JP5670731B2 - ある種の化学物質、組成物、および方法 - Google Patents

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Publication number

JP5670731B2

JP5670731B2 JP2010521009A JP2010521009A JP5670731B2 JP 5670731 B2 JP5670731 B2 JP 5670731B2 JP 2010521009 A JP2010521009 A JP 2010521009A JP 2010521009 A JP2010521009 A JP 2010521009A JP 5670731 B2 JP5670731 B2 JP 5670731B2

Authority

JP

Japan

Prior art keywords

methyl

amino

carbamoyloxy

chloro

fluorophenyl

Prior art date

2007-08-15

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.)

Expired - Fee Related

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• 239000000203 mixture Substances 0.000 title claims description 300
• 238000000034 method Methods 0.000 title claims description 43
• 239000000126 substance Substances 0.000 title description 64
• -1 pyridino [4,3-d] pyridinyl Chemical group 0.000 claims description 672
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 274
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 186
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 113
• 125000000217 alkyl group Chemical group 0.000 claims description 110
• 150000001875 compounds Chemical class 0.000 claims description 103
• 239000001257 hydrogen Substances 0.000 claims description 100
• 229910052739 hydrogen Inorganic materials 0.000 claims description 100
• 125000001072 heteroaryl group Chemical group 0.000 claims description 91
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 87
• 102000003505 Myosin Human genes 0.000 claims description 62
• 108060008487 Myosin Proteins 0.000 claims description 61
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 55
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 52
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 50
• 125000003107 substituted aryl group Chemical group 0.000 claims description 49
• 125000003118 aryl group Chemical group 0.000 claims description 48
• 125000005843 halogen group Chemical group 0.000 claims description 45
• 150000002431 hydrogen Chemical class 0.000 claims description 43
• 229910019142 PO4 Inorganic materials 0.000 claims description 42
• 239000010452 phosphate Substances 0.000 claims description 41
• 150000003839 salts Chemical class 0.000 claims description 38
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 38
• 210000002460 smooth muscle Anatomy 0.000 claims description 34
• 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 27
• 125000005017 substituted alkenyl group Chemical group 0.000 claims description 27
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 27
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 27
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 25
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 25
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 25
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 25
• 239000000725 suspension Substances 0.000 claims description 24
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 22
• 201000010099 disease Diseases 0.000 claims description 22
• 125000005415 substituted alkoxy group Chemical group 0.000 claims description 22
• 125000002252 acyl group Chemical group 0.000 claims description 20
• 210000003205 muscle Anatomy 0.000 claims description 20
• 229910052799 carbon Inorganic materials 0.000 claims description 17
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 17
• 239000008194 pharmaceutical composition Substances 0.000 claims description 17
• 125000004426 substituted alkynyl group Chemical group 0.000 claims description 16
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 15
• 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 15
• RFIOZSIHFNEKFF-UHFFFAOYSA-M piperazine-1-carboxylate Chemical compound [O-]C(=O)N1CCNCC1 RFIOZSIHFNEKFF-UHFFFAOYSA-M 0.000 claims description 15
• 125000004429 atom Chemical group 0.000 claims description 14
• 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 14
• 125000004104 aryloxy group Chemical group 0.000 claims description 13
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
• 125000004499 isoxazol-5-yl group Chemical group O1N=CC=C1* 0.000 claims description 13
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 12
• 241000124008 Mammalia Species 0.000 claims description 12
• 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims description 12
• 125000004521 1,3,4-thiadiazol-2-yl group Chemical group S1C(=NN=C1)* 0.000 claims description 11
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 11
• 125000004551 isoquinolin-3-yl group Chemical group C1=NC(=CC2=CC=CC=C12)* 0.000 claims description 11
• 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 11
• 125000004076 pyridyl group Chemical group 0.000 claims description 11
• 125000005553 heteroaryloxy group Chemical group 0.000 claims description 9
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 8
• 206010020772 Hypertension Diseases 0.000 claims description 8
• 125000000304 alkynyl group Chemical group 0.000 claims description 8
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 8
• 150000001540 azides Chemical class 0.000 claims description 8
• 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 8
• 125000003342 alkenyl group Chemical group 0.000 claims description 7
• 208000006673 asthma Diseases 0.000 claims description 7
• 238000004519 manufacturing process Methods 0.000 claims description 7
• 125000000335 thiazolyl group Chemical group 0.000 claims description 7
• 125000001544 thienyl group Chemical group 0.000 claims description 7
• 208000006011 Stroke Diseases 0.000 claims description 6
• 239000002253 acid Substances 0.000 claims description 6
• 125000004423 acyloxy group Chemical group 0.000 claims description 6
• 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims description 6
• 125000001153 fluoro group Chemical group F* 0.000 claims description 6
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 6
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 6
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 5
• 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 5
• 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 5
• 208000010412 Glaucoma Diseases 0.000 claims description 5
• XHRUTYOGFDLXAI-OYKVQYDMSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)CO)C(=O)NCC1=CC=CC(F)=C1Cl XHRUTYOGFDLXAI-OYKVQYDMSA-N 0.000 claims description 5
• 125000005873 benzo[d]thiazolyl group Chemical group 0.000 claims description 5
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 5
• 239000007788 liquid Substances 0.000 claims description 5
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 5
• 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 0.000 claims description 5
• 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims description 4
• 125000004778 2,2-difluoroethyl group Chemical group [H]C([H])(*)C([H])(F)F 0.000 claims description 4
• 206010006482 Bronchospasm Diseases 0.000 claims description 4
• 208000010228 Erectile Dysfunction Diseases 0.000 claims description 4
• 206010021639 Incontinence Diseases 0.000 claims description 4
• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
• DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims description 4
• KTCPZIDFBSASSE-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-5-hydroxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1F KTCPZIDFBSASSE-IBGZPJMESA-N 0.000 claims description 4
• TZTONEYVSXOKEE-IBGZPJMESA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl TZTONEYVSXOKEE-IBGZPJMESA-N 0.000 claims description 4
• RRABPIMPBONLHI-HNNXBMFYSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-[5-(trifluoromethyl)pyridin-2-yl]carbamate Chemical compound C([C@H](CCCN)N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)OC(=O)NC1=CC=C(C(F)(F)F)C=N1 RRABPIMPBONLHI-HNNXBMFYSA-N 0.000 claims description 4
• 239000000443 aerosol Substances 0.000 claims description 4
• 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
• 201000001881 impotence Diseases 0.000 claims description 4
• 208000002551 irritable bowel syndrome Diseases 0.000 claims description 4
• 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 4
• 125000003386 piperidinyl group Chemical group 0.000 claims description 4
• 239000000843 powder Substances 0.000 claims description 4
• 125000004944 pyrazin-3-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims description 4
• 238000007634 remodeling Methods 0.000 claims description 4
• 208000033045 Premenstrual cramps Diseases 0.000 claims description 3
• 208000032851 Subarachnoid Hemorrhage Diseases 0.000 claims description 3
• RZLPMYQABUWAMG-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]pent-4-enyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC=C)C(=O)NCC1=CC=CC(F)=C1F RZLPMYQABUWAMG-IBGZPJMESA-N 0.000 claims description 3
• PSAOTDWEWWYFDA-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-oxo-5-piperazin-1-ylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(=O)N1CCNCC1 PSAOTDWEWWYFDA-QFIPXVFZSA-N 0.000 claims description 3
• POQOKRRETJRPHT-OALUTQOASA-N [(2s,4s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)C[C@H](O)CO)C(=O)NCC1=CC=CC(F)=C1F POQOKRRETJRPHT-OALUTQOASA-N 0.000 claims description 3
• XHRUTYOGFDLXAI-OALUTQOASA-N [(2s,4s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@H](O)CO)C(=O)NCC1=CC=CC(F)=C1Cl XHRUTYOGFDLXAI-OALUTQOASA-N 0.000 claims description 3
• 150000001408 amides Chemical class 0.000 claims description 3
• 230000007885 bronchoconstriction Effects 0.000 claims description 3
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 3
• FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 3
• 125000003226 pyrazolyl group Chemical group 0.000 claims description 3
• 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 2
• 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 claims description 2
• QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims description 2
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
• WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 2
• 208000006399 Premature Obstetric Labor Diseases 0.000 claims description 2
• SKQVRKWBGPCXIS-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-piperazin-1-ylpentyl] N-[3-(3-fluorophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=CC(=NO1)C1=CC(=CC=C1)F)CCC(N1CCNCC1)=O SKQVRKWBGPCXIS-QFIPXVFZSA-N 0.000 claims description 2
• PSEANGVMDQTEPX-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-piperazin-1-ylpentyl] N-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=NOC(=C1)C1=CC(=CC=C1)F)CCC(N1CCNCC1)=O PSEANGVMDQTEPX-QFIPXVFZSA-N 0.000 claims description 2
• QNHVVKICMVUVOS-QHCPKHFHSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-piperazin-1-ylpentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CCC(N1CCNCC1)=O QNHVVKICMVUVOS-QHCPKHFHSA-N 0.000 claims description 2
• WUJONBMBDGEVKC-VQTJNVASSA-N [(2S,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)C[C@H](CO)O WUJONBMBDGEVKC-VQTJNVASSA-N 0.000 claims description 2
• WUJONBMBDGEVKC-PMACEKPBSA-N [(2S,4S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)C[C@@H](CO)O WUJONBMBDGEVKC-PMACEKPBSA-N 0.000 claims description 2
• YIHURIMTSNNPER-FQEVSTJZSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1F YIHURIMTSNNPER-FQEVSTJZSA-N 0.000 claims description 2
• TYCQFLDGDRUVIS-QHCPKHFHSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(2-methyl-3,4,6,7-tetrahydroimidazo[4,5-c]pyridin-5-yl)-5-oxopentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCC(=O)N1CC=2N=C(C)NC=2CC1)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl TYCQFLDGDRUVIS-QHCPKHFHSA-N 0.000 claims description 2
• UILNXSFBKLMMHZ-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(2-oxopiperazin-1-yl)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCN1CCNCC1=O UILNXSFBKLMMHZ-QFIPXVFZSA-N 0.000 claims description 2
• MWQAFBYGNSHPMQ-DEOSSOPVSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(4-methylpiperazin-1-yl)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCN1CCN(C)CC1 MWQAFBYGNSHPMQ-DEOSSOPVSA-N 0.000 claims description 2
• HNYXHRONVORMHS-QHCPKHFHSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(6,8-dihydro-5h-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN1CC2=NN=CN2CC1)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl HNYXHRONVORMHS-QHCPKHFHSA-N 0.000 claims description 2
• ZDXQWEZWCIQXNR-NRFANRHFSA-N [(2s)-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=C(F)C=C1Cl ZDXQWEZWCIQXNR-NRFANRHFSA-N 0.000 claims description 2
• DHSPIHMAHAFAEY-SFHVURJKSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2,2-difluoroethylamino)propyl] n-[3-(3-fluorophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound CC(=O)N([C@@H](CNCC(F)F)COC(=O)NC=1ON=C(C=1)C=1C=C(F)C=CC=1)NCC1=CC=CC(F)=C1Cl DHSPIHMAHAFAEY-SFHVURJKSA-N 0.000 claims description 2
• VQGVPNKQIIOIOO-XJDOXCRVSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl VQGVPNKQIIOIOO-XJDOXCRVSA-N 0.000 claims description 2
• MSVHAZSESGCPOQ-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(2-aminoacetyl)amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)CN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl MSVHAZSESGCPOQ-NRFANRHFSA-N 0.000 claims description 2
• FGKXUGHKJLGVFL-IBGZPJMESA-N [(2s)-5-[[amino-(carbamoylamino)methylidene]amino]-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCN\C(N)=N\C(N)=O)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl FGKXUGHKJLGVFL-IBGZPJMESA-N 0.000 claims description 2
• BGAUYBRSCZLHNB-SFHVURJKSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoropentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(F)(F)CN)C(=O)NCC1=CC=CC(F)=C1Cl BGAUYBRSCZLHNB-SFHVURJKSA-N 0.000 claims description 2
• LNRNJPXEXQOOKV-KRWDZBQOSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoropentyl] n-[3-(3-fluorophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)CC(F)(F)CN)OC(=O)NC(ON=1)=CC=1C1=CC=CC(F)=C1 LNRNJPXEXQOOKV-KRWDZBQOSA-N 0.000 claims description 2
• WMTXVQUFOCIMHC-ZWKOTPCHSA-N [(2s,4r)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@@H](O)CO)OC(=O)NC(ON=1)=CC=1C1=CC=CC=C1 WMTXVQUFOCIMHC-ZWKOTPCHSA-N 0.000 claims description 2
• XHRUTYOGFDLXAI-RBUKOAKNSA-N [(2s,4r)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@@H](O)CO)C(=O)NCC1=CC=CC(F)=C1Cl XHRUTYOGFDLXAI-RBUKOAKNSA-N 0.000 claims description 2
• 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
• 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
• GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 claims description 2
• 239000002775 capsule Substances 0.000 claims description 2
• 150000007942 carboxylates Chemical class 0.000 claims description 2
• 125000000842 isoxazolyl group Chemical group 0.000 claims description 2
• 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
• 125000001715 oxadiazolyl group Chemical group 0.000 claims description 2
• 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 2
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
• 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims description 2
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• 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 2
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• 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 23
• 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 16
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• 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 14
• 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 12
• NUKZAGXMHTUAFE-UHFFFAOYSA-N hexanoic acid methyl ester Natural products CCCCCC(=O)OC NUKZAGXMHTUAFE-UHFFFAOYSA-N 0.000 claims 9
• HNBDRPTVWVGKBR-UHFFFAOYSA-N n-pentanoic acid methyl ester Natural products CCCCC(=O)OC HNBDRPTVWVGKBR-UHFFFAOYSA-N 0.000 claims 7
• 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 5
• ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 claims 5
• 125000004193 piperazinyl group Chemical group 0.000 claims 5
• AKOOLKBOVMJJML-UHFFFAOYSA-N 1-[(2,3-difluorophenyl)methyl]-3-methylurea Chemical compound CNC(=O)NCC1=CC=CC(F)=C1F AKOOLKBOVMJJML-UHFFFAOYSA-N 0.000 claims 4
• 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 3
• JQVXMIPNQMYRPE-UHFFFAOYSA-N ethyl dimethyl phosphate Chemical compound CCOP(=O)(OC)OC JQVXMIPNQMYRPE-UHFFFAOYSA-N 0.000 claims 3
• IPWFJLQDVFKJDU-UHFFFAOYSA-N pentanamide Chemical compound CCCCC(N)=O IPWFJLQDVFKJDU-UHFFFAOYSA-N 0.000 claims 3
• HNVBNDIMWOYRFU-DHLKQENFSA-N tert-butyl n-[(2s)-1-[[(4s)-4-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(1,7-naphthyridin-6-ylcarbamoyloxy)pentyl]amino]-3-hydroxy-1-oxopropan-2-yl]carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)[C@H](CO)NC(=O)OC(C)(C)C)COC(=O)NC=1N=CC2=NC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl HNVBNDIMWOYRFU-DHLKQENFSA-N 0.000 claims 3
• KRZJRNZICWNMOA-GXSJLCMTSA-N (3s,4r)-4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1=CC=C2[C@@H](O)[C@@H](OC)CC(=O)C2=C1O KRZJRNZICWNMOA-GXSJLCMTSA-N 0.000 claims 2
• GFYZBSDGENFVCY-HNNXBMFYSA-N (4s)-4-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(1,3-benzothiazol-2-ylcarbamoyloxy)pentanoic acid Chemical compound CC(=O)N([C@@H](CCC(O)=O)COC(=O)NC=1SC2=CC=CC=C2N=1)NCC1=CC=CC(F)=C1Cl GFYZBSDGENFVCY-HNNXBMFYSA-N 0.000 claims 2
• VSPMAHXVUGOFMD-UHFFFAOYSA-N 4-benzoylbenzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)C1=CC=CC=C1 VSPMAHXVUGOFMD-UHFFFAOYSA-N 0.000 claims 2
• 229930195711 D-Serine Natural products 0.000 claims 2
• QPJVMBTYPHYUOC-UHFFFAOYSA-N Methyl benzoate Natural products COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims 2
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• XFWKFGDFHGECLY-IJBYHRAESA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-4-hydroxy-3,4-dimethylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(C)C(C)(C)O)NCC1=CC=CC=C1Cl XFWKFGDFHGECLY-IJBYHRAESA-N 0.000 claims 2
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• NVTPMUHPCAUGCB-UHFFFAOYSA-N pentyl dihydrogen phosphate Chemical compound CCCCCOP(O)(O)=O NVTPMUHPCAUGCB-UHFFFAOYSA-N 0.000 claims 2
• 229910052698 phosphorus Inorganic materials 0.000 claims 2
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• DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims 2
• PSPXARYONNFEBB-SFHVURJKSA-N (3s)-3-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]butanoic acid Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)=O)NCC1=CC=CC(F)=C1Cl PSPXARYONNFEBB-SFHVURJKSA-N 0.000 claims 1
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• CNUOKKKCWGIDQS-IBGZPJMESA-N (4s)-4-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(isoquinolin-3-ylcarbamoyloxy)pentanoic acid Chemical compound CC(=O)N([C@@H](CCC(O)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl CNUOKKKCWGIDQS-IBGZPJMESA-N 0.000 claims 1
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• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 1
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• MNLOJRCFBDMBJW-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-(2,2-difluoroethyl)amino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(CC(F)F)C(=O)NCC1=CC=CC(F)=C1Cl MNLOJRCFBDMBJW-UHFFFAOYSA-N 0.000 claims 1
• OBXPJVBBYATXKQ-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-(2-hydroxy-2-methylpropyl)amino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(CC(C)(O)C)C(=O)NCC1=CC=CC(F)=C1Cl OBXPJVBBYATXKQ-UHFFFAOYSA-N 0.000 claims 1
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• VTQDQNWRGZTFJE-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-ethylamino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(CC)C(=O)NCC1=CC=CC(F)=C1Cl VTQDQNWRGZTFJE-UHFFFAOYSA-N 0.000 claims 1
• JKNIOOOCZGNJAD-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(1,6-naphthyridin-7-yl)carbamate Chemical compound C=1C2=NC=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl JKNIOOOCZGNJAD-UHFFFAOYSA-N 0.000 claims 1
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• VISAHVFMOFGYKW-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(2,6-naphthyridin-3-yl)carbamate Chemical compound C=1C2=CN=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl VISAHVFMOFGYKW-UHFFFAOYSA-N 0.000 claims 1
• ZVSUIHDNCDNWDS-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-acetylisoquinolin-3-yl)carbamate Chemical compound C=1C2=C(C(C)=O)C=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl ZVSUIHDNCDNWDS-UHFFFAOYSA-N 0.000 claims 1
• LPXBGBBHLSJKJO-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-bromo-4-methylpyridin-2-yl)carbamate Chemical compound C=1C=CC(F)=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC(C)=C(Br)C=N1 LPXBGBBHLSJKJO-UHFFFAOYSA-N 0.000 claims 1
• DABCKRNRDYPSPG-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-bromoisoquinolin-3-yl)carbamate Chemical compound C=1C2=C(Br)C=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl DABCKRNRDYPSPG-UHFFFAOYSA-N 0.000 claims 1
• NLVWKHNOTNRVEB-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-cyano-4-methylpyridin-2-yl)carbamate Chemical compound C=1C=CC(F)=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC(C)=C(C#N)C=N1 NLVWKHNOTNRVEB-UHFFFAOYSA-N 0.000 claims 1
• NNESOHZXMXRVLZ-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-fluoro-4-methylpyridin-2-yl)carbamate Chemical compound C=1C=CC(F)=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC(C)=C(F)C=N1 NNESOHZXMXRVLZ-UHFFFAOYSA-N 0.000 claims 1
• KUSSMADLSYHNFM-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(8-bromoisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC=CC(Br)=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl KUSSMADLSYHNFM-UHFFFAOYSA-N 0.000 claims 1
• STYXSVNLTMIGOU-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(8-cyanoisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC=CC(C#N)=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl STYXSVNLTMIGOU-UHFFFAOYSA-N 0.000 claims 1
• BPFOQZPBLGYXKV-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-[5-(hydroxymethyl)isoquinolin-3-yl]carbamate Chemical compound C=1C2=C(CO)C=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl BPFOQZPBLGYXKV-UHFFFAOYSA-N 0.000 claims 1
• YYCPIWWEZBROGY-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-[6-(hydroxymethyl)isoquinolin-3-yl]carbamate Chemical compound C=1C2=CC(CO)=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl YYCPIWWEZBROGY-UHFFFAOYSA-N 0.000 claims 1
• ALYAAUZNCGQVQQ-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-[7-(hydroxymethyl)isoquinolin-3-yl]carbamate Chemical compound C=1C2=CC=C(CO)C=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl ALYAAUZNCGQVQQ-UHFFFAOYSA-N 0.000 claims 1
• CZNHDHIYKHYNRZ-UHFFFAOYSA-N 2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-isoquinolin-3-ylcarbamate Chemical compound C=1C2=CC=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(F)=C1Cl CZNHDHIYKHYNRZ-UHFFFAOYSA-N 0.000 claims 1
• IXEOPCWHCZNSOL-UHFFFAOYSA-N 2-[(2-chloro-3-hydroxyphenyl)methylcarbamoyl-methylamino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC(O)=C1Cl IXEOPCWHCZNSOL-UHFFFAOYSA-N 0.000 claims 1
• SYSGMEGVUJPITH-UHFFFAOYSA-N 2-[(2-chloro-3-methoxyphenyl)methylcarbamoyl-methylamino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound COC1=CC=CC(CNC(=O)N(C)CCOC(=O)NC=2N=CC3=CC=C(F)C=C3C=2)=C1Cl SYSGMEGVUJPITH-UHFFFAOYSA-N 0.000 claims 1
• ZWVMYTLYDHJQQJ-UHFFFAOYSA-N 2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-propan-2-ylamino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(C(C)C)C(=O)NCC1=CC=C(F)C=C1Cl ZWVMYTLYDHJQQJ-UHFFFAOYSA-N 0.000 claims 1
• ZWLPFXUISIYLBP-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-[2-[2-(methylamino)ethoxy]ethyl]amino]ethyl n-isoquinolin-3-ylcarbamate Chemical compound C=1C2=CC=CC=C2C=NC=1NC(=O)OCCN(CCOCCNC)C(=O)NCC1=CC=CC=C1Cl ZWLPFXUISIYLBP-UHFFFAOYSA-N 0.000 claims 1
• BSDSQHNXOUNOFO-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C2=CC=CC=C2SC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC=C1Cl BSDSQHNXOUNOFO-UHFFFAOYSA-N 0.000 claims 1
• AOTAZZXZPBIYRK-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(1,3-benzothiazol-6-yl)carbamate Chemical compound C=1C=C2N=CSC2=CC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC=C1Cl AOTAZZXZPBIYRK-UHFFFAOYSA-N 0.000 claims 1
• CCAHKADHVLDACM-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(1-phenylpyrazol-3-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC(=N1)C=CN1C1=CC=CC=C1 CCAHKADHVLDACM-UHFFFAOYSA-N 0.000 claims 1
• UFCSYLDSXDMCIX-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(4,5-dimethylpyridin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC(C)=C(C)C=N1 UFCSYLDSXDMCIX-UHFFFAOYSA-N 0.000 claims 1
• JACDDCSEGQPKIZ-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(4-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C2=C(C)C=CC=C2SC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC=C1Cl JACDDCSEGQPKIZ-UHFFFAOYSA-N 0.000 claims 1
• XTKDXRVHYHUSJV-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-acetylpyridin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(C(C)=O)C=N1 XTKDXRVHYHUSJV-UHFFFAOYSA-N 0.000 claims 1
• RUYSFGZOPLHFFD-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-bromopyrazin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CN=C(Br)C=N1 RUYSFGZOPLHFFD-UHFFFAOYSA-N 0.000 claims 1
• NMZNJOPWYFQSPO-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-bromopyrimidin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=NC=C(Br)C=N1 NMZNJOPWYFQSPO-UHFFFAOYSA-N 0.000 claims 1
• IWYPQWOMLOSOLQ-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-chloropyridin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(Cl)C=N1 IWYPQWOMLOSOLQ-UHFFFAOYSA-N 0.000 claims 1
• ZUBOHQLVYOIWTE-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(5-methylpyrazin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CN=C(C)C=N1 ZUBOHQLVYOIWTE-UHFFFAOYSA-N 0.000 claims 1
• CQCSBLBTEKVHFH-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(6-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C2=CC=C(C)C=C2SC=1NC(=O)OCCN(C)C(=O)NCC1=CC=CC=C1Cl CQCSBLBTEKVHFH-UHFFFAOYSA-N 0.000 claims 1
• TYZXRTQAFDLBGX-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(6-methylpyridin-3-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(C)N=C1 TYZXRTQAFDLBGX-UHFFFAOYSA-N 0.000 claims 1
• FVVYHQQKJRFURB-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-[5-(2-hydroxyethyl)pyridin-2-yl]carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(CCO)C=N1 FVVYHQQKJRFURB-UHFFFAOYSA-N 0.000 claims 1
• SAOWFHFHEFXMAY-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-[5-(2-hydroxypropan-2-yl)pyridin-2-yl]carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(C(C)(C)O)C=N1 SAOWFHFHEFXMAY-UHFFFAOYSA-N 0.000 claims 1
• QQDLKSUPWDSHSA-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-[5-(hydroxymethyl)pyridin-2-yl]carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(CO)C=N1 QQDLKSUPWDSHSA-UHFFFAOYSA-N 0.000 claims 1
• UBEILMZSWSACTD-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=NN=C(C(F)(F)F)S1 UBEILMZSWSACTD-UHFFFAOYSA-N 0.000 claims 1
• OWNNXHSYYMNOIQ-UHFFFAOYSA-N 2-[(2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-[6-(trifluoromethyl)pyridin-3-yl]carbamate Chemical compound C=1C=CC=C(Cl)C=1CNC(=O)N(C)CCOC(=O)NC1=CC=C(C(F)(F)F)N=C1 OWNNXHSYYMNOIQ-UHFFFAOYSA-N 0.000 claims 1
• GOLMZVDRXLPEGZ-UHFFFAOYSA-N 2-[(5-bromo-2-chlorophenyl)methylcarbamoyl-methylamino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC(Br)=CC=C1Cl GOLMZVDRXLPEGZ-UHFFFAOYSA-N 0.000 claims 1
• CGBPJTZAJVOEON-UHFFFAOYSA-N 2-[(5-chloro-2-fluorophenyl)methylcarbamoyl-methylamino]ethyl n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)NCC1=CC(Cl)=CC=C1F CGBPJTZAJVOEON-UHFFFAOYSA-N 0.000 claims 1
• JQMYCUOWRQPMPH-UHFFFAOYSA-N 2-[2-(2-aminoethoxy)ethyl-[(2-chlorophenyl)methylcarbamoyl]amino]ethyl n-isoquinolin-3-ylcarbamate Chemical compound C=1C2=CC=CC=C2C=NC=1NC(=O)OCCN(CCOCCN)C(=O)NCC1=CC=CC=C1Cl JQMYCUOWRQPMPH-UHFFFAOYSA-N 0.000 claims 1
• BCHWIDPEUDEBBM-UHFFFAOYSA-N 2-[[(2-chlorophenyl)methyl-methylcarbamoyl]-methylamino]ethyl n-isoquinolin-3-ylcarbamate Chemical compound C=1C2=CC=CC=C2C=NC=1NC(=O)OCCN(C)C(=O)N(C)CC1=CC=CC=C1Cl BCHWIDPEUDEBBM-UHFFFAOYSA-N 0.000 claims 1
• CXEWHLZCJXBRHL-LJQANCHMSA-N 2-[[(2R)-2-amino-3-hydroxypropyl]-[(2-chlorophenyl)methylcarbamoyl]amino]ethyl N-isoquinolin-3-ylcarbamate Chemical compound C=1C2=CC=CC=C2C=NC=1NC(=O)OCCN(C[C@H](CO)N)C(=O)NCC1=CC=CC=C1Cl CXEWHLZCJXBRHL-LJQANCHMSA-N 0.000 claims 1
• JNDVNIPVVSXACP-UHFFFAOYSA-N 2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]ethyl N-[1-(trifluoromethyl)isoquinolin-3-yl]carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)CCOC(=O)NC=1N=C(C2=CC=CC=C2C1)C(F)(F)F JNDVNIPVVSXACP-UHFFFAOYSA-N 0.000 claims 1
• QPQVTEGRYLVQGM-UHFFFAOYSA-N 2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]ethyl n-(6-bromoisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(Br)=CC=C2C=NC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC(F)=C1Cl QPQVTEGRYLVQGM-UHFFFAOYSA-N 0.000 claims 1
• MROZTJKFNSEYDT-UHFFFAOYSA-N 2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]ethyl n-(7-bromoisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC=C(Br)C=C2C=NC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC(F)=C1Cl MROZTJKFNSEYDT-UHFFFAOYSA-N 0.000 claims 1
• JCMNWIHKBZFPLB-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(2,7-naphthyridin-3-yl)carbamate Chemical compound C=1C2=CC=NC=C2C=NC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC=C1Cl JCMNWIHKBZFPLB-UHFFFAOYSA-N 0.000 claims 1
• IPOHMPUJMOUBAG-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC=1SC2=C(N1)CCCC2 IPOHMPUJMOUBAG-UHFFFAOYSA-N 0.000 claims 1
• BGSAVRBJQHOUCU-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(4-methylpyridin-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC1=NC=CC(=C1)C BGSAVRBJQHOUCU-UHFFFAOYSA-N 0.000 claims 1
• IBHSBZOFXCGNNV-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(5-cyanopyridin-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC1=NC=C(C=C1)C#N IBHSBZOFXCGNNV-UHFFFAOYSA-N 0.000 claims 1
• ILAIHYMDTSBMQL-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(5-ethenylpyridin-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC1=NC=C(C=C1)C=C ILAIHYMDTSBMQL-UHFFFAOYSA-N 0.000 claims 1
• UIZUJUNHBCQFRE-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(5-methyl-1,3-thiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC=1SC(=CN1)C UIZUJUNHBCQFRE-UHFFFAOYSA-N 0.000 claims 1
• ZABHUZHVZNDIHH-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(5-methylpyridin-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC1=NC=C(C=C1)C ZABHUZHVZNDIHH-UHFFFAOYSA-N 0.000 claims 1
• AAXWNZIXHJYIGG-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-(6-methylsulfonyl-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC=1SC2=C(N1)C=CC(=C2)S(=O)(=O)C AAXWNZIXHJYIGG-UHFFFAOYSA-N 0.000 claims 1
• RAQSOCQBDWZSBT-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-([1,3]thiazolo[5,4-b]pyridin-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC=1SC2=NC=CC=C2N1 RAQSOCQBDWZSBT-UHFFFAOYSA-N 0.000 claims 1
• PQRJTKYUAMGXBI-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC=1N=CC2=CC=CC=C2C1 PQRJTKYUAMGXBI-UHFFFAOYSA-N 0.000 claims 1
• SYEFEJQWRLNBOO-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-pyridin-2-ylcarbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC1=NC=CC=C1 SYEFEJQWRLNBOO-UHFFFAOYSA-N 0.000 claims 1
• XDAZMGXHTMRZAZ-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl N-quinoxalin-2-ylcarbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)CCOC(=O)NC1=NC2=CC=CC=C2N=C1 XDAZMGXHTMRZAZ-UHFFFAOYSA-N 0.000 claims 1
• DWSVXZFPAQNSNO-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(4,5-dimethyl-1,3-thiazol-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNN(C(=O)C)CCOC(=O)NC1=NC(C)=C(C)S1 DWSVXZFPAQNSNO-UHFFFAOYSA-N 0.000 claims 1
• LRXFNFCEPWHJGJ-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(5,6-dichloro-1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C2=CC(Cl)=C(Cl)C=C2SC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC=C1Cl LRXFNFCEPWHJGJ-UHFFFAOYSA-N 0.000 claims 1
• CSYJJKHUAIXNNG-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(5,6-difluoro-1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C2=CC(F)=C(F)C=C2SC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC=C1Cl CSYJJKHUAIXNNG-UHFFFAOYSA-N 0.000 claims 1
• BVODPUOLBPZVHI-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(5,6-dimethyl-1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C2=CC(C)=C(C)C=C2SC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC=C1Cl BVODPUOLBPZVHI-UHFFFAOYSA-N 0.000 claims 1
• RGTOZODPNZJOBM-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(5-bromopyridin-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNN(C(=O)C)CCOC(=O)NC1=CC=C(Br)C=N1 RGTOZODPNZJOBM-UHFFFAOYSA-N 0.000 claims 1
• DNNMTDMQPAUFRX-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(5-ethylpyridin-2-yl)carbamate Chemical compound N1=CC(CC)=CC=C1NC(=O)OCCN(C(C)=O)NCC1=CC=CC=C1Cl DNNMTDMQPAUFRX-UHFFFAOYSA-N 0.000 claims 1
• UJFWHOZEPGZTMK-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(5-phenyl-1,3,4-oxadiazol-2-yl)carbamate Chemical compound C=1C=CC=C(Cl)C=1CNN(C(=O)C)CCOC(=O)NC(O1)=NN=C1C1=CC=CC=C1 UJFWHOZEPGZTMK-UHFFFAOYSA-N 0.000 claims 1
• NVTFOYISZNYQGQ-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-(6-methoxy-1,3-benzothiazol-2-yl)carbamate Chemical compound S1C2=CC(OC)=CC=C2N=C1NC(=O)OCCN(C(C)=O)NCC1=CC=CC=C1Cl NVTFOYISZNYQGQ-UHFFFAOYSA-N 0.000 claims 1
• RRGXRSPQKJGJCE-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-[5-(trifluoromethyl)pyridin-2-yl]carbamate Chemical compound C=1C=CC=C(Cl)C=1CNN(C(=O)C)CCOC(=O)NC1=CC=C(C(F)(F)F)C=N1 RRGXRSPQKJGJCE-UHFFFAOYSA-N 0.000 claims 1
• KCOKGNZYUPVSOQ-UHFFFAOYSA-N 2-[acetyl-[(2-chlorophenyl)methylamino]amino]ethyl n-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]carbamate Chemical compound N=1C2=CC=C(C(F)(F)F)C=C2SC=1NC(=O)OCCN(C(=O)C)NCC1=CC=CC=C1Cl KCOKGNZYUPVSOQ-UHFFFAOYSA-N 0.000 claims 1
• GWQNUDJPKHTJQD-UHFFFAOYSA-N 2-[benzylcarbamoyl(methyl)amino]ethyl n-(5-ethylpyridin-2-yl)carbamate Chemical compound N1=CC(CC)=CC=C1NC(=O)OCCN(C)C(=O)NCC1=CC=CC=C1 GWQNUDJPKHTJQD-UHFFFAOYSA-N 0.000 claims 1
• 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
• ULPUWBNARFWSSQ-UHFFFAOYSA-N 2-methylpentyl dihydrogen phosphate Chemical compound CCCC(C)COP(O)(O)=O ULPUWBNARFWSSQ-UHFFFAOYSA-N 0.000 claims 1
• DTBDAFLSBDGPEA-UHFFFAOYSA-N 3-Methylquinoline Natural products C1=CC=CC2=CC(C)=CN=C21 DTBDAFLSBDGPEA-UHFFFAOYSA-N 0.000 claims 1
• NPNCDCLUYRJANH-UHFFFAOYSA-N 3-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]butan-2-yl n-isoquinolin-3-ylcarbamate Chemical compound C=1C2=CC=CC=C2C=NC=1NC(=O)OC(C)C(C)N(C)C(=O)NCC1=CC=CC(F)=C1Cl NPNCDCLUYRJANH-UHFFFAOYSA-N 0.000 claims 1
• FYJUZWSEPGGAOS-UHFFFAOYSA-N 3-benzoylbenzamide Chemical compound NC(=O)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 FYJUZWSEPGGAOS-UHFFFAOYSA-N 0.000 claims 1
• FZAXBPZVVJOFKX-UHFFFAOYSA-N 3-methyl-1,2,4-oxadiazole Chemical compound CC=1N=CON=1 FZAXBPZVVJOFKX-UHFFFAOYSA-N 0.000 claims 1
• ZBRDJMFLJXFIGJ-UHFFFAOYSA-N 3-phenyl-1,2-oxazole Chemical compound O1C=CC(C=2C=CC=CC=2)=N1 ZBRDJMFLJXFIGJ-UHFFFAOYSA-N 0.000 claims 1
• JLAKCHGEEBPDQI-UHFFFAOYSA-N 4-(4-fluorobenzyl)piperidine Chemical compound C1=CC(F)=CC=C1CC1CCNCC1 JLAKCHGEEBPDQI-UHFFFAOYSA-N 0.000 claims 1
• JQRDUBYISJYKBW-QHCPKHFHSA-N 4-[(5s)-5-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-6-(isoquinolin-3-ylcarbamoyloxy)hexoxy]-4-oxobutanoic acid Chemical compound CC(=O)N([C@@H](CCCCOC(=O)CCC(O)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1F JQRDUBYISJYKBW-QHCPKHFHSA-N 0.000 claims 1
• 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
• PWFLAHNAMVDOQT-UHFFFAOYSA-N 6,8-dihydro-5h-imidazo[1,5-a]pyrazine-7-carboxylic acid Chemical compound C1N(C(=O)O)CCN2C=NC=C21 PWFLAHNAMVDOQT-UHFFFAOYSA-N 0.000 claims 1
• 208000030644 Esophageal Motility disease Diseases 0.000 claims 1
• 241001024304 Mino Species 0.000 claims 1
• 239000004727 Noryl Substances 0.000 claims 1
• 229920001207 Noryl Polymers 0.000 claims 1
• 208000014934 Oesophageal motility disease Diseases 0.000 claims 1
• LIEXWVDNCVCNAK-WOJBJXKFSA-N [(2R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[(4R)-2-oxo-1,3-dioxolan-4-yl]propyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound O=C1OC[C@H](O1)C[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl LIEXWVDNCVCNAK-WOJBJXKFSA-N 0.000 claims 1
• QNHVVKICMVUVOS-HSZRJFAPSA-N [(2R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-piperazin-1-ylpentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CCC(N1CCNCC1)=O QNHVVKICMVUVOS-HSZRJFAPSA-N 0.000 claims 1
• WUJONBMBDGEVKC-WOJBJXKFSA-N [(2R,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)C[C@H](CO)O WUJONBMBDGEVKC-WOJBJXKFSA-N 0.000 claims 1
• MJWNPJADQKOYEX-IBGZPJMESA-N [(2S)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoro-5-isocyanatopentyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNC(=O)N(C)[C@@H](CC(CN=C=O)(F)F)COC(NC=1N=CC2=CC=C(C=C2C=1)F)=O MJWNPJADQKOYEX-IBGZPJMESA-N 0.000 claims 1
• DVHIZTWVDZBSSB-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-4-oxo-4-piperazin-1-ylbutyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound FC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CC(N1CCNCC1)=O DVHIZTWVDZBSSB-QFIPXVFZSA-N 0.000 claims 1
• ACKBWIKQKXBRMZ-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-4-oxo-4-piperazin-1-ylbutyl] N-isoquinolin-3-ylcarbamate Chemical compound FC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(N1CCNCC1)=O ACKBWIKQKXBRMZ-QFIPXVFZSA-N 0.000 claims 1
• GRCPZCPJLWJTIB-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-5-oxo-5-piperazin-1-ylpentyl] N-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound FC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=CC(=NO1)C1=CC=CC=C1)CCC(N1CCNCC1)=O GRCPZCPJLWJTIB-QFIPXVFZSA-N 0.000 claims 1
• RBTYAHJPVMRMDJ-NRFANRHFSA-N [(2S)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-6-hydroxyhexyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound FC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CCCCO RBTYAHJPVMRMDJ-NRFANRHFSA-N 0.000 claims 1
• MFHNHXGTAAARLF-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(1-methylimidazol-4-yl)propyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CC=1N=CN(C1)C MFHNHXGTAAARLF-QFIPXVFZSA-N 0.000 claims 1
• NLHYBUWVSPNJIB-IBGZPJMESA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2,2,2-trifluoroethylamino)propyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CNCC(F)(F)F NLHYBUWVSPNJIB-IBGZPJMESA-N 0.000 claims 1
• XXSGOQATBGMCSA-FQEVSTJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2-fluoroethylamino)propyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CNCCF XXSGOQATBGMCSA-FQEVSTJZSA-N 0.000 claims 1
• UESZZPMVDWUWSO-FQEVSTJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2-hydroxyethylamino)propyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CNCCO UESZZPMVDWUWSO-FQEVSTJZSA-N 0.000 claims 1
• JMGOXNADEVCJDS-NRFANRHFSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[(2-hydroxy-2-methylpropyl)amino]propyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CNCC(C)(C)O JMGOXNADEVCJDS-NRFANRHFSA-N 0.000 claims 1
• PHMYILWCAYIFRF-KRWDZBQOSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-aminopropyl] N-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound NC[C@@H](COC(=O)NC1=NOC(=C1)C1=CC=CC=C1)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl PHMYILWCAYIFRF-KRWDZBQOSA-N 0.000 claims 1
• IROGWHDRXMQNPU-FQEVSTJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,4-difluoro-5-hydroxy-5-methylhexyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CC(C(C)(C)O)(F)F IROGWHDRXMQNPU-FQEVSTJZSA-N 0.000 claims 1
• DDHMQNOGYUZPSA-IBGZPJMESA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-aminobutyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound NCC[C@@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl DDHMQNOGYUZPSA-IBGZPJMESA-N 0.000 claims 1
• GCOJLUYIYYULQR-SFHVURJKSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-4-methylpentyl] N-(5-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC(=C2C1)F)CC(C)(C)O GCOJLUYIYYULQR-SFHVURJKSA-N 0.000 claims 1
• FOHCSOSWYQKOOM-FQEVSTJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-4-methylpentyl] N-(7-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC(=CC=C2C1)F)CC(C)(C)O FOHCSOSWYQKOOM-FQEVSTJZSA-N 0.000 claims 1
• IAJBSNBKGBOYAJ-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-oxo-4-piperazin-1-ylbutyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CC(N1CCNCC1)=O IAJBSNBKGBOYAJ-QFIPXVFZSA-N 0.000 claims 1
• UBZITVFUAZZSSO-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(2-hydroxyethylcarbamoylamino)pentyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)NCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl UBZITVFUAZZSSO-QFIPXVFZSA-N 0.000 claims 1
• YAYUKKZWZHHBOS-DEOSSOPVSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(3,3-dimethylpiperazin-1-yl)-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound CC1(CN(CCN1)C(CC[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl)=O)C YAYUKKZWZHHBOS-DEOSSOPVSA-N 0.000 claims 1
• QFGOCCNJVZVATI-SANMLTNESA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(4-cyclopropylpiperazin-1-yl)-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CCC(=O)N1CCN(CC1)C1CC1 QFGOCCNJVZVATI-SANMLTNESA-N 0.000 claims 1
• NVGRIEPXZLHPSP-QHCPKHFHSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CCC(N1CC=2N(CC1)C=NN2)=O NVGRIEPXZLHPSP-QHCPKHFHSA-N 0.000 claims 1
• QNNMTZMKOJIWBU-DVECYGJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(2R)-2-methylpiperazin-1-yl]-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound C[C@@H]1CNCCN1C(=O)CC[C@H](N(NCC=1C(=C(F)C=CC=1)Cl)C(C)=O)COC(=O)NC1=CC2=CC=CC=C2C=N1 QNNMTZMKOJIWBU-DVECYGJZSA-N 0.000 claims 1
• QNNMTZMKOJIWBU-CYFREDJKSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(2S)-2-methylpiperazin-1-yl]-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound C[C@@H]1N(CCNC1)C(CC[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl)=O QNNMTZMKOJIWBU-CYFREDJKSA-N 0.000 claims 1
• ULUQHAMEOHXUCG-DVECYGJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(3R)-3-methylpiperazin-1-yl]-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound C[C@@H]1CN(CCN1)C(CC[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl)=O ULUQHAMEOHXUCG-DVECYGJZSA-N 0.000 claims 1
• BKAQVTLKTHGTQD-DFIYOIEZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound C[C@H]1CN(C[C@H](N1)C)C(CC[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)N(C(=O)C)NCC1=C(C(=CC=C1)F)Cl)=O BKAQVTLKTHGTQD-DFIYOIEZSA-N 0.000 claims 1
• ADDHBBGNZUQSJN-VWLOTQADSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[4-(2-hydroxyethyl)piperazin-1-yl]-5-oxopentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CCC(=O)N1CCN(CC1)CCO ADDHBBGNZUQSJN-VWLOTQADSA-N 0.000 claims 1
• BNPAOHJNWPHWRJ-FQEVSTJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-hydrazinylpentyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl BNPAOHJNWPHWRJ-FQEVSTJZSA-N 0.000 claims 1
• HRISXMXRUMHXPF-NRFANRHFSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-hydroxy-4,4-dimethylpentyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CC(CO)(C)C HRISXMXRUMHXPF-NRFANRHFSA-N 0.000 claims 1
• KKACBKDSHAWVPA-NRFANRHFSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-hydroxy-4,4-dimethylpentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CC(CO)(C)C KKACBKDSHAWVPA-NRFANRHFSA-N 0.000 claims 1
• VYGLLGCOLIUZQD-VWLOTQADSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-(4-propan-2-ylpiperazin-1-yl)pentyl] N-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=CC(=NO1)C1=CC=CC=C1)CCC(=O)N1CCN(CC1)C(C)C VYGLLGCOLIUZQD-VWLOTQADSA-N 0.000 claims 1
• QQLVFYQLTWMAJU-VWLOTQADSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-(4-propan-2-ylpiperazin-1-yl)pentyl] N-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=NOC(=C1)C1=CC=CC=C1)CCC(=O)N1CCN(CC1)C(C)C QQLVFYQLTWMAJU-VWLOTQADSA-N 0.000 claims 1
• SINNIMHCRVOPLY-VWLOTQADSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-(4-propan-2-ylpiperazin-1-yl)pentyl] N-[3-(3-fluorophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=CC(=NO1)C1=CC(=CC=C1)F)CCC(=O)N1CCN(CC1)C(C)C SINNIMHCRVOPLY-VWLOTQADSA-N 0.000 claims 1
• AWWUMJKMFVMAMC-SANMLTNESA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-(4-propan-2-ylpiperazin-1-yl)pentyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CCC(=O)N1CCN(CC1)C(C)C AWWUMJKMFVMAMC-SANMLTNESA-N 0.000 claims 1
• ICDWVTCJYMLLJC-INIZCTEOSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]pent-4-enyl] N-(5-chloropyridin-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC1=NC=C(C=C1)Cl)CC=C ICDWVTCJYMLLJC-INIZCTEOSA-N 0.000 claims 1
• QYZLTONMERJURR-FQEVSTJZSA-N [(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]pent-4-enyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CC=C QYZLTONMERJURR-FQEVSTJZSA-N 0.000 claims 1
• URKPWFMYRUPPDS-IBGZPJMESA-N [(2S)-2-[acetyl-[(2-chloro-4-fluorophenyl)methylamino]amino]-4-hydroxy-4-methylpentyl] N-(5-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC(=C1)F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC(=C2C1)F)CC(C)(C)O URKPWFMYRUPPDS-IBGZPJMESA-N 0.000 claims 1
• NTSAOCFTVFLANP-JOCHJYFZSA-N [(2S)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-3-methylbutyl] N-isoquinolin-3-ylcarbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)C(C)C NTSAOCFTVFLANP-JOCHJYFZSA-N 0.000 claims 1
• YWGLYMABEOVCCH-IBGZPJMESA-N [(2S)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-4-hydroxy-4-methylpentyl] N-(5-fluoroisoquinolin-3-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC(=C2C1)F)CC(C)(C)O YWGLYMABEOVCCH-IBGZPJMESA-N 0.000 claims 1
• KNNHWWREMUPKAF-IBGZPJMESA-N [(2S)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-4-methylpentyl] N-(6-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1)CNN(C(=O)C)[C@H](COC(=O)NC=1SC2=C(N1)C=CC(=C2)C)CC(C)C KNNHWWREMUPKAF-IBGZPJMESA-N 0.000 claims 1
• ZJNJARNMTRCKJF-NRFANRHFSA-N [(2S)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-5-aminopentyl] N-isoquinolin-3-ylcarbamate Chemical compound NCCC[C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)N(C(=O)C)NCC1=C(C=CC=C1)Cl ZJNJARNMTRCKJF-NRFANRHFSA-N 0.000 claims 1
• FVAZQWFNOJTCPG-QFIPXVFZSA-N [(2S)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-6-[(2-diazo-3,3,3-trifluoropropanoyl)amino]hexyl] N-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N(NCc1ccccc1Cl)[C@@H](CCCCNC(=O)C(=[N+]=[N-])C(F)(F)F)COC(=O)Nc1cc2ccccc2cn1 FVAZQWFNOJTCPG-QFIPXVFZSA-N 0.000 claims 1
• AULLRWXPLFNIFH-FQEVSTJZSA-N [(2S)-2-[acetyl-[(3-fluorophenyl)methylamino]amino]-3-aminopropyl] N-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1 AULLRWXPLFNIFH-FQEVSTJZSA-N 0.000 claims 1
• NYQPTBDDQQHCOR-HMTLIYDFSA-N [(2S)-2-[acetyl-[(3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-isoquinolin-3-ylcarbamate Chemical compound FC=1C=C(C=CC1)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=CC=C2C1)CC(CO)O NYQPTBDDQQHCOR-HMTLIYDFSA-N 0.000 claims 1
• LWXZREGKVGWIJG-JKSUJKDBSA-N [(2S,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-(1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1SC2=C(N1)C=CC=C2)C[C@H](CO)O LWXZREGKVGWIJG-JKSUJKDBSA-N 0.000 claims 1
• ZVROFHCWQAMMLR-UONOGXRCSA-N [(2S,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-(5,6-difluoro-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1SC2=C(N1)C=C(C(=C2)F)F)C[C@H](CO)O ZVROFHCWQAMMLR-UONOGXRCSA-N 0.000 claims 1
• NLFKCIXQJKSWAW-ZWKOTPCHSA-N [(2S,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-(5,6-dimethyl-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1SC2=C(N1)C=C(C(=C2)C)C)C[C@H](CO)O NLFKCIXQJKSWAW-ZWKOTPCHSA-N 0.000 claims 1
• DNGGBLXHIFARSQ-JKSUJKDBSA-N [(2S,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-(6-fluoro-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1SC2=C(N1)C=CC(=C2)F)C[C@H](CO)O DNGGBLXHIFARSQ-JKSUJKDBSA-N 0.000 claims 1
• OWWSZDYBDFFHEK-DLBZAZTESA-N [(2S,4R)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,5-dihydroxypentyl] N-(6-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1SC2=C(N1)C=CC(=C2)C)C[C@H](CO)O OWWSZDYBDFFHEK-DLBZAZTESA-N 0.000 claims 1
• KTCPZIDFBSASSE-LJQANCHMSA-N [(2r)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-5-hydroxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](CCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1F KTCPZIDFBSASSE-LJQANCHMSA-N 0.000 claims 1
• LMGWOYLAYVVJGR-OAHLLOKOSA-N [(2r)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)C)NCC1=CC=CC=C1Cl LMGWOYLAYVVJGR-OAHLLOKOSA-N 0.000 claims 1
• VQGVPNKQIIOIOO-WOJBJXKFSA-N [(2r,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl VQGVPNKQIIOIOO-WOJBJXKFSA-N 0.000 claims 1
• OLYRUYIFLZDDBM-DNQXCXABSA-N [(2r,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-diethoxyphosphoryloxy-4-hydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@@H](O)COP(=O)(OCC)OCC)NCC1=CC=CC(F)=C1Cl OLYRUYIFLZDDBM-DNQXCXABSA-N 0.000 claims 1
• VQGVPNKQIIOIOO-UXHICEINSA-N [(2r,4s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl VQGVPNKQIIOIOO-UXHICEINSA-N 0.000 claims 1
• OLYRUYIFLZDDBM-RPWUZVMVSA-N [(2r,4s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-diethoxyphosphoryloxy-4-hydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@H](O)COP(=O)(OCC)OCC)NCC1=CC=CC(F)=C1Cl OLYRUYIFLZDDBM-RPWUZVMVSA-N 0.000 claims 1
• YCYCIIZNBZOQLM-NRFANRHFSA-N [(2s)-2-[(2,3-dichlorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(Cl)=C1Cl YCYCIIZNBZOQLM-NRFANRHFSA-N 0.000 claims 1
• YUXNFSUBCOIOGR-FQEVSTJZSA-N [(2s)-2-[(2,3-dichlorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(Cl)=C1Cl YUXNFSUBCOIOGR-FQEVSTJZSA-N 0.000 claims 1
• ITMFPKQIICKDME-PMACEKPBSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-3-[(2s)-2,3-dihydroxypropoxy]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](COC[C@@H](O)CO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1F ITMFPKQIICKDME-PMACEKPBSA-N 0.000 claims 1
• YYXFPQKDUGLWEV-VQTJNVASSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-3-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]propyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)C[C@H]1OC(C)(C)OC1)OC(=O)NC(=NO1)C=C1C1=CC=CC=C1 YYXFPQKDUGLWEV-VQTJNVASSA-N 0.000 claims 1
• ROTUDUXNMAFJHG-LEWJYISDSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-3-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]propyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)[C@@H]1COC(C)(C)O1 ROTUDUXNMAFJHG-LEWJYISDSA-N 0.000 claims 1
• POQOKRRETJRPHT-OYKVQYDMSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(O)CO)C(=O)NCC1=CC=CC(F)=C1F POQOKRRETJRPHT-OYKVQYDMSA-N 0.000 claims 1
• LCJNNTQWQOIDPX-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-5-hydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1F LCJNNTQWQOIDPX-IBGZPJMESA-N 0.000 claims 1
• ULPSRCNZMUWRSA-QFIPXVFZSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-5-oxo-5-piperazin-1-ylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(=O)N1CCNCC1 ULPSRCNZMUWRSA-QFIPXVFZSA-N 0.000 claims 1
• GPXLZGYBJVSMSO-NRFANRHFSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1F GPXLZGYBJVSMSO-NRFANRHFSA-N 0.000 claims 1
• XBRMGMITPOXTQD-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C([C@H](CCCCO)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)OC(=O)NC(=NO1)C=C1C1=CC=CC=C1 XBRMGMITPOXTQD-IBGZPJMESA-N 0.000 claims 1
• DVDJXFLTWGTZON-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-[3-(4-bromophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound C([C@H](CCCCO)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)OC(=O)NC(ON=1)=CC=1C1=CC=C(Br)C=C1 DVDJXFLTWGTZON-IBGZPJMESA-N 0.000 claims 1
• RRLIVPZHHZKSDI-FQEVSTJZSA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-[3-(4-cyanophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound C([C@H](CCCCO)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)OC(=O)NC(ON=1)=CC=1C1=CC=C(C#N)C=C1 RRLIVPZHHZKSDI-FQEVSTJZSA-N 0.000 claims 1
• OYYQWXXFQQNIMO-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-[5-(3-chlorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@H](CCCCO)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)OC(=O)NC(=NO1)C=C1C1=CC=CC(Cl)=C1 OYYQWXXFQQNIMO-IBGZPJMESA-N 0.000 claims 1
• ZPYQHRVQJCOZIH-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@H](CCCCO)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)OC(=O)NC(=NO1)C=C1C1=CC=CC(F)=C1 ZPYQHRVQJCOZIH-IBGZPJMESA-N 0.000 claims 1
• CJMBYNKZUOOONJ-IBGZPJMESA-N [(2s)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-[5-(4-chlorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@H](CCCCO)N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)OC(=O)NC(=NO1)C=C1C1=CC=C(Cl)C=C1 CJMBYNKZUOOONJ-IBGZPJMESA-N 0.000 claims 1
• PGDPLACMERQPQJ-QFIPXVFZSA-N [(2s)-2-[(2,4-dichlorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=C(Cl)C=C1Cl PGDPLACMERQPQJ-QFIPXVFZSA-N 0.000 claims 1
• GFAOIMMEHCZTKE-QFIPXVFZSA-N [(2s)-2-[(2,4-difluorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=C(F)C=C1F GFAOIMMEHCZTKE-QFIPXVFZSA-N 0.000 claims 1
• NKTNDADUYGKAKC-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-(2-hydroxyethoxy)propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](COCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl NKTNDADUYGKAKC-IBGZPJMESA-N 0.000 claims 1
• VCVHGVHSGAUBOA-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-(3-hydroxy-2,2-dimethylpropoxy)propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](COCC(C)(C)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl VCVHGVHSGAUBOA-NRFANRHFSA-N 0.000 claims 1
• DZRZWOFSMMKYRO-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-(dimethylamino)propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CN(C)C)C(=O)NCC1=CC=CC(F)=C1Cl DZRZWOFSMMKYRO-IBGZPJMESA-N 0.000 claims 1
• CGQVJQDUUJPIEZ-VQTJNVASSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-[(2r)-2,3-dihydroxypropoxy]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](COC[C@H](O)CO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl CGQVJQDUUJPIEZ-VQTJNVASSA-N 0.000 claims 1
• MVHHEGWRUILCBP-PMACEKPBSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-[(2s)-2,3-dihydroxypropoxy]propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](COC[C@@H](O)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl MVHHEGWRUILCBP-PMACEKPBSA-N 0.000 claims 1
• GNRHMRNHRBPFGW-RBUKOAKNSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]propyl] n-(5-phenyl-1,2,4-oxadiazol-3-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@H]1OC(C)(C)OC1)OC(=O)NC(N=1)=NOC=1C1=CC=CC=C1 GNRHMRNHRBPFGW-RBUKOAKNSA-N 0.000 claims 1
• UQXMXVDOEAAZLT-VQTJNVASSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]propyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@H]1OC(C)(C)OC1)OC(=O)NC(=NO1)C=C1C1=CC=CC=C1 UQXMXVDOEAAZLT-VQTJNVASSA-N 0.000 claims 1
• XUHDGKBQWCCCQO-VQTJNVASSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]propyl] n-[5-(3-chlorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@H]1OC(C)(C)OC1)OC(=O)NC(=NO1)C=C1C1=CC=CC(Cl)=C1 XUHDGKBQWCCCQO-VQTJNVASSA-N 0.000 claims 1
• BOHKVJPARDAZPJ-VQTJNVASSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-3-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]propyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@H]1OC(C)(C)OC1)OC(=O)NC(=NO1)C=C1C1=CC=CC(F)=C1 BOHKVJPARDAZPJ-VQTJNVASSA-N 0.000 claims 1
• FUKHYSYRJPMDPD-KRWDZBQOSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoro-5-hydroxypentyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)CC(F)(F)CO)OC(=O)NC(ON=1)=CC=1C1=CC=CC=C1 FUKHYSYRJPMDPD-KRWDZBQOSA-N 0.000 claims 1
• CCFSPBBCRNQIMU-SFHVURJKSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoro-5-hydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(F)(F)CO)C(=O)NCC1=CC=CC(F)=C1Cl CCFSPBBCRNQIMU-SFHVURJKSA-N 0.000 claims 1
• FZPCPVGNAOGFPU-KRWDZBQOSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoro-5-hydroxypentyl] n-[3-(3-fluorophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)CC(F)(F)CO)OC(=O)NC(ON=1)=CC=1C1=CC=CC(F)=C1 FZPCPVGNAOGFPU-KRWDZBQOSA-N 0.000 claims 1
• IMQKIJZHEAIZSK-KRWDZBQOSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoro-5-hydroxypentyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)CC(F)(F)CO)OC(=O)NC(=NO1)C=C1C1=CC=CC(F)=C1 IMQKIJZHEAIZSK-KRWDZBQOSA-N 0.000 claims 1
• KOMVGXUBOGVICD-ZENAZSQFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(2,6-naphthyridin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=NC=C2C=1)CC(O)CO)C(=O)NCC1=CC=CC(F)=C1Cl KOMVGXUBOGVICD-ZENAZSQFSA-N 0.000 claims 1
• UBSNYCLTNCGHFC-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-(5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-3-yl)butyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCC=1N2CCNCC2=CN=1)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl UBSNYCLTNCGHFC-QFIPXVFZSA-N 0.000 claims 1
• JPYFWTXKCQSTGK-ZDUSSCGKSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-(5,6-difluoro-1,3-benzothiazol-2-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1SC2=CC(F)=C(F)C=C2N=1)CC(C)(C)O)C(=O)NCC1=CC=CC(F)=C1Cl JPYFWTXKCQSTGK-ZDUSSCGKSA-N 0.000 claims 1
• MLYFDCNFWJSNHO-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=CC(F)=C1Cl MLYFDCNFWJSNHO-IBGZPJMESA-N 0.000 claims 1
• JZFWQSNJUHWHRI-SFHVURJKSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)CC(C)(C)O)OC(=O)NC(=NO1)C=C1C1=CC=CC(F)=C1 JZFWQSNJUHWHRI-SFHVURJKSA-N 0.000 claims 1
• FKTWDPKMRWNNOJ-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=CC(F)=C1Cl FKTWDPKMRWNNOJ-IBGZPJMESA-N 0.000 claims 1
• AQRAUVGSILPNCZ-QHCPKHFHSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(1,3-dioxoisoindol-2-yl)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN1C(C2=CC=CC=C2C1=O)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl AQRAUVGSILPNCZ-QHCPKHFHSA-N 0.000 claims 1
• XHRKJXVXSVLHNJ-FQEVSTJZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(2,2,2-trifluoroethylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCNCC(F)(F)F)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl XHRKJXVXSVLHNJ-FQEVSTJZSA-N 0.000 claims 1
• MMPPBVVHSMDLSZ-FQEVSTJZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(2,2-difluoroethylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCNCC(F)F)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl MMPPBVVHSMDLSZ-FQEVSTJZSA-N 0.000 claims 1
• LCBCYNNSCKPZOX-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(2-fluoroethylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCNCCF)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl LCBCYNNSCKPZOX-NRFANRHFSA-N 0.000 claims 1
• IMMXOUCDBPOSTM-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(3,3-difluoroazetidin-1-yl)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCN1CC(F)(F)C1 IMMXOUCDBPOSTM-NRFANRHFSA-N 0.000 claims 1
• HQBNHMNYQYUNEH-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(3,3-difluoropyrrolidin-1-yl)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCN1CCC(F)(F)C1 HQBNHMNYQYUNEH-QFIPXVFZSA-N 0.000 claims 1
• YDVZMJLGPWFTTL-CGAIIQECSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(3-fluoropiperidin-1-yl)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCN1CCCC(F)C1 YDVZMJLGPWFTTL-CGAIIQECSA-N 0.000 claims 1
• PTXMCBHZMJHARD-QHCPKHFHSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(6,8-dihydro-5h-[1,2,4]triazolo[1,5-a]pyrazin-7-yl)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN1CC2=NC=NN2CC1)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl PTXMCBHZMJHARD-QHCPKHFHSA-N 0.000 claims 1
• ZKQVEEVNWDHTIK-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(diaminomethylideneamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCNC(N)=N)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl ZKQVEEVNWDHTIK-IBGZPJMESA-N 0.000 claims 1
• WHWALWOYRJAQAB-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(dimethylsulfamoylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCCNS(=O)(=O)N(C)C)C(=O)NCC1=CC=CC(F)=C1Cl WHWALWOYRJAQAB-NRFANRHFSA-N 0.000 claims 1
• VSWNYWCCTKMEEP-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-(sulfamoylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCNS(N)(=O)=O)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl VSWNYWCCTKMEEP-IBGZPJMESA-N 0.000 claims 1
• JVACUXXCYZLVAN-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[(2-hydroxy-2-methylpropyl)amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCNCC(C)(C)O)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl JVACUXXCYZLVAN-QFIPXVFZSA-N 0.000 claims 1
• LMPDNXCGJHWHIJ-GOTSBHOMSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[(3s)-3-(hydroxymethyl)piperazin-1-yl]-5-oxopentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(=O)N1CCN[C@H](CO)C1 LMPDNXCGJHWHIJ-GOTSBHOMSA-N 0.000 claims 1
• QIUZZHNTDVFWAN-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[(n-cyano-n'-methylcarbamimidoyl)amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCCNC(/NC)=N/C#N)C(=O)NCC1=CC=CC(F)=C1Cl QIUZZHNTDVFWAN-NRFANRHFSA-N 0.000 claims 1
• LMPDNXCGJHWHIJ-WCSIJFPASA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[3-(hydroxymethyl)piperazin-1-yl]-5-oxopentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(=O)N1CCNC(CO)C1 LMPDNXCGJHWHIJ-WCSIJFPASA-N 0.000 claims 1
• NALHHAPEAFWOIO-DEOSSOPVSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[4-(2,2,2-trifluoroethyl)piperazin-1-yl]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCN1CCN(CC(F)(F)F)CC1 NALHHAPEAFWOIO-DEOSSOPVSA-N 0.000 claims 1
• OTSKNHYFYJPTDD-SFHVURJKSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[[(cyanoamino)-(2-hydroxyethylamino)methylidene]amino]pentyl] n-(1,3-benzothiazol-2-yl)carbamate Chemical compound CN([C@@H](CCCN\C(NCCO)=N/C#N)COC(=O)NC=1SC2=CC=CC=C2N=1)C(=O)NCC1=CC=CC(F)=C1Cl OTSKNHYFYJPTDD-SFHVURJKSA-N 0.000 claims 1
• LQWBFIQFJBYAMS-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[[(cyanoamino)-(2-hydroxyethylamino)methylidene]amino]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN\C(NCCO)=N/C#N)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl LQWBFIQFJBYAMS-QFIPXVFZSA-N 0.000 claims 1
• OHAUIICTWKRYGV-QFIPXVFZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[[(cyanoamino)-(dimethylamino)methylidene]amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCCN/C(N(C)C)=N/C#N)C(=O)NCC1=CC=CC(F)=C1Cl OHAUIICTWKRYGV-QFIPXVFZSA-N 0.000 claims 1
• BYMISGXDBYIDQI-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-hydroxy-4,4-dimethylpentyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)CC(C)(C)CO)OC(=O)NC(ON=1)=CC=1C1=CC=CC=C1 BYMISGXDBYIDQI-IBGZPJMESA-N 0.000 claims 1
• BGVWTWFFNOGQGY-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-hydroxy-5-methylhexyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound C([C@H](CCC(C)(C)O)N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)OC(=O)NC(ON=1)=CC=1C1=CC=CC=C1 BGVWTWFFNOGQGY-IBGZPJMESA-N 0.000 claims 1
• WGZIYXHDUUJMPQ-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-hydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl WGZIYXHDUUJMPQ-IBGZPJMESA-N 0.000 claims 1
• IXCJVXGBGFBZOX-QHCPKHFHSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-morpholin-4-ylpentyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCN1CCOCC1 IXCJVXGBGFBZOX-QHCPKHFHSA-N 0.000 claims 1
• DYPUBNZZNFFQOS-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-oxo-5-piperazin-1-ylpentyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1ON=C(C=1)C=1C=CC=CC=1)CC(=O)N1CCNCC1 DYPUBNZZNFFQOS-NRFANRHFSA-N 0.000 claims 1
• KWOCGYDKMLCTTH-NRFANRHFSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-oxo-5-piperazin-1-ylpentyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC1=NOC(=C1)C=1C=CC=CC=1)CC(=O)N1CCNCC1 KWOCGYDKMLCTTH-NRFANRHFSA-N 0.000 claims 1
• FCEDSFPCEZDAKD-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-(2,7-naphthyridin-3-yl)carbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CN=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl FCEDSFPCEZDAKD-IBGZPJMESA-N 0.000 claims 1
• CHRYDBCEXPPJTI-FQEVSTJZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl CHRYDBCEXPPJTI-FQEVSTJZSA-N 0.000 claims 1
• MZJJMMYDKKXLOD-FQEVSTJZSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl MZJJMMYDKKXLOD-FQEVSTJZSA-N 0.000 claims 1
• OKDUBSWTAWMLOY-SFHVURJKSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pent-4-enyl] n-(2,6-naphthyridin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=NC=C2C=1)CC=C)C(=O)NCC1=CC=CC(F)=C1Cl OKDUBSWTAWMLOY-SFHVURJKSA-N 0.000 claims 1
• FWMBTEOTHACGLA-SFHVURJKSA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pent-4-enyl] n-(2,7-naphthyridin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CN=CC=C2C=1)CC=C)C(=O)NCC1=CC=CC(F)=C1Cl FWMBTEOTHACGLA-SFHVURJKSA-N 0.000 claims 1
• XVOKFVSAAOSLLK-IBGZPJMESA-N [(2s)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pent-4-enyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC=C)C(=O)NCC1=CC=CC(F)=C1Cl XVOKFVSAAOSLLK-IBGZPJMESA-N 0.000 claims 1
• RHCQXAUPVIICHG-NRFANRHFSA-N [(2s)-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-ethylamino]-4-hydroxy-4-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CCN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=C(F)C=C1Cl RHCQXAUPVIICHG-NRFANRHFSA-N 0.000 claims 1
• GEZOGDLXULPGTP-AWEZNQCLSA-N [(2s)-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-(5,6-difluoro-1,3-benzothiazol-2-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1SC2=CC(F)=C(F)C=C2N=1)CC(C)(C)O)C(=O)NCC1=CC=C(F)C=C1Cl GEZOGDLXULPGTP-AWEZNQCLSA-N 0.000 claims 1
• YTTZQTBATVLYOE-FQEVSTJZSA-N [(2s)-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=C(F)C=C1Cl YTTZQTBATVLYOE-FQEVSTJZSA-N 0.000 claims 1
• UBXVCCXDGQRXDM-FQEVSTJZSA-N [(2s)-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=C(F)C=C1Cl UBXVCCXDGQRXDM-FQEVSTJZSA-N 0.000 claims 1
• YDADDAQOLSBHQQ-QFIPXVFZSA-N [(2s)-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=C(F)C=C1Cl YDADDAQOLSBHQQ-QFIPXVFZSA-N 0.000 claims 1
• UQDRUAKNJQDEIU-NRFANRHFSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-ethylamino]-4-hydroxy-4-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CCN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=CC=C1Cl UQDRUAKNJQDEIU-NRFANRHFSA-N 0.000 claims 1
• PPXRFXMLXSMDJJ-NRFANRHFSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-3-(3-oxopiperazin-1-yl)propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C([C@@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)N(C)C(=O)NCC=1C(=CC=CC=1)Cl)N1CCNC(=O)C1 PPXRFXMLXSMDJJ-NRFANRHFSA-N 0.000 claims 1
• CEXAXFPXMXTAOL-SFHVURJKSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-3-hydroxypropyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC=C1Cl CEXAXFPXMXTAOL-SFHVURJKSA-N 0.000 claims 1
• UBXXSGBVJMWLHL-QFIPXVFZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-3-morpholin-4-ylpropyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)N(C)C(=O)NCC=1C(=CC=CC=1)Cl)N1CCOCC1 UBXXSGBVJMWLHL-QFIPXVFZSA-N 0.000 claims 1
• BCXIHPKVJJVFAY-VWLOTQADSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-3-phenylmethoxypropyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)OCC1=CC=CC=C1 BCXIHPKVJJVFAY-VWLOTQADSA-N 0.000 claims 1
• COPAYETUSHDQFC-QFIPXVFZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-4-(3-oxopiperazin-1-yl)butyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CN1CCNC(=O)C1 COPAYETUSHDQFC-QFIPXVFZSA-N 0.000 claims 1
• DDMNLQIIEVSUNN-QHCPKHFHSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-4-(4-methyl-3-oxopiperazin-1-yl)butyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CN1CCN(C)C(=O)C1 DDMNLQIIEVSUNN-QHCPKHFHSA-N 0.000 claims 1
• NUQGPRNSHNSYAC-DEOSSOPVSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-4-(4-methylsulfonylpiperazin-1-yl)butyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CN1CCN(S(C)(=O)=O)CC1 NUQGPRNSHNSYAC-DEOSSOPVSA-N 0.000 claims 1
• NLKFBCMZXPHLBR-FQEVSTJZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=CC=C1Cl NLKFBCMZXPHLBR-FQEVSTJZSA-N 0.000 claims 1
• FRKRDQRYBRBUPR-FQEVSTJZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-4-hydroxy-4-methylpentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=CC=C1Cl FRKRDQRYBRBUPR-FQEVSTJZSA-N 0.000 claims 1
• NEPHNHQRUPMSAH-NRFANRHFSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-5-hydroxy-5-methylhexyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC=C1Cl NEPHNHQRUPMSAH-NRFANRHFSA-N 0.000 claims 1
• FYFXFSXIISCHGD-QFIPXVFZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC=C1Cl FYFXFSXIISCHGD-QFIPXVFZSA-N 0.000 claims 1
• YNEZRWOVWRCIAU-YSYXNDDBSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-6-hydroxyheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCCC(O)C)C(=O)NCC1=CC=CC=C1Cl YNEZRWOVWRCIAU-YSYXNDDBSA-N 0.000 claims 1
• RJRSBHXVTNMPSK-NRFANRHFSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC=C1Cl RJRSBHXVTNMPSK-NRFANRHFSA-N 0.000 claims 1
• LJKOJTODDNVCLT-NRFANRHFSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-6-hydroxyhexyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC=C1Cl LJKOJTODDNVCLT-NRFANRHFSA-N 0.000 claims 1
• FUHWYPDOJNTRPN-QFIPXVFZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-6-oxoheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC=C1Cl FUHWYPDOJNTRPN-QFIPXVFZSA-N 0.000 claims 1
• NRSGFRUYUYIOOI-QFIPXVFZSA-N [(2s)-2-[(2-chlorophenyl)methylcarbamoyl-propan-2-ylamino]-4-hydroxy-4-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(C)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C)(C)O)C(=O)NCC1=CC=CC=C1Cl NRSGFRUYUYIOOI-QFIPXVFZSA-N 0.000 claims 1
• PGUIGYSGCQGJOO-NRFANRHFSA-N [(2s)-2-[(3-chloro-2-fluorophenyl)methylcarbamoyl-methylamino]-6-hydroxy-6-methylheptyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCC(C)(C)O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(Cl)=C1F PGUIGYSGCQGJOO-NRFANRHFSA-N 0.000 claims 1
• ZIBJPRVJFJJFIW-BGERDNNASA-N [(2s)-2-[(3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)CO)C(=O)NCC1=CC=CC(F)=C1 ZIBJPRVJFJJFIW-BGERDNNASA-N 0.000 claims 1
• QPPJEGJPTYAURH-SFTDATJTSA-N [(2s)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-3-[(2s)-2-hydroxy-3-phosphonooxypropoxy]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](COC[C@H](O)COP(O)(O)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1F QPPJEGJPTYAURH-SFTDATJTSA-N 0.000 claims 1
• DMAPQHSNXFBTME-NRFANRHFSA-N [(2s)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-4-(1h-imidazol-2-yl)butyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCC=1NC=CN=1)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1F DMAPQHSNXFBTME-NRFANRHFSA-N 0.000 claims 1
• ZQHWADKFWSVESG-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(1h-imidazol-5-yl)propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC=1NC=NC=1)NCC1=CC=CC(F)=C1Cl ZQHWADKFWSVESG-NRFANRHFSA-N 0.000 claims 1
• VUALHMOUTMGKDK-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(1h-imidazol-5-yl)propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC=1NC=NC=1)NCC1=CC=CC(F)=C1Cl VUALHMOUTMGKDK-NRFANRHFSA-N 0.000 claims 1
• YUAJBSPRRDFWIK-SFHVURJKSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2,2-difluoroethylamino)propyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CNCC(F)F)COC(=O)NC1=NOC(=C1)C=1C=CC=CC=1)NCC1=CC=CC(F)=C1Cl YUAJBSPRRDFWIK-SFHVURJKSA-N 0.000 claims 1
• OGWVVEDQURXJRK-IBGZPJMESA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2,2-difluoroethylamino)propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CNCC(F)F)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl OGWVVEDQURXJRK-IBGZPJMESA-N 0.000 claims 1
• XFOUBJICCFVVHR-QFIPXVFZSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(2,2-dimethyl-3-phosphonooxypropoxy)propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](COCC(C)(C)COP(O)(O)=O)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl XFOUBJICCFVVHR-QFIPXVFZSA-N 0.000 claims 1
• HVAAIFIXRXDNCB-IBGZPJMESA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-(methanesulfonamido)propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CNS(C)(=O)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl HVAAIFIXRXDNCB-IBGZPJMESA-N 0.000 claims 1
• LIENKLXCWPGNGE-IBGZPJMESA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[(2-aminoacetyl)amino]propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CNC(=O)CN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl LIENKLXCWPGNGE-IBGZPJMESA-N 0.000 claims 1
• YTDPGLUVPDGFSJ-PMERELPUSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[(3-benzoylbenzoyl)amino]propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CNC(=O)C=1C=C(C=CC=1)C(=O)C=1C=CC=CC=1)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl YTDPGLUVPDGFSJ-PMERELPUSA-N 0.000 claims 1
• OHKLEKHBJJKBOV-PZJWPPBQSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[[(2r)-2-amino-3-hydroxypropanoyl]amino]propyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CNC(=O)[C@H](N)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl OHKLEKHBJJKBOV-PZJWPPBQSA-N 0.000 claims 1
• ILFOPYOYXQJDMB-QFIPXVFZSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[bis(2-hydroxyethyl)amino]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CN(CCO)CCO)NCC1=CC=CC(F)=C1Cl ILFOPYOYXQJDMB-QFIPXVFZSA-N 0.000 claims 1
• YGZXJNIDEAQUFE-INIZCTEOSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-aminopropyl] n-(4-iodo-5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CN)COC(=O)NC=1C(=C(ON=1)C=1C=CC=CC=1)I)NCC1=CC=CC(F)=C1Cl YGZXJNIDEAQUFE-INIZCTEOSA-N 0.000 claims 1
• FWOPWIXUNRVUAP-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4,4-dimethyl-5-phosphonooxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(C)(C)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl FWOPWIXUNRVUAP-NRFANRHFSA-N 0.000 claims 1
• BZYIPCAOYPGRBJ-FQEVSTJZSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-[(2-aminoacetyl)amino]butyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCNC(=O)CN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl BZYIPCAOYPGRBJ-FQEVSTJZSA-N 0.000 claims 1
• CTZKVKRXGSGNNT-RBBKRZOGSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-[[(2r)-2-amino-3-hydroxypropanoyl]amino]butyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCNC(=O)[C@H](N)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl CTZKVKRXGSGNNT-RBBKRZOGSA-N 0.000 claims 1
• BVHSHZKDZLZNGZ-BGERDNNASA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-[hydroxy(methoxy)phosphoryl]oxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)COP(O)(=O)OC)NCC1=CC=CC(F)=C1Cl BVHSHZKDZLZNGZ-BGERDNNASA-N 0.000 claims 1
• LYAPCGMJWHAOLT-XJDOXCRVSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-sulfooxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)COS(O)(=O)=O)NCC1=CC=CC(F)=C1Cl LYAPCGMJWHAOLT-XJDOXCRVSA-N 0.000 claims 1
• UYTJPQNAAFTZEF-QFIPXVFZSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-morpholin-4-yl-4-oxobutyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(=O)N1CCOCC1)NCC1=CC=CC(F)=C1Cl UYTJPQNAAFTZEF-QFIPXVFZSA-N 0.000 claims 1
• OVNHDWYGZASBKR-BBQAJUCSSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(2,3-dihydroxypropanoylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)C(O)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl OVNHDWYGZASBKR-BBQAJUCSSA-N 0.000 claims 1
• QPPDTLYPCNJQJN-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(2-hydroxyethylcarbamoylamino)pentyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)NCCO)COC(=O)NC=1ON=C(C=1)C=1C=CC=CC=1)NCC1=CC=CC(F)=C1Cl QPPDTLYPCNJQJN-NRFANRHFSA-N 0.000 claims 1
• YTSWRESUVYCCGD-QFIPXVFZSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(2-hydroxyethylcarbamoylamino)pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)NCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl YTSWRESUVYCCGD-QFIPXVFZSA-N 0.000 claims 1
• VLJFUKLLFJXSDL-QHCPKHFHSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(3-hydroxypropylcarbamoylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)NCCCO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl VLJFUKLLFJXSDL-QHCPKHFHSA-N 0.000 claims 1
• GQHSYOWSJLXBDA-QHCPKHFHSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(4-methylpiperazin-1-yl)-5-oxopentyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C1CN(C)CCN1C(=O)CC[C@H](N(NCC=1C(=C(F)C=CC=1)Cl)C(C)=O)COC(=O)NC1=NOC(C=2C=CC=CC=2)=C1 GQHSYOWSJLXBDA-QHCPKHFHSA-N 0.000 claims 1
• CLNOTPMHJVGZKC-DEOSSOPVSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-(4-methylpiperazin-1-yl)-5-oxopentyl] n-isoquinolin-3-ylcarbamate Chemical compound C1CN(C)CCN1C(=O)CC[C@H](N(NCC=1C(=C(F)C=CC=1)Cl)C(C)=O)COC(=O)NC1=CC2=CC=CC=C2C=N1 CLNOTPMHJVGZKC-DEOSSOPVSA-N 0.000 claims 1
• GHVIWEYDWAPOLQ-QHCPKHFHSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(2,2-dimethyl-3-phosphonooxypropyl)amino]-5-oxopentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCC(=O)NCC(C)(C)COP(O)(O)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl GHVIWEYDWAPOLQ-QHCPKHFHSA-N 0.000 claims 1
• DEMYIAALEDYHTA-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(2-hydroxyacetyl)amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl DEMYIAALEDYHTA-NRFANRHFSA-N 0.000 claims 1
• SOGIOKDTNALJJX-DEOSSOPVSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(3-hydroxy-2,2-dimethylpropyl)carbamoylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)NCC(C)(C)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl SOGIOKDTNALJJX-DEOSSOPVSA-N 0.000 claims 1
• URXZSZLCMXMZBU-JTHBVZDNSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[[(2r)-2-amino-3-hydroxypropanoyl]amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)[C@H](N)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl URXZSZLCMXMZBU-JTHBVZDNSA-N 0.000 claims 1
• RWYRWAURVXXVBY-JTHBVZDNSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[[(2r)-2-amino-3-hydroxypropanoyl]amino]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)[C@H](N)CO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl RWYRWAURVXXVBY-JTHBVZDNSA-N 0.000 claims 1
• ZDLFELLIWDAXAR-UNMCSNQZSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[[(2s)-2-amino-3-hydroxypropanoyl]amino]pentyl] n-(2,7-naphthyridin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)[C@@H](N)CO)COC(=O)NC=1N=CC2=CN=CC=C2C=1)NCC1=CC=CC(F)=C1Cl ZDLFELLIWDAXAR-UNMCSNQZSA-N 0.000 claims 1
• URXZSZLCMXMZBU-GMAHTHKFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[[(2s)-2-amino-3-hydroxypropanoyl]amino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)[C@@H](N)CO)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl URXZSZLCMXMZBU-GMAHTHKFSA-N 0.000 claims 1
• RWYRWAURVXXVBY-GMAHTHKFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[[(2s)-2-amino-3-hydroxypropanoyl]amino]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCCNC(=O)[C@@H](N)CO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl RWYRWAURVXXVBY-GMAHTHKFSA-N 0.000 claims 1
• RUAHTSNCLARDAE-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[methoxy(methyl)amino]-5-oxopentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCC(=O)N(C)OC)NCC1=CC=CC(F)=C1Cl RUAHTSNCLARDAE-NRFANRHFSA-N 0.000 claims 1
• LXIROZUWAYGAKO-WCSIJFPASA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-(pyrrolidin-3-ylamino)pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@@H](CCC(=O)NC1CNCC1)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)NCC1=CC=CC(F)=C1Cl LXIROZUWAYGAKO-WCSIJFPASA-N 0.000 claims 1
• IYIPRFRBEKYTTA-UPVQGACJSA-N [(2s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-oxo-5-[(2s)-2-(trifluoromethyl)piperazin-1-yl]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCC(=O)N1[C@@H](CNCC1)C(F)(F)F)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC(F)=C1Cl IYIPRFRBEKYTTA-UPVQGACJSA-N 0.000 claims 1
• DGIDABLAOUWKQK-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chloro-4-fluorophenyl)methylamino]amino]-4-hydroxy-4-methylpentyl] n-(7-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC(F)=CC=C2C=1)CC(C)(C)O)NCC1=CC=C(F)C=C1Cl DGIDABLAOUWKQK-NRFANRHFSA-N 0.000 claims 1
• SNQGQUMKVURZQZ-HXUWFJFHSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-3-methylbutyl] n-(6-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1SC2=CC(C)=CC=C2N=1)C(C)C)NCC1=CC=CC=C1Cl SNQGQUMKVURZQZ-HXUWFJFHSA-N 0.000 claims 1
• FJEKXRLLDPLTFU-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-4-[methoxy(methyl)amino]-4-oxobutyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(=O)N(C)OC)NCC1=CC=CC=C1Cl FJEKXRLLDPLTFU-NRFANRHFSA-N 0.000 claims 1
• SQPPREGDZHEQMI-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-4-hydroxy-4-methylpentyl] n-(7-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC(F)=CC=C2C=1)CC(C)(C)O)NCC1=CC=CC=C1Cl SQPPREGDZHEQMI-NRFANRHFSA-N 0.000 claims 1
• JLYQDMIHKWPLAK-FQEVSTJZSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-4-hydroxybutyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC=C1Cl JLYQDMIHKWPLAK-FQEVSTJZSA-N 0.000 claims 1
• QEEMZVIZAGCYNY-NRFANRHFSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]-5-hydroxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@@H](CCCO)COC(=O)NC=1N=CC2=CC=CC=C2C=1)NCC1=CC=CC=C1Cl QEEMZVIZAGCYNY-NRFANRHFSA-N 0.000 claims 1
• CBWKOHITAFJKPS-KRWDZBQOSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]butyl] n-(6-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1SC2=CC(C)=CC=C2N=1)CC)NCC1=CC=CC=C1Cl CBWKOHITAFJKPS-KRWDZBQOSA-N 0.000 claims 1
• OGFJHBUKELWHSV-FQEVSTJZSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]butyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC)NCC1=CC=CC=C1Cl OGFJHBUKELWHSV-FQEVSTJZSA-N 0.000 claims 1
• LMGWOYLAYVVJGR-HNNXBMFYSA-N [(2s)-2-[acetyl-[(2-chlorophenyl)methylamino]amino]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)C)NCC1=CC=CC=C1Cl LMGWOYLAYVVJGR-HNNXBMFYSA-N 0.000 claims 1
• SGZLMSSAFUTARY-ZDUSSCGKSA-N [(2s)-3-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]propyl] n-(5-chloropyridin-2-yl)carbamate Chemical compound C([C@H](CN)N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)OC(=O)NC1=CC=C(Cl)C=N1 SGZLMSSAFUTARY-ZDUSSCGKSA-N 0.000 claims 1
• LWCSGLDZVGJCQR-INIZCTEOSA-N [(2s)-3-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]propyl] n-[3-(3-chlorophenyl)-1,2-oxazol-5-yl]carbamate Chemical compound C([C@H](CN)N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)OC(=O)NC(ON=1)=CC=1C1=CC=CC(Cl)=C1 LWCSGLDZVGJCQR-INIZCTEOSA-N 0.000 claims 1
• FNSZQIKAINWLEP-INIZCTEOSA-N [(2s)-3-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]propyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@H](CN)N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)OC(=O)NC(=NO1)C=C1C1=CC=CC(F)=C1 FNSZQIKAINWLEP-INIZCTEOSA-N 0.000 claims 1
• UREUPJWPNLLFKM-KRWDZBQOSA-N [(2s)-3-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]propyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CN)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl UREUPJWPNLLFKM-KRWDZBQOSA-N 0.000 claims 1
• IRIYODHXEPUMQK-GGYWPGCISA-N [(2s)-4,5-diamino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(N)CN)C(=O)NCC1=CC=CC(F)=C1Cl IRIYODHXEPUMQK-GGYWPGCISA-N 0.000 claims 1
• QQYNVTRTQRBEDC-QFIPXVFZSA-N [(2s)-4-[7-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-6,8-dihydro-5h-imidazo[1,5-a]pyrazin-3-yl]-2-(methylamino)butyl] n-isoquinolin-3-ylcarbamate Chemical compound C([C@H](NC)COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(N1CC2)=NC=C1CN2C(=O)NCC1=CC=CC(F)=C1Cl QQYNVTRTQRBEDC-QFIPXVFZSA-N 0.000 claims 1
• MJUXTYXPOKGETD-NRFANRHFSA-N [(2s)-5-[[(carbamoylamino)-(2-hydroxyethylamino)methylidene]amino]-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN\C(NCCO)=N/C(N)=O)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl MJUXTYXPOKGETD-NRFANRHFSA-N 0.000 claims 1
• KWYFDXWKYURCQP-VWLOTQADSA-N [(2s)-5-[bis(2-hydroxy-2-methylpropyl)amino]-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCN(CC(C)(C)O)CC(C)(C)O)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl KWYFDXWKYURCQP-VWLOTQADSA-N 0.000 claims 1
• RVXKGQSVUKHEPB-SFHVURJKSA-N [(2s)-5-amino-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoropentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(F)(F)CN)C(=O)NCC1=CC=CC(F)=C1F RVXKGQSVUKHEPB-SFHVURJKSA-N 0.000 claims 1
• RLRGFYHYKNTOKD-SFHVURJKSA-N [(2s)-5-amino-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-5-oxopentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCC(N)=O)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1F RLRGFYHYKNTOKD-SFHVURJKSA-N 0.000 claims 1
• QXUSEWRHWGONFZ-HNNXBMFYSA-N [(2s)-5-amino-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(1,3-benzothiazol-2-yl)carbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1SC2=CC=CC=C2N=1)C(=O)NCC1=CC=CC(F)=C1F QXUSEWRHWGONFZ-HNNXBMFYSA-N 0.000 claims 1
• YOJFJYMLKGMUCP-SFHVURJKSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,4-difluoropentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC(F)(F)CN)C(=O)NCC1=CC=CC(F)=C1Cl YOJFJYMLKGMUCP-SFHVURJKSA-N 0.000 claims 1
• BWPKIDZZVLYIEP-GGYWPGCISA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-fluoropentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(F)CN)C(=O)NCC1=CC=CC(F)=C1Cl BWPKIDZZVLYIEP-GGYWPGCISA-N 0.000 claims 1
• FFKXPHJZMDMEHH-FQEVSTJZSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-ethyliminopentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCC(=N)NCC)C(=O)NCC1=CC=CC(F)=C1Cl FFKXPHJZMDMEHH-FQEVSTJZSA-N 0.000 claims 1
• QITMFPIVFHCACM-SFHVURJKSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-iminopentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCC(N)=N)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl QITMFPIVFHCACM-SFHVURJKSA-N 0.000 claims 1
• VJQHEOCTJPCKQV-MBABXSBOSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]hexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CCC(N)C)C(=O)NCC1=CC=CC(F)=C1Cl VJQHEOCTJPCKQV-MBABXSBOSA-N 0.000 claims 1
• SMSIGAYLMVFWOQ-KRWDZBQOSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(1,7-naphthyridin-6-yl)carbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=NC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl SMSIGAYLMVFWOQ-KRWDZBQOSA-N 0.000 claims 1
• ISNRZHTUBGCMOV-SFHVURJKSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(2,7-naphthyridin-3-yl)carbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=CN=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl ISNRZHTUBGCMOV-SFHVURJKSA-N 0.000 claims 1
• BZNRBOWDZOHITP-SFHVURJKSA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(3-phenyl-1,2-oxazol-5-yl)carbamate Chemical compound C([C@H](CCCN)N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)OC(=O)NC(ON=1)=CC=1C1=CC=CC=C1 BZNRBOWDZOHITP-SFHVURJKSA-N 0.000 claims 1
• LCDVQGLSSYFJLA-IBGZPJMESA-N [(2s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl LCDVQGLSSYFJLA-IBGZPJMESA-N 0.000 claims 1
• DIXQEOLUWPSKGH-FQEVSTJZSA-N [(2s)-5-amino-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=C(F)C=C1Cl DIXQEOLUWPSKGH-FQEVSTJZSA-N 0.000 claims 1
• GXZFEIMCPGUGSK-FQEVSTJZSA-N [(2s)-5-amino-2-[(2-chloro-4-fluorophenyl)methylcarbamoyl-methylamino]pentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=CC=CC=C2C=1)C(=O)NCC1=CC=C(F)C=C1Cl GXZFEIMCPGUGSK-FQEVSTJZSA-N 0.000 claims 1
• XIAVUGALURLVBR-ZQRQZVKFSA-N [(2s)-5-amino-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-6,6-difluorohexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCC(N)C(F)F)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC=C1Cl XIAVUGALURLVBR-ZQRQZVKFSA-N 0.000 claims 1
• IUWYEJQOQBFIFU-FQEVSTJZSA-N [(2s)-5-amino-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]pentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@@H](CCCN)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC=C1Cl IUWYEJQOQBFIFU-FQEVSTJZSA-N 0.000 claims 1
• CWITUDSXBRSWMJ-DEOSSOPVSA-N [(2s)-6-acetamido-2-[acetyl-[(2-chlorophenyl)methylamino]amino]hexyl] n-isoquinolin-3-ylcarbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCCCNC(=O)C)NCC1=CC=CC=C1Cl CWITUDSXBRSWMJ-DEOSSOPVSA-N 0.000 claims 1
• MDBBNPUCOSAGHZ-ZWKOTPCHSA-N [(2s,4r)-2-[(2,3-difluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)F)C[C@@H](O)CO)OC(=O)NC(=NO1)C=C1C1=CC=CC=C1 MDBBNPUCOSAGHZ-ZWKOTPCHSA-N 0.000 claims 1
• WHIVJEXKFOXDPN-ZWKOTPCHSA-N [(2s,4r)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@@H](O)CO)OC(=O)NC(=NO1)C=C1C1=CC=CC=C1 WHIVJEXKFOXDPN-ZWKOTPCHSA-N 0.000 claims 1
• PHIFDXQWSHKXLO-RBUKOAKNSA-N [(2s,4r)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-(6-fluoro-2-hydroxy-1h-isoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N(CC2=CC=C(F)C=C2C=1)O)C[C@@H](O)CO)C(=O)NCC1=CC=CC(F)=C1Cl PHIFDXQWSHKXLO-RBUKOAKNSA-N 0.000 claims 1
• IQXCHFJQHHQRPI-ZWKOTPCHSA-N [(2s,4r)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4,5-dihydroxypentyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound C([C@@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)C[C@@H](O)CO)OC(=O)NC(=NO1)C=C1C1=CC=CC(F)=C1 IQXCHFJQHHQRPI-ZWKOTPCHSA-N 0.000 claims 1
• BICGFHYCRGUTIN-UZLBHIALSA-N [(2s,4r)-2-[(2-chlorophenyl)methylcarbamoyl-methylamino]-4-hydroxypentyl] n-isoquinolin-3-ylcarbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)C[C@H](O)C)C(=O)NCC1=CC=CC=C1Cl BICGFHYCRGUTIN-UZLBHIALSA-N 0.000 claims 1
• HXQNENQXFZDDJK-RBUKOAKNSA-N [(2s,4r)-2-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(5-phenyl-1,2-oxazol-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC1=NOC(=C1)C=1C=CC=CC=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1F HXQNENQXFZDDJK-RBUKOAKNSA-N 0.000 claims 1
• SXKBFVQUEZUZKK-JKSUJKDBSA-N [(2s,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(1,3-benzothiazol-2-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1SC2=CC=CC=C2N=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl SXKBFVQUEZUZKK-JKSUJKDBSA-N 0.000 claims 1
• WCKBDBAAIBWDGK-JKSUJKDBSA-N [(2s,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-chloro-1,3-benzothiazol-2-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1SC2=CC(Cl)=CC=C2N=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl WCKBDBAAIBWDGK-JKSUJKDBSA-N 0.000 claims 1
• INTOAFVFTVGIJQ-JKSUJKDBSA-N [(2s,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-fluoro-1,3-benzothiazol-2-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1SC2=CC(F)=CC=C2N=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl INTOAFVFTVGIJQ-JKSUJKDBSA-N 0.000 claims 1
• VQGVPNKQIIOIOO-VQTJNVASSA-N [(2s,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl VQGVPNKQIIOIOO-VQTJNVASSA-N 0.000 claims 1
• ZPFWKXFDWAWVQS-RBUKOAKNSA-N [(2s,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-[5-(3-chlorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC1=NOC(=C1)C=1C=C(Cl)C=CC=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl ZPFWKXFDWAWVQS-RBUKOAKNSA-N 0.000 claims 1
• ZDMDGGILTLWAAP-RBUKOAKNSA-N [(2s,4r)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-[5-(3-fluorophenyl)-1,2-oxazol-3-yl]carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC1=NOC(=C1)C=1C=C(F)C=CC=1)C[C@@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl ZDMDGGILTLWAAP-RBUKOAKNSA-N 0.000 claims 1
• VQGVPNKQIIOIOO-PMACEKPBSA-N [(2s,4s)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-4-hydroxy-5-phosphonooxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@H](O)COP(O)(O)=O)NCC1=CC=CC(F)=C1Cl VQGVPNKQIIOIOO-PMACEKPBSA-N 0.000 claims 1
• ZAGNPSXGEFYFHJ-OALUTQOASA-N [(2s,4s)-5-amino-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-4-hydroxypentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound CN([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C[C@H](O)CN)C(=O)NCC1=CC=CC(F)=C1Cl ZAGNPSXGEFYFHJ-OALUTQOASA-N 0.000 claims 1
• LKQOGHQKUGXELT-AXUWQRLWSA-N [(4s)-4-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]-2-hydroxypentyl] (2r)-2-amino-3-hydroxypropanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)COC(=O)[C@H](N)CO)NCC1=CC=CC(F)=C1Cl LKQOGHQKUGXELT-AXUWQRLWSA-N 0.000 claims 1
• LKQOGHQKUGXELT-PDATXNNJSA-N [(4s)-4-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]-2-hydroxypentyl] (2s)-2-amino-3-hydroxypropanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)COC(=O)[C@@H](N)CO)NCC1=CC=CC(F)=C1Cl LKQOGHQKUGXELT-PDATXNNJSA-N 0.000 claims 1
• OPBMAWLZRHHXSK-IQAFUUOHSA-N [(4s)-4-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-5-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]-2-hydroxypentyl] (2s)-2-amino-3-methylbutanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(O)COC(=O)[C@@H](N)C(C)C)NCC1=CC=CC(F)=C1Cl OPBMAWLZRHHXSK-IQAFUUOHSA-N 0.000 claims 1
• CDEGHZGCJNBPCC-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2,3-dichlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-(5-bromopyridin-2-yl)carbamate Chemical compound C1CN(C(=O)CN)CCC1(C(=O)NCC=1C(=C(Cl)C=CC=1)Cl)COC(=O)NC1=CC=C(Br)C=N1 CDEGHZGCJNBPCC-UHFFFAOYSA-N 0.000 claims 1
• VARQFRMJFDUYRW-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-(4-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound N=1C=2C(C)=CC=CC=2SC=1NC(=O)OCC1(C(=O)NCC=2C(=CC=CC=2)Cl)CCN(C(=O)CN)CC1 VARQFRMJFDUYRW-UHFFFAOYSA-N 0.000 claims 1
• LHCJQUQZQOBKDN-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-(5-methylpyridin-2-yl)carbamate Chemical compound N1=CC(C)=CC=C1NC(=O)OCC1(C(=O)NCC=2C(=CC=CC=2)Cl)CCN(C(=O)CN)CC1 LHCJQUQZQOBKDN-UHFFFAOYSA-N 0.000 claims 1
• LXKFTDIOKXHRDX-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-(5-phenyl-1,3,4-thiadiazol-2-yl)carbamate Chemical compound C1CN(C(=O)CN)CCC1(C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC1=NN=C(C=2C=CC=CC=2)S1 LXKFTDIOKXHRDX-UHFFFAOYSA-N 0.000 claims 1
• AGPSPKAEBKPPQL-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-(6-methyl-1,3-benzothiazol-2-yl)carbamate Chemical compound S1C2=CC(C)=CC=C2N=C1NC(=O)OCC1(C(=O)NCC=2C(=CC=CC=2)Cl)CCN(C(=O)CN)CC1 AGPSPKAEBKPPQL-UHFFFAOYSA-N 0.000 claims 1
• DSPBNHZJYYXVCV-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]carbamate Chemical compound C1CN(C(=O)CN)CCC1(C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC1=NC2=CC=C(C(F)(F)F)C=C2S1 DSPBNHZJYYXVCV-UHFFFAOYSA-N 0.000 claims 1
• ITIMLIOIYCMBMX-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-isoquinolin-3-ylcarbamate Chemical compound C1CN(C(=O)CN)CCC1(C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC1=CC2=CC=CC=C2C=N1 ITIMLIOIYCMBMX-UHFFFAOYSA-N 0.000 claims 1
• QTSYZQUODMYDOL-UHFFFAOYSA-N [1-(2-aminoacetyl)-4-[(2-chlorophenyl)methylcarbamoyl]piperidin-4-yl]methyl n-thiophen-2-ylcarbamate Chemical compound C1CN(C(=O)CN)CCC1(C(=O)NCC=1C(=CC=CC=1)Cl)COC(=O)NC1=CC=CS1 QTSYZQUODMYDOL-UHFFFAOYSA-N 0.000 claims 1
• RNXZAWNMNBZJCA-UHFFFAOYSA-N [3-(1-benzylimidazol-2-yl)-2-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]propyl] n-isoquinolin-3-ylcarbamate Chemical compound C=1C=CC(F)=C(Cl)C=1CNC(=O)N(C)C(COC(=O)NC=1N=CC2=CC=CC=C2C=1)CC1=NC=CN1CC1=CC=CC=C1 RNXZAWNMNBZJCA-UHFFFAOYSA-N 0.000 claims 1
• ZIMGSJCTWAYYTR-UHFFFAOYSA-N [3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylhex-5-enyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(CC=C)C(=O)NCC1=CC=CC(F)=C1Cl ZIMGSJCTWAYYTR-UHFFFAOYSA-N 0.000 claims 1
• NOYDWDYVPDDGLF-UHFFFAOYSA-N [3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylhexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(CCC)C(=O)NCC1=CC=CC(F)=C1Cl NOYDWDYVPDDGLF-UHFFFAOYSA-N 0.000 claims 1
• DAVDXSDADTWEIP-UHFFFAOYSA-N [3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-5-(2,3-dihydroxypropanoylamino)-3-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCNC(=O)C(O)CO)(C)C(=O)NCC1=CC=CC(F)=C1Cl DAVDXSDADTWEIP-UHFFFAOYSA-N 0.000 claims 1
• BILRWSPWSFWIMH-UHFFFAOYSA-N [3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-5-hydroxy-3-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCO)(C)C(=O)NCC1=CC=CC(F)=C1Cl BILRWSPWSFWIMH-UHFFFAOYSA-N 0.000 claims 1
• ZBRJCZMILXMOKH-UHFFFAOYSA-N [3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-6,7-dihydroxy-3-methylheptyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(CCC(O)CO)C(=O)NCC1=CC=CC(F)=C1Cl ZBRJCZMILXMOKH-UHFFFAOYSA-N 0.000 claims 1
• RABCQFVRVRZQMG-UHFFFAOYSA-N [3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-6-hydroxy-3-methylhexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCCO)(C)C(=O)NCC1=CC=CC(F)=C1Cl RABCQFVRVRZQMG-UHFFFAOYSA-N 0.000 claims 1
• IWIAAIWVHFUZDY-UHFFFAOYSA-N [4-[(2-chloro-3-fluorophenyl)methylamino]-3,3-dimethyl-4-oxobutyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(C)C(=O)NCC1=CC=CC(F)=C1Cl IWIAAIWVHFUZDY-UHFFFAOYSA-N 0.000 claims 1
• MODJKUSLHRLDJP-UHFFFAOYSA-N [4-[(2-chloro-3-fluorophenyl)methylamino]-3-methyl-4-oxobutyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)C(=O)NCC1=CC=CC(F)=C1Cl MODJKUSLHRLDJP-UHFFFAOYSA-N 0.000 claims 1
• QCNJDEHZHGAQSH-UHFFFAOYSA-N [5-[(2-aminoacetyl)amino]-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCNC(=O)CN)(C)C(=O)NCC1=CC=CC(F)=C1Cl QCNJDEHZHGAQSH-UHFFFAOYSA-N 0.000 claims 1
• FRJUFFIXWJGUOP-LWAJAQLZSA-N [5-[[(2s)-2-amino-3-hydroxypropanoyl]amino]-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCNC(=O)[C@@H](N)CO)(C)C(=O)NCC1=CC=CC(F)=C1Cl FRJUFFIXWJGUOP-LWAJAQLZSA-N 0.000 claims 1
• JZHJKLBRUSATPN-UHFFFAOYSA-N [5-amino-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCN)(C)C(=O)NCC1=CC=CC(F)=C1Cl JZHJKLBRUSATPN-UHFFFAOYSA-N 0.000 claims 1
• YJMVWSKZHVEXIZ-UHFFFAOYSA-N [5-amino-3-[(2-chloro-4-fluorophenyl)methylcarbamoyl]-3-methylpentyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCN)(C)C(=O)NCC1=CC=C(F)C=C1Cl YJMVWSKZHVEXIZ-UHFFFAOYSA-N 0.000 claims 1
• QSDKHCBMAZULFU-UHFFFAOYSA-N [6-[(2-aminoacetyl)amino]-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylhexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCCNC(=O)CN)(C)C(=O)NCC1=CC=CC(F)=C1Cl QSDKHCBMAZULFU-UHFFFAOYSA-N 0.000 claims 1
• OUTXNGWCUMLRNK-UHFFFAOYSA-N [6-amino-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylhexyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCCN)(C)C(=O)NCC1=CC=CC(F)=C1Cl OUTXNGWCUMLRNK-UHFFFAOYSA-N 0.000 claims 1
• VONYQZAORIPTTB-UHFFFAOYSA-N [7-[(2-aminoacetyl)amino]-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylheptyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCCCNC(=O)CN)(C)C(=O)NCC1=CC=CC(F)=C1Cl VONYQZAORIPTTB-UHFFFAOYSA-N 0.000 claims 1
• AHMFUGVRUYGQPX-UHFFFAOYSA-N [7-amino-3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-3-methylheptyl] n-(6-fluoroisoquinolin-3-yl)carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(CCCCN)(C)C(=O)NCC1=CC=CC(F)=C1Cl AHMFUGVRUYGQPX-UHFFFAOYSA-N 0.000 claims 1
• KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims 1
• PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 claims 1
• UGUUDTWORXNLAK-UHFFFAOYSA-N azidoalcohol Chemical compound ON=[N+]=[N-] UGUUDTWORXNLAK-UHFFFAOYSA-N 0.000 claims 1
• 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
• CMBUTBAXZXBQGV-VWLOTQADSA-N benzyl N-[(2S)-2-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-3-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]propyl]carbamate Chemical compound ClC1=C(C=CC=C1F)CNN(C(=O)C)[C@H](COC(=O)NC=1N=CC2=CC=C(C=C2C1)F)CNC(=O)OCC1=CC=CC=C1 CMBUTBAXZXBQGV-VWLOTQADSA-N 0.000 claims 1
• UMWZZAJHUNJVEI-PVCWFJFTSA-N benzyl n-[(5s)-5-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-1,1-difluoro-6-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]hexan-2-yl]carbamate Chemical compound C([C@H](N(C)C(=O)NCC=1C(=C(F)C=CC=1)Cl)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)CC(C(F)F)NC(=O)OCC1=CC=CC=C1 UMWZZAJHUNJVEI-PVCWFJFTSA-N 0.000 claims 1
• DWSYMNWJOYKKCK-UHFFFAOYSA-N butyl diethyl phosphate Chemical compound CCCCOP(=O)(OCC)OCC DWSYMNWJOYKKCK-UHFFFAOYSA-N 0.000 claims 1
• 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
• ITJPTURSPJESQC-UHFFFAOYSA-N diethyl pentyl phosphate Chemical compound CCCCCOP(=O)(OCC)OCC ITJPTURSPJESQC-UHFFFAOYSA-N 0.000 claims 1
• NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 claims 1
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
• URWFYKDUIANHIR-UHFFFAOYSA-N ditert-butyl ethyl phosphate Chemical compound CCOP(=O)(OC(C)(C)C)OC(C)(C)C URWFYKDUIANHIR-UHFFFAOYSA-N 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 201000011191 dyskinesia of esophagus Diseases 0.000 claims 1
• LNOQURRKNJKKBU-UHFFFAOYSA-N ethyl piperazine-1-carboxylate Chemical compound CCOC(=O)N1CCNCC1 LNOQURRKNJKKBU-UHFFFAOYSA-N 0.000 claims 1
• VDRBDINALVEVEB-UHFFFAOYSA-N hexyl dimethyl phosphate Chemical compound CCCCCCOP(=O)(OC)OC VDRBDINALVEVEB-UHFFFAOYSA-N 0.000 claims 1
• UTCSSFWDNNEEBH-UHFFFAOYSA-N imidazo[1,2-a]pyridine Chemical compound C1=CC=CC2=NC=CN21 UTCSSFWDNNEEBH-UHFFFAOYSA-N 0.000 claims 1
• HVLHXIVRXGSVJC-UHFFFAOYSA-N isocyanato propanoate Chemical compound CCC(=O)ON=C=O HVLHXIVRXGSVJC-UHFFFAOYSA-N 0.000 claims 1
• KKSZSACCVDIWIE-UHFFFAOYSA-N isoquinoline-3-carboxamide Chemical compound C1=CC=C2C=NC(C(=O)N)=CC2=C1 KKSZSACCVDIWIE-UHFFFAOYSA-N 0.000 claims 1
• UVMPXVLAGSCZHW-NRFANRHFSA-N methyl (5s)-5-[acetyl-[(2,3-dichlorophenyl)methylamino]amino]-6-(isoquinolin-3-ylcarbamoyloxy)hexanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCCC(=O)OC)NCC1=CC=CC(Cl)=C1Cl UVMPXVLAGSCZHW-NRFANRHFSA-N 0.000 claims 1
• BWIZGEWTDGFJHI-FQEVSTJZSA-N methyl (5s)-5-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-6-[[5-(4-fluorophenyl)-1,2-oxazol-3-yl]carbamoyloxy]hexanoate Chemical compound C([C@H](CCCC(=O)OC)N(NCC=1C(=C(F)C=CC=1)F)C(C)=O)OC(=O)NC(=NO1)C=C1C1=CC=C(F)C=C1 BWIZGEWTDGFJHI-FQEVSTJZSA-N 0.000 claims 1
• XDYQVQMAYZKKHN-IBGZPJMESA-N methyl (5s)-5-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-6-[[5-(4-fluorophenyl)-1,3,4-thiadiazol-2-yl]carbamoyloxy]hexanoate Chemical compound C([C@H](CCCC(=O)OC)N(NCC=1C(=C(F)C=CC=1)F)C(C)=O)OC(=O)NC(S1)=NN=C1C1=CC=C(F)C=C1 XDYQVQMAYZKKHN-IBGZPJMESA-N 0.000 claims 1
• MOIUGWXMLJKUIK-IBGZPJMESA-N methyl (5s)-5-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-6-[[5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl]carbamoyloxy]hexanoate Chemical compound C([C@H](CCCC(=O)OC)N(NCC=1C(=C(F)C=CC=1)F)C(C)=O)OC(=O)NC(S1)=NN=C1C1=CC=C(OC)C=C1 MOIUGWXMLJKUIK-IBGZPJMESA-N 0.000 claims 1
• AYVYZLWZRDHVGD-AWEZNQCLSA-N methyl (5s)-5-[acetyl-[(2,3-difluorophenyl)methylamino]amino]-6-[[5-(trifluoromethyl)-1,2-oxazol-3-yl]carbamoyloxy]hexanoate Chemical compound C([C@H](CCCC(=O)OC)N(NCC=1C(=C(F)C=CC=1)F)C(C)=O)OC(=O)NC=1C=C(C(F)(F)F)ON=1 AYVYZLWZRDHVGD-AWEZNQCLSA-N 0.000 claims 1
• KBSRSTQRXORICM-FQEVSTJZSA-N methyl (5s)-5-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-6-(2,6-naphthyridin-3-ylcarbamoyloxy)hexanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=NC=C2C=1)CCCC(=O)OC)NCC1=CC=CC(F)=C1Cl KBSRSTQRXORICM-FQEVSTJZSA-N 0.000 claims 1
• WICWVCCLEIXRQP-FQEVSTJZSA-N methyl (5s)-5-[acetyl-[(2-chloro-3-fluorophenyl)methylamino]amino]-6-(2,7-naphthyridin-3-ylcarbamoyloxy)hexanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CN=CC=C2C=1)CCCC(=O)OC)NCC1=CC=CC(F)=C1Cl WICWVCCLEIXRQP-FQEVSTJZSA-N 0.000 claims 1
• KUENXMOJKRSHHG-QFIPXVFZSA-N methyl (5s)-5-[acetyl-[(2-chloro-4-fluorophenyl)methylamino]amino]-6-(isoquinolin-3-ylcarbamoyloxy)hexanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCCC(=O)OC)NCC1=CC=C(F)C=C1Cl KUENXMOJKRSHHG-QFIPXVFZSA-N 0.000 claims 1
• CSSIICKTWVZLQW-QFIPXVFZSA-N methyl (5s)-5-[acetyl-[(2-chlorophenyl)methylamino]amino]-6-(isoquinolin-3-ylcarbamoyloxy)hexanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCCC(=O)OC)NCC1=CC=CC=C1Cl CSSIICKTWVZLQW-QFIPXVFZSA-N 0.000 claims 1
• XPXSUVOWUXDJEB-NRFANRHFSA-N methyl (5s)-5-[acetyl-[(3-chloro-2-fluorophenyl)methylamino]amino]-6-(isoquinolin-3-ylcarbamoyloxy)hexanoate Chemical compound CC(=O)N([C@H](COC(=O)NC=1N=CC2=CC=CC=C2C=1)CCCC(=O)OC)NCC1=CC=CC(Cl)=C1F XPXSUVOWUXDJEB-NRFANRHFSA-N 0.000 claims 1
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• GNDMUDSNIZKJTA-QFIPXVFZSA-N tert-butyl n-[(4s)-4-[(2-chloro-3-fluorophenyl)methylcarbamoyl-methylamino]-5-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]pentyl]carbamate Chemical compound CN([C@@H](CCCNC(=O)OC(C)(C)C)COC(=O)NC=1N=CC2=CC=C(F)C=C2C=1)C(=O)NCC1=CC=CC(F)=C1Cl GNDMUDSNIZKJTA-QFIPXVFZSA-N 0.000 claims 1
• GLLYZBNBSSUSAD-UHFFFAOYSA-N tert-butyl n-[2-[[2-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-4-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]-2-methylbutyl]amino]-2-oxoethyl]carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(CNC(=O)CNC(=O)OC(C)(C)C)C(=O)NCC1=CC=CC(F)=C1Cl GLLYZBNBSSUSAD-UHFFFAOYSA-N 0.000 claims 1
• OTMSETWSXLUIMK-UHFFFAOYSA-N tert-butyl n-[2-[[3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-5-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]-3-methylpentyl]amino]-2-oxoethyl]carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(CCNC(=O)CNC(=O)OC(C)(C)C)C(=O)NCC1=CC=CC(F)=C1Cl OTMSETWSXLUIMK-UHFFFAOYSA-N 0.000 claims 1
• UYWASBMTPHWEGY-UHFFFAOYSA-N tert-butyl n-[3-[(2-chloro-3-fluorophenyl)methylcarbamoyl]-5-[(6-fluoroisoquinolin-3-yl)carbamoyloxy]-3-methylpentyl]carbamate Chemical compound C=1C2=CC(F)=CC=C2C=NC=1NC(=O)OCCC(C)(CCNC(=O)OC(C)(C)C)C(=O)NCC1=CC=CC(F)=C1Cl UYWASBMTPHWEGY-UHFFFAOYSA-N 0.000 claims 1
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