CA2581180A1 - Chemical compounds - Google Patents

Info

Publication number

CA2581180A1

CA2581180A1 CA002581180A CA2581180A CA2581180A1 CA 2581180 A1 CA2581180 A1 CA 2581180A1 CA 002581180 A CA002581180 A CA 002581180A CA 2581180 A CA2581180 A CA 2581180A CA 2581180 A1 CA2581180 A1 CA 2581180A1

Authority

CA

Canada

Prior art keywords

piperidinyl

phenyl

indole

carboxamide

sulfonyl

Prior art date

2004-09-21

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

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 150000001875 compounds Chemical class 0.000 title claims abstract description 260
• 238000000034 method Methods 0.000 claims abstract description 122
• 102100021854 Inhibitor of nuclear factor kappa-B kinase subunit beta Human genes 0.000 claims abstract description 55
• 101710205525 Inhibitor of nuclear factor kappa-B kinase subunit beta Proteins 0.000 claims abstract description 55
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 52
• 150000003839 salts Chemical class 0.000 claims abstract description 50
• 208000035475 disorder Diseases 0.000 claims abstract description 47
• 230000000694 effects Effects 0.000 claims abstract description 43
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 22
• 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims abstract description 18
• 208000006673 asthma Diseases 0.000 claims abstract description 12
• 206010039073 rheumatoid arthritis Diseases 0.000 claims abstract description 12
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 232
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 218
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 192
• 125000001424 substituent group Chemical group 0.000 claims description 191
• 125000001072 heteroaryl group Chemical group 0.000 claims description 175
• -1 -ORc Chemical group 0.000 claims description 127
• 125000005843 halogen group Chemical group 0.000 claims description 111
• 229910003827 NRaRb Inorganic materials 0.000 claims description 96
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 81
• 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 69
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 67
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 61
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 60
• 125000004043 oxo group Chemical group O=* 0.000 claims description 45
• 125000003118 aryl group Chemical group 0.000 claims description 41
• 125000004429 atom Chemical group 0.000 claims description 41
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 31
• 125000001188 haloalkyl group Chemical group 0.000 claims description 28
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 28
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 27
• 239000012453 solvate Substances 0.000 claims description 26
• 125000004450 alkenylene group Chemical group 0.000 claims description 22
• 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 21
• 229910052739 hydrogen Inorganic materials 0.000 claims description 21
• 229910052757 nitrogen Inorganic materials 0.000 claims description 21
• MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 20
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 18
• 230000001404 mediated effect Effects 0.000 claims description 18
• 125000004419 alkynylene group Chemical group 0.000 claims description 17
• 125000005842 heteroatom Chemical group 0.000 claims description 11
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 11
• 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims description 10
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 10
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 10
• 229920006395 saturated elastomer Polymers 0.000 claims description 9
• GMIQJWKIKIPZJZ-UHFFFAOYSA-N 3-[1-(3-morpholin-4-ylpropylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCOCC1 GMIQJWKIKIPZJZ-UHFFFAOYSA-N 0.000 claims description 8
• 208000030507 AIDS Diseases 0.000 claims description 8
• 230000002757 inflammatory effect Effects 0.000 claims description 8
• KBLLMOCRHWALMG-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C3=CSC=C3)C=C12 KBLLMOCRHWALMG-UHFFFAOYSA-N 0.000 claims description 7
• JXUXTVXXOBFIHD-UHFFFAOYSA-N 3-[1-(3-morpholin-4-ylpropylsulfonyl)piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCOCC1 JXUXTVXXOBFIHD-UHFFFAOYSA-N 0.000 claims description 7
• FPQWIPSAJFRIKL-UHFFFAOYSA-N 3-[1-(3-morpholin-4-ylpropylsulfonyl)piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C3=CSC=C3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCOCC1 FPQWIPSAJFRIKL-UHFFFAOYSA-N 0.000 claims description 7
• OWWCZWSAXMTESV-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 OWWCZWSAXMTESV-UHFFFAOYSA-N 0.000 claims description 7
• ONGHZGNQHUWTAY-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C3=CSC=C3)C=C12 ONGHZGNQHUWTAY-UHFFFAOYSA-N 0.000 claims description 7
• ROHVMXPLAXOWHS-UHFFFAOYSA-N 5-phenyl-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 ROHVMXPLAXOWHS-UHFFFAOYSA-N 0.000 claims description 7
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 7
• 206010028980 Neoplasm Diseases 0.000 claims description 7
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
• 210000000056 organ Anatomy 0.000 claims description 7
• 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 6
• AWEOCCDQVPBWPZ-UHFFFAOYSA-N 3-[1-(2-aminoethylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 AWEOCCDQVPBWPZ-UHFFFAOYSA-N 0.000 claims description 6
• CAVRRSRWRKKJPD-UHFFFAOYSA-N 3-[1-(2-methoxyethylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 CAVRRSRWRKKJPD-UHFFFAOYSA-N 0.000 claims description 6
• MJWPHYZQZROWPH-UHFFFAOYSA-N 3-[1-[2-(dimethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 MJWPHYZQZROWPH-UHFFFAOYSA-N 0.000 claims description 6
• VQIIDCSRXUTGCN-UHFFFAOYSA-N 3-[1-[3-(diethylamino)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(CC)CC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 VQIIDCSRXUTGCN-UHFFFAOYSA-N 0.000 claims description 6
• GEFQTJSOUFTLDH-SFTDATJTSA-N 3-[1-[3-[(2s,5s)-2,5-dimethylpyrrolidin-1-yl]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C[C@H]1CC[C@H](C)N1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GEFQTJSOUFTLDH-SFTDATJTSA-N 0.000 claims description 6
• PDGOXJPIYZSOGH-UHFFFAOYSA-N 5-[3-(hydroxymethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(CO)C=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 PDGOXJPIYZSOGH-UHFFFAOYSA-N 0.000 claims description 6
• WWFOHLGOAODWDE-UHFFFAOYSA-N 5-[3-[(2,2-dimethylpropylamino)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCC(C)(C)C)C=CC=3)C=C12 WWFOHLGOAODWDE-UHFFFAOYSA-N 0.000 claims description 6
• YEQAPFBDOIVVRV-UHFFFAOYSA-N 5-phenyl-3-[1-(2-pyrrolidin-1-ylethylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCCC1 YEQAPFBDOIVVRV-UHFFFAOYSA-N 0.000 claims description 6
• 208000023275 Autoimmune disease Diseases 0.000 claims description 6
• 229910052736 halogen Inorganic materials 0.000 claims description 6
• 125000003107 substituted aryl group Chemical group 0.000 claims description 6
• SVARYXPHSVFBCG-UHFFFAOYSA-N 3-[1-(2-ethoxyethylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 SVARYXPHSVFBCG-UHFFFAOYSA-N 0.000 claims description 5
• ORIMLZAWSAVTJO-UHFFFAOYSA-N 3-[1-(2-hydroxyethylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCO)CC1 ORIMLZAWSAVTJO-UHFFFAOYSA-N 0.000 claims description 5
• LMUDDZVWGKMCSO-UHFFFAOYSA-N 3-[1-(3-ethoxypropylsulfonyl)piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3SC=CC=3)C=C12 LMUDDZVWGKMCSO-UHFFFAOYSA-N 0.000 claims description 5
• PQPZVWJPKZMXJV-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 PQPZVWJPKZMXJV-UHFFFAOYSA-N 0.000 claims description 5
• JKEGWZMIZMRIBD-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3SC=CC=3)C=C12 JKEGWZMIZMRIBD-UHFFFAOYSA-N 0.000 claims description 5
• JKFFFTQGEYSOEU-UHFFFAOYSA-N 3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 JKFFFTQGEYSOEU-UHFFFAOYSA-N 0.000 claims description 5
• VVRGLRJOJQZVQK-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3SC=CC=3)C=C12 VVRGLRJOJQZVQK-UHFFFAOYSA-N 0.000 claims description 5
• RQNOFUHMSWQMJM-UHFFFAOYSA-N 5-(5-chlorothiophen-2-yl)-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC(Cl)=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 RQNOFUHMSWQMJM-UHFFFAOYSA-N 0.000 claims description 5
• LGBXMJWMQPZHHY-UHFFFAOYSA-N 5-[5-(pyrrolidin-1-ylmethyl)thiophen-2-yl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC(CN4CCCC4)=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 LGBXMJWMQPZHHY-UHFFFAOYSA-N 0.000 claims description 5
• 208000024827 Alzheimer disease Diseases 0.000 claims description 5
• 206010003591 Ataxia Diseases 0.000 claims description 5
• 201000001320 Atherosclerosis Diseases 0.000 claims description 5
• 206010006895 Cachexia Diseases 0.000 claims description 5
• 206010018364 Glomerulonephritis Diseases 0.000 claims description 5
• 208000017604 Hodgkin disease Diseases 0.000 claims description 5
• 208000010747 Hodgkins lymphoma Diseases 0.000 claims description 5
• 206010061218 Inflammation Diseases 0.000 claims description 5
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 5
• 208000001132 Osteoporosis Diseases 0.000 claims description 5
• 201000004681 Psoriasis Diseases 0.000 claims description 5
• 201000001263 Psoriatic Arthritis Diseases 0.000 claims description 5
• 208000036824 Psoriatic arthropathy Diseases 0.000 claims description 5
• 201000002661 Spondylitis Diseases 0.000 claims description 5
• 125000005218 alkyleneheteroaryl group Chemical group 0.000 claims description 5
• 201000011510 cancer Diseases 0.000 claims description 5
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
• 206010012601 diabetes mellitus Diseases 0.000 claims description 5
• 230000004054 inflammatory process Effects 0.000 claims description 5
• 206010025135 lupus erythematosus Diseases 0.000 claims description 5
• 201000006417 multiple sclerosis Diseases 0.000 claims description 5
• 201000008482 osteoarthritis Diseases 0.000 claims description 5
• 230000009885 systemic effect Effects 0.000 claims description 5
• 230000017423 tissue regeneration Effects 0.000 claims description 5
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 4
• IBHBSLBQSHEYEW-UHFFFAOYSA-N 3-[1-(2-morpholin-4-ylethylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCOCC1 IBHBSLBQSHEYEW-UHFFFAOYSA-N 0.000 claims description 4
• ZCCSQGLWKJAFEJ-UHFFFAOYSA-N 3-[1-(2-pyrrolidin-1-ylethylsulfonyl)piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C3=CSC=C3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCCC1 ZCCSQGLWKJAFEJ-UHFFFAOYSA-N 0.000 claims description 4
• NHQWNHXUANHIBQ-UHFFFAOYSA-N 3-[1-(3-ethoxypropylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 NHQWNHXUANHIBQ-UHFFFAOYSA-N 0.000 claims description 4
• RHWUMIFHSYILHS-UHFFFAOYSA-N 3-[1-(3-hydroxypropylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCCO)CC1 RHWUMIFHSYILHS-UHFFFAOYSA-N 0.000 claims description 4
• RNEKLUJSMBDEAU-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-(methylaminomethyl)phenyl]-1h-indole-7-carboxamide Chemical compound CNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 RNEKLUJSMBDEAU-UHFFFAOYSA-N 0.000 claims description 4
• SFIFIOSFVGXFDX-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(oxolan-2-ylmethylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCC4OCCC4)C=CC=3)C=C12 SFIFIOSFVGXFDX-UHFFFAOYSA-N 0.000 claims description 4
• PGHGCVREEDYORO-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(propan-2-ylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNC(C)C)C=CC=3)C=C12 PGHGCVREEDYORO-UHFFFAOYSA-N 0.000 claims description 4
• TYCAVTKSGIQXCY-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(pyridin-2-ylmethylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCC=4N=CC=CC=4)C=CC=3)C=C12 TYCAVTKSGIQXCY-UHFFFAOYSA-N 0.000 claims description 4
• ZZVICLRBPQIWFL-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(pyridin-4-ylmethylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCC=4C=CN=CC=4)C=CC=3)C=C12 ZZVICLRBPQIWFL-UHFFFAOYSA-N 0.000 claims description 4
• RETBTQNBVBDKHK-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[[(5-methylfuran-2-yl)methylamino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCC=4OC(C)=CC=4)C=CC=3)C=C12 RETBTQNBVBDKHK-UHFFFAOYSA-N 0.000 claims description 4
• SFIFIOSFVGXFDX-RUZDIDTESA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[[[(2r)-oxolan-2-yl]methylamino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNC[C@@H]4OCCC4)C=CC=3)C=C12 SFIFIOSFVGXFDX-RUZDIDTESA-N 0.000 claims description 4
• RSGCNFUIAYSKBK-NRFANRHFSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[[[(2s)-3-methylbutan-2-yl]amino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN[C@@H](C)C(C)C)C=CC=3)C=C12 RSGCNFUIAYSKBK-NRFANRHFSA-N 0.000 claims description 4
• VYTJESRILHKPAP-UHFFFAOYSA-N 3-[1-[2-(4-acetylpiperazin-1-yl)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(C(=O)C)CCN1CCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 VYTJESRILHKPAP-UHFFFAOYSA-N 0.000 claims description 4
• RIDOVDOUSMRZLW-UHFFFAOYSA-N 3-[1-[2-(4-hydroxybutoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCOCCCCO)CC1 RIDOVDOUSMRZLW-UHFFFAOYSA-N 0.000 claims description 4
• KEAKQBUGPVKASK-UHFFFAOYSA-N 3-[1-[2-(4-hydroxypiperidin-1-yl)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCC(O)CC1 KEAKQBUGPVKASK-UHFFFAOYSA-N 0.000 claims description 4
• ZFDXHNNDKIRZON-UHFFFAOYSA-N 3-[1-[2-(4-hydroxypiperidin-1-yl)ethylsulfonyl]piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C3=CSC=C3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCC(O)CC1 ZFDXHNNDKIRZON-UHFFFAOYSA-N 0.000 claims description 4
• LCCBWWBXSIGSMS-UHFFFAOYSA-N 3-[1-[2-(azepan-1-yl)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCCCCC1 LCCBWWBXSIGSMS-UHFFFAOYSA-N 0.000 claims description 4
• WGJGKCAGQVPEGN-UHFFFAOYSA-N 3-[1-[2-(cyclopentylamino)ethylsulfonyl]piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C3=CSC=C3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNC1CCCC1 WGJGKCAGQVPEGN-UHFFFAOYSA-N 0.000 claims description 4
• VTNLMEAPLQOPRY-UHFFFAOYSA-N 3-[1-[2-(diethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN(CC)CC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 VTNLMEAPLQOPRY-UHFFFAOYSA-N 0.000 claims description 4
• LUYYCKBSMDOEDG-UHFFFAOYSA-N 3-[1-[2-(ethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCNCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 LUYYCKBSMDOEDG-UHFFFAOYSA-N 0.000 claims description 4
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• JBYGPRDLICHGGJ-UHFFFAOYSA-N 3-[1-(2-methoxyethylsulfonyl)piperidin-4-yl]-5-[3-[(2-methylbutan-2-ylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound CCC(C)(C)NCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCOC)=CNC3=C(C(N)=O)C=2)=C1 JBYGPRDLICHGGJ-UHFFFAOYSA-N 0.000 claims description 3
• DOOXUTXOZKBSMH-UHFFFAOYSA-N 3-[1-(3-ethoxypropylsulfonyl)piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C3=CSC=C3)C=C12 DOOXUTXOZKBSMH-UHFFFAOYSA-N 0.000 claims description 3
• QWRVROMFVKSABE-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-(propylaminomethyl)phenyl]-1h-indole-7-carboxamide Chemical compound CCCNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 QWRVROMFVKSABE-UHFFFAOYSA-N 0.000 claims description 3
• CMRSANBYQLHZIF-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[[methyl(prop-2-enyl)amino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN(C)CC=C)C=CC=3)C=C12 CMRSANBYQLHZIF-UHFFFAOYSA-N 0.000 claims description 3
• RITAQRKGEKAMKR-UHFFFAOYSA-N 3-[1-(5-chlorothiophen-2-yl)sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)C1=CC=C(Cl)S1 RITAQRKGEKAMKR-UHFFFAOYSA-N 0.000 claims description 3
• HCLFPYYKSSWRKK-UHFFFAOYSA-N 3-[1-[(2,4-dimethyl-1,3-thiazol-5-yl)sulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound S1C(C)=NC(C)=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 HCLFPYYKSSWRKK-UHFFFAOYSA-N 0.000 claims description 3
• VUCCWJCBUJHLIF-UHFFFAOYSA-N 3-[1-[(2-acetamido-4-methyl-1,3-thiazol-5-yl)sulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound S1C(NC(=O)C)=NC(C)=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 VUCCWJCBUJHLIF-UHFFFAOYSA-N 0.000 claims description 3
• JUWVRJPAUHWQSQ-UHFFFAOYSA-N 3-[1-[2-(2-hydroxyethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCNCCO)CC1 JUWVRJPAUHWQSQ-UHFFFAOYSA-N 0.000 claims description 3
• PRVFBTAIXBATKR-UHFFFAOYSA-N 3-[1-[2-(4-methylpiperazin-1-yl)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(C)CCN1CCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 PRVFBTAIXBATKR-UHFFFAOYSA-N 0.000 claims description 3
• VDLFSWCPNGKSPJ-UHFFFAOYSA-N 3-[1-[2-(cyclopentylamino)ethylsulfonyl]piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNC1CCCC1 VDLFSWCPNGKSPJ-UHFFFAOYSA-N 0.000 claims description 3
• XWJWBZVRUFRHKL-QFIPXVFZSA-N 3-[1-[2-[(2s)-2-(hydroxymethyl)pyrrolidin-1-yl]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCC[C@H]1CO XWJWBZVRUFRHKL-QFIPXVFZSA-N 0.000 claims description 3
• VLMSTVINYRSQPK-UHFFFAOYSA-N 3-[1-[3-(2-methoxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound COC1=CC=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 VLMSTVINYRSQPK-UHFFFAOYSA-N 0.000 claims description 3
• UNZQKLZXGUDSQG-UHFFFAOYSA-N 3-[1-[3-(3-ethylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CCC1=CC=CC(OCCCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 UNZQKLZXGUDSQG-UHFFFAOYSA-N 0.000 claims description 3
• XKTBITZFKXPKRT-UHFFFAOYSA-N 3-[1-[3-(4-acetamidophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1=CC(NC(=O)C)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 XKTBITZFKXPKRT-UHFFFAOYSA-N 0.000 claims description 3
• RAQNWQUGBIMKBT-UHFFFAOYSA-N 3-[1-[3-(4-fluorophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=C(F)C=C1 RAQNWQUGBIMKBT-UHFFFAOYSA-N 0.000 claims description 3
• RZYUQVVDRRDXNT-UHFFFAOYSA-N 3-[1-[3-(azepan-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCCCC1 RZYUQVVDRRDXNT-UHFFFAOYSA-N 0.000 claims description 3
• NEDKHGOUDJXRNM-UHFFFAOYSA-N 3-[1-[3-(cyclobutylmethoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOCC1CCC1 NEDKHGOUDJXRNM-UHFFFAOYSA-N 0.000 claims description 3
• IFOVPMIWVNNDJB-UHFFFAOYSA-N 3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNC1CCCC1 IFOVPMIWVNNDJB-UHFFFAOYSA-N 0.000 claims description 3
• ZHPJORBELCIREP-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[3-(methylaminomethyl)phenyl]-1h-indole-7-carboxamide Chemical compound CNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN(C)C)=CNC3=C(C(N)=O)C=2)=C1 ZHPJORBELCIREP-UHFFFAOYSA-N 0.000 claims description 3
• VUUUWDRLYXMHFX-UHFFFAOYSA-N 3-[1-[3-(oxolan-3-ylmethoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOCC1CCOC1 VUUUWDRLYXMHFX-UHFFFAOYSA-N 0.000 claims description 3
• VVEGLBSSFBTRMD-UHFFFAOYSA-N 3-[1-[3-[2-(dimethylamino)ethylamino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCNCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 VVEGLBSSFBTRMD-UHFFFAOYSA-N 0.000 claims description 3
• PKCYLBBPQOCAQS-GOSISDBHSA-N 3-[1-[3-[[(2r)-2-hydroxypropyl]amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCNC[C@H](O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 PKCYLBBPQOCAQS-GOSISDBHSA-N 0.000 claims description 3
• XDIUYHMEFOQEDV-UHFFFAOYSA-N 5-[3-[(1-methoxypropan-2-ylamino)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNC(C)COC)C=CC=3)C=C12 XDIUYHMEFOQEDV-UHFFFAOYSA-N 0.000 claims description 3
• MRRDZWFAMJDCPP-UHFFFAOYSA-N 5-phenyl-3-(1-thiophen-2-ylsulfonylpiperidin-4-yl)-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)C1=CC=CS1 MRRDZWFAMJDCPP-UHFFFAOYSA-N 0.000 claims description 3
• LVFDQGLTSSKKMR-UHFFFAOYSA-N 5-phenyl-3-(1-thiophen-3-ylsulfonylpiperidin-4-yl)-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)C=1C=CSC=1 LVFDQGLTSSKKMR-UHFFFAOYSA-N 0.000 claims description 3
• BYULRLHCFBURQO-UHFFFAOYSA-N 5-phenyl-3-[1-(1,3,5-trimethylpyrazol-4-yl)sulfonylpiperidin-4-yl]-1h-indole-7-carboxamide Chemical compound CC1=NN(C)C(C)=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 BYULRLHCFBURQO-UHFFFAOYSA-N 0.000 claims description 3
• MUYPXSKLACAXLI-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(4-piperidin-1-ylpiperidin-1-yl)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN(CC1)CCC1N1CCCCC1 MUYPXSKLACAXLI-UHFFFAOYSA-N 0.000 claims description 3
• DZTQOUGVYABHOW-UHFFFAOYSA-N 5-phenyl-3-[1-[3-[2-(trifluoromethyl)phenoxy]propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC=C1C(F)(F)F DZTQOUGVYABHOW-UHFFFAOYSA-N 0.000 claims description 3
• KSOUXKLMNRVJBS-UHFFFAOYSA-N 5-phenyl-3-[1-[3-[3-(trifluoromethyl)phenoxy]propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC(C(F)(F)F)=C1 KSOUXKLMNRVJBS-UHFFFAOYSA-N 0.000 claims description 3
• KFUUVGNSKUSNPB-UHFFFAOYSA-N 3-[1-(1-benzothiophen-3-ylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1C=2C(C3CCN(CC3)S(=O)(=O)C=3C4=CC=CC=C4SC=3)=CNC=2C(C(=O)N)=CC=1C1=CC=CC=C1 KFUUVGNSKUSNPB-UHFFFAOYSA-N 0.000 claims description 2
• TXPVAZQUNNZPSK-UHFFFAOYSA-N 3-[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CN1C=NC(S(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 TXPVAZQUNNZPSK-UHFFFAOYSA-N 0.000 claims description 2
• JPJQTSXLLHRRBR-UHFFFAOYSA-N 3-[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound CN1C=NC(S(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C2=CSC=C2)=C1 JPJQTSXLLHRRBR-UHFFFAOYSA-N 0.000 claims description 2
• HSCDZKQGTYAMNP-UHFFFAOYSA-N 3-[1-(3-hydroxypropylsulfonyl)piperidin-4-yl]-5-thiophen-2-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3SC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCCO)CC1 HSCDZKQGTYAMNP-UHFFFAOYSA-N 0.000 claims description 2
• QSOJGBSBRZHQHR-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(2-methylbutan-2-ylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound CCC(C)(C)NCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 QSOJGBSBRZHQHR-UHFFFAOYSA-N 0.000 claims description 2
• OVPUFGQNTQXPBM-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(2-piperidin-1-ylethylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCCN4CCCCC4)C=CC=3)C=C12 OVPUFGQNTQXPBM-UHFFFAOYSA-N 0.000 claims description 2
• JXGLLRRUDSLURA-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(2-propan-2-ylpyrrolidin-1-yl)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN4C(CCC4)C(C)C)C=CC=3)C=C12 JXGLLRRUDSLURA-UHFFFAOYSA-N 0.000 claims description 2
• JRFLQMIUVKFHHA-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(2-propylpyrrolidin-1-yl)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound CCCC1CCCN1CC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 JRFLQMIUVKFHHA-UHFFFAOYSA-N 0.000 claims description 2
• IJHFAOFJLPNGNM-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(3-morpholin-4-ylpropylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCCCN4CCOCC4)C=CC=3)C=C12 IJHFAOFJLPNGNM-UHFFFAOYSA-N 0.000 claims description 2
• CKVGNLXJPMFSHZ-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[(3-pyrrolidin-1-ylpropylamino)methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCCCN4CCCC4)C=CC=3)C=C12 CKVGNLXJPMFSHZ-UHFFFAOYSA-N 0.000 claims description 2
• GGVOFNLOYZNSFV-OAQYLSRUSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[3-[[[(2r)-2-methylbutyl]amino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound CC[C@@H](C)CNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 GGVOFNLOYZNSFV-OAQYLSRUSA-N 0.000 claims description 2
• FOKZKYYHWAJLTC-UHFFFAOYSA-N 3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-5-[5-(pyrrolidin-1-ylmethyl)thiophen-3-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN4CCCC4)SC=3)C=C12 FOKZKYYHWAJLTC-UHFFFAOYSA-N 0.000 claims description 2
• INMUYYBMJIQDJQ-UHFFFAOYSA-N 3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-5-thiophen-3-yl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C3=CSC=C3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 INMUYYBMJIQDJQ-UHFFFAOYSA-N 0.000 claims description 2
• CXFXPOVIKRNHOK-UHFFFAOYSA-N 3-[1-(4-methylthiophen-2-yl)sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1=CSC(S(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 CXFXPOVIKRNHOK-UHFFFAOYSA-N 0.000 claims description 2
• HSGAXICRNXDFNV-UHFFFAOYSA-N 3-[1-(5-chloro-1,3-dimethylpyrazol-4-yl)sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1=NN(C)C(Cl)=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 HSGAXICRNXDFNV-UHFFFAOYSA-N 0.000 claims description 2
• UMXAOYMZSAKTIA-UHFFFAOYSA-N 3-[1-(5-methylthiophen-2-yl)sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound S1C(C)=CC=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 UMXAOYMZSAKTIA-UHFFFAOYSA-N 0.000 claims description 2
• GNUZAMAZOJFCMO-UHFFFAOYSA-N 3-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1=NOC(C)=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GNUZAMAZOJFCMO-UHFFFAOYSA-N 0.000 claims description 2
• JSJAAGCCJFSTAQ-UHFFFAOYSA-N 3-[1-[2-(1,3-dihydroxypropan-2-ylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCNC(CO)CO)CC1 JSJAAGCCJFSTAQ-UHFFFAOYSA-N 0.000 claims description 2
• NUBIDYIDVDWMDJ-UHFFFAOYSA-N 3-[1-[2-(2,2,3,3,3-pentafluoropropoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCOCC(F)(F)C(F)(F)F)CC1 NUBIDYIDVDWMDJ-UHFFFAOYSA-N 0.000 claims description 2
• YEHBHLFUJZENIU-UHFFFAOYSA-N 3-[1-[2-(2-acetamidoethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCNC(=O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 YEHBHLFUJZENIU-UHFFFAOYSA-N 0.000 claims description 2
• JLQVLRKOPPQCNJ-UHFFFAOYSA-N 3-[1-[2-(2-ethoxyethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 JLQVLRKOPPQCNJ-UHFFFAOYSA-N 0.000 claims description 2
• KTHCTUGJVOOAQF-UHFFFAOYSA-N 3-[1-[2-(2-methylpropoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCC(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 KTHCTUGJVOOAQF-UHFFFAOYSA-N 0.000 claims description 2
• MVQPSNLDWGXDSF-UHFFFAOYSA-N 3-[1-[2-(2-methylsulfanylethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCSC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 MVQPSNLDWGXDSF-UHFFFAOYSA-N 0.000 claims description 2
• NJNRARLCEASHJH-UHFFFAOYSA-N 3-[1-[2-(2-morpholin-4-ylethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCN1CCOCC1 NJNRARLCEASHJH-UHFFFAOYSA-N 0.000 claims description 2
• BPWFGSGGUJGSMO-UHFFFAOYSA-N 3-[1-[2-(2-morpholin-4-ylethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNCCN1CCOCC1 BPWFGSGGUJGSMO-UHFFFAOYSA-N 0.000 claims description 2
• WYWPRQSZLNLMLE-UHFFFAOYSA-N 3-[1-[2-(3-hydroxybutan-2-yloxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOC(C)C(O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 WYWPRQSZLNLMLE-UHFFFAOYSA-N 0.000 claims description 2
• VOAFXUITBDLQKD-UHFFFAOYSA-N 3-[1-[2-(3-morpholin-4-ylpropylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNCCCN1CCOCC1 VOAFXUITBDLQKD-UHFFFAOYSA-N 0.000 claims description 2
• XXWXSMLBUGHBDJ-UHFFFAOYSA-N 3-[1-[2-(4-carbamoylpiperidin-1-yl)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CC(C(=O)N)CCN1CCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 XXWXSMLBUGHBDJ-UHFFFAOYSA-N 0.000 claims description 2
• ZIVYDKDQUGZCAD-UHFFFAOYSA-N 3-[1-[2-(4-morpholin-4-ylpiperidin-1-yl)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN(CC1)CCC1N1CCOCC1 ZIVYDKDQUGZCAD-UHFFFAOYSA-N 0.000 claims description 2
• VOUVGKGISWAWRV-UHFFFAOYSA-N 3-[1-[2-(benzylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNCC1=CC=CC=C1 VOUVGKGISWAWRV-UHFFFAOYSA-N 0.000 claims description 2
• QAGKYKLBVUWINY-UHFFFAOYSA-N 3-[1-[2-(cyclobutylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNC1CCC1 QAGKYKLBVUWINY-UHFFFAOYSA-N 0.000 claims description 2
• GPKCSDQUJRBGGK-UHFFFAOYSA-N 3-[1-[2-(cyclohexylmethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNCC1CCCCC1 GPKCSDQUJRBGGK-UHFFFAOYSA-N 0.000 claims description 2
• VHOFVYCDORNNHF-UHFFFAOYSA-N 3-[1-[2-(cyclopentylmethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCC1CCCC1 VHOFVYCDORNNHF-UHFFFAOYSA-N 0.000 claims description 2
• YUICQJULQOSACJ-UHFFFAOYSA-N 3-[1-[2-(cyclopropylmethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCC1CC1 YUICQJULQOSACJ-UHFFFAOYSA-N 0.000 claims description 2
• QPVAMXNMWZTYMD-UHFFFAOYSA-N 3-[1-[2-(ethoxyamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCNOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 QPVAMXNMWZTYMD-UHFFFAOYSA-N 0.000 claims description 2
• RFMSIPBWNDJQDZ-UHFFFAOYSA-N 3-[1-[2-(furan-2-ylmethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCC1=CC=CO1 RFMSIPBWNDJQDZ-UHFFFAOYSA-N 0.000 claims description 2
• UNGFRUAAHBLSPT-UHFFFAOYSA-N 3-[1-[2-(furan-3-ylmethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCC=1C=COC=1 UNGFRUAAHBLSPT-UHFFFAOYSA-N 0.000 claims description 2
• ZRMNPGXIUJCABM-UHFFFAOYSA-N 3-[1-[2-(methoxyamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCNOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 ZRMNPGXIUJCABM-UHFFFAOYSA-N 0.000 claims description 2
• CMEULOVXFZPQHR-UHFFFAOYSA-N 3-[1-[2-(oxolan-3-ylmethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCC1CCOC1 CMEULOVXFZPQHR-UHFFFAOYSA-N 0.000 claims description 2
• AKZJCIYWBDJQMB-UHFFFAOYSA-N 3-[1-[2-[(2-methylcyclopropyl)methoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1CC1COCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 AKZJCIYWBDJQMB-UHFFFAOYSA-N 0.000 claims description 2
• CYOJZOFIFPRBQU-OALUTQOASA-N 3-[1-[2-[(2s,4s)-4-hydroxypentan-2-yl]oxyethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCO[C@@H](C)C[C@@H](O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 CYOJZOFIFPRBQU-OALUTQOASA-N 0.000 claims description 2
• UBJLEFHNMZOOSU-UHFFFAOYSA-N 3-[1-[2-[2-(2-oxopyrrolidin-1-yl)ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCN1CCCC1=O UBJLEFHNMZOOSU-UHFFFAOYSA-N 0.000 claims description 2
• NSAMDKDXWHVGPY-UHFFFAOYSA-N 3-[1-[2-[2-(azepan-1-yl)ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCN1CCCCCC1 NSAMDKDXWHVGPY-UHFFFAOYSA-N 0.000 claims description 2
• OKYSJJJXPHBLST-UHFFFAOYSA-N 3-[1-[2-[2-(diethylamino)ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCN(CC)CC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 OKYSJJJXPHBLST-UHFFFAOYSA-N 0.000 claims description 2
• DUCOMDJESHGWMH-UHFFFAOYSA-N 3-[1-[2-[2-(dimethylamino)ethyl-methylamino]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN(C)CCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 DUCOMDJESHGWMH-UHFFFAOYSA-N 0.000 claims description 2
• ZQMUCAVEBSMITE-UHFFFAOYSA-N 3-[1-[2-[2-(dimethylamino)ethylamino]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCNCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 ZQMUCAVEBSMITE-UHFFFAOYSA-N 0.000 claims description 2
• QANKVKGVKCZYIB-UHFFFAOYSA-N 3-[1-[2-[2-(n-ethyl-3-methylanilino)ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1C=CC(C)=CC=1N(CC)CCOCCS(=O)(=O)N(CC1)CCC1C(C1=C2)=CNC1=C(C(N)=O)C=C2C1=CC=CC=C1 QANKVKGVKCZYIB-UHFFFAOYSA-N 0.000 claims description 2
• UCQKKPCHTVGHGN-UHFFFAOYSA-N 3-[1-[2-[2-[(4-methylphenyl)sulfonylamino]ethylamino]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NCCNCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 UCQKKPCHTVGHGN-UHFFFAOYSA-N 0.000 claims description 2
• FKPDXHCZHGSRGW-UHFFFAOYSA-N 3-[1-[2-[2-[2-(dimethylamino)ethoxy]ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCOCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 FKPDXHCZHGSRGW-UHFFFAOYSA-N 0.000 claims description 2
• GRRYTQYWUZQUGF-UHFFFAOYSA-N 3-[1-[2-[2-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCN(CC1)CCN1CC1=CC=C(F)C=C1 GRRYTQYWUZQUGF-UHFFFAOYSA-N 0.000 claims description 2
• IBTZOZFOSJIKHR-UHFFFAOYSA-N 3-[1-[2-[2-[bis(2-hydroxypropyl)amino]ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCN(CC(O)C)CC(C)O)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 IBTZOZFOSJIKHR-UHFFFAOYSA-N 0.000 claims description 2
• RSGCZQMDRMHYJW-UHFFFAOYSA-N 3-[1-[2-[2-[di(propan-2-yl)amino]ethoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCN(C(C)C)C(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 RSGCZQMDRMHYJW-UHFFFAOYSA-N 0.000 claims description 2
• OTDMYRIMVFPSTJ-UHFFFAOYSA-N 3-[1-[2-[3-(2-hydroxyethyl)piperazin-1-yl]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCNC(CCO)C1 OTDMYRIMVFPSTJ-UHFFFAOYSA-N 0.000 claims description 2
• VMGNGHPSRHKJQO-UHFFFAOYSA-N 3-[1-[2-[3-(dimethylamino)propoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 VMGNGHPSRHKJQO-UHFFFAOYSA-N 0.000 claims description 2
• JYVRKCPNBHCJKK-UHFFFAOYSA-N 3-[1-[2-[3-(hydroxymethyl)piperidin-1-yl]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCCC(CO)C1 JYVRKCPNBHCJKK-UHFFFAOYSA-N 0.000 claims description 2
• PFZKPFSSBOWHJZ-UHFFFAOYSA-N 3-[1-[2-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(C)CCN1C1CCN(CCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 PFZKPFSSBOWHJZ-UHFFFAOYSA-N 0.000 claims description 2
• DHWMQRGFDRDFQM-QHCPKHFHSA-N 3-[1-[2-[[(2s)-1-methylpyrrolidin-2-yl]methoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CN1CCC[C@H]1COCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 DHWMQRGFDRDFQM-QHCPKHFHSA-N 0.000 claims description 2
• VIKROZVATDSCBX-NRFANRHFSA-N 3-[1-[2-[[(2s)-5-oxopyrrolidin-2-yl]methoxy]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOC[C@@H]1CCC(=O)N1 VIKROZVATDSCBX-NRFANRHFSA-N 0.000 claims description 2
• ZILIVUQYCKWNTR-UHFFFAOYSA-N 3-[1-[2-[hydroxy(methyl)amino]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN(O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 ZILIVUQYCKWNTR-UHFFFAOYSA-N 0.000 claims description 2
• ZVGUHFQTQPPPHA-UHFFFAOYSA-N 3-[1-[2-[methoxy(methyl)amino]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN(C)OC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 ZVGUHFQTQPPPHA-UHFFFAOYSA-N 0.000 claims description 2
• APPUAZCBCWBAAV-UHFFFAOYSA-N 3-[1-[3-(1,3-benzodioxol-5-yloxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1C=2C(C3CCN(CC3)S(=O)(=O)CCCOC=3C=C4OCOC4=CC=3)=CNC=2C(C(=O)N)=CC=1C1=CC=CC=C1 APPUAZCBCWBAAV-UHFFFAOYSA-N 0.000 claims description 2
• GVMUSKIFEWFPOL-UHFFFAOYSA-N 3-[1-[3-(2,6-difluorophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=C(F)C=CC=C1F GVMUSKIFEWFPOL-UHFFFAOYSA-N 0.000 claims description 2
• DLQRWYXOPVNCOL-UHFFFAOYSA-N 3-[1-[3-(2,6-dimethylmorpholin-4-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1C(C)OC(C)CN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 DLQRWYXOPVNCOL-UHFFFAOYSA-N 0.000 claims description 2
• YLUWBYPDBISKDI-UHFFFAOYSA-N 3-[1-[3-(2-acetamido-4-methylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC(=O)NC1=CC(C)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 YLUWBYPDBISKDI-UHFFFAOYSA-N 0.000 claims description 2
• GVERBRYAVNAYLM-UHFFFAOYSA-N 3-[1-[3-(2-acetamidophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC(=O)NC1=CC=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GVERBRYAVNAYLM-UHFFFAOYSA-N 0.000 claims description 2
• GDMXQMISCQJXPE-UHFFFAOYSA-N 3-[1-[3-(2-ethylpiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CCC1CCCCN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GDMXQMISCQJXPE-UHFFFAOYSA-N 0.000 claims description 2
• WARIXEUEIOCHEE-UHFFFAOYSA-N 3-[1-[3-(2-fluoro-6-methoxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound COC1=CC=CC(F)=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 WARIXEUEIOCHEE-UHFFFAOYSA-N 0.000 claims description 2
• SDVPQUIAUOIFNL-UHFFFAOYSA-N 3-[1-[3-(2-fluorophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC=C1F SDVPQUIAUOIFNL-UHFFFAOYSA-N 0.000 claims description 2
• VODNEUMJMREQBC-UHFFFAOYSA-N 3-[1-[3-(2-hydroxyethylamino)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCCNCCO)CC1 VODNEUMJMREQBC-UHFFFAOYSA-N 0.000 claims description 2
• IHGZUBIXRQMRMJ-UHFFFAOYSA-N 3-[1-[3-(2-hydroxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC=C1O IHGZUBIXRQMRMJ-UHFFFAOYSA-N 0.000 claims description 2
• IFSOBMWLIIXXIA-UHFFFAOYSA-N 3-[1-[3-(2-methylpyrrolidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1CCCN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 IFSOBMWLIIXXIA-UHFFFAOYSA-N 0.000 claims description 2
• FQSZNOUOTPDYSL-UHFFFAOYSA-N 3-[1-[3-(2-methylsulfonylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CS(=O)(=O)C1=CC=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 FQSZNOUOTPDYSL-UHFFFAOYSA-N 0.000 claims description 2
• QBESWBGAVBKJCN-UHFFFAOYSA-N 3-[1-[3-(2-morpholin-4-ylethylamino)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNCCN1CCOCC1 QBESWBGAVBKJCN-UHFFFAOYSA-N 0.000 claims description 2
• SCIGSSSXMNXEGH-UHFFFAOYSA-N 3-[1-[3-(3-aminopyrrolidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1C(N)CCN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 SCIGSSSXMNXEGH-UHFFFAOYSA-N 0.000 claims description 2
• CSVPRPPCUIAHFF-UHFFFAOYSA-N 3-[1-[3-(3-fluorophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC(F)=C1 CSVPRPPCUIAHFF-UHFFFAOYSA-N 0.000 claims description 2
• QEUXMHOQDXDIRG-UHFFFAOYSA-N 3-[1-[3-(3-hydroxybutan-2-yloxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC(C)C(O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 QEUXMHOQDXDIRG-UHFFFAOYSA-N 0.000 claims description 2
• FAQGXHOMUBHUQT-UHFFFAOYSA-N 3-[1-[3-(3-hydroxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC(O)=C1 FAQGXHOMUBHUQT-UHFFFAOYSA-N 0.000 claims description 2
• IQGNCKUWEIYVTE-UHFFFAOYSA-N 3-[1-[3-(3-hydroxypiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC(O)C1 IQGNCKUWEIYVTE-UHFFFAOYSA-N 0.000 claims description 2
• BCWYUPATZVKXMO-UHFFFAOYSA-N 3-[1-[3-(3-methoxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound COC1=CC=CC(OCCCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 BCWYUPATZVKXMO-UHFFFAOYSA-N 0.000 claims description 2
• QRVHYGHNTUTSES-UHFFFAOYSA-N 3-[1-[3-(3-methylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1=CC=CC(OCCCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 QRVHYGHNTUTSES-UHFFFAOYSA-N 0.000 claims description 2
• HSYGAUDIMBTSDP-UHFFFAOYSA-N 3-[1-[3-(4-benzylpiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN(CC1)CCC1CC1=CC=CC=C1 HSYGAUDIMBTSDP-UHFFFAOYSA-N 0.000 claims description 2
• JKSFSWDOGZIMEQ-UHFFFAOYSA-N 3-[1-[3-(4-carbamoylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1=CC(C(=O)N)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 JKSFSWDOGZIMEQ-UHFFFAOYSA-N 0.000 claims description 2
• GZNQKIYKCODNDL-UHFFFAOYSA-N 3-[1-[3-(4-ethoxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1=CC(OCC)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GZNQKIYKCODNDL-UHFFFAOYSA-N 0.000 claims description 2
• CHHUYGMDEDHQSD-UHFFFAOYSA-N 3-[1-[3-(4-hydroxybutoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCCOCCCCO)CC1 CHHUYGMDEDHQSD-UHFFFAOYSA-N 0.000 claims description 2
• KVHKDDKCJDZLJH-UHFFFAOYSA-N 3-[1-[3-(4-hydroxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=C(O)C=C1 KVHKDDKCJDZLJH-UHFFFAOYSA-N 0.000 claims description 2
• DTAFFUJYABPFMJ-UHFFFAOYSA-N 3-[1-[3-(4-hydroxypiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCC(O)CC1 DTAFFUJYABPFMJ-UHFFFAOYSA-N 0.000 claims description 2
• JFOBGCJOGHVMAP-UHFFFAOYSA-N 3-[1-[3-(4-methoxyphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1=CC(OC)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 JFOBGCJOGHVMAP-UHFFFAOYSA-N 0.000 claims description 2
• MVYGVFXPSURHCQ-UHFFFAOYSA-N 3-[1-[3-(4-methylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1=CC(C)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 MVYGVFXPSURHCQ-UHFFFAOYSA-N 0.000 claims description 2
• HYSOSSCQWVIBMM-UHFFFAOYSA-N 3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-5-(3,4-difluorophenyl)-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(F)C(F)=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNC1CCCC1 HYSOSSCQWVIBMM-UHFFFAOYSA-N 0.000 claims description 2
• ICANIJOGXYUXFR-UHFFFAOYSA-N 3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-5-(4-ethylphenyl)-1h-indole-7-carboxamide Chemical compound C1=CC(CC)=CC=C1C1=CC(C(N)=O)=C(NC=C2C3CCN(CC3)S(=O)(=O)CCCNC3CCCC3)C2=C1 ICANIJOGXYUXFR-UHFFFAOYSA-N 0.000 claims description 2
• YAROUKMQJHKZCD-UHFFFAOYSA-N 3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-5-[3-(hydroxymethyl)phenyl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(CO)C=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNC1CCCC1 YAROUKMQJHKZCD-UHFFFAOYSA-N 0.000 claims description 2
• OLEDQBARMSYNFW-UHFFFAOYSA-N 3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-5-[4-(dimethylamino)phenyl]-1h-indole-7-carboxamide Chemical compound C1=CC(N(C)C)=CC=C1C1=CC(C(N)=O)=C(NC=C2C3CCN(CC3)S(=O)(=O)CCCNC3CCCC3)C2=C1 OLEDQBARMSYNFW-UHFFFAOYSA-N 0.000 claims description 2
• GNZHOFWFANDVTA-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-(3-methylsulfonylphenyl)-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(C=CC=3)S(C)(=O)=O)C=C12 GNZHOFWFANDVTA-UHFFFAOYSA-N 0.000 claims description 2
• ZMKHXHQWEIGYFJ-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-(4-methylphenyl)-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(C)=CC=3)C=C12 ZMKHXHQWEIGYFJ-UHFFFAOYSA-N 0.000 claims description 2
• DIDIIKORONCSRJ-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[3-(ethylaminomethyl)phenyl]-1h-indole-7-carboxamide Chemical compound CCNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN(C)C)=CNC3=C(C(N)=O)C=2)=C1 DIDIIKORONCSRJ-UHFFFAOYSA-N 0.000 claims description 2
• ONNBUDSOGWDPRH-FQEVSTJZSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[3-[[[(2s)-1-hydroxypropan-2-yl]amino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound OC[C@H](C)NCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN(C)C)=CNC3=C(C(N)=O)C=2)=C1 ONNBUDSOGWDPRH-FQEVSTJZSA-N 0.000 claims description 2
• GZFHHFZOKLATNI-FQEVSTJZSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[3-[[[(2s)-2-hydroxypropyl]amino]methyl]phenyl]-1h-indole-7-carboxamide Chemical compound C[C@H](O)CNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN(C)C)=CNC3=C(C(N)=O)C=2)=C1 GZFHHFZOKLATNI-FQEVSTJZSA-N 0.000 claims description 2
• SQXHCACNQQMYBP-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[4-(methanesulfonamido)phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(NS(C)(=O)=O)=CC=3)C=C12 SQXHCACNQQMYBP-UHFFFAOYSA-N 0.000 claims description 2
• GVKHMPDSFYHARQ-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[4-(morpholin-4-ylmethyl)phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(CN4CCOCC4)=CC=3)C=C12 GVKHMPDSFYHARQ-UHFFFAOYSA-N 0.000 claims description 2
• WSGCLRFCNYGPRZ-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[4-(piperidin-1-ylmethyl)phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(CN4CCCCC4)=CC=3)C=C12 WSGCLRFCNYGPRZ-UHFFFAOYSA-N 0.000 claims description 2
• KWBCXCIOQMBION-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[4-(pyrrolidin-1-ylmethyl)phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(CN4CCCC4)=CC=3)C=C12 KWBCXCIOQMBION-UHFFFAOYSA-N 0.000 claims description 2
• UYWPJPXZKCDSIA-DEOSSOPVSA-N 3-[1-[3-[(2s)-2-(methoxymethyl)pyrrolidin-1-yl]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound COC[C@@H]1CCCN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 UYWPJPXZKCDSIA-DEOSSOPVSA-N 0.000 claims description 2
• FVMRWURANWWXHI-UHFFFAOYSA-N 3-[1-[3-[2-[(dimethylamino)methyl]phenoxy]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CN(C)CC1=CC=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 FVMRWURANWWXHI-UHFFFAOYSA-N 0.000 claims description 2
• LVGYVPZRUGLKRM-UHFFFAOYSA-N 3-[1-[3-[2-fluoro-3-(trifluoromethyl)phenoxy]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC(C(F)(F)F)=C1F LVGYVPZRUGLKRM-UHFFFAOYSA-N 0.000 claims description 2
• BTLWRNWELSDLQP-UHFFFAOYSA-N 3-[1-[3-[2-hydroxyethyl(propan-2-yl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(CCO)C(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 BTLWRNWELSDLQP-UHFFFAOYSA-N 0.000 claims description 2
• ABRXNKBKUQAMSJ-UHFFFAOYSA-N 3-[1-[3-[3-(diethylamino)phenoxy]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CCN(CC)C1=CC=CC(OCCCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 ABRXNKBKUQAMSJ-UHFFFAOYSA-N 0.000 claims description 2
• VGDMNYLBFGAPQW-UHFFFAOYSA-N 3-[1-[3-[3-(dimethylamino)phenoxy]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CN(C)C1=CC=CC(OCCCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 VGDMNYLBFGAPQW-UHFFFAOYSA-N 0.000 claims description 2
• YBUWROKZDQOWCS-UHFFFAOYSA-N 3-[1-[3-[4-(4-acetylpiperazin-1-yl)phenoxy]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(C(=O)C)CCN1C(C=C1)=CC=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 YBUWROKZDQOWCS-UHFFFAOYSA-N 0.000 claims description 2
• BNJFRISSGHZWSU-UHFFFAOYSA-N 3-[1-[3-[bis(2-methoxyethyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(CCOC)CCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 BNJFRISSGHZWSU-UHFFFAOYSA-N 0.000 claims description 2
• CFBLJFZURPNKSD-UHFFFAOYSA-N 3-[1-[3-[ethyl(2-methoxyethyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(CC)CCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 CFBLJFZURPNKSD-UHFFFAOYSA-N 0.000 claims description 2
• PMRVVDHGGWLBMZ-UHFFFAOYSA-N 3-[1-[3-[ethyl(methyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)CC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 PMRVVDHGGWLBMZ-UHFFFAOYSA-N 0.000 claims description 2
• LDFWTSKLFLYETH-UHFFFAOYSA-N 3-[1-[3-[ethyl(propan-2-yl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(CC)C(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 LDFWTSKLFLYETH-UHFFFAOYSA-N 0.000 claims description 2
• HJMVJBYWYWHJJU-UHFFFAOYSA-N 3-[1-[3-[hydroxy(methyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 HJMVJBYWYWHJJU-UHFFFAOYSA-N 0.000 claims description 2
• YXLZVGKFYWYGOJ-UHFFFAOYSA-N 3-[1-[3-[methoxy(methyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)OC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 YXLZVGKFYWYGOJ-UHFFFAOYSA-N 0.000 claims description 2
• FONDWNJZFYDGHJ-UHFFFAOYSA-N 3-[1-[3-[methyl(prop-2-ynyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)CC#C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 FONDWNJZFYDGHJ-UHFFFAOYSA-N 0.000 claims description 2
• IHNYWBMMUNGVEK-UHFFFAOYSA-N 3-[1-[3-[methyl(propan-2-yl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 IHNYWBMMUNGVEK-UHFFFAOYSA-N 0.000 claims description 2
• SBJVEKGQJZBVRM-UHFFFAOYSA-N 3-[1-[5-[(benzylamino)methyl]thiophen-2-yl]sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)C(S1)=CC=C1CNCC1=CC=CC=C1 SBJVEKGQJZBVRM-UHFFFAOYSA-N 0.000 claims description 2
• UKZRLOJGMOKSJW-UHFFFAOYSA-N 5-(1h-pyrazol-4-yl)-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C3=CNN=C3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 UKZRLOJGMOKSJW-UHFFFAOYSA-N 0.000 claims description 2
• AXQKVAGVZDWPPT-UHFFFAOYSA-N 5-(3-chlorophenyl)-3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(Cl)C=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNC1CCCC1 AXQKVAGVZDWPPT-UHFFFAOYSA-N 0.000 claims description 2
• FMCXXRVJYIFVDX-UHFFFAOYSA-N 5-(3-methylsulfonylphenyl)-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound CS(=O)(=O)C1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN4CCCC4)=CNC3=C(C(N)=O)C=2)=C1 FMCXXRVJYIFVDX-UHFFFAOYSA-N 0.000 claims description 2
• MOGBZSDJOZQWOS-UHFFFAOYSA-N 5-(4-acetamidophenyl)-3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(NC(C)=O)=CC=3)C=C12 MOGBZSDJOZQWOS-UHFFFAOYSA-N 0.000 claims description 2
• DFUBXBUIHYNWIV-UHFFFAOYSA-N 5-[3-(ethylaminomethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound CCNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN4CCCC4)=CNC3=C(C(N)=O)C=2)=C1 DFUBXBUIHYNWIV-UHFFFAOYSA-N 0.000 claims description 2
• JLLAYDOECMOIRV-UHFFFAOYSA-N 5-[3-(methylaminomethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound CNCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN4CCCC4)=CNC3=C(C(N)=O)C=2)=C1 JLLAYDOECMOIRV-UHFFFAOYSA-N 0.000 claims description 2
• UDDGMDKONQHWTD-UHFFFAOYSA-N 5-[3-(morpholin-4-ylmethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(CN4CCOCC4)C=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 UDDGMDKONQHWTD-UHFFFAOYSA-N 0.000 claims description 2
• PJDIMJPRQRPVBI-UHFFFAOYSA-N 5-[3-(piperidin-1-ylmethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(CN4CCCCC4)C=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 PJDIMJPRQRPVBI-UHFFFAOYSA-N 0.000 claims description 2
• RAAMOYWNTUZOOO-UHFFFAOYSA-N 5-[3-(pyrrolidin-1-ylmethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=C(CN4CCCC4)C=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 RAAMOYWNTUZOOO-UHFFFAOYSA-N 0.000 claims description 2
• DBDHBWVOXLAYLS-UHFFFAOYSA-N 5-[3-[(1-hydroxypropan-2-ylamino)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNC(C)CO)C=CC=3)C=C12 DBDHBWVOXLAYLS-UHFFFAOYSA-N 0.000 claims description 2
• LRCKZHANIFDNJR-UHFFFAOYSA-N 5-[3-[(1-methoxybutan-2-ylamino)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound COCC(CC)NCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 LRCKZHANIFDNJR-UHFFFAOYSA-N 0.000 claims description 2
• SBWLKQPWYVSJEQ-UHFFFAOYSA-N 5-[3-[(3,5-dimethylpiperidin-1-yl)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN4CC(C)CC(C)C4)C=CC=3)C=C12 SBWLKQPWYVSJEQ-UHFFFAOYSA-N 0.000 claims description 2
• JUDAVKNURNHLHQ-UHFFFAOYSA-N 5-[3-[(3-imidazol-1-ylpropylamino)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCCCN4C=NC=C4)C=CC=3)C=C12 JUDAVKNURNHLHQ-UHFFFAOYSA-N 0.000 claims description 2
• QHAMHPXCSDCTJV-UHFFFAOYSA-N 5-[3-[(tert-butylamino)methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNC(C)(C)C)C=CC=3)C=C12 QHAMHPXCSDCTJV-UHFFFAOYSA-N 0.000 claims description 2
• HOJLYQQDRPTMSI-MHZLTWQESA-N 5-[3-[[(2s)-2-carbamoylpyrrolidin-1-yl]methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN4[C@@H](CCC4)C(N)=O)C=CC=3)C=C12 HOJLYQQDRPTMSI-MHZLTWQESA-N 0.000 claims description 2
• VTARWGFWGFAHMK-UHFFFAOYSA-N 5-[3-[[2-hydroxyethyl(propyl)amino]methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound CCCN(CCO)CC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCOC)=CNC3=C(C(N)=O)C=2)=C1 VTARWGFWGFAHMK-UHFFFAOYSA-N 0.000 claims description 2
• VPWUPRTXINCMSV-QHCPKHFHSA-N 5-[3-[[[(1s)-1-cyclohexylethyl]amino]methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CN[C@@H](C)C4CCCCC4)C=CC=3)C=C12 VPWUPRTXINCMSV-QHCPKHFHSA-N 0.000 claims description 2
• RQUSJPOHOSVSOJ-LJQANCHMSA-N 5-[3-[[[(2r)-2-hydroxypropyl]amino]methyl]phenyl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNC[C@@H](C)O)C=CC=3)C=C12 RQUSJPOHOSVSOJ-LJQANCHMSA-N 0.000 claims description 2
• WHVWNQCUPLJUQJ-QFIPXVFZSA-N 5-[3-[[[(2s)-1-hydroxypropan-2-yl]amino]methyl]phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound OC[C@H](C)NCC1=CC=CC(C=2C=C3C(C4CCN(CC4)S(=O)(=O)CCCN4CCCC4)=CNC3=C(C(N)=O)C=2)=C1 WHVWNQCUPLJUQJ-QFIPXVFZSA-N 0.000 claims description 2
• FUMZGGNPMZZVIU-UHFFFAOYSA-N 5-[4-(hydroxymethyl)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC(CO)=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1 FUMZGGNPMZZVIU-UHFFFAOYSA-N 0.000 claims description 2
• DGVWXBJGWIVGII-UHFFFAOYSA-N 5-[4-(methanesulfonamido)phenyl]-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1=CC(C(N)=O)=C(NC=C2C3CCN(CC3)S(=O)(=O)CCCN3CCCC3)C2=C1 DGVWXBJGWIVGII-UHFFFAOYSA-N 0.000 claims description 2
• ZBDSQSLPUXZYPX-UHFFFAOYSA-N 5-[5-(ethylaminomethyl)thiophen-2-yl]-3-[1-(3-morpholin-4-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound S1C(CNCC)=CC=C1C1=CC(C(N)=O)=C(NC=C2C3CCN(CC3)S(=O)(=O)CCCN3CCOCC3)C2=C1 ZBDSQSLPUXZYPX-UHFFFAOYSA-N 0.000 claims description 2
• KXVOHMOFAFZHLW-UHFFFAOYSA-N 5-[5-[(2,2-dimethylpropylamino)methyl]thiophen-3-yl]-3-[1-(3-methoxypropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=C(CNCC(C)(C)C)SC=3)C=C12 KXVOHMOFAFZHLW-UHFFFAOYSA-N 0.000 claims description 2
• XZWPCSMWQCDBJT-UHFFFAOYSA-N 5-phenyl-3-[1-(2-propoxyethylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 XZWPCSMWQCDBJT-UHFFFAOYSA-N 0.000 claims description 2
• NUOZRNRRASZAEO-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(2,2,2-trifluoroethoxy)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C1CCN(S(=O)(=O)CCOCC(F)(F)F)CC1 NUOZRNRRASZAEO-UHFFFAOYSA-N 0.000 claims description 2
• JYBJNGFCFGGMBG-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(2-phenylpyrrolidin-1-yl)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCN1CCCC1C1=CC=CC=C1 JYBJNGFCFGGMBG-UHFFFAOYSA-N 0.000 claims description 2
• USMWPFJNZBEFSL-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(2-piperidin-1-ylethoxy)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCN1CCCCC1 USMWPFJNZBEFSL-UHFFFAOYSA-N 0.000 claims description 2
• IDLVKJHRUBRAMV-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(2-propan-2-yloxyethoxy)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCOC(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 IDLVKJHRUBRAMV-UHFFFAOYSA-N 0.000 claims description 2
• NFLRZZUBYWKNEG-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(2-thiophen-2-ylethoxy)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCC1=CC=CS1 NFLRZZUBYWKNEG-UHFFFAOYSA-N 0.000 claims description 2
• DGFXNQBJLOFOTA-UHFFFAOYSA-N 5-phenyl-3-[1-[2-(2-thiophen-3-ylethoxy)ethylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCOCCC=1C=CSC=1 DGFXNQBJLOFOTA-UHFFFAOYSA-N 0.000 claims description 2
• JRVSSWZRTKZGHU-UHFFFAOYSA-N 5-phenyl-3-[1-[3-(2-thiophen-2-ylpyrrolidin-1-yl)propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1C1=CC=CS1 JRVSSWZRTKZGHU-UHFFFAOYSA-N 0.000 claims description 2
• NIJHFQLDLUCOFZ-UHFFFAOYSA-N 5-phenyl-3-[1-[3-(3-piperidin-1-ylphenoxy)propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC(C=1)=CC=CC=1N1CCCCC1 NIJHFQLDLUCOFZ-UHFFFAOYSA-N 0.000 claims description 2
• MEOOHQYDMGJUMW-UHFFFAOYSA-N 5-phenyl-3-[1-[3-(piperidin-4-ylamino)propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNC1CCNCC1 MEOOHQYDMGJUMW-UHFFFAOYSA-N 0.000 claims description 2
• HZLHEZNJLGIABJ-UHFFFAOYSA-N 5-phenyl-3-[1-[3-[2-(1,3-thiazol-2-yl)pyrrolidin-1-yl]propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC1C1=NC=CS1 HZLHEZNJLGIABJ-UHFFFAOYSA-N 0.000 claims description 2
• BPGUWMDNWXCWAC-UHFFFAOYSA-N 5-phenyl-3-[1-[3-[4-(trifluoromethyl)phenoxy]propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=C(C(F)(F)F)C=C1 BPGUWMDNWXCWAC-UHFFFAOYSA-N 0.000 claims description 2
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 2
• GJBVDNLRXZJTOK-UHFFFAOYSA-N methyl 5-[4-(7-carbamoyl-5-phenyl-1h-indol-3-yl)piperidin-1-yl]sulfonyl-1-methylpyrrole-2-carboxylate Chemical compound CN1C(C(=O)OC)=CC=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GJBVDNLRXZJTOK-UHFFFAOYSA-N 0.000 claims description 2
• GBFGEWWJANLPNJ-UHFFFAOYSA-N methyl 5-[4-(7-carbamoyl-5-phenyl-1h-indol-3-yl)piperidin-1-yl]sulfonyl-2-methylfuran-3-carboxylate Chemical compound O1C(C)=C(C(=O)OC)C=C1S(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GBFGEWWJANLPNJ-UHFFFAOYSA-N 0.000 claims description 2
• 208000037803 restenosis Diseases 0.000 claims description 2
• ZUVKDXRTARJACU-UHFFFAOYSA-N 3-[1-[3-(cyclohexylamino)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCNC1CCCCC1 ZUVKDXRTARJACU-UHFFFAOYSA-N 0.000 claims 2
• MQOUIEQCPDGTEL-UHFFFAOYSA-N 5-phenyl-3-[1-[3-(4-piperidin-1-ylpiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN(CC1)CCC1N1CCCCC1 MQOUIEQCPDGTEL-UHFFFAOYSA-N 0.000 claims 2
• HEJWLXRFPBGGRU-UHFFFAOYSA-N 3-[1-(1,2-dimethylimidazol-4-yl)sulfonylpiperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CN1C(C)=NC(S(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 HEJWLXRFPBGGRU-UHFFFAOYSA-N 0.000 claims 1
• CRUCXCUTHWQFEG-UHFFFAOYSA-N 3-[1-(3-phenoxypropylsulfonyl)piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOC1=CC=CC=C1 CRUCXCUTHWQFEG-UHFFFAOYSA-N 0.000 claims 1
• SYELJGQBJCZHGG-UHFFFAOYSA-N 3-[1-[(4-chloro-2,1,3-benzoxadiazol-5-yl)sulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1C=2C(C3CCN(CC3)S(=O)(=O)C3=C(C4=NON=C4C=C3)Cl)=CNC=2C(C(=O)N)=CC=1C1=CC=CC=C1 SYELJGQBJCZHGG-UHFFFAOYSA-N 0.000 claims 1
• MFFZXLIWCSAOPC-UHFFFAOYSA-N 3-[1-[2-(2-methoxyethylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCNCCOC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 MFFZXLIWCSAOPC-UHFFFAOYSA-N 0.000 claims 1
• HUQMCNWYQBONOV-UHFFFAOYSA-N 3-[1-[2-(2-methylsulfonylethoxy)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCOCCS(=O)(=O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 HUQMCNWYQBONOV-UHFFFAOYSA-N 0.000 claims 1
• QQTNXIDKMWQBTB-UHFFFAOYSA-N 3-[1-[2-(cyclopentylamino)ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCNC1CCCC1 QQTNXIDKMWQBTB-UHFFFAOYSA-N 0.000 claims 1
• CYOJZOFIFPRBQU-RTBURBONSA-N 3-[1-[2-[(2r,4r)-4-hydroxypentan-2-yl]oxyethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCO[C@H](C)C[C@H](O)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 CYOJZOFIFPRBQU-RTBURBONSA-N 0.000 claims 1
• GIKBRDGAQMZVFA-UHFFFAOYSA-N 3-[1-[2-[4-(4-methylpiperidin-1-yl)piperidin-1-yl]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CC(C)CCN1C1CCN(CCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 GIKBRDGAQMZVFA-UHFFFAOYSA-N 0.000 claims 1
• RHDQGZBTANGHEX-QGZVFWFLSA-N 3-[1-[2-[[(2r)-1-hydroxypropan-2-yl]amino]ethylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCN[C@@H](CO)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 RHDQGZBTANGHEX-QGZVFWFLSA-N 0.000 claims 1
• HMVPYWMBQHIQJO-UHFFFAOYSA-N 3-[1-[3-(2-acetamido-5-methylphenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC(=O)NC1=CC=C(C)C=C1OCCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 HMVPYWMBQHIQJO-UHFFFAOYSA-N 0.000 claims 1
• PAKGBKSGTVPQDT-UHFFFAOYSA-N 3-[1-[3-(2-methylaziridin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC1CN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 PAKGBKSGTVPQDT-UHFFFAOYSA-N 0.000 claims 1
• KECWBIDBYDHJDS-UHFFFAOYSA-N 3-[1-[3-(3,4,4a,5,6,7,8,8a-octahydro-2h-quinolin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1C=2C(C3CCN(CC3)S(=O)(=O)CCCN3C4CCCCC4CCC3)=CNC=2C(C(=O)N)=CC=1C1=CC=CC=C1 KECWBIDBYDHJDS-UHFFFAOYSA-N 0.000 claims 1
• LNXMRQZGINGLFB-UHFFFAOYSA-N 3-[1-[3-(3-acetamidophenoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound CC(=O)NC1=CC=CC(OCCCS(=O)(=O)N2CCC(CC2)C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)=C1 LNXMRQZGINGLFB-UHFFFAOYSA-N 0.000 claims 1
• YPUIFLAXTSTARU-UHFFFAOYSA-N 3-[1-[3-(4-carbamoylpiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CC(C(=O)N)CCN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 YPUIFLAXTSTARU-UHFFFAOYSA-N 0.000 claims 1
• OMSNWJLDZBXTTM-UHFFFAOYSA-N 3-[1-[3-(4-hydroxy-4-phenylpiperidin-1-yl)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN(CC1)CCC1(O)C1=CC=CC=C1 OMSNWJLDZBXTTM-UHFFFAOYSA-N 0.000 claims 1
• CXVDZBVQKZUOEW-UHFFFAOYSA-N 3-[1-[3-(cyclopentylamino)propylsulfonyl]piperidin-4-yl]-5-(4-methylphenyl)-1h-indole-7-carboxamide Chemical compound C1=CC(C)=CC=C1C1=CC(C(N)=O)=C(NC=C2C3CCN(CC3)S(=O)(=O)CCCNC3CCCC3)C2=C1 CXVDZBVQKZUOEW-UHFFFAOYSA-N 0.000 claims 1
• RVRAUXRNFFBRHZ-UHFFFAOYSA-N 3-[1-[3-(cyclopropylmethoxy)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCOCC1CC1 RVRAUXRNFFBRHZ-UHFFFAOYSA-N 0.000 claims 1
• FTVCTUVOGPNMLH-UHFFFAOYSA-N 3-[1-[3-(dimethylamino)propylsulfonyl]piperidin-4-yl]-5-[4-(hydroxymethyl)phenyl]-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC(CO)=CC=3)C=C12 FTVCTUVOGPNMLH-UHFFFAOYSA-N 0.000 claims 1
• IOIPDUUKJDOPEL-UHFFFAOYSA-N 3-[1-[3-(ethoxyamino)propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCNOCC)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 IOIPDUUKJDOPEL-UHFFFAOYSA-N 0.000 claims 1
• HWGIMJRGIIZHNM-RUZDIDTESA-N 3-[1-[3-[(2r)-2-carbamoylpyrrolidin-1-yl]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound NC(=O)[C@H]1CCCN1CCCS(=O)(=O)N1CCC(C=2C3=CC(=CC(=C3NC=2)C(N)=O)C=2C=CC=CC=2)CC1 HWGIMJRGIIZHNM-RUZDIDTESA-N 0.000 claims 1
• FGCLGMHRHUSZBS-UHFFFAOYSA-N 3-[1-[3-[3-(hydroxymethyl)piperidin-1-yl]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1NC=2C(C(=O)N)=CC(C=3C=CC=CC=3)=CC=2C=1C(CC1)CCN1S(=O)(=O)CCCN1CCCC(CO)C1 FGCLGMHRHUSZBS-UHFFFAOYSA-N 0.000 claims 1
• BIUAWCWOKDXESC-SANMLTNESA-N 3-[1-[3-[[(2r)-1-hydroxy-3-methylbutan-2-yl]amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C1CN(S(=O)(=O)CCCN[C@@H](CO)C(C)C)CCC1C1=CNC2=C(C(N)=O)C=C(C=3C=CC=CC=3)C=C12 BIUAWCWOKDXESC-SANMLTNESA-N 0.000 claims 1
• CENJFZKQTMNQKZ-UHFFFAOYSA-N 3-[1-[3-[furan-2-ylmethyl(methyl)amino]propylsulfonyl]piperidin-4-yl]-5-phenyl-1h-indole-7-carboxamide Chemical compound C=1C=COC=1CN(C)CCCS(=O)(=O)N(CC1)CCC1C(C1=C2)=CNC1=C(C(N)=O)C=C2C1=CC=CC=C1 CENJFZKQTMNQKZ-UHFFFAOYSA-N 0.000 claims 1
• WSYRSRCHCXWHPR-UHFFFAOYSA-N 5-(4-acetamidophenyl)-3-[1-(3-pyrrolidin-1-ylpropylsulfonyl)piperidin-4-yl]-1h-indole-7-carboxamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=CC(C(N)=O)=C(NC=C2C3CCN(CC3)S(=O)(=O)CCCN3CCCC3)C2=C1 WSYRSRCHCXWHPR-UHFFFAOYSA-N 0.000 claims 1
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