loading...| Preferred Name | telaprevir | |
| Synonyms |
Incivek C36H53N7O6 VX-950 VX 950 (3S)-3-{[(1S,3aR,6aS)-2-[(2S)-2-[(2S)-2-cyclohexyl-2-(pyrazin-2-ylformamido)acetamido]-3,3-dimethylbutanoyl]-octahydrocyclopenta[c]pyrrol-1-yl]formamido}-N-cyclopropyl-2-oxohexanamide (1S,3aR,6aS)-2-[(2S)-2-({(2S)-2-cyclohexyl-2-[(pyrazin-2-ylcarbonyl)amino]acetyl}amino)-3,3-dimethylbutanoyl]-N-[(3S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl]octahydrocyclopenta[c]pyrrole-1-carboxamide (1S,3aR,6aS)-(2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta(c)pyrrole-1-carboxamide |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_68595 |
|
| AHFScode |
8:18.40 |
|
| ATCCode |
J05AE11 |
|
| binds |
http://purl.obolibrary.org/obo/dinto_0901 http://purl.obolibrary.org/obo/dinto_1694 http://purl.obolibrary.org/obo/dinto_3582 |
|
| CASRN |
402957-28-2 |
|
| DBBrand |
incivek |
|
| DBSynonym |
vrt111950 ly-570310 aids-213006 aids213006 vx-950 mp-424 |
|
| Definition |
Telaprevir (VX-950) is a highly selective and potent inhibitor of the HCV NS3-4A serine protease. It is a member of a class of antiviral drugs known as protease inhibitors and is the first hepatitis C drug that has demonstrated activity in patients who have failed prior therapy. On April 28, 2011, the FDA Antiviral Drugs Advisory Committee voted 18-0 to recommend approval telaprevir for people with genotype 1 chronic hepatitis C and was approved in the U.S. in May, 2011. An oligopeptide consisting of N-(pyrazin-2-ylcarbonyl)cyclohexylalanyl, 3-methylvalyl, octahydrocyclopenta[c]pyrrole-1-carboxy, and 3-amino-N-cyclopropyl-2-oxohexanamide residues joined in sequence. Used for treatment of chronic hepatitis C virus genotype 1 infection. |
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| has pharmacological target | ||
| has role |
http://purl.obolibrary.org/obo/CHEBI_63175 |
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| InChI |
InChI=1S/C36H53N7O6/c1-5-10-25(29(44)34(48)39-23-15-16-23)40-33(47)28-24-14-9-13-22(24)20-43(28)35(49)30(36(2,3)4)42-32(46)27(21-11-7-6-8-12-21)41-31(45)26-19-37-17-18-38-26/h17-19,21-25,27-28,30H,5-16,20H2,1-4H3,(H,39,48)(H,40,47)(H,41,45)(H,42,46)/t22-,24-,25-,27-,28-,30+/m0/s1 |
|
| InChIKey |
InChIKey=BBAWEDCPNXPBQM-GDEBMMAJSA-N |
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| inhibits | ||
| is metabolised by | ||
| is substrate of |
http://purl.obolibrary.org/obo/dinto_3582 http://purl.obolibrary.org/obo/dinto_0217 |
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| is transported by | ||
| label |
telaprevir |
|
| may interact with |
http://purl.obolibrary.org/obo/dinto_DB00683 http://purl.obolibrary.org/obo/CHEBI_8212 http://purl.obolibrary.org/obo/CHEBI_119486 http://purl.obolibrary.org/obo/CHEBI_4551 http://purl.obolibrary.org/obo/CHEBI_36791 http://purl.obolibrary.org/obo/CHEBI_71940 http://purl.obolibrary.org/obo/CHEBI_4031 http://purl.obolibrary.org/obo/CHEBI_61049 http://purl.obolibrary.org/obo/CHEBI_9150 http://purl.obolibrary.org/obo/CHEBI_40303 http://purl.obolibrary.org/obo/CHEBI_681850 http://purl.obolibrary.org/obo/CHEBI_205919 http://purl.obolibrary.org/obo/CHEBI_2611 http://purl.obolibrary.org/obo/dinto_DB08901 http://purl.obolibrary.org/obo/CHEBI_51141 http://purl.obolibrary.org/obo/CHEBI_3720 http://purl.obolibrary.org/obo/CHEBI_39548 http://purl.obolibrary.org/obo/CHEBI_6807 http://purl.obolibrary.org/obo/CHEBI_59582 http://purl.obolibrary.org/obo/dinto_DB00503 http://purl.obolibrary.org/obo/dinto_DB01026 http://purl.obolibrary.org/obo/CHEBI_28077 http://purl.obolibrary.org/obo/CHEBI_72297 http://purl.obolibrary.org/obo/CHEBI_9674 http://purl.obolibrary.org/obo/dinto_DB00220 http://purl.obolibrary.org/obo/CHEBI_64318 |
|
| prefixIRI |
obo2:CHEBI_68595 |
|
| prefLabel |
telaprevir |
|
| SMILES |
[H][C@@]12CCC[C@]1([H])[C@H](N(C2)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1cnccn1)C1CCCCC1)C(C)(C)C)C(=O)N[C@@H](CCC)C(=O)C(=O)NC1CC1 [H][C@@]12CCC[C@]1([H])[C@H](N(C2)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)C1=NC=CN=C1)C1CCCCC1)C(C)(C)C)C(=O)N[C@@H](CCC)C(=O)C(=O)NC1CC1 |
|
| Synonym |
Incivek C36H53N7O6 VX-950 VX 950 (3S)-3-{[(1S,3aR,6aS)-2-[(2S)-2-[(2S)-2-cyclohexyl-2-(pyrazin-2-ylformamido)acetamido]-3,3-dimethylbutanoyl]-octahydrocyclopenta[c]pyrrol-1-yl]formamido}-N-cyclopropyl-2-oxohexanamide (1S,3aR,6aS)-2-[(2S)-2-({(2S)-2-cyclohexyl-2-[(pyrazin-2-ylcarbonyl)amino]acetyl}amino)-3,3-dimethylbutanoyl]-N-[(3S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl]octahydrocyclopenta[c]pyrrole-1-carboxamide (1S,3aR,6aS)-(2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta(c)pyrrole-1-carboxamide |
|
| xref |
PubChem Compound:3010818 RxList:http://www.rxlist.com/incivek-drug.htm Wikipedia:Telaprevir Patent:WO2011103932 KEGG DRUG:D09012 Patent:US2006281688 CiteXplore:22537438 CiteXplore:22383557 CiteXplore:22515133 CiteXplore:23016967 CiteXplore:22095516 Patent:WO2005025517 HMDB:HMDB15616 ChemSpider:2279948 Wikipedia:http://en.wikipedia.org/wiki/Telaprevir Patent:US2006252698 BindingDB:50212208 CiteXplore:21940388 Reaxys:10511882 Patent:US2007087973 CiteXplore:22180548 CiteXplore:22345334 Drugs.com:http://www.drugs.com/cdi/telaprevir.html CiteXplore:22902721 Patent:US2006276407 Patent:WO2006127289 CiteXplore:22954756 CiteXplore:22642697 CiteXplore:21884670 PharmGKB:PA165958354 CiteXplore:22239508 Patent:US2005197301 Patent:US2006276405 CiteXplore:22471376 CASRN:402957-28-2 CiteXplore:22039291 CiteXplore:22806681 CiteXplore:22212567 ChEMBL:494996 CiteXplore:22222799 National Drug Code Directory:51167-100-01 CiteXplore:22169996 CiteXplore:22439668 CiteXplore:22404758 CiteXplore:22511937 CiteXplore:22889114 ChEBI:68595 CiteXplore:22423262 CiteXplore:22506260 CiteXplore:20945948 |
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| subClassOf |