JP2018534282A5 - - Google Patents
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- Publication number
- JP2018534282A5 JP2018534282A5 JP2018519301A JP2018519301A JP2018534282A5 JP 2018534282 A5 JP2018534282 A5 JP 2018534282A5 JP 2018519301 A JP2018519301 A JP 2018519301A JP 2018519301 A JP2018519301 A JP 2018519301A JP 2018534282 A5 JP2018534282 A5 JP 2018534282A5
- Authority
- JP
- Japan
- Prior art keywords
- methoxy
- chloro
- methyl
- biphenyl
- amino
- Prior art date
- 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.)
- Granted
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- -1 carboxy, hydroxy Chemical group 0.000 claims 160
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 132
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 107
- GZPHSAQLYPIAIN-UHFFFAOYSA-N 3-pyridinecarbonitrile Chemical compound N#CC1=CC=CN=C1 GZPHSAQLYPIAIN-UHFFFAOYSA-N 0.000 claims 90
- HXEACLLIILLPRG-RXMQYKEDSA-N l-pipecolic acid Natural products OC(=O)[C@H]1CCCCN1 HXEACLLIILLPRG-RXMQYKEDSA-N 0.000 claims 83
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 68
- HXEACLLIILLPRG-UHFFFAOYSA-N pipecolic acid Chemical compound OC(=O)C1CCCCN1 HXEACLLIILLPRG-UHFFFAOYSA-N 0.000 claims 65
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 65
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 58
- 125000005843 halogen group Chemical group 0.000 claims 49
- 229910052739 hydrogen Inorganic materials 0.000 claims 49
- 239000001257 hydrogen Substances 0.000 claims 49
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 30
- 235000010290 biphenyl Nutrition 0.000 claims 29
- 150000002431 hydrogen Chemical class 0.000 claims 28
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 24
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 22
- 150000003839 salts Chemical class 0.000 claims 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 19
- 150000001875 compounds Chemical class 0.000 claims 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 12
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims 12
- 239000003795 chemical substances by application Substances 0.000 claims 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims 11
- 150000001408 amides Chemical class 0.000 claims 9
- 125000003368 amide group Chemical group 0.000 claims 8
- 125000004076 pyridyl group Chemical group 0.000 claims 8
- 239000002253 acid Substances 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000000623 heterocyclic group Chemical group 0.000 claims 7
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000002757 morpholinyl group Chemical group 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 3
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 3
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 3
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims 3
- AFJIZTKWUYPYNE-UHFFFAOYSA-N methyl 4-hydroxypiperidine-4-carboxylate Chemical compound COC(=O)C1(O)CCNCC1 AFJIZTKWUYPYNE-UHFFFAOYSA-N 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 3
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 3
- 125000004043 oxo group Chemical group O=* 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 125000004929 pyrrolidonyl group Chemical group N1(C(CCC1)=O)* 0.000 claims 3
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 3
- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 3
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 3
- HZJCJVOGUIXSGU-QIKUIUABSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]phenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C HZJCJVOGUIXSGU-QIKUIUABSA-N 0.000 claims 2
- KAFWNDQEHUCGJC-RWYGWLOXSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)C)C KAFWNDQEHUCGJC-RWYGWLOXSA-N 0.000 claims 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- NXFFJDQHYLNEJK-UHFFFAOYSA-N 2-[4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1h-cyclopenta[b]indol-3-yl]acetic acid Chemical compound C1=2C(S(=O)(=O)C)=CC(F)=CC=2C=2CCC(CC(O)=O)C=2N1CC1=CC=C(Cl)C=C1 NXFFJDQHYLNEJK-UHFFFAOYSA-N 0.000 claims 2
- 208000035473 Communicable disease Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
- 241000700605 Viruses Species 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- IADUEWIQBXOCDZ-UHFFFAOYSA-N azetidine-2-carboxylic acid Chemical compound OC(=O)C1CCN1 IADUEWIQBXOCDZ-UHFFFAOYSA-N 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 230000028993 immune response Effects 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- RUZLIIJDZBWWSA-INIZCTEOSA-N methyl 2-[[(1s)-1-(7-methyl-2-morpholin-4-yl-4-oxopyrido[1,2-a]pyrimidin-9-yl)ethyl]amino]benzoate Chemical group COC(=O)C1=CC=CC=C1N[C@@H](C)C1=CC(C)=CN2C(=O)C=C(N3CCOCC3)N=C12 RUZLIIJDZBWWSA-INIZCTEOSA-N 0.000 claims 2
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 2
- JSSXHAMIXJGYCS-UHFFFAOYSA-N piperazin-4-ium-2-carboxylate Chemical compound OC(=O)C1CNCCN1 JSSXHAMIXJGYCS-UHFFFAOYSA-N 0.000 claims 2
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 2
- 235000019260 propionic acid Nutrition 0.000 claims 2
- 230000001105 regulatory effect Effects 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- FRNCRXHZLYEGDP-MGBGTMOVSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-(2-methylphenyl)phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C=CC=C1)C)C FRNCRXHZLYEGDP-MGBGTMOVSA-N 0.000 claims 1
- UPTUQRDSCJWKPZ-UUWRZZSWSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[3-(2-morpholin-4-ylethoxy)phenyl]phenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCN1CCOCC1)C UPTUQRDSCJWKPZ-UUWRZZSWSA-N 0.000 claims 1
- QVTPURFKWDNZNE-CYTLCNBWSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[2-[(3R)-3-hydroxypyrrolidin-1-yl]-2-oxoethoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCC(=O)N1C[C@@H](CC1)O)C QVTPURFKWDNZNE-CYTLCNBWSA-N 0.000 claims 1
- QVTPURFKWDNZNE-RYCFQHDISA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[2-[(3S)-3-hydroxypyrrolidin-1-yl]-2-oxoethoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCC(=O)N1C[C@H](CC1)O)C QVTPURFKWDNZNE-RYCFQHDISA-N 0.000 claims 1
- XHOCJJIDJHWBSO-VQJSHJPSSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(4-hydroxypiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)O)C)C XHOCJJIDJHWBSO-VQJSHJPSSA-N 0.000 claims 1
- OQXSISXJJCMQMU-PSXMRANNSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(4-hydroxypiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)O)C)C OQXSISXJJCMQMU-PSXMRANNSA-N 0.000 claims 1
- CMSQUCGAUQKDNA-KAODMTDESA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]-3-oxopropoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCC(=O)N1C[C@@H](CC1)O)C CMSQUCGAUQKDNA-KAODMTDESA-N 0.000 claims 1
- CJCGMUOZFZXTCP-CYEXUTLASA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCCN1C[C@@H](CC1)O)C CJCGMUOZFZXTCP-CYEXUTLASA-N 0.000 claims 1
- AKLHLLZFGLLUTG-RRTCDKLQSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[4-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C=C(C=C1)OCCCN1C[C@@H](CC1)O)C)C AKLHLLZFGLLUTG-RRTCDKLQSA-N 0.000 claims 1
- HEGUZLKAJRRYTI-WECIHKQLSA-N (2R)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[4-[4-[(3R)-3-hydroxypyrrolidin-1-yl]butoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](CO)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C=C(C=C1)OCCCCN1C[C@@H](CC1)O)C)C HEGUZLKAJRRYTI-WECIHKQLSA-N 0.000 claims 1
- MSCXFQOWKRIDQN-LDLOPFEMSA-N (2R)-2-[[5-chloro-4-[[2-chloro-3-[2-chloro-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)Cl)Cl MSCXFQOWKRIDQN-LDLOPFEMSA-N 0.000 claims 1
- YUXQENDNNAAIFA-OOXUFLSTSA-N (2R)-2-[[5-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-methoxyphenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@@](C(=O)O)(CO)C)C=1)OC)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C YUXQENDNNAAIFA-OOXUFLSTSA-N 0.000 claims 1
- RJHPQZAUOYLXPF-YDAXCOIMSA-N (2S)-1-[3-[3-[3-[[4-[[(2S)-2-carboxypiperidin-1-yl]methyl]-2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@H]1N(CCCC1)CC1=CC(=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)OCCCN2[C@@H](CCCC2)C(=O)O)C)C)C=C1OCC=1C=NC=C(C=1)C#N)Cl RJHPQZAUOYLXPF-YDAXCOIMSA-N 0.000 claims 1
- UIAZXACLKWXVMA-VQOCUYOESA-N (2S)-1-[[2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-6-methylphenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(#N)C=1C=C(C=NC=1)COC1=C(CN2[C@@H](CCCC2)C(=O)O)C(=CC(=C1)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C)C UIAZXACLKWXVMA-VQOCUYOESA-N 0.000 claims 1
- ULGZIYKZSPNGSX-NSJVFKKDSA-N (2S)-1-[[3-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C=C(CN2[C@@H](CCCC2)C(=O)O)C=CC=1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C ULGZIYKZSPNGSX-NSJVFKKDSA-N 0.000 claims 1
- MHROUOKMFZCXOO-UMSFTDKQSA-N (2S)-1-[[4-[[3-[3-(aziridine-1-carbonyl)-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound N1(CC1)C(=O)C=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C MHROUOKMFZCXOO-UMSFTDKQSA-N 0.000 claims 1
- UNEOUUZDANHSJM-RVFUZGKFSA-N (2S)-1-[[4-[[3-[3-[3-(2-carbamoylpiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(N)(=O)C1N(CCCC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C UNEOUUZDANHSJM-RVFUZGKFSA-N 0.000 claims 1
- UZBGNIGOCGYXML-UYQMNGSLSA-N (2S)-1-[[4-[[3-[3-[3-(3-acetamidopyrrolidin-1-yl)propoxy]-2-chlorophenyl]-2-chlorophenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(C)(=O)NC1CN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)Cl)Cl UZBGNIGOCGYXML-UYQMNGSLSA-N 0.000 claims 1
- MMSRSPMCVFPNHD-XGVPZFSMSA-N (2S)-1-[[4-[[3-[3-[3-(3-acetamidopyrrolidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(C)(=O)NC1CN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C MMSRSPMCVFPNHD-XGVPZFSMSA-N 0.000 claims 1
- MGVRBHLMFPSNAO-ULQZDSGLSA-N (2S)-1-[[4-[[3-[3-[3-(3-carbamoylpiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(N)(=O)C1CN(CCC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C MGVRBHLMFPSNAO-ULQZDSGLSA-N 0.000 claims 1
- LXKYSUBBNQVINF-KDXMTYKHSA-N (2S)-1-[[4-[[3-[3-[3-(4-acetamidopiperidin-1-yl)propoxy]-2-chlorophenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(C)(=O)NC1CCN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)Cl LXKYSUBBNQVINF-KDXMTYKHSA-N 0.000 claims 1
- FAEZNJAAEKLYOT-RWYGWLOXSA-N (2S)-1-[[4-[[3-[3-[3-(4-acetamidopiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(C)(=O)NC1CCN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C FAEZNJAAEKLYOT-RWYGWLOXSA-N 0.000 claims 1
- MKCICFRCCDHRCH-KDXMTYKHSA-N (2S)-1-[[4-[[3-[3-[3-(4-carboxypiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)C1CCN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C MKCICFRCCDHRCH-KDXMTYKHSA-N 0.000 claims 1
- JPZCGVIIZHLGHG-ZWGRPSGYSA-N (2S)-1-[[4-[[3-[3-[3-[(2S,4S)-2-carboxy-4-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@H]1N(C[C@H](C1)O)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C JPZCGVIIZHLGHG-ZWGRPSGYSA-N 0.000 claims 1
- MMSRSPMCVFPNHD-PGSXYRMZSA-N (2S)-1-[[4-[[3-[3-[3-[(3R)-3-acetamidopyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(C)(=O)N[C@H]1CN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C MMSRSPMCVFPNHD-PGSXYRMZSA-N 0.000 claims 1
- OHAWKVICVDCVIK-GDYKHXCGSA-N (2S)-1-[[4-[[3-[3-[3-[(3R)-3-carboxypiperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@H]1CN(CCC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C OHAWKVICVDCVIK-GDYKHXCGSA-N 0.000 claims 1
- VNAFJIWKABYMFS-YSJGZBICSA-N (2S)-1-[[4-[[3-[3-[3-[(3R)-3-carboxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-methylsulfonylpyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@H]1CN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)S(=O)(=O)C)C)C VNAFJIWKABYMFS-YSJGZBICSA-N 0.000 claims 1
- OHAWKVICVDCVIK-AJCPBJRWSA-N (2S)-1-[[4-[[3-[3-[3-[(3S)-3-carboxypiperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@@H]1CN(CCC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C OHAWKVICVDCVIK-AJCPBJRWSA-N 0.000 claims 1
- IUJWKIZOBOUHGU-XGVPZFSMSA-N (2S)-1-[[4-[[3-[3-[3-[2-(carboxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)CC1N(CCCC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C IUJWKIZOBOUHGU-XGVPZFSMSA-N 0.000 claims 1
- BNHMREYDCLOVMV-YATWDLPUSA-N (2S)-1-[[4-[[3-[3-[3-[[(1S)-1-carboxy-2-pyridin-4-ylethyl]amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@H](CC1=CC=NC=C1)NCCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C BNHMREYDCLOVMV-YATWDLPUSA-N 0.000 claims 1
- CIGGZONISFOWHB-ZPGRZCPFSA-N (2S)-1-[[4-[[3-[3-[3-[[(2S)-2-carboxy-2-hydroxyethyl]amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(=O)(O)[C@H](CNCCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C)O CIGGZONISFOWHB-ZPGRZCPFSA-N 0.000 claims 1
- SXZOJWRTQUPIFK-QLKFWGTOSA-N (2S)-1-[[4-[[3-[3-[3-[benzyl(2-hydroxyethyl)amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C(C1=CC=CC=C1)N(CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C)CCO SXZOJWRTQUPIFK-QLKFWGTOSA-N 0.000 claims 1
- PALRBVOVXKUNDM-XIFFEERXSA-N (2S)-1-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(methylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NC)=O)C)C PALRBVOVXKUNDM-XIFFEERXSA-N 0.000 claims 1
- LCLXNXXLDPCKJB-UMSFTDKQSA-N (2S)-1-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[3-[3-(ethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCC)=O)C)C LCLXNXXLDPCKJB-UMSFTDKQSA-N 0.000 claims 1
- WMUCEIZXRSPMDZ-KDXMTYKHSA-N (2S)-1-[[5-chloro-2-[(3-cyanophenyl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(3-morpholin-4-ylpropoxy)phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC1=CC(=CC=C1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCOCC1)C)C WMUCEIZXRSPMDZ-KDXMTYKHSA-N 0.000 claims 1
- ZNFXYPJQWAGUOA-CLUJHZQSSA-N (2S)-1-[[5-chloro-2-[(3-cyanophenyl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[(1S,5R)-3-oxa-8-azabicyclo[3.2.1]octan-8-yl]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound [C@H]12COC[C@H](CC1)N2CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC1=CC(=CC=C1)C#N)C)C ZNFXYPJQWAGUOA-CLUJHZQSSA-N 0.000 claims 1
- LCYARRFACAOGTE-YTTGMZPUSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-(5-methyl-2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC1=C(C(=CC=C1)C1=C(C2=C(OCCO2)C=C1)C)C LCYARRFACAOGTE-YTTGMZPUSA-N 0.000 claims 1
- RAYXKYHBXCLEFI-LHEWISCISA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(2-pyrrolidin-1-ylethylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCCN1CCCC1)=O)C)C RAYXKYHBXCLEFI-LHEWISCISA-N 0.000 claims 1
- LRMNGNGAXMTCGE-XIFFEERXSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(methylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NC)=O)C)C LRMNGNGAXMTCGE-XIFFEERXSA-N 0.000 claims 1
- BLCOUSYINPYDHK-LHEWISCISA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxycarbonyl]piperazine-2-carboxylic acid Chemical compound C(C)(C)(C)OC(=O)N1C[C@H](N(CC1)CC1=C(C=C(C(=C1)Cl)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C)OCC=1C=NC=C(C=1)C#N)C(=O)O BLCOUSYINPYDHK-LHEWISCISA-N 0.000 claims 1
- GHMMVWLQUBQLBV-DHUJRADRSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenyl]methyl]piperazine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CNCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C GHMMVWLQUBQLBV-DHUJRADRSA-N 0.000 claims 1
- RQMWCTSZUKNPAC-BHVANESWSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C RQMWCTSZUKNPAC-BHVANESWSA-N 0.000 claims 1
- VJFHFNCQHDJZLF-BHVANESWSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(pyrrolidine-1-carbonyl)phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCCC1)C)C VJFHFNCQHDJZLF-BHVANESWSA-N 0.000 claims 1
- NBVPPJKRDBCXMQ-MOVAXLSESA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(2-methylpiperidin-1-yl)propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C(CCCC1)C)C)C NBVPPJKRDBCXMQ-MOVAXLSESA-N 0.000 claims 1
- WAWPWSZWGKPLJS-FUJPSHGNSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(2-oxa-5-azabicyclo[2.2.1]heptan-5-yl)propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound C12OCC(N(C1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN3[C@@H](CCCC3)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C)C2 WAWPWSZWGKPLJS-FUJPSHGNSA-N 0.000 claims 1
- BOQCHJCGAXGRCT-RWYGWLOXSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(2-pyridin-2-ylethylamino)propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCCC1=NC=CC=C1)C)C BOQCHJCGAXGRCT-RWYGWLOXSA-N 0.000 claims 1
- TZXGREGZJJUVTG-RWYGWLOXSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(2-pyridin-4-ylethylamino)propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCCC1=CC=NC=C1)C)C TZXGREGZJJUVTG-RWYGWLOXSA-N 0.000 claims 1
- OWMXWQAILNOUIR-QLKFWGTOSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(4-morpholin-4-ylpiperidin-1-yl)propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)N1CCOCC1)C)C OWMXWQAILNOUIR-QLKFWGTOSA-N 0.000 claims 1
- CQAQLGJCFCDGJA-WBCKFURZSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(4-pyridin-2-ylpiperazin-1-yl)propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCN(CC1)C1=NC=CC=C1)C)C CQAQLGJCFCDGJA-WBCKFURZSA-N 0.000 claims 1
- KMHPCGHPRGDJQR-ZGLUAFTOSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[2-(trifluoromethyl)morpholin-4-yl]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(OCC1)C(F)(F)F)C)C KMHPCGHPRGDJQR-ZGLUAFTOSA-N 0.000 claims 1
- GVIIELCZPCVLJE-FAIXQHPJSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[4-(methylamino)piperidin-1-yl]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)NC)C)C GVIIELCZPCVLJE-FAIXQHPJSA-N 0.000 claims 1
- XOVQPDHZNJPVGB-WBCKFURZSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[4-[2-oxo-2-(propan-2-ylamino)ethyl]piperazin-1-yl]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCN(CC1)CC(=O)NC(C)C)C)C XOVQPDHZNJPVGB-WBCKFURZSA-N 0.000 claims 1
- KPLBELSFDLGEAH-QLKFWGTOSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[methyl(2-phenylethyl)amino]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN(CCC1=CC=CC=C1)C)C)C KPLBELSFDLGEAH-QLKFWGTOSA-N 0.000 claims 1
- AXVQVISFVUMSJY-RWYGWLOXSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[methyl(pyridin-2-ylmethyl)amino]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN(CC1=NC=CC=C1)C)C)C AXVQVISFVUMSJY-RWYGWLOXSA-N 0.000 claims 1
- ZJMRHKKOBIFKPB-RWYGWLOXSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-[methyl(pyridin-3-ylmethyl)amino]propoxy]phenyl]phenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN(CC=1C=NC=CC=1)C)C)C ZJMRHKKOBIFKPB-RWYGWLOXSA-N 0.000 claims 1
- VMYFBFHPTFQLEY-LHEWISCISA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(diethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-[(2-methylpropan-2-yl)oxycarbonyl]piperazine-2-carboxylic acid Chemical compound C(C)(C)(C)OC(=O)N1C[C@H](N(CC1)CC1=C(C=C(C(=C1)Cl)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(CC)CC)=O)C)C)OCC=1C=NC=C(C=1)C#N)C(=O)O VMYFBFHPTFQLEY-LHEWISCISA-N 0.000 claims 1
- XCWSTEKZHSLQLH-BHVANESWSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(diethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(CC)CC)=O)C)C XCWSTEKZHSLQLH-BHVANESWSA-N 0.000 claims 1
- ZLMPPAYSPUWFAH-UMSFTDKQSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(dimethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(C)C)=O)C)C ZLMPPAYSPUWFAH-UMSFTDKQSA-N 0.000 claims 1
- BGPHCSRXLIGQTE-UMSFTDKQSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(ethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCC)=O)C)C BGPHCSRXLIGQTE-UMSFTDKQSA-N 0.000 claims 1
- CJMGYAAEHAAUNI-RIEGYYRVSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[2-[(3R)-3-hydroxypyrrolidin-1-yl]ethoxymethyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COCCN1C[C@@H](CC1)O)C)C CJMGYAAEHAAUNI-RIEGYYRVSA-N 0.000 claims 1
- VFBKDFVKHXKODD-XLWWBGEVSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[2-[(3R)-3-hydroxypyrrolidin-1-yl]ethylcarbamoyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCCN1C[C@@H](CC1)O)=O)C)C VFBKDFVKHXKODD-XLWWBGEVSA-N 0.000 claims 1
- NAOLLIGRUXXKCO-NYZBEGEVSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(2,3-dihydroxypropylamino)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCC(CO)O)C)C NAOLLIGRUXXKCO-NYZBEGEVSA-N 0.000 claims 1
- VDKPFVAEXSRQOY-KDXMTYKHSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(4-hydroxypiperidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)O)C)C VDKPFVAEXSRQOY-KDXMTYKHSA-N 0.000 claims 1
- DVULIVIWSFELQV-BHVANESWSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(dimethylamino)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN(C)C)C)C DVULIVIWSFELQV-BHVANESWSA-N 0.000 claims 1
- WAMFSOSDWOJITR-MDYKCEECSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](O[C@@H](C1)C)C)C)C WAMFSOSDWOJITR-MDYKCEECSA-N 0.000 claims 1
- WXHZGLMRZMSFOM-ZAQUEYBZSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(2S)-2-methoxycarbonylpiperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1[C@@H](CCCC1)C(=O)OC)C)C WXHZGLMRZMSFOM-ZAQUEYBZSA-N 0.000 claims 1
- CXZFQWWKVYVDEJ-LHEWISCISA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3-hydroxy-2,2-dimethylpropyl)amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCC(CO)(C)C)C)C CXZFQWWKVYVDEJ-LHEWISCISA-N 0.000 claims 1
- UQSPHVPIEBKTCP-FOMDDGNBSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3S,4R)-3-hydroxy-4-(hydroxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@H]([C@H](CC1)CO)O)C)C UQSPHVPIEBKTCP-FOMDDGNBSA-N 0.000 claims 1
- YYZVZHJPNYTUFR-XGVPZFSMSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[2-(hydroxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C(CCCC1)CO)C)C YYZVZHJPNYTUFR-XGVPZFSMSA-N 0.000 claims 1
- CAKKIQUPVQWPQU-GPQVWERHSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[3-(diethylcarbamoyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(CCC1)C(N(CC)CC)=O)C)C CAKKIQUPVQWPQU-GPQVWERHSA-N 0.000 claims 1
- CFNUWXAYVRYVMF-KDXMTYKHSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[3-(dimethylamino)azetidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(C1)N(C)C)C)C CFNUWXAYVRYVMF-KDXMTYKHSA-N 0.000 claims 1
- IWWQGXVDMVQXFT-YJLUVVSMSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[3-(hydroxymethyl)morpholin-4-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C(COCC1)CO)C)C IWWQGXVDMVQXFT-YJLUVVSMSA-N 0.000 claims 1
- XEPKQYXAWGXOHP-AARGLWAYSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[3-(hydroxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(CCC1)CO)C)C XEPKQYXAWGXOHP-AARGLWAYSA-N 0.000 claims 1
- UPMXLWCLUBKATG-FAIXQHPJSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCN(CC1)CCO)C)C UPMXLWCLUBKATG-FAIXQHPJSA-N 0.000 claims 1
- WVHSLYJUGKJPMM-SJARJILFSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCN(CC1)C1=C(C=CC=C1)OC)C)C WVHSLYJUGKJPMM-SJARJILFSA-N 0.000 claims 1
- OAONCUFYLAGCBV-FAIXQHPJSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[4-(hydroxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)CO)C)C OAONCUFYLAGCBV-FAIXQHPJSA-N 0.000 claims 1
- WPUISKYHMYDKHF-YDAXCOIMSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[[(2R)-1-hydroxy-3-methylbutan-2-yl]amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN[C@@H](CO)C(C)C)C)C WPUISKYHMYDKHF-YDAXCOIMSA-N 0.000 claims 1
- WPUISKYHMYDKHF-RGULYWFUSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[[(2S)-1-hydroxy-3-methylbutan-2-yl]amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN[C@H](CO)C(C)C)C)C WPUISKYHMYDKHF-RGULYWFUSA-N 0.000 claims 1
- QBINIBWSILRMDV-UVNLRBHVSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[[(2S)-2,3-dihydroxypropyl]-methylamino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN(C)C[C@@H](CO)O)C)C QBINIBWSILRMDV-UVNLRBHVSA-N 0.000 claims 1
- NAOLLIGRUXXKCO-WNOXWKSXSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[[(2S)-2,3-dihydroxypropyl]amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC[C@@H](CO)O)C)C NAOLLIGRUXXKCO-WNOXWKSXSA-N 0.000 claims 1
- MHNPETGCOBJUCZ-XMFIIQEFSA-N (2S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[[(3R)-1-(2,3-dihydroxypropyl)piperidin-3-yl]methoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OC[C@H]1CN(CCC1)CC(CO)O)C)C MHNPETGCOBJUCZ-XMFIIQEFSA-N 0.000 claims 1
- TYWNIWSZOKVPCA-HKFHRXRESA-N (2S)-1-[[5-chloro-4-[2-[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]ethyl]-2-methoxyphenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OC)CCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C TYWNIWSZOKVPCA-HKFHRXRESA-N 0.000 claims 1
- APDKHMHBKZYLGX-ZQAZVOLISA-N (2S)-1-[[5-chloro-4-[[2-chloro-3-[2-chloro-3-[3-[[(2S)-2,3-dihydroxypropyl]amino]propoxy]phenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC[C@@H](CO)O)Cl)Cl APDKHMHBKZYLGX-ZQAZVOLISA-N 0.000 claims 1
- LVFZEKDGYTZOGN-BHVANESWSA-N (2S)-1-[[5-chloro-4-[[2-chloro-3-[2-methyl-3-(3-morpholin-4-ylpropoxy)phenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCOCC1)C)Cl LVFZEKDGYTZOGN-BHVANESWSA-N 0.000 claims 1
- VSMHDLTZFRFSOK-QNGWXLTQSA-N (2S)-1-[[5-chloro-4-[[2-chloro-3-[2-methyl-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)C)Cl VSMHDLTZFRFSOK-QNGWXLTQSA-N 0.000 claims 1
- MOJKLPUWIVKPDK-KUFVUHJUSA-N (2S)-1-[[5-chloro-4-[[2-chloro-3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)Cl MOJKLPUWIVKPDK-KUFVUHJUSA-N 0.000 claims 1
- MOJKLPUWIVKPDK-IKYOIFQTSA-N (2S)-1-[[5-chloro-4-[[2-chloro-3-[3-[3-[(3S)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@H](CC1)O)C)Cl MOJKLPUWIVKPDK-IKYOIFQTSA-N 0.000 claims 1
- CPLYCDMYJDQHPH-ZJJOJAIXSA-N (2S)-1-[[5-chloro-4-[[2-chloro-3-[3-[3-[[(2S)-2,3-dihydroxypropyl]amino]propoxy]-2-methylphenyl]phenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC[C@@H](CO)O)C)Cl CPLYCDMYJDQHPH-ZJJOJAIXSA-N 0.000 claims 1
- SENNYFVWCVAEAL-KUFVUHJUSA-N (2S)-1-[[5-chloro-4-[[3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenoxy]methyl]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)COC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)C SENNYFVWCVAEAL-KUFVUHJUSA-N 0.000 claims 1
- OUPXCZQGQKQGQF-LHEWISCISA-N (2S)-1-[[5-chloro-4-[[3-[2-chloro-3-[3-[4-(methylcarbamoyl)piperidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)C(NC)=O)Cl)C OUPXCZQGQKQGQF-LHEWISCISA-N 0.000 claims 1
- PEZXTOUIGLUQHR-ZJJOJAIXSA-N (2S)-1-[[5-chloro-4-[[3-[2-chloro-3-[3-[[(2S)-2,3-dihydroxypropyl]amino]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC[C@@H](CO)O)Cl)C PEZXTOUIGLUQHR-ZJJOJAIXSA-N 0.000 claims 1
- BGISMZFDRLXIJT-XIFFEERXSA-N (2S)-1-[[5-chloro-4-[[3-[2-chloro-3-[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCC(CO)(CO)CO)Cl)C BGISMZFDRLXIJT-XIFFEERXSA-N 0.000 claims 1
- ZMKOTIDIZAPPQD-XLWWBGEVSA-N (2S)-1-[[5-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-[(5-methylsulfonylpyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)S(=O)(=O)C)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C ZMKOTIDIZAPPQD-XLWWBGEVSA-N 0.000 claims 1
- WFRZSKAQSVQWCA-NSJVFKKDSA-N (2S)-1-[[5-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-methoxyphenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OC)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C WFRZSKAQSVQWCA-NSJVFKKDSA-N 0.000 claims 1
- DIUHVAQCIMKHMD-CPBHLAHYSA-N (2S)-1-[[5-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-methylphenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)C)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C DIUHVAQCIMKHMD-CPBHLAHYSA-N 0.000 claims 1
- ZMKOTIDIZAPPQD-BAOFOTJISA-N (2S)-1-[[5-chloro-4-[[3-[3-[3-[(3S)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-[(5-methylsulfonylpyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)S(=O)(=O)C)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@H](CC1)O)C)C ZMKOTIDIZAPPQD-BAOFOTJISA-N 0.000 claims 1
- OQDNABQLOPTEBE-KDXMTYKHSA-N (2S)-1-[[5-chloro-4-[[3-[3-[3-[2-(5-chloro-1-methylimidazol-4-yl)ethylamino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methyl]piperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCCC=1N=CN(C=1Cl)C)C)C OQDNABQLOPTEBE-KDXMTYKHSA-N 0.000 claims 1
- KIIBYFYYECADQV-JEXREGNNSA-N (2S)-2-[[4-[[3-[3-[3-[(3R)-3-acetamidopyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound C(C)(=O)N[C@H]1CN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN[C@](C(=O)O)(CO)C)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C KIIBYFYYECADQV-JEXREGNNSA-N 0.000 claims 1
- FRNCRXHZLYEGDP-XIFFEERXSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-(2-methylphenyl)phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C=CC=C1)C)C FRNCRXHZLYEGDP-XIFFEERXSA-N 0.000 claims 1
- GCGQFLFPSKGYEY-LJAQVGFWSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-(2-methylphenyl)phenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C=CC=C1)C)C GCGQFLFPSKGYEY-LJAQVGFWSA-N 0.000 claims 1
- GBWACAMONSUZIH-DHUJRADRSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-(5-methyl-2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC1=C(C(=CC=C1)C1=C(C2=C(OCCO2)C=C1)C)C GBWACAMONSUZIH-DHUJRADRSA-N 0.000 claims 1
- PLRUREPBFLQKRF-LJAQVGFWSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-(5-methyl-2,3-dihydro-1,4-benzodioxin-6-yl)phenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC1=C(C(=CC=C1)C1=C(C2=C(OCCO2)C=C1)C)C PLRUREPBFLQKRF-LJAQVGFWSA-N 0.000 claims 1
- NDXUAZUIKWZDKP-FAIXQHPJSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(3-morpholin-4-ylpropoxy)phenyl]phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCOCC1)C)C NDXUAZUIKWZDKP-FAIXQHPJSA-N 0.000 claims 1
- XAPDNYDIEMIHMG-RWYGWLOXSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-[3-(4-methyl-3-oxopiperazin-1-yl)propoxy]phenyl]phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(N(CC1)C)=O)C)C XAPDNYDIEMIHMG-RWYGWLOXSA-N 0.000 claims 1
- YLVGOGGRWIFTOV-LHEWISCISA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[3-(2-morpholin-4-ylethoxy)phenyl]phenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCN1CCOCC1)C YLVGOGGRWIFTOV-LHEWISCISA-N 0.000 claims 1
- XVYVXAOMZSJWOC-KDXMTYKHSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(3,3-difluoropyrrolidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(CC1)(F)F)C)C XVYVXAOMZSJWOC-KDXMTYKHSA-N 0.000 claims 1
- CJZVSHIUZICREW-BMJIBKAESA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-(3-hydroxy-3-phenylpyrrolidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(CC1)(C1=CC=CC=C1)O)C)C CJZVSHIUZICREW-BMJIBKAESA-N 0.000 claims 1
- HAYCFMPDJSGSJZ-GOJCVTOHSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl-methylamino]butanoic acid Chemical compound ClC=1C(=CC(=C(CN([C@H](C(=O)O)CC)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C HAYCFMPDJSGSJZ-GOJCVTOHSA-N 0.000 claims 1
- YMLIXFKBOMUHPS-JEVSUUQRSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-2-phenylacetic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)C2=CC=CC=C2)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C YMLIXFKBOMUHPS-JEVSUUQRSA-N 0.000 claims 1
- HRCCOQQFKFFDJQ-NQVJXQQZSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C HRCCOQQFKFFDJQ-NQVJXQQZSA-N 0.000 claims 1
- VVHMZZJGAJVZCV-BYYXFNHRSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]hexanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CCCC)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C VVHMZZJGAJVZCV-BYYXFNHRSA-N 0.000 claims 1
- AOERJEUNJATIBU-GOJCVTOHSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]pent-4-enoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CC=C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C AOERJEUNJATIBU-GOJCVTOHSA-N 0.000 claims 1
- CZSFUGZMPVERRH-GOJCVTOHSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]pentanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CCC)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C CZSFUGZMPVERRH-GOJCVTOHSA-N 0.000 claims 1
- LWVLYIZSDXSJCX-YSVKQWHRSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCCN1C[C@@H](CC1)O)C LWVLYIZSDXSJCX-YSVKQWHRSA-N 0.000 claims 1
- LUHKZMWGXSUBCR-GOJCVTOHSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-5-(diaminomethylideneamino)pentanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CCCNC(=N)N)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCCN1C[C@@H](CC1)O)C LUHKZMWGXSUBCR-GOJCVTOHSA-N 0.000 claims 1
- WDFTXYWGPDRMLN-ABPCBSMNSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[3-(hydroxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(CCC1)CO)C)C WDFTXYWGPDRMLN-ABPCBSMNSA-N 0.000 claims 1
- RDSGBZVHTMMSJY-WBCKFURZSA-N (2S)-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCN(CC1)CCO)C)C RDSGBZVHTMMSJY-WBCKFURZSA-N 0.000 claims 1
- MDELVQVSJWSDLU-BIMVPBQRSA-N (2S)-2-[[5-chloro-4-[[3-[2-cyano-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(5-cyanopyridin-3-yl)methoxy]phenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CO)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C#N)C MDELVQVSJWSDLU-BIMVPBQRSA-N 0.000 claims 1
- YUXQENDNNAAIFA-SFRLIIPVSA-N (2S)-2-[[5-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-methoxyphenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@](C(=O)O)(CO)C)C=1)OC)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C YUXQENDNNAAIFA-SFRLIIPVSA-N 0.000 claims 1
- WWKVFWFQKTXNKR-IRPSRAIASA-N (2S)-2-[[5-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-methoxyphenyl]methylamino]-3-hydroxypropanoic acid Chemical compound ClC=1C(=CC(=C(CN[C@H](C(=O)O)CO)C=1)OC)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C WWKVFWFQKTXNKR-IRPSRAIASA-N 0.000 claims 1
- LQYGDNANBCLXDL-XIFFEERXSA-N (2S)-3-amino-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenyl]methylamino]propanoic acid Chemical compound NC[C@@H](C(=O)O)NCC1=C(C=C(C(=C1)Cl)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C)OCC=1C=NC=C(C=1)C#N LQYGDNANBCLXDL-XIFFEERXSA-N 0.000 claims 1
- HTBNKJGYDDLXGS-GOJCVTOHSA-N (2S)-3-amino-2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[4-[(3R)-3-hydroxypyrrolidin-1-yl]butyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]propanoic acid Chemical compound NC[C@@H](C(=O)O)NCC1=C(C=C(C(=C1)Cl)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)CCCCN1C[C@@H](CC1)O)C)C)OCC=1C=NC=C(C=1)C#N HTBNKJGYDDLXGS-GOJCVTOHSA-N 0.000 claims 1
- DSJBEBJYTAVEBQ-ZUKKLESISA-N (2S,4R)-1-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(methylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NC)=O)C)C DSJBEBJYTAVEBQ-ZUKKLESISA-N 0.000 claims 1
- DZIFAIWXRFDCMN-YDYNHKSESA-N (2S,4R)-1-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[3-[3-(ethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCC)=O)C)C DZIFAIWXRFDCMN-YDYNHKSESA-N 0.000 claims 1
- MWJFFQBCLBZDGC-ZUKKLESISA-N (2S,4R)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(methylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NC)=O)C)C MWJFFQBCLBZDGC-ZUKKLESISA-N 0.000 claims 1
- HZLGLRAFXYXARH-BIMVPBQRSA-N (2S,4R)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C HZLGLRAFXYXARH-BIMVPBQRSA-N 0.000 claims 1
- UPNZYSJANWQRQO-BIMVPBQRSA-N (2S,4R)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(diethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(CC)CC)=O)C)C UPNZYSJANWQRQO-BIMVPBQRSA-N 0.000 claims 1
- YQKLOYAFXJVCIR-YDYNHKSESA-N (2S,4R)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(dimethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(C)C)=O)C)C YQKLOYAFXJVCIR-YDYNHKSESA-N 0.000 claims 1
- SABIBZDKIDXARK-YDYNHKSESA-N (2S,4R)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(ethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCC)=O)C)C SABIBZDKIDXARK-YDYNHKSESA-N 0.000 claims 1
- KHHDIYKUJXAILE-BDNRVITGSA-N (2S,4R)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[4-[(3R)-3-hydroxypyrrolidin-1-yl]butyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)CCCCN1C[C@@H](CC1)O)C)C KHHDIYKUJXAILE-BDNRVITGSA-N 0.000 claims 1
- DSJBEBJYTAVEBQ-UCGGBYDDSA-N (2S,4S)-1-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(methylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@@H](C2)O)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NC)=O)C)C DSJBEBJYTAVEBQ-UCGGBYDDSA-N 0.000 claims 1
- HZLGLRAFXYXARH-QGRQJHSQSA-N (2S,4S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C HZLGLRAFXYXARH-QGRQJHSQSA-N 0.000 claims 1
- UPNZYSJANWQRQO-QGRQJHSQSA-N (2S,4S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(diethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(CC)CC)=O)C)C UPNZYSJANWQRQO-QGRQJHSQSA-N 0.000 claims 1
- YQKLOYAFXJVCIR-UVMMSNCQSA-N (2S,4S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(dimethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(C)C)=O)C)C YQKLOYAFXJVCIR-UVMMSNCQSA-N 0.000 claims 1
- KHHDIYKUJXAILE-VPFJVHJXSA-N (2S,4S)-1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[4-[(3R)-3-hydroxypyrrolidin-1-yl]butyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-4-hydroxypyrrolidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](C[C@@H](C2)O)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)CCCCN1C[C@@H](CC1)O)C)C KHHDIYKUJXAILE-VPFJVHJXSA-N 0.000 claims 1
- DDEMMGIENCZZKH-GOSISDBHSA-N (3R)-1-[3-[3-(2-methylphenyl)phenoxy]propyl]pyrrolidin-3-ol Chemical compound O[C@H]1CN(CC1)CCCOC=1C=C(C=CC=1)C1=C(C=CC=C1)C DDEMMGIENCZZKH-GOSISDBHSA-N 0.000 claims 1
- CNJYNWMSPLTOPI-RUZDIDTESA-N (3R)-1-[3-[3-[3-[[2-chloro-4-[(dimethylamino)methyl]-5-hydroxyphenyl]methoxy]-2-methylphenyl]-2-methylphenoxy]propyl]pyrrolidin-3-ol Chemical compound ClC1=C(COC=2C(=C(C=CC=2)C2=C(C(=CC=C2)OCCCN2C[C@@H](CC2)O)C)C)C=C(C(=C1)CN(C)C)O CNJYNWMSPLTOPI-RUZDIDTESA-N 0.000 claims 1
- CTOIVUMLXCUIST-QWQZQCCPSA-N (3R)-1-[3-[3-[3-[[4-[[[(2S)-2-carboxy-1-hydroxypropan-2-yl]amino]methyl]-2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]piperidine-3-carboxylic acid Chemical compound C(=O)(O)[C@@](CO)(C)NCC1=CC(=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)OCCCN2C[C@@H](CCC2)C(=O)O)C)C)C=C1OCC=1C=NC=C(C=1)C#N)Cl CTOIVUMLXCUIST-QWQZQCCPSA-N 0.000 claims 1
- BMJFKDDYONVQQD-MHZLTWQESA-N (3S)-1-[3-[2-chloro-3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-(hydroxymethyl)phenoxy]methyl]-2-methylphenyl]phenoxy]propyl]piperidine-3-carboxylic acid Chemical compound ClC1=C(C=CC=C1OCCCN1C[C@H](CCC1)C(=O)O)C1=C(C(=CC=C1)COC1=C(C=C(C(=C1)OCC=1C=NC=C(C=1)C#N)CO)Cl)C BMJFKDDYONVQQD-MHZLTWQESA-N 0.000 claims 1
- DKSNZNFMXRJNCF-HEVIKAOCSA-N (3S)-1-[3-[3-[3-[[4-[[(3S)-3-carboxypiperidin-1-yl]methyl]-2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]piperidine-3-carboxylic acid Chemical compound C(=O)(O)[C@@H]1CN(CCC1)CC1=CC(=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)OCCCN2C[C@H](CCC2)C(=O)O)C)C)C=C1OCC=1C=NC=C(C=1)C#N)Cl DKSNZNFMXRJNCF-HEVIKAOCSA-N 0.000 claims 1
- CTOIVUMLXCUIST-SBIBQKHLSA-N (3S)-1-[3-[3-[3-[[4-[[[(2S)-2-carboxy-1-hydroxypropan-2-yl]amino]methyl]-2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]piperidine-3-carboxylic acid Chemical compound C(=O)(O)[C@@](CO)(C)NCC1=CC(=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)OCCCN2C[C@H](CCC2)C(=O)O)C)C)C=C1OCC=1C=NC=C(C=1)C#N)Cl CTOIVUMLXCUIST-SBIBQKHLSA-N 0.000 claims 1
- FQKOYTOVYZIMBH-YTTGMZPUSA-N (3S)-4-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[2-methyl-3-[2-methyl-3-(methylcarbamoyl)phenyl]phenyl]methoxy]phenyl]methyl]morpholine-3-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](COCC2)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NC)=O)C)C FQKOYTOVYZIMBH-YTTGMZPUSA-N 0.000 claims 1
- LLVGWGHWKNFVRV-XIFFEERXSA-N (3S)-4-[[5-chloro-2-[(3,5-difluorophenyl)methoxy]-4-[[3-[3-(ethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]morpholine-3-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](COCC2)C(=O)O)C=1)OCC1=CC(=CC(=C1)F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(NCC)=O)C)C LLVGWGHWKNFVRV-XIFFEERXSA-N 0.000 claims 1
- CMROSCHEVPXREE-DHUJRADRSA-N (3S)-4-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(diethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]morpholine-3-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](COCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(CC)CC)=O)C)C CMROSCHEVPXREE-DHUJRADRSA-N 0.000 claims 1
- XRJCZVXWERQMHB-XIFFEERXSA-N (3S)-4-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-(dimethylcarbamoyl)-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]morpholine-3-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2[C@@H](COCC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(N(C)C)=O)C)C XRJCZVXWERQMHB-XIFFEERXSA-N 0.000 claims 1
- JXSQLYGGBUYKRS-SAIUNTKASA-N (3S)-4-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxybutanoic acid Chemical compound ClC=1C(=CC(=C(CNC[C@H](CC(=O)O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCCN1C[C@@H](CC1)O)C JXSQLYGGBUYKRS-SAIUNTKASA-N 0.000 claims 1
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- XJLSEXAGTJCILF-RXMQYKEDSA-N (R)-nipecotic acid zwitterion Chemical compound OC(=O)[C@@H]1CCCNC1 XJLSEXAGTJCILF-RXMQYKEDSA-N 0.000 claims 1
- PZTFMTHLCBLARN-UHFFFAOYSA-N 1-[3-[3-[3-[[2-chloro-5-[(3,5-difluorophenyl)methoxy]-4-(hydroxymethyl)phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]pyrrolidin-3-ol Chemical compound CC1=C(COC2=C(Cl)C=C(CO)C(OCC3=CC(F)=CC(F)=C3)=C2)C=CC=C1C1=CC=CC(OCCCN2CCC(O)C2)=C1C PZTFMTHLCBLARN-UHFFFAOYSA-N 0.000 claims 1
- RSHUYZAOVBEPNF-UHFFFAOYSA-N 1-[3-[3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-formylphenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]-4-hydroxypiperidine-4-carboxylic acid Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)OCCCN2CCC(CC2)(C(=O)O)O)C)C)C=C(C(=C1)C=O)OCC=1C=NC=C(C=1)C#N RSHUYZAOVBEPNF-UHFFFAOYSA-N 0.000 claims 1
- SFUDATKZXARFOD-KDXMTYKHSA-N 1-[3-[3-[3-[[4-[[(2S)-2-carboxypiperidin-1-yl]methyl]-2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]-4-(hydroxymethyl)piperidine-4-carboxylic acid Chemical compound C(=O)(O)C1(CCN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C)CO SFUDATKZXARFOD-KDXMTYKHSA-N 0.000 claims 1
- PXQLTRCOQZWIFY-LHEWISCISA-N 1-[3-[3-[3-[[4-[[(2S)-2-carboxypiperidin-1-yl]methyl]-2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]phenoxy]methyl]-2-methylphenyl]-2-methylphenoxy]propyl]-4-hydroxypiperidine-4-carboxylic acid Chemical compound C(=O)(O)C1(CCN(CC1)CCCOC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COC1=CC(=C(CN2[C@@H](CCCC2)C(=O)O)C=C1Cl)OCC=1C=NC=C(C=1)C#N)C)C)O PXQLTRCOQZWIFY-LHEWISCISA-N 0.000 claims 1
- BTFJAEFSZVGNFL-UHFFFAOYSA-N 1-[3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-formylphenoxy]methyl]-2-methylphenyl]-2-methylphenyl]-3-(cyclopropylmethyl)urea Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)NC(=O)NCC2CC2)C)C)C=C(C(=C1)C=O)OCC=1C=NC=C(C=1)C#N BTFJAEFSZVGNFL-UHFFFAOYSA-N 0.000 claims 1
- MQWABGRAMHNPSG-UHFFFAOYSA-N 1-[3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-formylphenoxy]methyl]-2-methylphenyl]-2-methylphenyl]-3-pyridin-2-ylurea Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)NC(=O)NC2=NC=CC=C2)C)C)C=C(C(=C1)C=O)OCC=1C=NC=C(C=1)C#N MQWABGRAMHNPSG-UHFFFAOYSA-N 0.000 claims 1
- QICPADIOCLJYPP-MGBGTMOVSA-N 1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[2-[(3R)-3-hydroxypyrrolidin-1-yl]ethoxymethyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]cyclopropane-1-carboxylic acid Chemical compound ClC=1C(=CC(=C(CNC2(CC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)COCCN1C[C@@H](CC1)O)C)C QICPADIOCLJYPP-MGBGTMOVSA-N 0.000 claims 1
- OLJMIUOORVDMQG-MGBGTMOVSA-N 1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl-methylamino]cyclopropane-1-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN(C2(CC2)C(=O)O)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C OLJMIUOORVDMQG-MGBGTMOVSA-N 0.000 claims 1
- DNUDAKRAXITTBP-VIFFVDDJSA-N 1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methyl]-2-methylpiperidine-2-carboxylic acid Chemical compound ClC=1C(=CC(=C(CN2C(CCCC2)(C(=O)O)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C DNUDAKRAXITTBP-VIFFVDDJSA-N 0.000 claims 1
- DFPBEZLVOGGDAZ-JGCGQSQUSA-N 1-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]cyclopropane-1-carboxylic acid Chemical compound ClC=1C(=CC(=C(CNC2(CC2)C(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C DFPBEZLVOGGDAZ-JGCGQSQUSA-N 0.000 claims 1
- CZOFBUXSTNAMMY-UOQVMRJOSA-N 2-[[3-chloro-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C=C(CNC(C(=O)O)(CO)C)C=CC=1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C CZOFBUXSTNAMMY-UOQVMRJOSA-N 0.000 claims 1
- BHPUBAPWJWNTPA-UHFFFAOYSA-N 2-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[(5-cyanopyridin-3-yl)methoxy]phenyl]-2-methylphenyl]methoxy]phenyl]methylamino]-3-hydroxy-2-methylpropanoic acid Chemical compound ClC=1C(=CC(=C(CNC(C(=O)O)(CO)C)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCC=1C=NC=C(C=1)C#N)C BHPUBAPWJWNTPA-UHFFFAOYSA-N 0.000 claims 1
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- AWDIPFSMQIOMLK-ZCJYOONXSA-N 2-[[5-chloro-4-[[2-chloro-3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]phenyl]methoxy]-2-[(2,2-difluorocyclopropyl)methoxy]phenyl]methylamino]propane-1,3-diol Chemical compound ClC=1C(=CC(=C(CNC(CO)CO)C=1)OCC1C(C1)(F)F)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)Cl AWDIPFSMQIOMLK-ZCJYOONXSA-N 0.000 claims 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- JGTQHDVHCKWFPM-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(3,5-difluorophenyl)methoxy]-4-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]-2-methylphenyl]-N-ethyl-2-methylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)NCC)C)C)C=C(C(=C1)CNC(CO)CO)OCC1=CC(=CC(=C1)F)F JGTQHDVHCKWFPM-UHFFFAOYSA-N 0.000 claims 1
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- AJXBVEQGISMVAV-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]-2-methylphenyl]-N,2-dimethylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)NC)C)C)C=C(C(=C1)CNC(CO)CO)OCC=1C=NC=C(C=1)C#N AJXBVEQGISMVAV-UHFFFAOYSA-N 0.000 claims 1
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- PZSHVZCAIZWHIU-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]-2-methylphenyl]-N-ethyl-2-methylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)NCC)C)C)C=C(C(=C1)CNC(CO)CO)OCC=1C=NC=C(C=1)C#N PZSHVZCAIZWHIU-UHFFFAOYSA-N 0.000 claims 1
- PXARNWXONLSBJO-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]-2-methylphenyl]-N,2-dimethylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)NC)C)C)C=C(C(=C1)CNC(CO)(CO)C)OCC=1C=NC=C(C=1)C#N PXARNWXONLSBJO-UHFFFAOYSA-N 0.000 claims 1
- WNYGQQRYWUGLQG-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]-2-methylphenyl]-N,N,2-trimethylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)N(C)C)C)C)C=C(C(=C1)CNC(CO)(CO)C)OCC=1C=NC=C(C=1)C#N WNYGQQRYWUGLQG-UHFFFAOYSA-N 0.000 claims 1
- TXZIHJQXEBSJBS-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]-2-methylphenyl]-N,N-diethyl-2-methylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)N(CC)CC)C)C)C=C(C(=C1)CNC(CO)(CO)C)OCC=1C=NC=C(C=1)C#N TXZIHJQXEBSJBS-UHFFFAOYSA-N 0.000 claims 1
- CULIJFIWTJLMGI-UHFFFAOYSA-N 3-[3-[[2-chloro-5-[(5-cyanopyridin-3-yl)methoxy]-4-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]-2-methylphenyl]-N-ethyl-2-methylbenzamide Chemical compound ClC1=C(OCC=2C(=C(C=CC=2)C2=C(C(=CC=C2)C(=O)NCC)C)C)C=C(C(=C1)CNC(CO)(CO)C)OCC=1C=NC=C(C=1)C#N CULIJFIWTJLMGI-UHFFFAOYSA-N 0.000 claims 1
- UESOHMSZKSAOAY-JGCGQSQUSA-N 3-[[5-chloro-2-[(5-cyanopyridin-3-yl)methoxy]-4-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenyl]methylamino]propanoic acid Chemical compound ClC=1C(=CC(=C(CNCCC(=O)O)C=1)OCC=1C=NC=C(C=1)C#N)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C UESOHMSZKSAOAY-JGCGQSQUSA-N 0.000 claims 1
- HZSAPNSHGPNDHF-UHFFFAOYSA-N 3-methylsulfonylpyridine Chemical compound CS(=O)(=O)C1=CC=CN=C1 HZSAPNSHGPNDHF-UHFFFAOYSA-N 0.000 claims 1
- URLGWNKGOJVMCN-UHFFFAOYSA-N 4-chloro-5-[[3-[2-chloro-3-(3-piperidin-1-ylpropoxy)phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenol Chemical compound ClC1=CC(=C(C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)Cl)C)O)CO URLGWNKGOJVMCN-UHFFFAOYSA-N 0.000 claims 1
- KNURBJPLXSOUFY-UHFFFAOYSA-N 4-chloro-5-[[3-[2-chloro-3-[3-[3-(dimethylamino)azetidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenol Chemical compound ClC1=CC(=C(C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(C1)N(C)C)Cl)C)O)CO KNURBJPLXSOUFY-UHFFFAOYSA-N 0.000 claims 1
- NAMGWRSFXFZXRQ-MGBGTMOVSA-N 5-[[2-[(tert-butylamino)methyl]-4-chloro-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound C(C)(C)(C)NCC1=C(OCC=2C=NC=C(C#N)C=2)C=C(C(=C1)Cl)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C NAMGWRSFXFZXRQ-MGBGTMOVSA-N 0.000 claims 1
- DCLSTBUPDVVSDU-UUWRZZSWSA-N 5-[[2-[[bis(2-hydroxyethyl)amino]methyl]-4-chloro-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-3-methylphenoxy]methyl]pyridine-3-carbonitrile Chemical compound OCCN(CCO)CC1=C(OCC=2C=NC=C(C#N)C=2)C=C(C(=C1C)Cl)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C DCLSTBUPDVVSDU-UUWRZZSWSA-N 0.000 claims 1
- QGIXDOQYVLDGIP-PGUFJCEWSA-N 5-[[2-[[bis(2-hydroxyethyl)amino]methyl]-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-3-methylphenoxy]methyl]pyridine-3-carbonitrile Chemical compound OCCN(CCO)CC1=C(OCC=2C=NC=C(C#N)C=2)C=C(C=C1C)OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C QGIXDOQYVLDGIP-PGUFJCEWSA-N 0.000 claims 1
- NIRFEEAGZAEEKJ-WJOKGBTCSA-N 5-[[4-chloro-2-(hydroxymethyl)-5-[[3-[3-[3-[(3R)-3-methoxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)OC)C)C)CO NIRFEEAGZAEEKJ-WJOKGBTCSA-N 0.000 claims 1
- ICMFHFUUKTUFKB-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)C)C)CNC(CO)CO ICMFHFUUKTUFKB-UHFFFAOYSA-N 0.000 claims 1
- QDEYTSVTJKVRMB-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C)CNC(CO)CO QDEYTSVTJKVRMB-UHFFFAOYSA-N 0.000 claims 1
- YZHDNOAHTFBXFD-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-3-(pyrrolidine-1-carbonyl)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCCC1)C)C)CNC(CO)CO YZHDNOAHTFBXFD-UHFFFAOYSA-N 0.000 claims 1
- QLVPNEOIDOKZQL-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-3-[(1-oxo-3,4-dihydro-2H-isoquinolin-5-yl)oxy]phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OC1=C2CCNC(C2=CC=C1)=O)C)C)CNC(CO)CO QLVPNEOIDOKZQL-UHFFFAOYSA-N 0.000 claims 1
- SJUZMHJGZNOEAB-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-3-[(6-morpholin-4-ylpyrimidin-4-yl)amino]phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)NC1=NC=NC(=C1)N1CCOCC1)C)C)CNC(CO)CO SJUZMHJGZNOEAB-UHFFFAOYSA-N 0.000 claims 1
- NOHXOUUMRNCDPA-SANMLTNESA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-3-[[(3S)-pyrrolidin-3-yl]methoxy]phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OC[C@@H]1CNCC1)C)C)CNC(CO)CO NOHXOUUMRNCDPA-SANMLTNESA-N 0.000 claims 1
- WEWLPCCUHLSYOC-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[2-methyl-3-[2-methyl-4-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C=C(C=C1)C(=O)N1CCOCC1)C)C)CNC(CO)CO WEWLPCCUHLSYOC-UHFFFAOYSA-N 0.000 claims 1
- PYOGWDNVXVTUKA-UHFFFAOYSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[3-[3-[3-[4-(hydroxymethyl)piperidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCC(CC1)CO)C)C)CNC(CO)CO PYOGWDNVXVTUKA-UHFFFAOYSA-N 0.000 claims 1
- CGJVBCCXZHZIMS-YTTGMZPUSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[3-[3-[3-[[(2S)-2,3-dihydroxypropyl]amino]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC[C@@H](CO)O)C)C)CNC(CO)CO CGJVBCCXZHZIMS-YTTGMZPUSA-N 0.000 claims 1
- HYRVAEAZLUOXCB-PGUFJCEWSA-N 5-[[4-chloro-2-[(1,3-dihydroxypropan-2-ylamino)methyl]-5-[[3-[3-[4-[(3R)-3-hydroxypyrrolidin-1-yl]butyl]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)CCCCN1C[C@@H](CC1)O)C)C)CNC(CO)CO HYRVAEAZLUOXCB-PGUFJCEWSA-N 0.000 claims 1
- GUAGGPLWXNGDJZ-ZBAKNJOASA-N 5-[[4-chloro-2-[1-(1,3-dihydroxypropan-2-ylamino)ethyl]-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C)C(C)NC(CO)CO GUAGGPLWXNGDJZ-ZBAKNJOASA-N 0.000 claims 1
- JOHOUTOVUFYNAN-UHFFFAOYSA-N 5-[[4-chloro-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]-5-[[2-methyl-3-[2-methyl-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)C)C)CNC(CO)(CO)C JOHOUTOVUFYNAN-UHFFFAOYSA-N 0.000 claims 1
- VUMPKGVYFWGAAY-UHFFFAOYSA-N 5-[[4-chloro-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]-5-[[2-methyl-3-[2-methyl-3-(morpholine-4-carbonyl)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCOCC1)C)C)CNC(CO)(CO)C VUMPKGVYFWGAAY-UHFFFAOYSA-N 0.000 claims 1
- HBKGKVUKXDTGND-UHFFFAOYSA-N 5-[[4-chloro-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]-5-[[2-methyl-3-[2-methyl-3-(pyrrolidine-1-carbonyl)phenyl]phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)C(=O)N1CCCC1)C)C)CNC(CO)(CO)C HBKGKVUKXDTGND-UHFFFAOYSA-N 0.000 claims 1
- RYIZBGPWDZXLII-KKLWWLSJSA-N 5-[[4-chloro-2-[[(3R)-3-hydroxypyrrolidin-1-yl]methyl]-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)C)CN1C[C@@H](CC1)O RYIZBGPWDZXLII-KKLWWLSJSA-N 0.000 claims 1
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- VESWXUDIILBCIQ-PGUFJCEWSA-N 5-[[4-chloro-2-[[3-(dimethylamino)propylamino]methyl]-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=CC(=CC=C1)OCCCN1C[C@@H](CC1)O)C)CNCCCN(C)C VESWXUDIILBCIQ-PGUFJCEWSA-N 0.000 claims 1
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- NXZCCMMUZQVBRX-UHFFFAOYSA-N 5-[[4-chloro-2-[[4-(2-hydroxyethyl)piperazin-1-yl]methyl]-5-[[3-[3-[3-[4-(2-hydroxyethyl)piperazin-1-yl]propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCN(CC1)CCO)C)C)CN1CCN(CC1)CCO NXZCCMMUZQVBRX-UHFFFAOYSA-N 0.000 claims 1
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- XTXQSWNTFLBLRT-GDLZYMKVSA-N 5-[[4-chloro-2-formyl-5-[[3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]-2-methoxyphenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)OC)C=O XTXQSWNTFLBLRT-GDLZYMKVSA-N 0.000 claims 1
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- UYOGPAASLVAVFH-GDLZYMKVSA-N 5-[[4-chloro-5-[[2-chloro-3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]phenyl]methoxy]-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)Cl)CNC(CO)(CO)C UYOGPAASLVAVFH-GDLZYMKVSA-N 0.000 claims 1
- HAIOWJQVLGVMSE-UHFFFAOYSA-N 5-[[4-chloro-5-[[2-chloro-3-[2-methyl-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]-2-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)C)Cl)CNC(CO)CO HAIOWJQVLGVMSE-UHFFFAOYSA-N 0.000 claims 1
- XQNXCTJOJIAACB-UHFFFAOYSA-N 5-[[4-chloro-5-[[2-chloro-3-[2-methyl-3-(3-piperidin-1-ylpropoxy)phenyl]phenyl]methoxy]-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)C)Cl)CNC(CO)(CO)C XQNXCTJOJIAACB-UHFFFAOYSA-N 0.000 claims 1
- ZRTXZQIWIXNCAN-WJOKGBTCSA-N 5-[[4-chloro-5-[[2-chloro-3-[3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]-2-methylphenyl]phenyl]methoxy]-2-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)C)Cl)CNC(CO)CO ZRTXZQIWIXNCAN-WJOKGBTCSA-N 0.000 claims 1
- WCAWUEOPLGFCFJ-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-(2,3-dihydroxypropoxy)phenyl]-2-methylphenyl]methoxy]-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCC(CO)O)Cl)C)CNC(CO)(CO)C WCAWUEOPLGFCFJ-UHFFFAOYSA-N 0.000 claims 1
- VKDYTNVBLTUYLD-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-(2-pyridin-2-ylethoxy)phenyl]-2-methylphenyl]methoxy]-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCC1=NC=CC=C1)Cl)C)CNC(CO)(CO)C VKDYTNVBLTUYLD-UHFFFAOYSA-N 0.000 claims 1
- AAUHDIPLVAJORS-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-(3-hydroxy-3-methylbutoxy)phenyl]-2-methylphenyl]methoxy]-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCC(C)(C)O)Cl)C)CNC(CO)(CO)C AAUHDIPLVAJORS-UHFFFAOYSA-N 0.000 claims 1
- JQBBQUCGMXOOHD-MHZLTWQESA-N 5-[[4-chloro-5-[[3-[2-chloro-3-(3-hydroxypropoxy)phenyl]-2-methylphenyl]methoxy]-2-[[[(2S)-2,3-dihydroxypropyl]amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCO)Cl)C)CNC[C@@H](CO)O JQBBQUCGMXOOHD-MHZLTWQESA-N 0.000 claims 1
- IIZYSMQUYAZXMO-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-(3-piperidin-1-ylpropoxy)phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)Cl)C)CO IIZYSMQUYAZXMO-UHFFFAOYSA-N 0.000 claims 1
- TWEVYHQUXYCNFL-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-(3-piperidin-1-ylpropoxy)phenyl]-2-methylphenyl]methoxy]-2-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CCCCC1)Cl)C)CNC(CO)CO TWEVYHQUXYCNFL-UHFFFAOYSA-N 0.000 claims 1
- KQQOKRFPGWTAHP-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[(2-morpholin-4-ylethylamino)methyl]phenyl]-2-methylphenyl]methoxy]-2-[[(1,3-dihydroxy-2-methylpropan-2-yl)amino]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)CNCCN1CCOCC1)Cl)C)CNC(CO)(CO)C KQQOKRFPGWTAHP-UHFFFAOYSA-N 0.000 claims 1
- JJSCVFDFTUGURC-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-(1,3-dihydroxypropan-2-ylamino)propoxy]phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC(CO)CO)Cl)C)CO JJSCVFDFTUGURC-UHFFFAOYSA-N 0.000 claims 1
- TYWHHOCUYQYBSZ-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-(2-pyridin-3-ylethylamino)propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCCC=1C=NC=CC=1)Cl)C)CNC(CO)CO TYWHHOCUYQYBSZ-UHFFFAOYSA-N 0.000 claims 1
- YQIHUPACQOYCAW-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-(2-pyridin-4-ylethylamino)propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(2-pyridin-4-ylethylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNCCC1=CC=NC=C1)Cl)C)CNCCC1=CC=NC=C1 YQIHUPACQOYCAW-UHFFFAOYSA-N 0.000 claims 1
- XQJQOFLDMHHDIR-MUUNZHRXSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)C)CO XQJQOFLDMHHDIR-MUUNZHRXSA-N 0.000 claims 1
- LXPFBTFCKPNGMP-WJOKGBTCSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)C)CNC(CO)CO LXPFBTFCKPNGMP-WJOKGBTCSA-N 0.000 claims 1
- CZOVCEPJPXSBCA-MGBGTMOVSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[(1,3-dimethoxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)C)CNC(COC)COC CZOVCEPJPXSBCA-MGBGTMOVSA-N 0.000 claims 1
- UYMBCRAILUZFCM-CZNDPXEESA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[[(3R)-3-(hydroxymethyl)morpholin-4-yl]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)C)CN1[C@@H](COCC1)CO UYMBCRAILUZFCM-CZNDPXEESA-N 0.000 claims 1
- QFPWHCZKHJZAKQ-ROJLCIKYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[(3R)-3-hydroxypyrrolidin-1-yl]propoxy]phenyl]-2-methylphenyl]methoxy]-2-[[(3R)-3-hydroxypyrrolidin-1-yl]methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1C[C@@H](CC1)O)Cl)C)CN1C[C@@H](CC1)O QFPWHCZKHJZAKQ-ROJLCIKYSA-N 0.000 claims 1
- QPVBECZEFFDYSK-NDEPHWFRSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[[(2S)-2,3-dihydroxypropyl]-methylamino]propoxy]phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN(C)C[C@@H](CO)O)Cl)C)CO QPVBECZEFFDYSK-NDEPHWFRSA-N 0.000 claims 1
- IDDPUDJTWIEWJO-MHZLTWQESA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[[(2S)-2,3-dihydroxypropyl]amino]propoxy]phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC[C@@H](CO)O)Cl)C)CO IDDPUDJTWIEWJO-MHZLTWQESA-N 0.000 claims 1
- CWQRCEIEEIGDQY-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[2-chloro-3-[3-[[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino]propoxy]phenyl]-2-methylphenyl]methoxy]-2-(hydroxymethyl)phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCNC(CO)(CO)CO)Cl)C)CO CWQRCEIEEIGDQY-UHFFFAOYSA-N 0.000 claims 1
- XVTPFDFJWVBPNC-UHFFFAOYSA-N 5-[[4-chloro-5-[[3-[3-[3-(3,3-difluoropyrrolidin-1-yl)propoxy]-2-methylphenyl]-2-methylphenyl]methoxy]-2-[(1,3-dihydroxypropan-2-ylamino)methyl]phenoxy]methyl]pyridine-3-carbonitrile Chemical compound ClC1=CC(=C(OCC=2C=NC=C(C#N)C=2)C=C1OCC=1C(=C(C=CC=1)C1=C(C(=CC=C1)OCCCN1CC(CC1)(F)F)C)C)CNC(CO)CO XVTPFDFJWVBPNC-UHFFFAOYSA-N 0.000 claims 1
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| CA2923184A1 (en) | 2013-09-04 | 2015-03-12 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| WO2017070089A1 (en) | 2015-10-19 | 2017-04-27 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| US20170145025A1 (en) | 2015-11-19 | 2017-05-25 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| LT3394033T (lt) | 2015-12-22 | 2021-03-10 | Incyte Corporation | Heterocikliniai junginiai, kaip imunomoduliatoriai |
| US20170320875A1 (en) | 2016-05-06 | 2017-11-09 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| US20170342060A1 (en) | 2016-05-26 | 2017-11-30 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| HRP20221030T1 (hr) | 2016-06-20 | 2022-11-11 | Incyte Corporation | Heterociklički spojevi kao imunomodulatori |
| ES2979332T3 (es) | 2016-06-27 | 2024-09-25 | Chemocentryx Inc | Compuestos inmunomoduladores |
| NZ750414A (en) | 2016-07-05 | 2023-02-24 | Guangzhou Maxinovel Pharmaceuticals Co Ltd | Aromatic acetylene or aromatic ethylene compound, intermediate, preparation method, pharmaceutical composition and use thereof |
| ES2895066T3 (es) | 2016-07-08 | 2022-02-17 | Bristol Myers Squibb Co | Derivados de 1,3-dihidroxi-fenilo útiles como inmunomoduladores |
| WO2018013789A1 (en) | 2016-07-14 | 2018-01-18 | Incyte Corporation | Heterocyclic compounds as immunomodulators |
| MA46045A (fr) | 2016-08-29 | 2021-04-28 | Incyte Corp | Composés hétérocycliques utilisés comme immunomodulateurs |
| US10144706B2 (en) * | 2016-09-01 | 2018-12-04 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| PE20191353A1 (es) | 2016-10-14 | 2019-10-01 | Prec Biosciences Inc | Meganucleasas disenadas especificamente para el reconocimiento de secuencias en el genoma del virus de la hepatitis b |
| KR102599339B1 (ko) | 2016-12-20 | 2023-11-08 | 브리스톨-마이어스 스큅 컴퍼니 | 면역조정제로서 유용한 화합물 |
| BR112019012993A2 (pt) | 2016-12-22 | 2019-12-03 | Incyte Corporation | derivados de benzo-oxazol como imunomoduladores |
| WO2018119221A1 (en) * | 2016-12-22 | 2018-06-28 | Incyte Corporation | Pyridine derivatives as immunomodulators |
| JP7149276B2 (ja) | 2016-12-22 | 2022-10-06 | インサイト・コーポレイション | Pd-l1内在化誘導物質としてのテトラヒドロイミダゾ[4,5-c]ピリジン誘導体 |
| EP3558963B1 (en) | 2016-12-22 | 2022-03-23 | Incyte Corporation | Bicyclic heteroaromatic compounds as immunomodulators |
| WO2018119236A1 (en) | 2016-12-22 | 2018-06-28 | Incyte Corporation | Triazolo[1,5-a]pyridine derivatives as immunomodulators |
| CA3061898A1 (en) | 2016-12-28 | 2019-10-29 | Green Cross Lab Cell Corporation | Chimeric antigen receptor and natural killer cells expressing same |
| EP3564237A4 (en) * | 2016-12-29 | 2020-06-10 | Shenzhen Chipscreen Biosciences Co., Ltd. | UREA COMPOUND AND PRODUCTION METHOD AND USE THEREOF |
| JP7150745B2 (ja) | 2017-03-27 | 2022-10-11 | ブリストル-マイヤーズ スクイブ カンパニー | 免疫調節剤としての置換イソキノリン誘導体 |
| JOP20180040A1 (ar) | 2017-04-20 | 2019-01-30 | Gilead Sciences Inc | مثبطات pd-1/pd-l1 |
| WO2018200571A1 (en) | 2017-04-25 | 2018-11-01 | Arbutus Biopharma Corporation | Substituted 2,3-dihydro-1h-indene analogs and methods using same |
| WO2019008156A1 (en) * | 2017-07-07 | 2019-01-10 | Rijksuniversiteit Groningen | INHIBITORS OF PROTEIN / PROTEIN INTERACTION PD-1 / PD-L1 |
| AU2018306619B2 (en) * | 2017-07-28 | 2022-06-02 | Chemocentryx, Inc. | Immunomodulator compounds |
| US10392405B2 (en) * | 2017-08-08 | 2019-08-27 | Chemocentryx, Inc. | Macrocyclic immunomodulators |
| CN109678796B (zh) * | 2017-10-19 | 2023-01-10 | 上海长森药业有限公司 | Pd-1/pd-l1小分子抑制剂及其制备方法和用途 |
| US11649294B2 (en) | 2017-11-14 | 2023-05-16 | GC Cell Corporation | Anti-HER2 antibody or antigen-binding fragment thereof, and chimeric antigen receptor comprising same |
| US12116417B2 (en) | 2017-11-14 | 2024-10-15 | GC Cell Corporation | Anti-HER2 antibody or antigen-binding fragment thereof, and chimeric antigen receptor comprising same |
| KR102162283B1 (ko) * | 2017-11-28 | 2020-10-06 | 충남대학교 산학협력단 | Golga2 유전자 넉아웃 간 섬유화 마우스 모델 |
| KR102162289B1 (ko) * | 2017-11-28 | 2020-10-06 | 충남대학교 산학협력단 | Golga2 유전자 넉아웃 폐 섬유화 마우스 모델 |
| JP7098748B2 (ja) | 2017-12-20 | 2022-07-11 | インスティチュート オブ オーガニック ケミストリー アンド バイオケミストリー エーエスシーアール,ヴイ.ヴイ.アイ. | Stingアダプタータンパク質を活性化するホスホン酸結合を有する2’3’環状ジヌクレオチド |
| AU2018392213B2 (en) | 2017-12-20 | 2021-03-04 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3'3' cyclic dinucleotides with phosphonate bond activating the STING adaptor protein |
| CN109956898B (zh) * | 2017-12-22 | 2021-03-26 | 上海海雁医药科技有限公司 | 免疫调节剂及其制法与医药上的用途 |
| US11384048B2 (en) | 2017-12-29 | 2022-07-12 | Guangzhou Maxinovel Pharmaceuticals Co., Ltd. | Aromatic vinyl or aromatic ethyl derivative, preparation method therefor, intermediate, pharmaceutical composition, and application |
| US11414418B2 (en) | 2018-01-23 | 2022-08-16 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| CN110092779B (zh) * | 2018-01-29 | 2022-07-12 | 广州丹康医药生物有限公司 | 一种取代的苯基化合物及其应用 |
| CN118084940A (zh) | 2018-02-13 | 2024-05-28 | 吉利德科学公司 | Pd-1/pd-l1抑制剂 |
| MA51232A (fr) | 2018-02-22 | 2020-10-07 | Chemocentryx Inc | Indane-amines utiles en tant qu'antagonistes de pd-l1 |
| AU2019223182B2 (en) | 2018-02-26 | 2021-08-19 | Gilead Sciences, Inc. | Substituted pyrrolizine compounds as HBV replication inhibitors |
| EP3759093B1 (en) * | 2018-03-01 | 2022-11-30 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| WO2019174533A1 (zh) * | 2018-03-13 | 2019-09-19 | 广东东阳光药业有限公司 | Pd-1/pd-l1类小分子抑制剂及其在药物中的应用 |
| US12083118B2 (en) | 2018-03-29 | 2024-09-10 | Arbutus Biopharma Corporation | Substituted 1,1′-biphenyl compounds, analogues thereof, and methods using same |
| MY210070A (en) | 2018-03-30 | 2025-08-25 | Incyte Corp | Heterocyclic compounds as immunomodulators |
| US10870691B2 (en) | 2018-04-05 | 2020-12-22 | Gilead Sciences, Inc. | Antibodies and fragments thereof that bind hepatitis B virus protein X |
| TWI833744B (zh) | 2018-04-06 | 2024-03-01 | 捷克科學院有機化學與生物化學研究所 | 3'3'-環二核苷酸 |
| TW202005654A (zh) | 2018-04-06 | 2020-02-01 | 捷克科學院有機化學與生物化學研究所 | 2,2,─環二核苷酸 |
| TWI818007B (zh) | 2018-04-06 | 2023-10-11 | 捷克科學院有機化學與生物化學研究所 | 2'3'-環二核苷酸 |
| US11142750B2 (en) | 2018-04-12 | 2021-10-12 | Precision Biosciences, Inc. | Optimized engineered meganucleases having specificity for a recognition sequence in the Hepatitis B virus genome |
| AU2019255750B2 (en) | 2018-04-19 | 2021-10-21 | Gilead Sciences, Inc. | PD-1/PD-L1 inhibitors |
| US20190359645A1 (en) | 2018-05-03 | 2019-11-28 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 2'3'-cyclic dinucleotides comprising carbocyclic nucleotide |
| PT3790877T (pt) | 2018-05-11 | 2023-05-10 | Incyte Corp | Derivados de tetrahidro-imidazo[4,5-c]piridina como imunomoduladores pd-l1 |
| US12331068B2 (en) | 2018-05-31 | 2025-06-17 | Peloton Therapeutics, Inc. | Compositions and methods for inhibiting CD73 |
| MX2020012939A (es) | 2018-05-31 | 2021-02-15 | Ono Pharmaceutical Co | Biomarcadores para determinar la eficacia de los inhibidores de puntos de control inmunitarios. |
| PE20210642A1 (es) | 2018-07-13 | 2021-03-23 | Gilead Sciences Inc | Inhibidores de pd-1/pd-l1 |
| WO2020028097A1 (en) | 2018-08-01 | 2020-02-06 | Gilead Sciences, Inc. | Solid forms of (r)-11-(methoxymethyl)-12-(3-methoxypropoxy)-3,3-dimethyl-8-0x0-2,3,8,13b-tetrahydro-1h-pyrido[2,1-a]pyrrolo[1,2-c] phthalazine-7-c arboxylic acid |
| CN109305934A (zh) * | 2018-08-07 | 2019-02-05 | 成都海博锐药业有限公司 | 苯醚类衍生物及可药用盐、医药上的用途 |
| CN110872275A (zh) * | 2018-08-31 | 2020-03-10 | 深圳微芯生物科技股份有限公司 | 作为免疫调节剂的联苯化合物及其用途 |
| TWI855000B (zh) | 2018-10-11 | 2024-09-11 | 日商小野藥品工業股份有限公司 | Sting促效化合物 |
| CN112955435B (zh) | 2018-10-24 | 2024-09-06 | 吉利德科学公司 | Pd-1/pd-l1抑制剂 |
| TWI721624B (zh) | 2018-10-31 | 2021-03-11 | 美商基利科學股份有限公司 | 經取代之6-氮雜苯并咪唑化合物 |
| ES2979163T3 (es) | 2018-10-31 | 2024-09-24 | Gilead Sciences Inc | Compuestos de 6-azabenzimidazol sustituidos como inhibidores de HPK1 |
| KR20210089195A (ko) | 2018-11-02 | 2021-07-15 | 상하이 맥시노벨 파마수티컬스 씨오., 엘티디. | 비페닐계 화합물, 이의 중간체, 제조 방법, 약학 조성물 및 용도 |
| CN109438263A (zh) * | 2018-11-28 | 2019-03-08 | 南方医科大学 | 一种含取代联苯的萘及其应用 |
| WO2020178768A1 (en) | 2019-03-07 | 2020-09-10 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3'3'-cyclic dinucleotide analogue comprising a cyclopentanyl modified nucleotide as sting modulator |
| AU2020231115B2 (en) | 2019-03-07 | 2025-02-20 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 3'3'-cyclic dinucleotides and prodrugs thereof |
| AU2020231201B2 (en) | 2019-03-07 | 2025-02-20 | Institute Of Organic Chemistry And Biochemistry Ascr, V.V.I. | 2'3'-cyclic dinucleotides and prodrugs thereof |
| WO2020198676A1 (en) | 2019-03-28 | 2020-10-01 | Bristol-Myers Squibb Company | Methods of treating tumor |
| KR20210146348A (ko) | 2019-03-28 | 2021-12-03 | 브리스톨-마이어스 스큅 컴퍼니 | 종양을 치료하는 방법 |
| CN111747927B (zh) * | 2019-03-29 | 2023-08-18 | 广州丹康医药生物有限公司 | 作为免疫调节剂的化合物及其应用 |
| TWI751517B (zh) | 2019-04-17 | 2022-01-01 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| TW202210480A (zh) | 2019-04-17 | 2022-03-16 | 美商基利科學股份有限公司 | 類鐸受體調節劑之固體形式 |
| KR20210153665A (ko) * | 2019-05-10 | 2021-12-17 | 상하이 하이옌 파마슈티컬 테크놀로지 컴퍼니, 리미티드 | 치환된 페닐프로펜일피리딘 유도체, 이의 제조 방법 및 이의 의약 용도 |
| CA3139526A1 (en) | 2019-05-15 | 2020-11-19 | Chemocentryx, Inc. | Triaryl compounds for treatment of pd-l1 diseases |
| US11453681B2 (en) | 2019-05-23 | 2022-09-27 | Gilead Sciences, Inc. | Substituted eneoxindoles and uses thereof |
| CN111978287A (zh) * | 2019-05-23 | 2020-11-24 | 中国科学院上海有机化学研究所 | 一类免疫检查点小分子抑制剂及其制备方法和用途 |
| US20220233691A1 (en) | 2019-05-30 | 2022-07-28 | Bristol-Myers Squibb Company | Cell localization signature and combination therapy |
| JP2022534967A (ja) | 2019-05-30 | 2022-08-04 | ブリストル-マイヤーズ スクイブ カンパニー | 多腫瘍遺伝子シグネチャーおよびその使用 |
| CN114127315A (zh) | 2019-05-30 | 2022-03-01 | 百时美施贵宝公司 | 鉴定适合于免疫肿瘤学(i-o)疗法的受试者的方法 |
| CN113557236B (zh) * | 2019-06-10 | 2022-05-10 | 中国科学院广州生物医药与健康研究院 | 一种双功能免疫调节剂及其在药学上可接受的盐、药物组合物 |
| CN111808086B (zh) * | 2019-06-17 | 2021-12-14 | 上海海雁医药科技有限公司 | 杂环取代的苯乙烯基-4-苯基吡啶衍生物及其制法与医药上的用途 |
| CN114072135A (zh) | 2019-06-20 | 2022-02-18 | 凯莫森特里克斯股份有限公司 | 治疗pd-l1疾病的化合物 |
| BR112021025888A2 (pt) | 2019-07-10 | 2022-04-26 | Chemocentryx Inc | Indanos como inibidores de pd-l1 |
| WO2021011891A1 (en) | 2019-07-18 | 2021-01-21 | Gilead Sciences, Inc. | Long-acting formulations of tenofovir alafenamide |
| MX2022001434A (es) | 2019-08-05 | 2022-02-22 | Ono Pharmaceutical Co | Biomarcadores para determinar la eficacia de los inhibidores de puntos de control inmunitarios. |
| TW202115059A (zh) | 2019-08-09 | 2021-04-16 | 美商英塞特公司 | Pd—1/pd—l1抑制劑之鹽 |
| EP4017476A1 (en) | 2019-08-19 | 2022-06-29 | Gilead Sciences, Inc. | Pharmaceutical formulations of tenofovir alafenamide |
| JP2022549273A (ja) | 2019-09-22 | 2022-11-24 | ブリストル-マイヤーズ スクイブ カンパニー | Lag-3アンタゴニスト治療のための定量的空間プロファイリング |
| CN112574183B (zh) * | 2019-09-29 | 2022-07-08 | 南京华威医药科技集团有限公司 | 一种pd-1抑制剂及其制备方法和用途 |
| MX2022003658A (es) | 2019-09-30 | 2022-04-25 | Gilead Sciences Inc | Vacunas contra el virus de la hepatitis b (vhb) y metodos para tratar el vhb. |
| BR112022005826A2 (pt) | 2019-09-30 | 2022-06-21 | Incyte Corp | Compostos de pirido[3,2-d]pirimidina como imunomoduladores |
| WO2021067521A1 (en) * | 2019-10-04 | 2021-04-08 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| US11866429B2 (en) | 2019-10-16 | 2024-01-09 | Chemocentryx, Inc. | Heteroaryl-biphenyl amines for the treatment of PD-L1 diseases |
| CN114585359B (zh) | 2019-10-16 | 2025-08-12 | 凯莫森特里克斯股份有限公司 | 用于治疗pd-l1疾病的杂芳基联苯酰胺 |
| CN115942973A (zh) | 2019-11-08 | 2023-04-07 | 百时美施贵宝公司 | 用于黑色素瘤的lag-3拮抗剂疗法 |
| BR112022009031A2 (pt) | 2019-11-11 | 2022-10-11 | Incyte Corp | Sais e formas cristalinas de um inibidor de pd-1/pd-l1 |
| DK4069729T3 (da) | 2019-12-06 | 2025-04-07 | Prec Biosciences Inc | Optimerede, modificerede meganukleaser med specificitet for en genkendelsessekvens i hepatitis b-virusgenomet |
| CN113348170B (zh) | 2020-01-03 | 2023-12-22 | 上海翰森生物医药科技有限公司 | 联苯类衍生物抑制剂、其制备方法和应用 |
| CN111187172B (zh) * | 2020-01-20 | 2021-10-29 | 中国药科大学 | 硝基苯醚类化合物、其制备方法和药物组合物与用途 |
| CN111205196B (zh) * | 2020-03-04 | 2021-04-02 | 中国科学院昆明植物研究所 | 一种苯酚类ab环结构化合物及其制备方法和应用 |
| AU2021237718B2 (en) | 2020-03-20 | 2023-09-21 | Gilead Sciences, Inc. | Prodrugs of 4'-C-substituted-2-halo-2'-deoxyadenosine nucleosides and methods of making and using the same |
| EP4134134A4 (en) | 2020-04-10 | 2023-12-27 | ONO Pharmaceutical Co., Ltd. | STING AGONISTIC COMPOUND |
| CN111320606B (zh) * | 2020-04-10 | 2021-07-27 | 安徽实特医药科技有限公司 | 苯联吡唑并环类衍生物及其在抗肿瘤药物中的应用 |
| WO2021206158A1 (ja) | 2020-04-10 | 2021-10-14 | 小野薬品工業株式会社 | がん治療方法 |
| CN111559981B (zh) * | 2020-04-15 | 2023-08-01 | 杭州庆正鸿科技有限公司 | 一种联苯-嘧啶偶联物及其制备方法和应用 |
| CN115835909A (zh) | 2020-05-05 | 2023-03-21 | 泰昂治疗公司 | 大麻素受体2型(cb2)调节剂和其用途 |
| KR20230058442A (ko) | 2020-08-28 | 2023-05-03 | 브리스톨-마이어스 스큅 컴퍼니 | 간세포성 암종에 대한 lag-3 길항제 요법 |
| BR112023003553A2 (pt) | 2020-08-31 | 2023-04-04 | Bristol Myers Squibb Co | Assinatura de localização celular e imunoterapia |
| TW202214568A (zh) * | 2020-09-09 | 2022-04-16 | 大陸商廣州再極醫藥科技有限公司 | 芳香乙烯類化合物、其製備方法、中間體、藥物組合物及其應用 |
| CN114276328B (zh) * | 2020-09-28 | 2023-09-01 | 北京康辰药业股份有限公司 | 作为小分子免疫抑制剂的化合物、其制备方法及其应用 |
| JP2023548051A (ja) | 2020-10-23 | 2023-11-15 | ブリストル-マイヤーズ スクイブ カンパニー | 肺がんのためのlag-3アンタゴニスト療法 |
| TW202233615A (zh) | 2020-11-06 | 2022-09-01 | 美商英塞特公司 | Pd—1/pd—l1抑制劑之結晶形式 |
| MX2023005362A (es) | 2020-11-06 | 2023-06-22 | Incyte Corp | Proceso para hacer un inhibidor de proteina de muerte programada 1 (pd-1)/ligando de muerte programada 1 (pd-l1) y sales y formas cristalinas del mismo. |
| WO2022099018A1 (en) | 2020-11-06 | 2022-05-12 | Incyte Corporation | Process of preparing a pd-1/pd-l1 inhibitor |
| WO2022120179A1 (en) | 2020-12-03 | 2022-06-09 | Bristol-Myers Squibb Company | Multi-tumor gene signatures and uses thereof |
| CN112834643B (zh) * | 2020-12-31 | 2022-03-18 | 郑州原理生物科技有限公司 | 测定2,6-二羟基-4-甲基吡啶及2,6-二羟基-3-氰基-4-甲基吡啶的方法 |
| WO2022199578A1 (zh) * | 2021-03-22 | 2022-09-29 | 南京明德新药研发有限公司 | 氟代乙烯基联苯衍生物及其应用 |
| AU2022246593A1 (en) | 2021-03-29 | 2023-10-12 | Juno Therapeutics, Inc. | Methods for dosing and treatment with a combination of a checkpoint inhibitor therapy and a car t cell therapy |
| CN113135895A (zh) * | 2021-04-30 | 2021-07-20 | 中国药科大学 | 一种新型联苯类衍生物及其制备方法与医药用途 |
| AU2022274607A1 (en) | 2021-05-13 | 2023-11-16 | Gilead Sciences, Inc. | COMBINATION OF A TLR8 MODULATING COMPOUND AND ANTI-HBV siRNA THERAPEUTICS |
| EP4351657A1 (en) | 2021-06-11 | 2024-04-17 | Gilead Sciences, Inc. | Combination mcl-1 inhibitors with anti-body drug conjugates |
| US11957693B2 (en) | 2021-06-11 | 2024-04-16 | Gilead Sciences, Inc. | Combination MCL-1 inhibitors with anti-cancer agents |
| KR20240023628A (ko) | 2021-06-23 | 2024-02-22 | 길리애드 사이언시즈, 인코포레이티드 | 디아실글리세롤 키나제 조절 화합물 |
| CN117396478A (zh) | 2021-06-23 | 2024-01-12 | 吉利德科学公司 | 二酰基甘油激酶调节化合物 |
| KR20240023629A (ko) | 2021-06-23 | 2024-02-22 | 길리애드 사이언시즈, 인코포레이티드 | 디아실글리세롤 키나제 조절 화합물 |
| US11932634B2 (en) | 2021-06-23 | 2024-03-19 | Gilead Sciences, Inc. | Diacylglycerol kinase modulating compounds |
| TW202325306A (zh) | 2021-09-02 | 2023-07-01 | 美商天恩治療有限公司 | 改良免疫細胞之生長及功能的方法 |
| KR20240099362A (ko) | 2021-10-29 | 2024-06-28 | 브리스톨-마이어스 스큅 컴퍼니 | 혈액암에 대한 lag-3 길항제 요법 |
| WO2023081730A1 (en) | 2021-11-03 | 2023-05-11 | Teon Therapeutics, Inc. | 4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide derivatives as cannabinoid cb2 receptor modulators for the treatment of cancer |
| CN114085184B (zh) * | 2021-11-17 | 2023-08-29 | 中山大学 | 含环丙烷结构的联苯类衍生物及其制备方法和应用 |
| WO2023097211A1 (en) | 2021-11-24 | 2023-06-01 | The University Of Southern California | Methods for enhancing immune checkpoint inhibitor therapy |
| CN118715214A (zh) | 2021-12-06 | 2024-09-27 | 赫姆霍兹-森德拉姆德雷斯顿-罗森多夫研究中心 | 3-((3-([1,1’-联苯基]-3-基甲氧基)苯氧基)甲基)苄腈衍生物及其用途 |
| CN114181144B (zh) * | 2021-12-06 | 2023-04-04 | 浙江工业大学 | 一种氟代联苯甲基间苯二酚醚类衍生物、其制备方法和应用 |
| JP2025503962A (ja) | 2022-01-26 | 2025-02-06 | ブリストル-マイヤーズ スクイブ カンパニー | 肝細胞がんのための併用療法 |
| WO2023196964A1 (en) | 2022-04-08 | 2023-10-12 | Bristol-Myers Squibb Company | Machine learning identification, classification, and quantification of tertiary lymphoid structures |
| WO2024015372A1 (en) | 2022-07-14 | 2024-01-18 | Teon Therapeutics, Inc. | Adenosine receptor antagonists and uses thereof |
| TW202417488A (zh) | 2022-08-23 | 2024-05-01 | 日商小野藥品工業股份有限公司 | 雙特異性抗體 |
| CN115368277B (zh) * | 2022-09-15 | 2024-03-29 | 华侨大学 | 一种含异羟肟酸结构的联苯类化合物及其应用 |
| CN118265699A (zh) * | 2022-10-26 | 2024-06-28 | 西安新通药物研究股份有限公司 | 一种非对称性联苯衍生物及其制备方法与医药用途 |
| KR20250123912A (ko) | 2022-12-21 | 2025-08-18 | 브리스톨-마이어스 스큅 컴퍼니 | 폐암에 대한 병용 요법 |
| KR20250150141A (ko) | 2023-02-23 | 2025-10-17 | 선샤인 레이크 파르마 컴퍼니 리미티드 | 피리도피리미딘 유도체 및 이의 용도 |
| WO2024183756A1 (zh) * | 2023-03-07 | 2024-09-12 | 上海再极医药科技有限公司 | 一种含苯环类化合物及其制备方法和应用 |
| WO2024196952A1 (en) | 2023-03-20 | 2024-09-26 | Bristol-Myers Squibb Company | Tumor subtype assessment for cancer therapy |
| WO2025240246A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with ribavirin |
| WO2025240242A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with ribavirin |
| US20250345390A1 (en) | 2024-05-13 | 2025-11-13 | Gilead Sciences, Inc. | Combination therapies |
| WO2025240243A1 (en) | 2024-05-13 | 2025-11-20 | Gilead Sciences, Inc. | Combination therapies with bulevirtide and an inhibitory nucleic acid targeting hepatitis b virus |
| WO2025245489A1 (en) | 2024-05-24 | 2025-11-27 | Bristol-Myers Squibb Company | Treatment of tumors in subjects having fgl-1 positive samples |
| CN119504834B (zh) * | 2024-11-21 | 2025-10-17 | 南开大学 | 一种以含硅基团为疏水标签的pd-l1蛋白降解剂及其制备方法、药物组合物和应用 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6410690B1 (en) | 1995-06-07 | 2002-06-25 | Medarex, Inc. | Therapeutic compounds comprised of anti-Fc receptor antibodies |
| US5811097A (en) | 1995-07-25 | 1998-09-22 | The Regents Of The University Of California | Blockade of T lymphocyte down-regulation associated with CTLA-4 signaling |
| US5977117A (en) | 1996-01-05 | 1999-11-02 | Texas Biotechnology Corporation | Substituted phenyl compounds and derivatives thereof that modulate the activity of endothelin |
| US5922845A (en) | 1996-07-11 | 1999-07-13 | Medarex, Inc. | Therapeutic multispecific compounds comprised of anti-Fcα receptor antibodies |
| AU2003281040A1 (en) | 2002-07-10 | 2004-02-02 | Sumitomo Pharmaceuticals Co., Ltd. | Biaryl derivatives |
| AU2003277576A1 (en) | 2002-11-08 | 2004-06-07 | Takeda Pharmaceutical Company Limited | Receptor function controlling agent |
| EP1603858A2 (en) | 2003-03-11 | 2005-12-14 | NeuroSearch A/S | Kcnq channel modulating compounds and their pharmaceutical use |
| JP2005179281A (ja) | 2003-12-19 | 2005-07-07 | Sumitomo Pharmaceut Co Ltd | ビフェニル化合物 |
| US7456218B2 (en) * | 2003-12-25 | 2008-11-25 | Takeda Pharmaceutical Company Limited | 3-(4-benzyloxyphenyl) propanoic acid derivatives |
| JP4074616B2 (ja) * | 2003-12-25 | 2008-04-09 | 武田薬品工業株式会社 | 3−(4−ベンジルオキシフェニル)プロパン酸誘導体 |
| WO2005080367A1 (en) | 2004-02-12 | 2005-09-01 | Pharmagene Laboratories Limited | Ep2 receptor agonists |
| JP2009505973A (ja) | 2005-08-09 | 2009-02-12 | アステランド ユーケイ リミテッド | Ep2受容体アゴニスト |
| TW200815377A (en) | 2006-04-24 | 2008-04-01 | Astellas Pharma Inc | Oxadiazolidinedione compound |
| ES2446419T3 (es) | 2007-04-16 | 2014-03-07 | Amgen, Inc | Moduladores de GPR40 de ácidos bifenilfenoxi, tiofenil y aminofenilpropanoico sustituidos |
| WO2011082400A2 (en) * | 2010-01-04 | 2011-07-07 | President And Fellows Of Harvard College | Modulators of immunoinhibitory receptor pd-1, and methods of use thereof |
| CA2923184A1 (en) | 2013-09-04 | 2015-03-12 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| EA028675B1 (ru) * | 2013-12-17 | 2017-12-29 | Эли Лилли Энд Компани | Соединения диметилбензойной кислоты |
| US9850225B2 (en) * | 2014-04-14 | 2017-12-26 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
| ES2895066T3 (es) | 2016-07-08 | 2022-02-17 | Bristol Myers Squibb Co | Derivados de 1,3-dihidroxi-fenilo útiles como inmunomoduladores |
| US10144706B2 (en) | 2016-09-01 | 2018-12-04 | Bristol-Myers Squibb Company | Compounds useful as immunomodulators |
-
2016
- 2016-10-11 US US15/290,167 patent/US10745382B2/en active Active
- 2016-10-12 EP EP16788857.7A patent/EP3362443B1/en active Active
- 2016-10-12 CA CA3002008A patent/CA3002008A1/en not_active Abandoned
- 2016-10-12 ES ES16788857T patent/ES2892550T3/es active Active
- 2016-10-12 WO PCT/US2016/056504 patent/WO2017066227A1/en not_active Ceased
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- 2016-10-12 EA EA201890857A patent/EA201890857A1/ru unknown
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- 2016-10-14 UY UY0001036950A patent/UY36950A/es unknown
- 2016-10-14 TW TW105133344A patent/TW201726606A/zh unknown
- 2016-12-12 PE PE2018000533A patent/PE20181045A1/es unknown
-
2018
- 2018-04-10 IL IL258607A patent/IL258607A/en unknown
- 2018-04-13 ZA ZA2018/02450A patent/ZA201802450B/en unknown
- 2018-04-13 CL CL2018000952A patent/CL2018000952A1/es unknown
- 2018-05-10 CO CONC2018/0004964A patent/CO2018004964A2/es unknown