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CHEBI:68595 - telaprevir

ChEBI IDCHEBI:68595
ChEBI Nametelaprevir
Stars
DefinitionAn 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.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC36H53N7O6
Net Charge0
Average Mass679.863
Monoisotopic Mass679.40573
SMILES[H][C@@]12CCC[C@]1([H])[C@@H](C(=O)N[C@@H](CCC)C(=O)C(=O)NC1CC1)N(C(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1cnccn1)C1CCCCC1)C(C)(C)C)C2
InChIInChI=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
InChIKeyBBAWEDCPNXPBQM-GDEBMMAJSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
peptidomimetic  A small protein-like chain designed to mimic a peptide.
hepatitis C protease inhibitor  An inhibitor of hepatitis C protease, an enzyme required for production of proteins needed for viral assembly.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
Application:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
telaprevir (CHEBI:68595) has role antiviral drug (CHEBI:36044)
telaprevir (CHEBI:68595) has role hepatitis C protease inhibitor (CHEBI:64924)
telaprevir (CHEBI:68595) has role peptidomimetic (CHEBI:63175)
telaprevir (CHEBI:68595) is a cyclopentapyrrole (CHEBI:38296)
telaprevir (CHEBI:68595) is a cyclopropanes (CHEBI:51454)
telaprevir (CHEBI:68595) is a oligopeptide (CHEBI:25676)
telaprevir (CHEBI:68595) is a pyrazines (CHEBI:38314)
IUPAC Name 
(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
Synonyms  Source
(1S,3aR,6aS)-(2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta(c)pyrrole-1-carboxamideChemIDplus
VX 950ChemIDplus
VX-950ChemIDplus
Brand Name  Source
IncivekKEGG DRUG
Manual XrefsDatabases
D09012KEGG DRUG
WO2011103932Patent
US2007087973Patent
WO2006127289Patent
US2005197301Patent
WO2005025517Patent
US2006252698Patent
US2006276407Patent
US2006276405Patent
US2006281688Patent
HMDB0015616HMDB
TelaprevirWikipedia
4173DrugCentral
Registry NumbersSources
Reaxys:10511882Reaxys
CAS:402957-28-2ChemIDplus
CAS:402957-28-2KEGG DRUG
Citations