RU2018141379A - Изохинолин-3-иловые карбоксамиды и их получение и применение - Google Patents

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Publication number

RU2018141379A

RU2018141379A RU2018141379A RU2018141379A RU2018141379A RU 2018141379 A RU2018141379 A RU 2018141379A RU 2018141379 A RU2018141379 A RU 2018141379A RU 2018141379 A RU2018141379 A RU 2018141379A RU 2018141379 A RU2018141379 A RU 2018141379A

Authority

RU

Russia

Prior art keywords

isoquinolin

methyl

carboxamide

pyrazol

piperidin

Prior art date

2016-04-27

Links

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• VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 title 1
• 239000000377 silicon dioxide Substances 0.000 title 1
• -1 R 31 Chemical compound 0.000 claims 619
• 125000002947 alkylene group Chemical group 0.000 claims 142
• 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 62
• 150000001875 compounds Chemical class 0.000 claims 55
• 150000004820 halides Chemical class 0.000 claims 54
• 125000000304 alkynyl group Chemical group 0.000 claims 50
• 125000003342 alkenyl group Chemical group 0.000 claims 48
• DPBWFNDFMCCGGJ-UHFFFAOYSA-N 4-Piperidine carboxamide Chemical compound NC(=O)C1CCNCC1 DPBWFNDFMCCGGJ-UHFFFAOYSA-N 0.000 claims 46
• 125000000217 alkyl group Chemical group 0.000 claims 45
• 125000001188 haloalkyl group Chemical group 0.000 claims 44
• 125000001424 substituent group Chemical group 0.000 claims 44
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 40
• 125000000623 heterocyclic group Chemical group 0.000 claims 38
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 37
• VALZSZJVEFACEZ-UHFFFAOYSA-N azetidine-3-carboxamide Chemical compound NC(=O)C1CNC1 VALZSZJVEFACEZ-UHFFFAOYSA-N 0.000 claims 31
• 125000006545 (C1-C9) alkyl group Chemical group 0.000 claims 28
• 125000004432 carbon atom Chemical group C* 0.000 claims 27
• 229910052799 carbon Inorganic materials 0.000 claims 26
• 238000000034 method Methods 0.000 claims 24
• 201000010099 disease Diseases 0.000 claims 20
• 208000035475 disorder Diseases 0.000 claims 20
• 125000004452 carbocyclyl group Chemical group 0.000 claims 18
• PNZXMIKHJXIPEK-UHFFFAOYSA-N cyclohexanecarboxamide Chemical compound NC(=O)C1CCCCC1 PNZXMIKHJXIPEK-UHFFFAOYSA-N 0.000 claims 18
• 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims 16
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 16
• 150000003839 salts Chemical class 0.000 claims 16
• 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 claims 15
• 229910052739 hydrogen Inorganic materials 0.000 claims 15
• 229910052757 nitrogen Inorganic materials 0.000 claims 13
• IQHXABCGSFAKPN-UHFFFAOYSA-N pyrrolidine-3-carboxamide Chemical compound NC(=O)C1CCNC1 IQHXABCGSFAKPN-UHFFFAOYSA-N 0.000 claims 12
• 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 9
• 125000003118 aryl group Chemical group 0.000 claims 8
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 8
• 125000001072 heteroaryl group Chemical group 0.000 claims 8
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 8
• GAQRHXBWMRGNST-UHFFFAOYSA-N N-[6-(1,3-thiazol-5-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound S1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 GAQRHXBWMRGNST-UHFFFAOYSA-N 0.000 claims 6
• FEMABIILBFFBOI-UHFFFAOYSA-N N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=CC(=C1CN1CCCCC1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 FEMABIILBFFBOI-UHFFFAOYSA-N 0.000 claims 6
• 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 6
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 6
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
• 125000003386 piperidinyl group Chemical group 0.000 claims 6
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 5
• 206010016654 Fibrosis Diseases 0.000 claims 5
• 201000011240 Frontotemporal dementia Diseases 0.000 claims 5
• 230000004761 fibrosis Effects 0.000 claims 5
• 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 4
• 206010012289 Dementia Diseases 0.000 claims 4
• 201000009794 Idiopathic Pulmonary Fibrosis Diseases 0.000 claims 4
• QOOZZDKPHONCPI-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]cyclohexanecarboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCCCC1 QOOZZDKPHONCPI-UHFFFAOYSA-N 0.000 claims 4
• YMQORBMBDCILMV-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 YMQORBMBDCILMV-UHFFFAOYSA-N 0.000 claims 4
• DMLQFIRSUXFCFO-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]pyrrolidine-3-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CNCC1 DMLQFIRSUXFCFO-UHFFFAOYSA-N 0.000 claims 4
• CSYMBONWPUTWCC-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 CSYMBONWPUTWCC-UHFFFAOYSA-N 0.000 claims 4
• NVZIMNZRBHGPIE-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1)C NVZIMNZRBHGPIE-UHFFFAOYSA-N 0.000 claims 4
• BVEGKZCJXYTBDT-UHFFFAOYSA-N N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 BVEGKZCJXYTBDT-UHFFFAOYSA-N 0.000 claims 4
• SBYALMZKJIQEAS-UHFFFAOYSA-N N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 SBYALMZKJIQEAS-UHFFFAOYSA-N 0.000 claims 4
• 208000012902 Nervous system disease Diseases 0.000 claims 4
• 208000036971 interstitial lung disease 2 Diseases 0.000 claims 4
• 208000005069 pulmonary fibrosis Diseases 0.000 claims 4
• XIQZVIZBNHIJAQ-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-3-fluoro-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]azetidine-3-carboxamide Chemical compound FC1(CN(C1)CC(C)(C)C)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C XIQZVIZBNHIJAQ-UHFFFAOYSA-N 0.000 claims 3
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 3
• 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 3
• 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 3
• AWXXNEOTLRMFKW-UHFFFAOYSA-N bicyclo[1.1.1]pentane-3-carboxamide Chemical compound C1C2CC1(C(=O)N)C2 AWXXNEOTLRMFKW-UHFFFAOYSA-N 0.000 claims 3
• 201000011510 cancer Diseases 0.000 claims 3
• 230000003176 fibrotic effect Effects 0.000 claims 3
• 239000008194 pharmaceutical composition Substances 0.000 claims 3
• 125000003226 pyrazolyl group Chemical group 0.000 claims 3
• 125000001425 triazolyl group Chemical group 0.000 claims 3
• HCPWCMYSBPNFMN-CQSZACIVSA-N (2R)-N-[6-(1,3-oxazol-5-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound O1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 HCPWCMYSBPNFMN-CQSZACIVSA-N 0.000 claims 2
• KYIRLVIBBPPOBK-CQSZACIVSA-N (2R)-N-[6-(1,3-thiazol-5-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound S1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 KYIRLVIBBPPOBK-CQSZACIVSA-N 0.000 claims 2
• OVYHPCXCJYJSCX-CQSZACIVSA-N (2R)-N-[6-(1,3-thiazol-5-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound S1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 OVYHPCXCJYJSCX-CQSZACIVSA-N 0.000 claims 2
• XBTQDQIJUCXGNQ-MRXNPFEDSA-N (2R)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 XBTQDQIJUCXGNQ-MRXNPFEDSA-N 0.000 claims 2
• PKPGVUVTMAVPEP-MRXNPFEDSA-N (2R)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 PKPGVUVTMAVPEP-MRXNPFEDSA-N 0.000 claims 2
• QLAYOMMKCSGJCD-OAHLLOKOSA-N (2R)-N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 QLAYOMMKCSGJCD-OAHLLOKOSA-N 0.000 claims 2
• HCFJYMXSYBHVGO-CQSZACIVSA-N (2R)-N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 HCFJYMXSYBHVGO-CQSZACIVSA-N 0.000 claims 2
• BJQUIDGFTVEPQU-OAHLLOKOSA-N (2R)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 BJQUIDGFTVEPQU-OAHLLOKOSA-N 0.000 claims 2
• VRCGBAIYSZHDID-OAHLLOKOSA-N (2R)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 VRCGBAIYSZHDID-OAHLLOKOSA-N 0.000 claims 2
• FRBAERHJUYVRGF-QGZVFWFLSA-N (2R)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1)C FRBAERHJUYVRGF-QGZVFWFLSA-N 0.000 claims 2
• UCYWAPMVLBTZOX-MRXNPFEDSA-N (2R)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1)C UCYWAPMVLBTZOX-MRXNPFEDSA-N 0.000 claims 2
• JFJDVUIXTFVSOA-MRXNPFEDSA-N (2R)-N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 JFJDVUIXTFVSOA-MRXNPFEDSA-N 0.000 claims 2
• OCRUEPNZNZHZEH-OAHLLOKOSA-N (2R)-N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound CN1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 OCRUEPNZNZHZEH-OAHLLOKOSA-N 0.000 claims 2
• GXFXLFLNXNNQRB-MRXNPFEDSA-N (2R)-N-[6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound N1[C@H](CCC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C2N1CCNC2 GXFXLFLNXNNQRB-MRXNPFEDSA-N 0.000 claims 2
• POTVXOHWCKDTLV-CQSZACIVSA-N (2R)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 POTVXOHWCKDTLV-CQSZACIVSA-N 0.000 claims 2
• MITUAIWNVAIEOQ-CQSZACIVSA-N (2R)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 MITUAIWNVAIEOQ-CQSZACIVSA-N 0.000 claims 2
• AKSUZKHVWFNTAA-JOCHJYFZSA-N (2R)-N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1N=CC(=C1CN1CCCCC1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1OCCC1 AKSUZKHVWFNTAA-JOCHJYFZSA-N 0.000 claims 2
• XCCNYZVBLGMORF-OAQYLSRUSA-N (2R)-N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]pyrrolidine-2-carboxamide Chemical compound CN1N=CC(=C1CN1CCCCC1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1NCCC1 XCCNYZVBLGMORF-OAQYLSRUSA-N 0.000 claims 2
• IRCBBWLCPNJOSC-ZDUSSCGKSA-N (2S)-2-morpholin-4-yl-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]propanamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O IRCBBWLCPNJOSC-ZDUSSCGKSA-N 0.000 claims 2
• GYHGSEBBBGQENM-AWEZNQCLSA-N (2S)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylpropanamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O GYHGSEBBBGQENM-AWEZNQCLSA-N 0.000 claims 2
• XBTQDQIJUCXGNQ-INIZCTEOSA-N (2S)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1OCCC1 XBTQDQIJUCXGNQ-INIZCTEOSA-N 0.000 claims 2
• MAVFVFHBSWXKJD-KRWDZBQOSA-N (2S)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-2-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1NCCCC1 MAVFVFHBSWXKJD-KRWDZBQOSA-N 0.000 claims 2
• IMEXMSIKAABUSS-ZDUSSCGKSA-N (2S)-N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylpropanamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O IMEXMSIKAABUSS-ZDUSSCGKSA-N 0.000 claims 2
• IYLXYESMVJZHQI-AWEZNQCLSA-N (2S)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylpropanamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O)C IYLXYESMVJZHQI-AWEZNQCLSA-N 0.000 claims 2
• FRBAERHJUYVRGF-KRWDZBQOSA-N (2S)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]oxolane-2-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1OCCC1)C FRBAERHJUYVRGF-KRWDZBQOSA-N 0.000 claims 2
• SIQWXCAUWUMVLG-AWEZNQCLSA-N (2S)-N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylpropanamide Chemical compound CN1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O SIQWXCAUWUMVLG-AWEZNQCLSA-N 0.000 claims 2
• NRJUCELPGMBGTH-LBPRGKRZSA-N (2S)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]-2-morpholin-4-ylpropanamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O NRJUCELPGMBGTH-LBPRGKRZSA-N 0.000 claims 2
• DSNOBEMYVCEMMR-IBGZPJMESA-N (2S)-N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]-2-morpholin-4-ylpropanamide Chemical compound CN1N=CC(=C1CN1CCCCC1)C=1C=C2C=C(N=CC2=CC=1)NC([C@H](C)N1CCOCC1)=O DSNOBEMYVCEMMR-IBGZPJMESA-N 0.000 claims 2
• FLEUOMGTUFBOHD-GOSISDBHSA-N (3R)-1-(2-methylpropyl)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CN(CCC1)CC(C)C FLEUOMGTUFBOHD-GOSISDBHSA-N 0.000 claims 2
• PUNWQCJQQRHKFQ-CQSZACIVSA-N (3R)-N-[6-(1,3-oxazol-5-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound O1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CNCCC1 PUNWQCJQQRHKFQ-CQSZACIVSA-N 0.000 claims 2
• JRAHRNXMWOAZKC-OAHLLOKOSA-N (3R)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CNCCC1 JRAHRNXMWOAZKC-OAHLLOKOSA-N 0.000 claims 2
• DVORMWKQZVEZCD-CQSZACIVSA-N (3R)-N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CNCCC1 DVORMWKQZVEZCD-CQSZACIVSA-N 0.000 claims 2
• SOBKTGWGYZBWRY-HXUWFJFHSA-N (3R)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2-methylpropyl)piperidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CN(CCC1)CC(C)C)C SOBKTGWGYZBWRY-HXUWFJFHSA-N 0.000 claims 2
• PDZCNGUOYMPUEW-MRXNPFEDSA-N (3R)-N-[6-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-3-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound N1C[C@@H](CCC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C2N1CCNC2 PDZCNGUOYMPUEW-MRXNPFEDSA-N 0.000 claims 2
• GLDNEAXLNPJKIT-HXUWFJFHSA-N (3R)-N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CN1N=CC(=C1CN1CCCCC1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CNCCC1 GLDNEAXLNPJKIT-HXUWFJFHSA-N 0.000 claims 2
• GJRZLIRIBDIVMJ-JOCHJYFZSA-N (3R)-N-[6-[5-(2-fluoroethyl)-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-3-yl]isoquinolin-3-yl]-1-(2-methylpropyl)piperidine-3-carboxamide Chemical compound FCCN1CC=2N(CC1)N=CC=2C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@H]1CN(CCC1)CC(C)C GJRZLIRIBDIVMJ-JOCHJYFZSA-N 0.000 claims 2
• BCGDIWRWMJLDBO-AWEZNQCLSA-N (3S)-N-[6-(1,3-thiazol-5-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound S1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1CNCCC1 BCGDIWRWMJLDBO-AWEZNQCLSA-N 0.000 claims 2
• JRAHRNXMWOAZKC-HNNXBMFYSA-N (3S)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1CNCCC1 JRAHRNXMWOAZKC-HNNXBMFYSA-N 0.000 claims 2
• SGJWINSCOXKPTJ-AWEZNQCLSA-N (3S)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1CNCCC1 SGJWINSCOXKPTJ-AWEZNQCLSA-N 0.000 claims 2
• LEUCPWSJWMCMGM-INIZCTEOSA-N (3S)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1CNCCC1)C LEUCPWSJWMCMGM-INIZCTEOSA-N 0.000 claims 2
• QBMCCGMVHWCFKO-HNNXBMFYSA-N (3S)-N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CN1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1CNCCC1 QBMCCGMVHWCFKO-HNNXBMFYSA-N 0.000 claims 2
• WHAQTFXVSCNRJT-AWEZNQCLSA-N (3S)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)[C@@H]1CNCCC1 WHAQTFXVSCNRJT-AWEZNQCLSA-N 0.000 claims 2
• ORDVAYQYMGZGHM-QGZVFWFLSA-N (7aR)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]-1-oxo-5,6,7,7a-tetrahydro-3H-pyrrolo[1,2-c]imidazole-2-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)N1CN2[C@@H](C1=O)CCC2 ORDVAYQYMGZGHM-QGZVFWFLSA-N 0.000 claims 2
• GJCUWYHBMKCPCK-UHFFFAOYSA-N 1-(1-methylpiperidin-4-yl)-3-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]urea Chemical compound CN1CCC(CC1)NC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C GJCUWYHBMKCPCK-UHFFFAOYSA-N 0.000 claims 2
• BFAQTTOHVDQMAG-UHFFFAOYSA-N 1-(1-methylpiperidin-4-yl)-N-[6-(1,3-oxazol-5-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1CCC(CC1)N1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=CO1 BFAQTTOHVDQMAG-UHFFFAOYSA-N 0.000 claims 2
• SCVORHIPJWJLNS-UHFFFAOYSA-N 1-(1-methylpiperidin-4-yl)-N-[6-(1,3-thiazol-5-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1CCC(CC1)N1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=CS1 SCVORHIPJWJLNS-UHFFFAOYSA-N 0.000 claims 2
• CGTURZNGZBYAFY-UHFFFAOYSA-N 1-(1-methylpiperidin-4-yl)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1CCC(CC1)N1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C CGTURZNGZBYAFY-UHFFFAOYSA-N 0.000 claims 2
• CXQYIRXQJJWARW-UHFFFAOYSA-N 1-(1-methylpiperidin-4-yl)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C1CCN(CC1)C CXQYIRXQJJWARW-UHFFFAOYSA-N 0.000 claims 2
• XYGHXKMLBBFBBH-UHFFFAOYSA-N 1-(1-methylpiperidin-4-yl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1CCC(CC1)N1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C XYGHXKMLBBFBBH-UHFFFAOYSA-N 0.000 claims 2
• PMOYAUYYZDUBCV-UHFFFAOYSA-N 1-(2,2-difluoroethyl)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-3-fluoroazetidine-3-carboxamide Chemical compound Cc1ncc(-c2ccc3cnc(NC(=O)C4(F)CN(CC(F)F)C4)cc3c2)n1C PMOYAUYYZDUBCV-UHFFFAOYSA-N 0.000 claims 2
• LYLHMMKYZCNUAF-UHFFFAOYSA-N 1-(2,2-difluoroethyl)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoropiperidine-4-carboxamide Chemical compound FC(CN1CCC(CC1)(C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C(N1C)C)F)F LYLHMMKYZCNUAF-UHFFFAOYSA-N 0.000 claims 2
• OBEGLCQKTOUFKS-UHFFFAOYSA-N 1-(2,2-difluoropropyl)-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoropiperidine-4-carboxamide Chemical compound FC(CN1CCC(CC1)(C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C(N1C)C)F)(C)F OBEGLCQKTOUFKS-UHFFFAOYSA-N 0.000 claims 2
• CEYGYYZTCYOIAU-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-4-fluoro-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound FC1(CCN(CC1)CC(C)(C)C)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C CEYGYYZTCYOIAU-UHFFFAOYSA-N 0.000 claims 2
• RCMXPRJUASAPDP-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]azetidine-3-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(C1)CC(C)(C)C RCMXPRJUASAPDP-UHFFFAOYSA-N 0.000 claims 2
• BXNXVUONSAMTJO-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C BXNXVUONSAMTJO-UHFFFAOYSA-N 0.000 claims 2
• HBNXTAKJBCQBGU-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]pyrrolidine-3-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CC1)CC(C)(C)C HBNXTAKJBCQBGU-UHFFFAOYSA-N 0.000 claims 2
• ZRDHBDMYSZSDRM-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C ZRDHBDMYSZSDRM-UHFFFAOYSA-N 0.000 claims 2
• KPLSAMJPJPZRLM-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C KPLSAMJPJPZRLM-UHFFFAOYSA-N 0.000 claims 2
• PNPXMHRYODGIBP-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1C=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C PNPXMHRYODGIBP-UHFFFAOYSA-N 0.000 claims 2
• HIBOUQMOLUQWNN-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(3-methyltriazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C HIBOUQMOLUQWNN-UHFFFAOYSA-N 0.000 claims 2
• AXYGTIABFIEKIQ-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C AXYGTIABFIEKIQ-UHFFFAOYSA-N 0.000 claims 2
• SRXNPHQSLQZUPU-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=CC(=C1CN1CCCCC1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C SRXNPHQSLQZUPU-UHFFFAOYSA-N 0.000 claims 2
• GLLXWPSNWRFQKO-UHFFFAOYSA-N 1-(2-fluoro-2-methylpropyl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound FC(CN1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C)(C)C GLLXWPSNWRFQKO-UHFFFAOYSA-N 0.000 claims 2
• OFVWOPSTDRIZJO-UHFFFAOYSA-N 1-(2-fluoroethyl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound FCCN1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C OFVWOPSTDRIZJO-UHFFFAOYSA-N 0.000 claims 2
• AGNMOHWZPDVEOU-UHFFFAOYSA-N 1-(2-hydroxy-2-methylpropyl)-N-[6-(5-methyl-1,3,4-oxadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound OC(CN1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1OC(=NN=1)C)(C)C AGNMOHWZPDVEOU-UHFFFAOYSA-N 0.000 claims 2
• KRRKAUDOLHYUQU-UHFFFAOYSA-N 1-(2-hydroxyethyl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound OCCN1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C KRRKAUDOLHYUQU-UHFFFAOYSA-N 0.000 claims 2
• PMRKYHBWVSCNFG-UHFFFAOYSA-N 1-(2-methoxyethyl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound COCCN1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C PMRKYHBWVSCNFG-UHFFFAOYSA-N 0.000 claims 2
• FLEUOMGTUFBOHD-UHFFFAOYSA-N 1-(2-methylpropyl)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-3-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CCC1)CC(C)C FLEUOMGTUFBOHD-UHFFFAOYSA-N 0.000 claims 2
• GKRUIPHIKSPOKU-UHFFFAOYSA-N 1-(2-methylpropyl)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)C GKRUIPHIKSPOKU-UHFFFAOYSA-N 0.000 claims 2
• ALPRADBBVHXHIC-UHFFFAOYSA-N 1-[1-(2-methylpropyl)piperidin-4-yl]-3-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]urea Chemical compound C(C(C)C)N1CCC(CC1)NC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C ALPRADBBVHXHIC-UHFFFAOYSA-N 0.000 claims 2
• SEXDBFXCOJULJI-UHFFFAOYSA-N 1-benzoyl-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C(C1=CC=CC=C1)=O SEXDBFXCOJULJI-UHFFFAOYSA-N 0.000 claims 2
• WOGIASNKGOKYRQ-UHFFFAOYSA-N 1-benzoyl-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound C(C1=CC=CC=C1)(=O)N1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C WOGIASNKGOKYRQ-UHFFFAOYSA-N 0.000 claims 2
• HREGTCVPMFNUCE-UHFFFAOYSA-N 1-cyclopropyl-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C1CC1 HREGTCVPMFNUCE-UHFFFAOYSA-N 0.000 claims 2
• SCUYEFLEWSRKCT-UHFFFAOYSA-N 1-cyclopropyl-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-3-fluoroazetidine-3-carboxamide Chemical compound C1(CC1)N1CC(C1)(C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C(N1C)C)F SCUYEFLEWSRKCT-UHFFFAOYSA-N 0.000 claims 2
• BUIJHLPISNJXRZ-UHFFFAOYSA-N 1-cyclopropyl-N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoropiperidine-4-carboxamide Chemical compound C1(CC1)N1CCC(CC1)(C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C(N1C)C)F BUIJHLPISNJXRZ-UHFFFAOYSA-N 0.000 claims 2
• JYTSIPQILOWRFG-UHFFFAOYSA-N 1-cyclopropyl-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound C1(CC1)N1CCC(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C JYTSIPQILOWRFG-UHFFFAOYSA-N 0.000 claims 2
• VYCMLHAPKXSLBI-UHFFFAOYSA-N 1-ethyl-4-fluoro-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound C(C)N1CCC(CC1)(C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C)F VYCMLHAPKXSLBI-UHFFFAOYSA-N 0.000 claims 2
• IOEWAMOGIYYQMN-UHFFFAOYSA-N 1-fluoro-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]cyclohexane-1-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CCCCC1)F IOEWAMOGIYYQMN-UHFFFAOYSA-N 0.000 claims 2
• JWBGMMZAJSSLKG-UHFFFAOYSA-N 1-fluoro-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]cyclopropane-1-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CC1)F JWBGMMZAJSSLKG-UHFFFAOYSA-N 0.000 claims 2
• GNEPURCOZOMAPP-UHFFFAOYSA-N 1-fluoro-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]cyclohexane-1-carboxamide Chemical compound FC1(CCCCC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C GNEPURCOZOMAPP-UHFFFAOYSA-N 0.000 claims 2
• WKDRGMCQHQIQNJ-UHFFFAOYSA-N 1-fluoro-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]cyclopropane-1-carboxamide Chemical compound FC1(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C WKDRGMCQHQIQNJ-UHFFFAOYSA-N 0.000 claims 2
• AIGYMVFOPKISRA-UHFFFAOYSA-N 1-methyl-1-(1-methylpiperidin-4-yl)-3-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]urea Chemical compound CN(C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C)C1CCN(CC1)C AIGYMVFOPKISRA-UHFFFAOYSA-N 0.000 claims 2
• WBDLNPSWLGVAFN-UHFFFAOYSA-N 1-methyl-N-[6-(1,2-thiazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound S1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C WBDLNPSWLGVAFN-UHFFFAOYSA-N 0.000 claims 2
• VBPUPAWOKBKSMQ-UHFFFAOYSA-N 1-methyl-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C VBPUPAWOKBKSMQ-UHFFFAOYSA-N 0.000 claims 2
• DCXSZCKHTLKAIX-UHFFFAOYSA-N 1-propan-2-yl-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C(C)C DCXSZCKHTLKAIX-UHFFFAOYSA-N 0.000 claims 2
• MKERJWHOJNYMPR-ZWGOZCLVSA-N 2,2-dideuterio-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]-2-morpholin-4-ylacetamide Chemical compound CC1=NN=C(S1)C=1C=C2C=C(N=CC2=CC=1)NC(C([2H])([2H])N1CCOCC1)=O MKERJWHOJNYMPR-ZWGOZCLVSA-N 0.000 claims 2
• QWDUBWQYIOEJSX-UHFFFAOYSA-N 2-(2-fluoroethyl)-N-[6-(1,3-thiazol-5-yl)isoquinolin-3-yl]-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound FCCN1CC2(C1)CC(C2)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=CS1 QWDUBWQYIOEJSX-UHFFFAOYSA-N 0.000 claims 2
• GIYRYYQWIFSBBW-UHFFFAOYSA-N 2-(2-fluoroethyl)-N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound FCCN1CC2(C1)CC(C2)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1)C GIYRYYQWIFSBBW-UHFFFAOYSA-N 0.000 claims 2
• ONERUANLWYOKMT-UHFFFAOYSA-N 2-(2-fluoroethyl)-N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound FCCN1CC2(C1)CC(C2)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1N=NN(C=1)C ONERUANLWYOKMT-UHFFFAOYSA-N 0.000 claims 2
• BZJHHEYYZSGOIH-UHFFFAOYSA-N 2-(2-fluoroethyl)-N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(CN(C2)CCF)C1 BZJHHEYYZSGOIH-UHFFFAOYSA-N 0.000 claims 2
• FVGOCNNVHSSFGX-UHFFFAOYSA-N 2-(2-fluoroethyl)-N-[6-(3-methylimidazol-4-yl)isoquinolin-3-yl]-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound FCCN1CC2(C1)CC(C2)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=CN1C FVGOCNNVHSSFGX-UHFFFAOYSA-N 0.000 claims 2
• KWMNKBFIVSGOCP-UHFFFAOYSA-N 2-(2-fluoroethyl)-N-[6-[1-methyl-5-(piperidin-1-ylmethyl)pyrazol-4-yl]isoquinolin-3-yl]-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound FCCN1CC2(C1)CC(C2)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NN(C=1CN1CCCCC1)C KWMNKBFIVSGOCP-UHFFFAOYSA-N 0.000 claims 2
• QNHSZGFKMVFLFV-UHFFFAOYSA-N 2-(3,3-dimethylazetidin-1-yl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]acetamide Chemical compound CC1(CN(C1)CC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C)C QNHSZGFKMVFLFV-UHFFFAOYSA-N 0.000 claims 2
• NBCZOSXMMAWIKC-UHFFFAOYSA-N 2-(4-cyclopropylpiperazin-1-yl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]acetamide Chemical compound C1(CC1)N1CCN(CC1)CC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C NBCZOSXMMAWIKC-UHFFFAOYSA-N 0.000 claims 2
• DRQBEWWGNJFOEH-UHFFFAOYSA-N 2-(4-ethylpiperazin-1-yl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]acetamide Chemical compound C(C)N1CCN(CC1)CC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C DRQBEWWGNJFOEH-UHFFFAOYSA-N 0.000 claims 2
• IAEWFBXZKRUUDM-UHFFFAOYSA-N 2-(4-fluoropiperidin-1-yl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]acetamide Chemical compound FC1CCN(CC1)CC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C IAEWFBXZKRUUDM-UHFFFAOYSA-N 0.000 claims 2
• FFPNONUDBQVPOI-UHFFFAOYSA-N 2-(7-azabicyclo[2.2.1]heptan-7-yl)-N-[6-(5-methyl-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl]acetamide Chemical compound C12CCC(CC1)N2CC(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1SC(=NN=1)C FFPNONUDBQVPOI-UHFFFAOYSA-N 0.000 claims 2
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• MIXAIARLQCQSJY-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]-1-azabicyclo[2.2.2]octane-4-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C12CCN(CC1)CC2 MIXAIARLQCQSJY-UHFFFAOYSA-N 0.000 claims 2
• CHKNEDZXGBZESY-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylacetamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(CN1CCOCC1)=O CHKNEDZXGBZESY-UHFFFAOYSA-N 0.000 claims 2
• KJAWFGICOXEVOK-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]-3-morpholin-4-ylpropanamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(CCN1CCOCC1)=O KJAWFGICOXEVOK-UHFFFAOYSA-N 0.000 claims 2
• NVKYLFYXSUDVML-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]azetidine-3-carboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CNC1 NVKYLFYXSUDVML-UHFFFAOYSA-N 0.000 claims 2
• XXHMYJNPMZZGMF-UHFFFAOYSA-N N-[6-(1-methylpyrazol-4-yl)isoquinolin-3-yl]cyclopropanecarboxamide Chemical compound CN1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC1 XXHMYJNPMZZGMF-UHFFFAOYSA-N 0.000 claims 2
• CGESFYKNWRKVPE-UHFFFAOYSA-N N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]-2-(2,2,2-trifluoroacetyl)-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(CN(C2)C(C(F)(F)F)=O)C1 CGESFYKNWRKVPE-UHFFFAOYSA-N 0.000 claims 2
• CQVIKPPHCIOSJV-UHFFFAOYSA-N N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylacetamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(CN1CCOCC1)=O CQVIKPPHCIOSJV-UHFFFAOYSA-N 0.000 claims 2
• TWWIPMPLDCRMPK-UHFFFAOYSA-N N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]azetidine-3-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CNC1 TWWIPMPLDCRMPK-UHFFFAOYSA-N 0.000 claims 2
• LETZRMJUBWQCKB-UHFFFAOYSA-N N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]cyclopropanecarboxamide Chemical compound C1(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1N=NN(C=1)C LETZRMJUBWQCKB-UHFFFAOYSA-N 0.000 claims 2
• KVDDYPDRRGMWRB-UHFFFAOYSA-N N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]oxane-4-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCOCC1 KVDDYPDRRGMWRB-UHFFFAOYSA-N 0.000 claims 2
• RDCZVBTWIJZRMX-UHFFFAOYSA-N N-[6-(1-methyltriazol-4-yl)isoquinolin-3-yl]piperidine-4-carboxamide Chemical compound CN1N=NC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCNCC1 RDCZVBTWIJZRMX-UHFFFAOYSA-N 0.000 claims 2
• KVNJNHWHXBVTFQ-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]-1-(3,3,3-trifluoropropyl)piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CCC(F)(F)F KVNJNHWHXBVTFQ-UHFFFAOYSA-N 0.000 claims 2
• QPTNYNMKGSGSLD-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]-1-[[1-(trifluoromethyl)cyclopropyl]methyl]piperidine-4-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC1(CC1)C(F)(F)F QPTNYNMKGSGSLD-UHFFFAOYSA-N 0.000 claims 2
• FGWCTUUGWRAJPA-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]-2-(2,2,2-trifluoroacetyl)-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(CN(C2)C(C(F)(F)F)=O)C1 FGWCTUUGWRAJPA-UHFFFAOYSA-N 0.000 claims 2
• FWSFRIQTIWRSLH-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]-2-[4-(trifluoromethyl)piperidin-1-yl]acetamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(CN1CCC(CC1)C(F)(F)F)=O FWSFRIQTIWRSLH-UHFFFAOYSA-N 0.000 claims 2
• NNPXCONBLDEHCX-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]azetidine-3-carboxamide Chemical compound N1N=CC(=C1)C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CNC1 NNPXCONBLDEHCX-UHFFFAOYSA-N 0.000 claims 2
• BLUVFWOVTNBYEJ-UHFFFAOYSA-N N-[6-(1H-pyrazol-4-yl)isoquinolin-3-yl]cyclopropanecarboxamide Chemical compound C1(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C=1C=NNC=1 BLUVFWOVTNBYEJ-UHFFFAOYSA-N 0.000 claims 2
• NIOMVSLBZWGGTG-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(1-methylpiperidin-4-yl)piperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C1CCN(CC1)C)C NIOMVSLBZWGGTG-UHFFFAOYSA-N 0.000 claims 2
• VAUWTVBFXBTPMW-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2,2-dimethylpropyl)-3-fluoroazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CN(C1)CC(C)(C)C)F)C VAUWTVBFXBTPMW-UHFFFAOYSA-N 0.000 claims 2
• OVKXSERHEFSIBO-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2,2-dimethylpropyl)-4-fluoropiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CCN(CC1)CC(C)(C)C)F)C OVKXSERHEFSIBO-UHFFFAOYSA-N 0.000 claims 2
• ZOWLGFIHBYFSRY-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2,2-dimethylpropyl)azetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(C1)CC(C)(C)C)C ZOWLGFIHBYFSRY-UHFFFAOYSA-N 0.000 claims 2
• FUWPMQNNGLXNDI-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2,2-dimethylpropyl)piperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)(C)C)C FUWPMQNNGLXNDI-UHFFFAOYSA-N 0.000 claims 2
• SASOBHGSSHCKGV-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2,2-dimethylpropyl)pyrrolidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CC1)CC(C)(C)C)C SASOBHGSSHCKGV-UHFFFAOYSA-N 0.000 claims 2
• ODZJUWWBSQGBLA-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2-methylpropyl)azetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(C1)CC(C)C)C ODZJUWWBSQGBLA-UHFFFAOYSA-N 0.000 claims 2
• SOBKTGWGYZBWRY-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2-methylpropyl)piperidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CCC1)CC(C)C)C SOBKTGWGYZBWRY-UHFFFAOYSA-N 0.000 claims 2
• BZPUWRPZKBVWES-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2-methylpropyl)piperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC(C)C)C BZPUWRPZKBVWES-UHFFFAOYSA-N 0.000 claims 2
• SVGHVXITVCWPMM-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-(2-methylpropyl)pyrrolidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CC1)CC(C)C)C SVGHVXITVCWPMM-UHFFFAOYSA-N 0.000 claims 2
• HGALHCICURXXAS-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-ethyl-3-fluoroazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CN(C1)CC)F)C HGALHCICURXXAS-UHFFFAOYSA-N 0.000 claims 2
• NVZXGGCWRZHREP-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-ethyl-4-fluoropiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CCN(CC1)CC)F)C NVZXGGCWRZHREP-UHFFFAOYSA-N 0.000 claims 2
• CGDUMSHPUPSAIF-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-ethylazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(C1)CC)C CGDUMSHPUPSAIF-UHFFFAOYSA-N 0.000 claims 2
• IEVVDJVLZPWMPM-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-ethylpiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)CC)C IEVVDJVLZPWMPM-UHFFFAOYSA-N 0.000 claims 2
• GPGONURQQRRGNF-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-ethylpyrrolidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CC1)CC)C GPGONURQQRRGNF-UHFFFAOYSA-N 0.000 claims 2
• NGBWZGUAUSAIFP-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-fluorocyclohexane-1-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CCCCC1)F)C NGBWZGUAUSAIFP-UHFFFAOYSA-N 0.000 claims 2
• JDBSMBPIDCBURU-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-fluorocyclopropane-1-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CC1)F)C JDBSMBPIDCBURU-UHFFFAOYSA-N 0.000 claims 2
• ADNJNZJJKFGEME-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-methylazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(C1)C)C ADNJNZJJKFGEME-UHFFFAOYSA-N 0.000 claims 2
• UCORZCBPINLUID-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-methylpiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C)C UCORZCBPINLUID-UHFFFAOYSA-N 0.000 claims 2
• AVBJAZYVXHJFPR-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-methylpyrrolidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CC1)C)C AVBJAZYVXHJFPR-UHFFFAOYSA-N 0.000 claims 2
• ZHIUJFPOLUVGOT-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-propan-2-ylazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(C1)C(C)C)C ZHIUJFPOLUVGOT-UHFFFAOYSA-N 0.000 claims 2
• RDURHRMEHFCCPE-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-propan-2-ylpiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCN(CC1)C(C)C)C RDURHRMEHFCCPE-UHFFFAOYSA-N 0.000 claims 2
• NUCZZRZBJBTZMR-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-1-propan-2-ylpyrrolidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CN(CC1)C(C)C)C NUCZZRZBJBTZMR-UHFFFAOYSA-N 0.000 claims 2
• VYOBTUUAAVYBQL-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-2-(2,2,2-trifluoroacetyl)-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(CN(C2)C(C(F)(F)F)=O)C1)C VYOBTUUAAVYBQL-UHFFFAOYSA-N 0.000 claims 2
• CNWUSOGRXQKZBC-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-2-(2-fluoroethyl)-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(CN(C2)CCF)C1)C CNWUSOGRXQKZBC-UHFFFAOYSA-N 0.000 claims 2
• DUDBBADZZXVROJ-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-2-fluoro-2-methylpropanamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(C(C)(C)F)=O)C DUDBBADZZXVROJ-UHFFFAOYSA-N 0.000 claims 2
• CYXNJPWPKJLXRT-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-2-methyl-2-azaspiro[3.3]heptane-6-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(CN(C2)C)C1)C CYXNJPWPKJLXRT-UHFFFAOYSA-N 0.000 claims 2
• AICRLRHPCNDHKK-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-2-morpholin-4-ylacetamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(CN1CCOCC1)=O)C AICRLRHPCNDHKK-UHFFFAOYSA-N 0.000 claims 2
• XYPMKAHFXCNOAF-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-3,3-difluorocyclobutane-1-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC(C1)(F)F)C XYPMKAHFXCNOAF-UHFFFAOYSA-N 0.000 claims 2
• ZMOZTPOGBOAVNQ-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-3-fluoro-1-(2-methylpropyl)azetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CN(C1)CC(C)C)F)C ZMOZTPOGBOAVNQ-UHFFFAOYSA-N 0.000 claims 2
• FKZMFHSMDLJNHE-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-3-fluoro-1-propan-2-ylazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CN(C1)C(C)C)F)C FKZMFHSMDLJNHE-UHFFFAOYSA-N 0.000 claims 2
• RFNXJBZNKMEIGJ-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-3-fluoroazetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CNC1)F)C RFNXJBZNKMEIGJ-UHFFFAOYSA-N 0.000 claims 2
• JIJBCBUJSRFZRM-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4,4-difluorocyclohexane-1-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CCC(CC1)(F)F)C JIJBCBUJSRFZRM-UHFFFAOYSA-N 0.000 claims 2
• GXWJELFUVVYLCL-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoro-1-(2-methylpropyl)piperidine-4-carboxamide Chemical compound CC(C)CN1CCC(F)(CC1)C(=O)NC1=CC2=CC(=CC=C2C=N1)C1=CN=C(C)N1C GXWJELFUVVYLCL-UHFFFAOYSA-N 0.000 claims 2
• VEDYTSPVQCCEDI-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoro-1-methylpiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CCN(CC1)C)F)C VEDYTSPVQCCEDI-UHFFFAOYSA-N 0.000 claims 2
• QGOQOLLFDRWFDF-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoro-1-propan-2-ylpiperidine-4-carboxamide Chemical compound CC(C)N1CCC(F)(CC1)C(=O)NC1=CC2=CC(=CC=C2C=N1)C1=CN=C(C)N1C QGOQOLLFDRWFDF-UHFFFAOYSA-N 0.000 claims 2
• KFBZXPPMIWBUDV-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-fluoropiperidine-4-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1(CCNCC1)F)C KFBZXPPMIWBUDV-UHFFFAOYSA-N 0.000 claims 2
• KKONDTZMLALAFG-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-4-methylpiperazine-1-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)N1CCN(CC1)C)C KKONDTZMLALAFG-UHFFFAOYSA-N 0.000 claims 2
• QZRJTULZMWFHGG-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]-7-methyl-7-azaspiro[3.5]nonane-2-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CC2(C1)CCN(CC2)C)C QZRJTULZMWFHGG-UHFFFAOYSA-N 0.000 claims 2
• JQVUXXNDMZYKJO-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]azetidine-3-carboxamide Chemical compound CN1C(=NC=C1C=1C=C2C=C(N=CC2=CC=1)NC(=O)C1CNC1)C JQVUXXNDMZYKJO-UHFFFAOYSA-N 0.000 claims 2
• NZBNDBMSVYXONX-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]cyclohexanecarboxamide Chemical compound C1(CCCCC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C(N1C)C NZBNDBMSVYXONX-UHFFFAOYSA-N 0.000 claims 2
• FXYRQWXNLXAEQO-UHFFFAOYSA-N N-[6-(2,3-dimethylimidazol-4-yl)isoquinolin-3-yl]cyclopropanecarboxamide Chemical compound C1(CC1)C(=O)NC=1N=CC2=CC=C(C=C2C=1)C1=CN=C(N1C)C FXYRQWXNLXAEQO-UHFFFAOYSA-N 0.000 claims 2
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