JP2013516415A5

JP2013516415A5 -

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Publication number: JP2013516415A5
Authority: JP; Japan
Prior art keywords: bis; phenylene; diyldi; pyrrolidinecarboxamide; oxazole
Prior art date: 2010-12-22
Legal status : Granted

Application number

JP2012547159A

Other languages

English (en)

Japanese (ja)

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JP5787900B2 (ja

JP2013516415A (ja

Filing date

2010-12-22

Publication date

2014-01-23

2010-12-21 Priority claimed from US12/974,069 external-priority patent/US8362020B2/en

2010-12-22 Application filed filed Critical

2013-05-13 Publication of JP2013516415A publication Critical patent/JP2013516415A/ja

2014-01-23 Publication of JP2013516415A5 publication Critical patent/JP2013516415A5/ja

2015-09-30 Application granted granted Critical

2015-09-30 Publication of JP5787900B2 publication Critical patent/JP5787900B2/ja

Status Expired - Fee Related legal-status Critical Current

2030-12-22 Anticipated expiration legal-status Critical

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229910052757 nitrogen Inorganic materials 0.000 claims 312
125000000217 alkyl group Chemical group 0.000 claims 111
-1 —NHR p Chemical group 0.000 claims 62
239000001257 hydrogen Substances 0.000 claims 58
229910052739 hydrogen Inorganic materials 0.000 claims 58
125000003118 aryl group Chemical group 0.000 claims 32
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 31
125000001072 heteroaryl group Chemical group 0.000 claims 30
125000001424 substituent group Chemical group 0.000 claims 30
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 25
229910052736 halogen Inorganic materials 0.000 claims 23
150000002367 halogens Chemical class 0.000 claims 23
125000000623 heterocyclic group Chemical group 0.000 claims 22
150000003839 salts Chemical class 0.000 claims 20
239000012453 solvate Substances 0.000 claims 20
QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 claims 19
125000000753 cycloalkyl group Chemical group 0.000 claims 19
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 17
150000002431 hydrogen Chemical class 0.000 claims 15
NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 claims 14
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 12
OWZZLWKRUOYHAU-JEGXQRANSA-N (2s)-1-[(2r)-2-(dimethylamino)-2-phenylacetyl]-n-[4-[5-[4-[[(2s)-1-[(2r)-2-hydroxy-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]phenyl]furan-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1([C@@H](O)C(=O)N2CCC[C@H]2C(=O)NC2=CC=C(C=C2)C2=CC=C(O2)C2=CC=C(C=C2)NC(=O)[C@@H]2CCCN2C(=O)[C@H](N(C)C)C=2C=CC=CC=2)=CC=CC=C1 OWZZLWKRUOYHAU-JEGXQRANSA-N 0.000 claims 9
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 9
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 8
125000002947 alkylene group Chemical group 0.000 claims 7
150000001875 compounds Chemical class 0.000 claims 7
229910052717 sulfur Chemical group 0.000 claims 7
125000003710 aryl alkyl group Chemical group 0.000 claims 6
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 6
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
239000001294 propane Substances 0.000 claims 4
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
IBTDJGOEYUJEHP-UHFFFAOYSA-N C=1C=C(F)C=C(F)C=1C(N(C)C)C(=O)N1CCCC1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)C(N(C)C)C1=CC=C(F)C=C1F Chemical compound C=1C=C(F)C=C(F)C=1C(N(C)C)C(=O)N1CCCC1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)C(N(C)C)C1=CC=C(F)C=C1F IBTDJGOEYUJEHP-UHFFFAOYSA-N 0.000 claims 3
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 3
125000003545 alkoxy group Chemical group 0.000 claims 3
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
229910052760 oxygen Inorganic materials 0.000 claims 3
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 2
DNUTZBZXLPWRJG-UHFFFAOYSA-N 1-Piperidine carboxylic acid Chemical compound OC(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-N 0.000 claims 2
GBDVKSQVQHLOGA-PAIGMYNKSA-N 1-[(2S)-oxolane-2-carbonyl]-N-[4-[5-[4-[[1-[(2S)-oxolane-2-carbonyl]pyrrolidine-2-carbonyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCN(C(=O)[C@H]2OCCC2)C1C(=O)NC(C=C1)=CC=C1C(O1)=NN=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)[C@@H]1CCCO1 GBDVKSQVQHLOGA-PAIGMYNKSA-N 0.000 claims 2
JFCDUMKOXHHMTP-UHFFFAOYSA-N 2-benzylpyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1CC1=CC=CC=C1 JFCDUMKOXHHMTP-UHFFFAOYSA-N 0.000 claims 2
GULMJNUJAVNDBJ-UHFFFAOYSA-N 2-methylpyrrolidine-1-carboxylic acid Chemical compound CC1CCCN1C(O)=O GULMJNUJAVNDBJ-UHFFFAOYSA-N 0.000 claims 2
NQXSJMZRLAAINC-UHFFFAOYSA-N C1C(O)CC(C(=O)NC=2C=CC(=CC=2)C2=C(NC=N2)C=2C=CC(NC(=O)C3N(CC(O)C3)C(=O)CC=3C=CC=CC=3)=CC=2)N1C(=O)CC1=CC=CC=C1 Chemical compound C1C(O)CC(C(=O)NC=2C=CC(=CC=2)C2=C(NC=N2)C=2C=CC(NC(=O)C3N(CC(O)C3)C(=O)CC=3C=CC=CC=3)=CC=2)N1C(=O)CC1=CC=CC=C1 NQXSJMZRLAAINC-UHFFFAOYSA-N 0.000 claims 2
HLHWILUOGDVJOK-UHFFFAOYSA-N C1CCC(C(=O)NC=2C=CC(=CC=2)C=2OC(=NC=2)C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC3CC3)=CC=2)N1C(=O)CC1CC1 Chemical compound C1CCC(C(=O)NC=2C=CC(=CC=2)C=2OC(=NC=2)C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC3CC3)=CC=2)N1C(=O)CC1CC1 HLHWILUOGDVJOK-UHFFFAOYSA-N 0.000 claims 2
HNOFUQBYRPYCLA-NLBWKBLJSA-N CO[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CN=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)OC)=O)=O)O1)=O)=O)C1=CC=CC=C1 Chemical compound CO[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CN=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)OC)=O)=O)O1)=O)=O)C1=CC=CC=C1 HNOFUQBYRPYCLA-NLBWKBLJSA-N 0.000 claims 2
XGYVNSHZVNLRLN-FPMWXBJSSA-N C[C@H](NC(=O)C(C)(O)c1ccccc1)C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)[C@H](C)NC(=O)C(C)(O)c2ccccc2)cc1 Chemical compound C[C@H](NC(=O)C(C)(O)c1ccccc1)C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)[C@H](C)NC(=O)C(C)(O)c2ccccc2)cc1 XGYVNSHZVNLRLN-FPMWXBJSSA-N 0.000 claims 2
GISXMZMFIWNHRK-FPMWXBJSSA-N C[C@H](NC(=O)C(C)(O)c1ccccc1)C(=O)Nc1ccc(cc1)-c1cnc(o1)-c1ccc(NC(=O)[C@H](C)NC(=O)C(C)(O)c2ccccc2)cc1 Chemical compound C[C@H](NC(=O)C(C)(O)c1ccccc1)C(=O)Nc1ccc(cc1)-c1cnc(o1)-c1ccc(NC(=O)[C@H](C)NC(=O)C(C)(O)c2ccccc2)cc1 GISXMZMFIWNHRK-FPMWXBJSSA-N 0.000 claims 2
QUFVLNKWNMVQPD-KLTKIEITSA-N O[C@@H](C(N1C(CC(NC2=CC=C(C(C=C3)=CC=C3NC(CC(CCC3)N3C([C@@H](C3=CC=CC=C3)O)=O)=O)O2)=O)CCC1)=O)C1=CC=CC=C1 Chemical compound O[C@@H](C(N1C(CC(NC2=CC=C(C(C=C3)=CC=C3NC(CC(CCC3)N3C([C@@H](C3=CC=CC=C3)O)=O)=O)O2)=O)CCC1)=O)C1=CC=CC=C1 QUFVLNKWNMVQPD-KLTKIEITSA-N 0.000 claims 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
FWTXWYXPXGKVJG-UHFFFAOYSA-N atrolactamide Chemical compound NC(=O)C(O)(C)C1=CC=CC=C1 FWTXWYXPXGKVJG-UHFFFAOYSA-N 0.000 claims 2
125000002619 bicyclic group Chemical group 0.000 claims 2
239000004202 carbamide Substances 0.000 claims 2
125000004093 cyano group Chemical group *C#N 0.000 claims 2
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
125000004446 heteroarylalkyl group Chemical group 0.000 claims 2
125000005842 heteroatom Chemical group 0.000 claims 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
125000004433 nitrogen atom Chemical group N* 0.000 claims 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
239000001301 oxygen Chemical group 0.000 claims 2
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 2
VLJNHYLEOZPXFW-UHFFFAOYSA-N pyrrolidine-2-carboxamide Chemical compound NC(=O)C1CCCN1 VLJNHYLEOZPXFW-UHFFFAOYSA-N 0.000 claims 2
239000011593 sulfur Chemical group 0.000 claims 2
GLGUEUISIUMNBP-VMPREFPWSA-N (2s)-1-[2-(1h-imidazol-5-yl)acetyl]-n-[4-[2-[4-[[(2s)-1-[2-(1h-imidazol-5-yl)acetyl]pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound N1([C@@H](CCC1)C(=O)NC=1C=CC(=CC=1)C=1OC(=NC=1)C=1C=CC(NC(=O)[C@H]2N(CCC2)C(=O)CC=2NC=NC=2)=CC=1)C(=O)CC1=CNC=N1 GLGUEUISIUMNBP-VMPREFPWSA-N 0.000 claims 1
KYONFLKOAJDZFM-KYJUHHDHSA-N (2s)-1-acetyl-n-[4-[2-[4-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2OC(=NC=2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)C=C1 KYONFLKOAJDZFM-KYJUHHDHSA-N 0.000 claims 1
OQCPDQSVKMVDFC-CONSDPRKSA-N (2s)-1-acetyl-n-[4-[2-methyl-4-[4-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-thiazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C2=C(N=C(C)S2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)C=C1 OQCPDQSVKMVDFC-CONSDPRKSA-N 0.000 claims 1
JYHUMLLYOIIBQM-CONSDPRKSA-N (2s)-1-acetyl-n-[4-[4-[4-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-thiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2SC=C(N=2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)C=C1 JYHUMLLYOIIBQM-CONSDPRKSA-N 0.000 claims 1
JOQXAQFWUZZRTF-VMPREFPWSA-N (2s)-1-acetyl-n-[4-[5-[4-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2OC(=NN=2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)C=C1 JOQXAQFWUZZRTF-VMPREFPWSA-N 0.000 claims 1
WYIQQXYQFCCJFF-KYJUHHDHSA-N (2s)-1-acetyl-n-[4-[5-[4-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2OC(=CN=2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)C=C1 WYIQQXYQFCCJFF-KYJUHHDHSA-N 0.000 claims 1
DZJDTIHPHLMWPC-ACHIHNKUSA-N (2s)-1-acetyl-n-[4-[5-[4-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1h-pyrazol-3-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2NN=C(C=2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)C=C1 DZJDTIHPHLMWPC-ACHIHNKUSA-N 0.000 claims 1
VBBWYFTXAXGAQS-NSOVKSMOSA-N (2s)-1-acetyl-n-[4-[5-[4-[[(2s)-1-(2-pyridin-3-ylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2OC(=NN=2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)CC=3C=NC=CC=3)=CC=2)C=C1 VBBWYFTXAXGAQS-NSOVKSMOSA-N 0.000 claims 1
PQKWPXVRMYHUKR-UHFFFAOYSA-N 1-(1,3-benzodioxole-5-carbonyl)pyrrolidine-2-carboxamide Chemical compound NC(=O)C1CCCN1C(=O)C1=CC=C(OCO2)C2=C1 PQKWPXVRMYHUKR-UHFFFAOYSA-N 0.000 claims 1
ZMMZGEKGAVBUAI-UHFFFAOYSA-N 1-(1-benzofuran-2-carbonyl)-N-[4-[4-[4-[[1-(1-benzofuran-2-carbonyl)pyrrolidine-2-carbonyl]amino]phenyl]-1H-imidazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1=CC=C2OC(C(=O)N3CCCC3C(NC=3C=CC(=CC=3)C3=C(NC=N3)C=3C=CC(NC(=O)C4N(CCC4)C(=O)C=4OC5=CC=CC=C5C=4)=CC=3)=O)=CC2=C1 ZMMZGEKGAVBUAI-UHFFFAOYSA-N 0.000 claims 1
VUOYCZMKODGCKP-UHFFFAOYSA-N 1-(2-methoxy-2-phenylacetyl)-4-[(2-methylpropan-2-yl)oxy]pyrrolidine-2-carboxamide Chemical compound C(C)(C)(C)OC1CC(N(C1)C(C(C1=CC=CC=C1)OC)=O)C(=O)N VUOYCZMKODGCKP-UHFFFAOYSA-N 0.000 claims 1
NTDOGZXJIQGMJA-UHFFFAOYSA-N 1-(2-methylpropanoyl)-N-[4-[3-[4-[[1-(2-methylpropanoyl)pyrrolidine-2-carbonyl]amino]phenyl]-1H-pyrazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(C)C(=O)N1CCCC1C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CCCN2C(=O)C(C)C)cc1 NTDOGZXJIQGMJA-UHFFFAOYSA-N 0.000 claims 1
SOGBGOPTHHABCU-UHFFFAOYSA-N 1-(2-oxo-2-phenylacetyl)-N-[4-[2-[4-[[1-(2-oxo-2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCN(C(=O)C(=O)C=2C=CC=CC=2)C1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)C(=O)C1=CC=CC=C1 SOGBGOPTHHABCU-UHFFFAOYSA-N 0.000 claims 1
UQQPRDWCCUYMSE-UHFFFAOYSA-N 1-(2-oxo-2-phenylacetyl)-N-[4-[3-[4-[[1-(2-oxo-2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1H-pyrazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound O=C(Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CCCN2C(=O)C(=O)c2ccccc2)cc1)C1CCCN1C(=O)C(=O)c1ccccc1 UQQPRDWCCUYMSE-UHFFFAOYSA-N 0.000 claims 1
LTSVJTNWOOAGTJ-UHFFFAOYSA-N 1-(2-phenylacetyl)-N-[4-[5-[4-[[1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-2H-triazol-4-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound O=C(Cc1ccccc1)N1CCCC1C(=O)Nc1ccc(cc1)-c1n[nH]nc1-c1ccc(NC(=O)C2CCCN2C(=O)Cc2ccccc2)cc1 LTSVJTNWOOAGTJ-UHFFFAOYSA-N 0.000 claims 1
SLVUWFRBVVAAEI-UHFFFAOYSA-N 1-(2-phenylacetyl)-n-[4-[5-[4-[[1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCC(C(=O)NC=2C=CC(=CC=2)C=2OC(=NN=2)C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)N1C(=O)CC1=CC=CC=C1 SLVUWFRBVVAAEI-UHFFFAOYSA-N 0.000 claims 1
OLFPUHDHQIBXNH-UHFFFAOYSA-N 1-(2-phenylacetyl)pyrrolidine-2-carboxamide Chemical compound NC(=O)C1CCCN1C(=O)CC1=CC=CC=C1 OLFPUHDHQIBXNH-UHFFFAOYSA-N 0.000 claims 1
SAANOXOPPLPZQX-UHFFFAOYSA-N 1-(2-pyridin-3-ylacetyl)-N-[4-[5-[4-[[1-(2-pyridin-3-ylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCC(C(=O)NC=2C=CC(=CC=2)C=2OC(=NN=2)C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC=3C=NC=CC=3)=CC=2)N1C(=O)CC1=CC=CN=C1 SAANOXOPPLPZQX-UHFFFAOYSA-N 0.000 claims 1
FFVZTQZKFFHVBX-UHFFFAOYSA-N 1-(2-thiophen-2-ylacetyl)-N-[4-[5-[4-[[1-(2-thiophen-2-ylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCC(C(=O)NC=2C=CC(=CC=2)C=2OC(=NN=2)C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC=3SC=CC=3)=CC=2)N1C(=O)CC1=CC=CS1 FFVZTQZKFFHVBX-UHFFFAOYSA-N 0.000 claims 1
SUVGLYYTUGLOCF-UHFFFAOYSA-N 1-(cyclohexanecarbonyl)-4-[(2-methylpropan-2-yl)oxy]pyrrolidine-2-carboxamide Chemical compound C(C)(C)(C)OC1CC(N(C1)C(=O)C1CCCCC1)C(=O)N SUVGLYYTUGLOCF-UHFFFAOYSA-N 0.000 claims 1
BXGJRZXDMFPRTF-UHFFFAOYSA-N 1-(cyclopropanecarbonyl)-N-[4-[2-[4-[[1-(cyclopropanecarbonyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCN(C(=O)C2CC2)C1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)C1CC1 BXGJRZXDMFPRTF-UHFFFAOYSA-N 0.000 claims 1
OSBDOZGOISPFEH-UHFFFAOYSA-N 1-(cyclopropanecarbonyl)-N-[4-[3-[4-[[1-(cyclopropanecarbonyl)pyrrolidine-2-carbonyl]amino]phenyl]-1H-pyrazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound O=C(Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CCCN2C(=O)C2CC2)cc1)C1CCCN1C(=O)C1CC1 OSBDOZGOISPFEH-UHFFFAOYSA-N 0.000 claims 1
QXIWAHGGSVLVLW-UHFFFAOYSA-N 1-(cyclopropanecarbonyl)-N-[4-[5-[4-[[1-(cyclopropanecarbonyl)pyrrolidine-2-carbonyl]amino]phenyl]-2-methylpyrazol-3-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CN1N=C(C=2C=CC(NC(=O)C3N(CCC3)C(=O)C3CC3)=CC=2)C=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)C1CC1 QXIWAHGGSVLVLW-UHFFFAOYSA-N 0.000 claims 1
OXZWPMAWPYPRGB-UHFFFAOYSA-N 1-(pyridine-4-carbonyl)-N-[4-[2-[4-[[1-(pyridine-4-carbonyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1CCN(C(=O)C=2C=CN=CC=2)C1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)C1=CC=NC=C1 OXZWPMAWPYPRGB-UHFFFAOYSA-N 0.000 claims 1
QMQQDHXAUDMKNK-UHFFFAOYSA-N 1-[(2-phenylacetyl)amino]-n-[4-[2-[4-[[1-[(2-phenylacetyl)amino]cyclopropanecarbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]cyclopropane-1-carboxamide Chemical compound C1CC1(C(=O)NC=1C=CC(=CC=1)C=1OC(=NC=1)C=1C=CC(NC(=O)C2(CC2)NC(=O)CC=2C=CC=CC=2)=CC=1)NC(=O)CC1=CC=CC=C1 QMQQDHXAUDMKNK-UHFFFAOYSA-N 0.000 claims 1
PJXPFVOTOJLFOK-KFTPUPIBSA-N 1-[(2S,3R)-2-(dimethylamino)-3-hydroxy-3-phenylpropanoyl]pyrrolidine-2-carboxamide Chemical compound C1([C@@H](O)[C@H](N(C)C)C(=O)N2C(CCC2)C(N)=O)=CC=CC=C1 PJXPFVOTOJLFOK-KFTPUPIBSA-N 0.000 claims 1
PJXPFVOTOJLFOK-TTZKSVMKSA-N 1-[(2S,3S)-2-(dimethylamino)-3-hydroxy-3-phenylpropanoyl]pyrrolidine-2-carboxamide Chemical compound C1([C@H](O)[C@H](N(C)C)C(=O)N2C(CCC2)C(N)=O)=CC=CC=C1 PJXPFVOTOJLFOK-TTZKSVMKSA-N 0.000 claims 1
VZVLWKNNQFGQMR-IMDLXVGASA-N 1-[(2r)-2-acetamido-2-phenylacetyl]-n-[4-[2-[4-[[1-[(2r)-2-acetamido-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1([C@@H](NC(C)=O)C(=O)N2CCCC2C(=O)NC2=CC=C(C=C2)C2=NC=C(O2)C2=CC=C(C=C2)NC(=O)C2CCCN2C(=O)[C@H](NC(=O)C)C=2C=CC=CC=2)=CC=CC=C1 VZVLWKNNQFGQMR-IMDLXVGASA-N 0.000 claims 1
WMWYPNRNWAOJNM-RJLUKDKGSA-N 1-[(2r)-2-acetamido-2-phenylacetyl]-n-[4-[3-[4-[[1-[(2r)-2-acetamido-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]phenyl]-1h-pyrazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound C1([C@@H](NC(C)=O)C(=O)N2CCCC2C(=O)NC2=CC=C(C=C2)C2=CC(=NN2)C2=CC=C(C=C2)NC(=O)C2CCCN2C(=O)[C@H](NC(=O)C)C=2C=CC=CC=2)=CC=CC=C1 WMWYPNRNWAOJNM-RJLUKDKGSA-N 0.000 claims 1
SCYLYSQNUMZGCM-ZBUALCFQSA-N 1-[(3r)-1-(2-hydroxy-2-phenylpropanoyl)pyrrolidin-3-yl]-3-[4-[2-[4-[[(3r)-1-(2-hydroxy-2-phenylpropanoyl)pyrrolidin-3-yl]carbamoylamino]phenyl]-1,3-oxazol-5-yl]phenyl]urea Chemical compound C([C@H](C1)NC(=O)NC2=CC=C(C=C2)C2=NC=C(O2)C2=CC=C(C=C2)NC(=O)N[C@@H]2CCN(C2)C(=O)C(O)(C)C=2C=CC=CC=2)CN1C(=O)C(C)(O)C1=CC=CC=C1 SCYLYSQNUMZGCM-ZBUALCFQSA-N 0.000 claims 1
OCGPRSMFEBCNRN-IVLNXHDYSA-N 1-[(3r)-1-[(2r)-2-(dimethylamino)-2-phenylacetyl]pyrrolidin-3-yl]-3-[4-[2-[4-[[(3r)-1-[(2r)-2-(dimethylamino)-2-phenylacetyl]pyrrolidin-3-yl]carbamoylamino]phenyl]-1,3-oxazol-5-yl]phenyl]urea Chemical compound C1([C@@H](N(C)C)C(=O)N2CC[C@H](C2)NC(=O)NC2=CC=C(C=C2)C2=NC=C(O2)C2=CC=C(C=C2)NC(=O)N[C@@H]2CCN(C2)C(=O)[C@H](N(C)C)C=2C=CC=CC=2)=CC=CC=C1 OCGPRSMFEBCNRN-IVLNXHDYSA-N 0.000 claims 1
DGKUEWOSFLOVCC-UHFFFAOYSA-N 1-[3-(4-bromophenyl)-2-(dimethylamino)propanoyl]pyrrolidine-2-carboxamide Chemical compound C1CCC(C(N)=O)N1C(=O)C(N(C)C)CC1=CC=C(Br)C=C1 DGKUEWOSFLOVCC-UHFFFAOYSA-N 0.000 claims 1
QIWVRLDULGDBNJ-UHFFFAOYSA-N 1-acetyl-N-[4-[5-[4-[(1-acetylpyrrolidine-2-carbonyl)amino]phenyl]-2-methylpyrazol-3-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCCC1C(=O)NC1=CC=C(C2=NN(C)C(C=3C=CC(NC(=O)C4N(CCC4)C(C)=O)=CC=3)=C2)C=C1 QIWVRLDULGDBNJ-UHFFFAOYSA-N 0.000 claims 1
ZSOIIGYMKMWVEZ-UHFFFAOYSA-N 1-acetyl-N-[4-[5-[4-[(1-acetylpyrrolidine-2-carbonyl)amino]phenyl]thiophen-2-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CC(=O)N1CCCC1C(=O)NC1=CC=C(C=2SC(=CC=2)C=2C=CC(NC(=O)C3N(CCC3)C(C)=O)=CC=2)C=C1 ZSOIIGYMKMWVEZ-UHFFFAOYSA-N 0.000 claims 1
PREOKNWRVNMFDF-UHFFFAOYSA-N 1-propanoyl-N-[4-[2-[4-[(1-propanoylpyrrolidine-2-carbonyl)amino]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CCC(=O)N1CCCC1C(=O)NC1=CC=C(C=2OC(=NC=2)C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC)=CC=2)C=C1 PREOKNWRVNMFDF-UHFFFAOYSA-N 0.000 claims 1
LRVYAVBKCCEBFZ-UHFFFAOYSA-N 1-propanoyl-N-[4-[3-[4-[(1-propanoylpyrrolidine-2-carbonyl)amino]phenyl]-1H-pyrazol-5-yl]phenyl]pyrrolidine-2-carboxamide Chemical compound CCC(=O)N1CCCC1C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CCCN2C(=O)CC)cc1 LRVYAVBKCCEBFZ-UHFFFAOYSA-N 0.000 claims 1
RHNHJPBRIBWGTL-PXLJZGITSA-N 2-[4,5-bis[4-[[(2s)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-2-yl]acetic acid Chemical compound C([C@H]1C(=O)NC2=CC=C(C=C2)C2=C(N=C(O2)CC(=O)O)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)OCC=3C=CC=CC=3)=CC=2)CCN1C(=O)OCC1=CC=CC=C1 RHNHJPBRIBWGTL-PXLJZGITSA-N 0.000 claims 1
YOYDHOKKIWWDOB-DQEYMECFSA-N 2-[4,5-bis[4-[[(2s)-2-(phenylmethoxycarbonylamino)propanoyl]amino]phenyl]-1,3-oxazol-2-yl]acetic acid Chemical compound N([C@@H](C)C(=O)NC=1C=CC(=CC=1)C1=C(OC(CC(O)=O)=N1)C=1C=CC(NC(=O)[C@H](C)NC(=O)OCC=2C=CC=CC=2)=CC=1)C(=O)OCC1=CC=CC=C1 YOYDHOKKIWWDOB-DQEYMECFSA-N 0.000 claims 1
IIKAAJGUSWSGMS-UHFFFAOYSA-N 2-azabicyclo[3.1.0]hexane-2-carboxylic acid Chemical compound OC(=O)N1CCC2CC12 IIKAAJGUSWSGMS-UHFFFAOYSA-N 0.000 claims 1
XLCCKHJJXQQTRX-ROUUACIJSA-N 2-chloro-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(2-chloro-6-methoxypyridine-4-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]-6-methoxypyridine-4-carboxamide Chemical compound ClC1=NC(OC)=CC(C(=O)N[C@@H](C)C(=O)NC=2C=CC(=CC=2)C=2OC(=NN=2)C=2C=CC(NC(=O)[C@H](C)NC(=O)C=3C=C(OC)N=C(Cl)C=3)=CC=2)=C1 XLCCKHJJXQQTRX-ROUUACIJSA-N 0.000 claims 1
OABFPFBEKPDCES-UHFFFAOYSA-N 3-[(2-methylpropan-2-yl)oxy]pyrrolidine-1-carboxylic acid Chemical compound CC(C)(C)OC1CCN(C(O)=O)C1 OABFPFBEKPDCES-UHFFFAOYSA-N 0.000 claims 1
QUSGVERULOBSEK-DQEYMECFSA-N 3-chloro-n-[(2s)-1-[4-[3-[4-[[(2s)-2-[(3-chloronaphthalene-1-carbonyl)amino]propanoyl]amino]phenyl]-1h-pyrazol-5-yl]anilino]-1-oxopropan-2-yl]naphthalene-1-carboxamide Chemical compound C1=CC=C2C(C(=O)N[C@@H](C)C(=O)NC3=CC=C(C=C3)C3=CC(=NN3)C3=CC=C(C=C3)NC(=O)[C@@H](NC(=O)C=3C4=CC=CC=C4C=C(Cl)C=3)C)=CC(Cl)=CC2=C1 QUSGVERULOBSEK-DQEYMECFSA-N 0.000 claims 1
TYGXVBSCARFDGS-VXKWHMMOSA-N 3-chloro-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(3-chloro-5-methoxyisoquinoline-1-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]-5-methoxyisoquinoline-1-carboxamide Chemical compound C1=CC=C2C(C(=O)N[C@@H](C)C(=O)NC3=CC=C(C=C3)C3=NN=C(O3)C3=CC=C(C=C3)NC(=O)[C@H](C)NC(=O)C3=C4C=CC=C(C4=CC(Cl)=N3)OC)=NC(Cl)=CC2=C1OC TYGXVBSCARFDGS-VXKWHMMOSA-N 0.000 claims 1
DZHIDLKQOOQXJE-VXKWHMMOSA-N 3-chloro-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(3-chloroisoquinoline-1-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]isoquinoline-1-carboxamide Chemical compound C1=CC=C2C(C(=O)N[C@@H](C)C(=O)NC3=CC=C(C=C3)C3=NN=C(O3)C3=CC=C(C=C3)NC(=O)[C@@H](NC(=O)C=3C4=CC=CC=C4C=C(Cl)N=3)C)=NC(Cl)=CC2=C1 DZHIDLKQOOQXJE-VXKWHMMOSA-N 0.000 claims 1
VNHVAXJTZLISBP-UHFFFAOYSA-N 3-methyl-N-[4-[2-[4-[[3-methyl-2-[(2-phenylacetyl)amino]butanoyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]-2-[(2-phenylacetyl)amino]butanamide Chemical compound C=1C=C(C=2OC(=NC=2)C=2C=CC(NC(=O)C(NC(=O)CC=3C=CC=CC=3)C(C)C)=CC=2)C=CC=1NC(=O)C(C(C)C)NC(=O)CC1=CC=CC=C1 VNHVAXJTZLISBP-UHFFFAOYSA-N 0.000 claims 1
OUSIJVYAFIKPIQ-UHFFFAOYSA-N 3-methylsulfanyl-N-[4-[2-[4-[[3-methylsulfanyl-2-[(2-phenylacetyl)amino]propanoyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]-2-[(2-phenylacetyl)amino]propanamide Chemical compound C=1C=C(C=2OC(=NC=2)C=2C=CC(NC(=O)C(CSC)NC(=O)CC=3C=CC=CC=3)=CC=2)C=CC=1NC(=O)C(CSC)NC(=O)CC1=CC=CC=C1 OUSIJVYAFIKPIQ-UHFFFAOYSA-N 0.000 claims 1
MRZHVEVPPZJDEE-UHFFFAOYSA-N 4-[(2-methylpropan-2-yl)oxy]-1-(2-pyridin-3-ylacetyl)pyrrolidine-2-carboxamide Chemical compound C(C)(C)(C)OC1CC(N(C1)C(CC=1C=NC=CC1)=O)C(=O)N MRZHVEVPPZJDEE-UHFFFAOYSA-N 0.000 claims 1
RHDVXEWWMIMQNY-LQJZCPKCSA-N 4-[(2s)-2-carbamoyl-2-[4-[2-[4-[(2s)-2-carbamoyl-1-(3-carboxypropanoyl)pyrrolidin-2-yl]phenyl]-1,3-oxazol-5-yl]phenyl]pyrrolidin-1-yl]-4-oxobutanoic acid Chemical compound C=1C=C(C=2OC(=NC=2)C=2C=CC(=CC=2)[C@]2(N(CCC2)C(=O)CCC(O)=O)C(N)=O)C=CC=1[C@]1(C(=O)N)CCCN1C(=O)CCC(O)=O RHDVXEWWMIMQNY-LQJZCPKCSA-N 0.000 claims 1
AHPVWJNUGFEMLK-ROUUACIJSA-N 4-chloro-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(4-chloropyridine-2-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]pyridine-2-carboxamide Chemical compound N([C@@H](C)C(=O)NC=1C=CC(=CC=1)C=1OC(=NN=1)C=1C=CC(NC(=O)[C@H](C)NC(=O)C=2N=CC=C(Cl)C=2)=CC=1)C(=O)C1=CC(Cl)=CC=N1 AHPVWJNUGFEMLK-ROUUACIJSA-N 0.000 claims 1
NJHUHHYPTRKDOA-UHFFFAOYSA-N 4-hydroxy-1-(2-methoxy-2-phenylacetyl)pyrrolidine-2-carboxamide Chemical compound OC1CC(N(C1)C(C(C1=CC=CC=C1)OC)=O)C(=O)N NJHUHHYPTRKDOA-UHFFFAOYSA-N 0.000 claims 1
FUVUYJBISVZGFG-UHFFFAOYSA-N 4-hydroxy-1-(thiophene-2-carbonyl)pyrrolidine-2-carboxamide Chemical compound NC(=O)C1CC(O)CN1C(=O)C1=CC=CS1 FUVUYJBISVZGFG-UHFFFAOYSA-N 0.000 claims 1
ZGCZVUIFKKCHHE-UHFFFAOYSA-N 4-methoxy-N-[4-[2-[4-[[4-methoxy-2-[(2-phenylacetyl)amino]butanoyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]-2-[(2-phenylacetyl)amino]butanamide Chemical compound C=1C=C(C=2OC(=NC=2)C=2C=CC(NC(=O)C(CCOC)NC(=O)CC=3C=CC=CC=3)=CC=2)C=CC=1NC(=O)C(CCOC)NC(=O)CC1=CC=CC=C1 ZGCZVUIFKKCHHE-UHFFFAOYSA-N 0.000 claims 1
LMUPYCURTUTFEZ-ZEQRLZLVSA-N 4-methoxy-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(4-methoxyquinoline-2-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]quinoline-2-carboxamide Chemical compound C1=CC=CC2=NC(C(=O)N[C@@H](C)C(=O)NC3=CC=C(C=C3)C3=NN=C(O3)C3=CC=C(C=C3)NC(=O)[C@H](C)NC(=O)C=3C=C(C4=CC=CC=C4N=3)OC)=CC(OC)=C21 LMUPYCURTUTFEZ-ZEQRLZLVSA-N 0.000 claims 1
ZSWHFFFZSZQTPG-UHFFFAOYSA-N 4-methylsulfanyl-N-[4-[2-[4-[[4-methylsulfanyl-2-[(2-phenylacetyl)amino]butanoyl]amino]phenyl]-1,3-oxazol-5-yl]phenyl]-2-[(2-phenylacetyl)amino]butanamide Chemical compound C=1C=C(C=2OC(=NC=2)C=2C=CC(NC(=O)C(CCSC)NC(=O)CC=3C=CC=CC=3)=CC=2)C=CC=1NC(=O)C(CCSC)NC(=O)CC1=CC=CC=C1 ZSWHFFFZSZQTPG-UHFFFAOYSA-N 0.000 claims 1
DQMZOFASGIATFL-ROUUACIJSA-N 6-chloro-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(6-chloropyridine-2-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]pyridine-2-carboxamide Chemical compound N([C@@H](C)C(=O)NC=1C=CC(=CC=1)C=1OC(=NN=1)C=1C=CC(NC(=O)[C@H](C)NC(=O)C=2N=C(Cl)C=CC=2)=CC=1)C(=O)C1=CC=CC(Cl)=N1 DQMZOFASGIATFL-ROUUACIJSA-N 0.000 claims 1
MPQNEQJOTYWCDW-ROUUACIJSA-N 6-fluoro-n-[(2s)-1-[4-[5-[4-[[(2s)-2-[(6-fluoropyridine-2-carbonyl)amino]propanoyl]amino]phenyl]-1,3,4-oxadiazol-2-yl]anilino]-1-oxopropan-2-yl]pyridine-2-carboxamide Chemical compound N([C@@H](C)C(=O)NC=1C=CC(=CC=1)C=1OC(=NN=1)C=1C=CC(NC(=O)[C@H](C)NC(=O)C=2N=C(F)C=CC=2)=CC=1)C(=O)C1=CC=CC(F)=N1 MPQNEQJOTYWCDW-ROUUACIJSA-N 0.000 claims 1
FOJXQXGCEKZSCY-KDVNHAFQSA-N C(C)(=O)O[C@@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C1=NNC(=C1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O Chemical compound C(C)(=O)O[C@@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C1=NNC(=C1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O FOJXQXGCEKZSCY-KDVNHAFQSA-N 0.000 claims 1
XTUDWMPABRLNIP-ZRXPYKPHSA-N C(C)(=O)O[C@@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C=1OC(=CN=1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O Chemical compound C(C)(=O)O[C@@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C=1OC(=CN=1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O XTUDWMPABRLNIP-ZRXPYKPHSA-N 0.000 claims 1
FOJXQXGCEKZSCY-NRTSMNKCSA-N C(C)(=O)O[C@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C1=NNC(=C1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O Chemical compound C(C)(=O)O[C@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C1=NNC(=C1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O FOJXQXGCEKZSCY-NRTSMNKCSA-N 0.000 claims 1
JRTSYILKEIBENH-KSYHCCACSA-N C(C)(=O)O[C@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C=1OC(=CC=1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O Chemical compound C(C)(=O)O[C@](C(=O)N1[C@@H](CCC1)C1=CC=C(C=C1)C=1OC(=CC=1)C1=CC=C(C=C1)[C@H]1N(CCC1)C([C@@](C1=CC=CC=C1)(C(N)=O)OC(C)=O)=O)(C1=CC=CC=C1)C(N)=O JRTSYILKEIBENH-KSYHCCACSA-N 0.000 claims 1
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GBDVKSQVQHLOGA-XQOSCOKLSA-N O=C(Nc1ccc(cc1)-c1nnc(o1)-c1ccc(NC(=O)C2CCCN2C(=O)[C@H]2CCCO2)cc1)C1CCCN1C(=O)[C@H]1CCCO1 Chemical compound O=C(Nc1ccc(cc1)-c1nnc(o1)-c1ccc(NC(=O)C2CCCN2C(=O)[C@H]2CCCO2)cc1)C1CCCN1C(=O)[C@H]1CCCO1 GBDVKSQVQHLOGA-XQOSCOKLSA-N 0.000 claims 1
STOVBZKGVQKABS-UHFFFAOYSA-N O=C1C2C(C3)CCC3C2C(=O)N1C(C)C(=O)N1CCCC1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1N(C(=O)C(C)N2C(C3C4CCC(C4)C3C2=O)=O)CCC1 Chemical compound O=C1C2C(C3)CCC3C2C(=O)N1C(C)C(=O)N1CCCC1C(=O)NC(C=C1)=CC=C1C(O1)=CN=C1C(C=C1)=CC=C1NC(=O)C1N(C(=O)C(C)N2C(C3C4CCC(C4)C3C2=O)=O)CCC1 STOVBZKGVQKABS-UHFFFAOYSA-N 0.000 claims 1
VQKNFDOTLUKFGZ-UHFFFAOYSA-N OC1CC(N(C1)C(=O)Cc1ccccc1)C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CC(O)CN2C(=O)Cc2ccccc2)cc1 Chemical compound OC1CC(N(C1)C(=O)Cc1ccccc1)C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CC(O)CN2C(=O)Cc2ccccc2)cc1 VQKNFDOTLUKFGZ-UHFFFAOYSA-N 0.000 claims 1
XSJLQCHRQOHHGV-UHFFFAOYSA-N OC1CC(N(C1)C(=O)Cc1ccccc1)C(=O)Nc1ccc(cc1)-c1nn[nH]c1-c1ccc(NC(=O)C2CC(O)CN2C(=O)Cc2ccccc2)cc1 Chemical compound OC1CC(N(C1)C(=O)Cc1ccccc1)C(=O)Nc1ccc(cc1)-c1nn[nH]c1-c1ccc(NC(=O)C2CC(O)CN2C(=O)Cc2ccccc2)cc1 XSJLQCHRQOHHGV-UHFFFAOYSA-N 0.000 claims 1
SSHAQGCITFNKTR-CIJHQVBOSA-N OC1CC(N(C1)C(=O)[C@H]1CCCO1)C(=O)Nc1ccc(cc1)-c1cnc(o1)-c1ccc(NC(=O)C2CC(O)CN2C(=O)[C@H]2CCCO2)cc1 Chemical compound OC1CC(N(C1)C(=O)[C@H]1CCCO1)C(=O)Nc1ccc(cc1)-c1cnc(o1)-c1ccc(NC(=O)C2CC(O)CN2C(=O)[C@H]2CCCO2)cc1 SSHAQGCITFNKTR-CIJHQVBOSA-N 0.000 claims 1
NNNNYZPRHYZYIZ-YNPPORQASA-N O[C@@H](C(=O)N1CCCC1C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CCCN2C(=O)[C@H](O)c2ccccc2Cl)cc1)c1ccccc1Cl Chemical compound O[C@@H](C(=O)N1CCCC1C(=O)Nc1ccc(cc1)-c1cc([nH]n1)-c1ccc(NC(=O)C2CCCN2C(=O)[C@H](O)c2ccccc2Cl)cc1)c1ccccc1Cl NNNNYZPRHYZYIZ-YNPPORQASA-N 0.000 claims 1
LRHARGSEBAKKFE-OXFSMEMHSA-N O[C@@H](C(=O)N1CCCC1C(=O)Nc1ccc(cc1)-c1cnc(o1)-c1ccc(NC(=O)C2CCCN2C(=O)[C@H](O)c2ccccc2Cl)cc1)c1ccccc1Cl Chemical compound O[C@@H](C(=O)N1CCCC1C(=O)Nc1ccc(cc1)-c1cnc(o1)-c1ccc(NC(=O)C2CCCN2C(=O)[C@H](O)c2ccccc2Cl)cc1)c1ccccc1Cl LRHARGSEBAKKFE-OXFSMEMHSA-N 0.000 claims 1
DBTANJDPMXDGCJ-BXYSJPQVSA-N O[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)O)=O)=O)N=CN1)=O)=O)C1=CC=CC=C1 Chemical compound O[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)O)=O)=O)N=CN1)=O)=O)C1=CC=CC=C1 DBTANJDPMXDGCJ-BXYSJPQVSA-N 0.000 claims 1
XCUKJCCHMYZQPK-YNPPORQASA-N O[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CC(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)O)=O)=O)=NN1)=O)=O)C1=CC=CC=C1 Chemical compound O[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CC(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)O)=O)=O)=NN1)=O)=O)C1=CC=CC=C1 XCUKJCCHMYZQPK-YNPPORQASA-N 0.000 claims 1
URNMWSSHEIMFEP-GCKWNZSXSA-N O[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=NN=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)O)=O)=O)O1)=O)=O)C1=CC=CC=C1 Chemical compound O[C@@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=NN=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@@H](C2=CC=CC=C2)O)=O)=O)O1)=O)=O)C1=CC=CC=C1 URNMWSSHEIMFEP-GCKWNZSXSA-N 0.000 claims 1
DBTANJDPMXDGCJ-NZNAHNMWSA-N O[C@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@H](C2=CC=CC=C2)O)=O)=O)N=CN1)=O)=O)C1=CC=CC=C1 Chemical compound O[C@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@H](C2=CC=CC=C2)O)=O)=O)N=CN1)=O)=O)C1=CC=CC=C1 DBTANJDPMXDGCJ-NZNAHNMWSA-N 0.000 claims 1
XCUKJCCHMYZQPK-MFUHDEKWSA-N O[C@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CC(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@H](C2=CC=CC=C2)O)=O)=O)=NN1)=O)=O)C1=CC=CC=C1 Chemical compound O[C@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CC(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@H](C2=CC=CC=C2)O)=O)=O)=NN1)=O)=O)C1=CC=CC=C1 XCUKJCCHMYZQPK-MFUHDEKWSA-N 0.000 claims 1
NDDXQIWRLHAJMI-LCCXZTGISA-N O[C@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CN=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@H](C2=CC=CC=C2)O)=O)=O)O1)=O)=O)C1=CC=CC=C1 Chemical compound O[C@H](C(N(CCC1)C1C(NC(C=C1)=CC=C1C1=CN=C(C(C=C2)=CC=C2NC(C(CCC2)N2C([C@H](C2=CC=CC=C2)O)=O)=O)O1)=O)=O)C1=CC=CC=C1 NDDXQIWRLHAJMI-LCCXZTGISA-N 0.000 claims 1
SZYMIXGCURULAD-UHFFFAOYSA-N S1C(C)=NC(C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)CC1=CC=CC=C1 Chemical compound S1C(C)=NC(C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)CC1=CC=CC=C1 SZYMIXGCURULAD-UHFFFAOYSA-N 0.000 claims 1
125000003342 alkenyl group Chemical group 0.000 claims 1
150000001408 amides Chemical class 0.000 claims 1
COXQFMPKUKUBPQ-CEUYOYMZSA-N benzyl (2s,4r)-2-[[4-[5-[4-[[(2s)-1-acetylpyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-2-yl]phenyl]carbamoyl]-4-[(2-methylpropan-2-yl)oxy]pyrrolidine-1-carboxylate Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2OC(=NC=2)C=2C=CC(NC(=O)[C@H]3N(C[C@@H](C3)OC(C)(C)C)C(=O)OCC=3C=CC=CC=3)=CC=2)C=C1 COXQFMPKUKUBPQ-CEUYOYMZSA-N 0.000 claims 1
UUFPTNVKWWTGBQ-NGDRWEMDSA-N benzyl (2s,4r)-2-[[4-[5-[4-[[(2s)-1-acetylpyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-2-yl]phenyl]carbamoyl]-4-hydroxypyrrolidine-1-carboxylate Chemical compound CC(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=2OC(=NC=2)C=2C=CC(NC(=O)[C@H]3N(C[C@H](O)C3)C(=O)OCC=3C=CC=CC=3)=CC=2)C=C1 UUFPTNVKWWTGBQ-NGDRWEMDSA-N 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
239000003937 drug carrier Substances 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
125000004415 heterocyclylalkyl group Chemical group 0.000 claims 1
125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
208000015181 infectious disease Diseases 0.000 claims 1
125000000842 isoxazolyl group Chemical group 0.000 claims 1
GPHGZMZAQBDPMH-UHFFFAOYSA-N n-[4-[2-[(dimethylamino)methyl]-5-[4-[[1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]phenyl]-1,3-oxazol-4-yl]phenyl]-1-(2-phenylacetyl)pyrrolidine-2-carboxamide Chemical compound O1C(CN(C)C)=NC(C=2C=CC(NC(=O)C3N(CCC3)C(=O)CC=3C=CC=CC=3)=CC=2)=C1C(C=C1)=CC=C1NC(=O)C1CCCN1C(=O)CC1=CC=CC=C1 GPHGZMZAQBDPMH-UHFFFAOYSA-N 0.000 claims 1
125000004043 oxo group Chemical group O=* 0.000 claims 1
239000008194 pharmaceutical composition Substances 0.000 claims 1
125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 1
DQAKJEWZWDQURW-UHFFFAOYSA-N pyrrolidonecarboxylic acid Chemical compound OC(=O)N1CCCC1=O DQAKJEWZWDQURW-UHFFFAOYSA-N 0.000 claims 1
238000006467 substitution reaction Methods 0.000 claims 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
229940124597 therapeutic agent Drugs 0.000 claims 1
125000001544 thienyl group Chemical group 0.000 claims 1

JP2012547159A 2009-12-30 2010-12-22 Ｃ型肝炎ウィルス阻害剤 Expired - Fee Related JP5787900B2 (ja)