UHFFFAOYSA-N 0.000 claims 1
GWMOYVJKPKAIQH-UHFFFAOYSA-N 4-methyl-2-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(C)CCO1)C1=CN2N=CN=C2C(C)=C1 GWMOYVJKPKAIQH-UHFFFAOYSA-N 0.000 claims 1
UCUMELNLNOMMSP-UHFFFAOYSA-N 5,5-dimethyl-4-(2-methylsulfonylethyl)-2-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]morpholine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CN(CCS(C)(=O)=O)C(C)(C)CO1)C1=CN2N=CN=C2C(C)=C1 UCUMELNLNOMMSP-UHFFFAOYSA-N 0.000 claims 1
IUJVIBSJKDJMEI-UHFFFAOYSA-N 5-[5-[1-(2-methoxyethyl)azetidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-1,3,4-trimethylpyridin-2-one Chemical compound COCCN1CC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN(C)C(=O)C(C)=C1C IUJVIBSJKDJMEI-UHFFFAOYSA-N 0.000 claims 1
JUUFYCBATDXZKT-UHFFFAOYSA-N 5-[5-[2-(3,3-difluoropiperidin-1-yl)ethyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound CC(C)C1=C(NC2=CC=C(CCN3CCCC(F)(F)C3)C=C12)C1=CN(C)C(=O)C(C)=C1 JUUFYCBATDXZKT-UHFFFAOYSA-N 0.000 claims 1
DHVAQOUMEPMNLZ-UHFFFAOYSA-N 5-[5-[4-(3,3-difluoropiperidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound FC1(CN(CCC1)C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C(N(C=1)C)=O)C)C(C)C)F DHVAQOUMEPMNLZ-UHFFFAOYSA-N 0.000 claims 1
CYVUTDJAPMGNEE-UHFFFAOYSA-N 5-[5-[4-(4,4-difluoropiperidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-1,3-dimethylpyridin-2-one Chemical compound FC1(CCN(CC1)C1CCC(CC1)C=1C=C2C(=C(NC2=CC=1)C=1C=C(C(N(C=1)C)=O)C)C(C)C)F CYVUTDJAPMGNEE-UHFFFAOYSA-N 0.000 claims 1
JHJGZZMFOIXHOT-UHFFFAOYSA-N 6-[5-[4-(3-fluoroazetidin-1-yl)cyclohexyl]-3-propan-2-yl-1H-indol-2-yl]-8-methoxy-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N1CC(F)C1 JHJGZZMFOIXHOT-UHFFFAOYSA-N 0.000 claims 1
MDKDJCPKBRNUCD-UHFFFAOYSA-N 8-methoxy-6-(3-propan-2-yl-1H-indol-2-yl)-[1,2,4]triazolo[1,5-a]pyridine Chemical compound C(C)(C)C1=C(NC2=CC=CC=C12)C=1C=C(C=2N(C=1)N=CN=2)OC MDKDJCPKBRNUCD-UHFFFAOYSA-N 0.000 claims 1
UJKVFOUJQJKPSR-UHFFFAOYSA-N 8-methoxy-6-[5-(1-methylpiperidin-3-yl)-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCN(C)C1 UJKVFOUJQJKPSR-UHFFFAOYSA-N 0.000 claims 1
NWRHSIYJBPRNGK-UHFFFAOYSA-N 8-methoxy-6-[5-[1-(oxetan-3-yl)piperidin-3-yl]-3-propan-2-yl-1H-indol-2-yl]-[1,2,4]triazolo[1,5-a]pyridine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCCN(C1)C1COC1 NWRHSIYJBPRNGK-UHFFFAOYSA-N 0.000 claims 1
JPYAPLMBMJENER-UHFFFAOYSA-N C(C)(C)C1=C(NC2=CC=C(C=C12)C1OCCN(C1)CC(=O)NC)C=1C=C(C=2N(C=1)N=CN=2)OC Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1OCCN(C1)CC(=O)NC)C=1C=C(C=2N(C=1)N=CN=2)OC JPYAPLMBMJENER-UHFFFAOYSA-N 0.000 claims 1
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BKFZNWGHDJEGHC-UHFFFAOYSA-N CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)C(=O)C1(CC1)C)C Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1CN(CCC1)C(=O)C1(CC1)C)C BKFZNWGHDJEGHC-UHFFFAOYSA-N 0.000 claims 1
HBILEPSVTGEPAC-UHFFFAOYSA-N CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1OCCN(C1)CC(=O)NC)C Chemical compound CC1=NC(=CC(=C1)C=1NC2=CC=C(C=C2C=1C(C)C)C1OCCN(C1)CC(=O)NC)C HBILEPSVTGEPAC-UHFFFAOYSA-N 0.000 claims 1
MWCVTYIVSBAJTB-UHFFFAOYSA-N CNC(=O)CN1CCOC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1 Chemical compound CNC(=O)CN1CCOC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1 MWCVTYIVSBAJTB-UHFFFAOYSA-N 0.000 claims 1
BSIHZGUFRRKSOM-UHFFFAOYSA-N CNC(=O)CN1CCOC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C Chemical compound CNC(=O)CN1CCOC(C1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1C BSIHZGUFRRKSOM-UHFFFAOYSA-N 0.000 claims 1
RQHUUACNRZKHHA-UHFFFAOYSA-N COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(CC(=O)N(C)C)CCO1 Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CN(CC(=O)N(C)C)CCO1 RQHUUACNRZKHHA-UHFFFAOYSA-N 0.000 claims 1
VXKIHAAHZKZPAL-UHFFFAOYSA-N N,N-dimethyl-2-[[4-[3-propan-2-yl-2-(1,4,5-trimethyl-6-oxopyridin-3-yl)-1H-indol-5-yl]cyclohexyl]amino]acetamide Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NCC(=O)N(C)C)C1=CN(C)C(=O)C(C)=C1C VXKIHAAHZKZPAL-UHFFFAOYSA-N 0.000 claims 1
PMYZFDKPIUHKDR-UHFFFAOYSA-N N-(2,2-difluoroethyl)-4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]-N-methylcyclohexan-1-amine Chemical compound COC1=CC(=CN2N=CN=C12)C1=C(C(C)C)C2=CC(=CC=C2N1)C1CCC(CC1)N(C)CC(F)F PMYZFDKPIUHKDR-UHFFFAOYSA-N 0.000 claims 1
LDCBNHJEBAMNGK-UHFFFAOYSA-N N-[4-[2-(7,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]-N-methyloxetan-3-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)N(C)C1COC1)C1=CN2C=NN=C2C(C)=C1C LDCBNHJEBAMNGK-UHFFFAOYSA-N 0.000 claims 1
BNEVBCJGQGKVPR-UHFFFAOYSA-N N-[4-[2-(8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]oxetan-3-amine Chemical compound C(C)(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NC1COC1)C=1C=C(C=2N(C=1)N=CN=2)OC BNEVBCJGQGKVPR-UHFFFAOYSA-N 0.000 claims 1
ABTMGUCUMKDJDV-UHFFFAOYSA-N N-[4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexyl]oxetan-3-amine Chemical compound CC(C)C1=C(NC2=CC=C(C=C12)C1CCC(CC1)NC1COC1)C1=CN2N=CN=C2C(C)=C1 ABTMGUCUMKDJDV-UHFFFAOYSA-N 0.000 claims 1
VARXHZBHGXKZLH-UHFFFAOYSA-N N-cyclopropyl-4-[2-(7,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound CC1=C(C2=NC=NN2C=C1C3=C(C4=C(N3)C=CC(=C4)C5CCC(CC5)NC6CC6)C(C)C)C VARXHZBHGXKZLH-UHFFFAOYSA-N 0.000 claims 1
YJJZONIJNUTYJC-UHFFFAOYSA-N N-methyl-4-[2-(8-methyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)-3-propan-2-yl-1H-indol-5-yl]cyclohexan-1-amine Chemical compound CNC1CCC(CC1)C1=CC=C2NC(=C(C(C)C)C2=C1)C1=CN2N=CN=C2C(C)=C1 YJJZONIJNUTYJC-UHFFFAOYSA-N 0.000 claims 1
208000021386 Sjogren Syndrome Diseases 0.000 claims 1
125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 1
AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 1
239000003937 drug carrier Substances 0.000 claims 1
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 1
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 1
WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims 1
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
VLJNHYLEOZPXFW-UHFFFAOYSA-N pyrrolidine-2-carboxamide Chemical compound NC(=O)C1CCCN1 VLJNHYLEOZPXFW-UHFFFAOYSA-N 0.000 claims 1
125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 claims 1
206010039073 rheumatoid arthritis Diseases 0.000 claims 1
238000006467 substitution reaction Methods 0.000 claims 1
125000000335 thiazolyl group Chemical group 0.000 claims 1
125000005505 thiomorpholino group Chemical group 0.000 claims 1

JP2020534224A 2017-12-19 2018-12-18 Ｔｌｒ阻害剤として有効な置換されたインドール化合物 Active JP7291145B2 (ja)