CHEBI:68595 - telaprevir

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ChEBI Name telaprevir
ChEBI ID CHEBI:68595
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C36H53N7O6
Net Charge 0
Average Mass 679.84930
Monoisotopic Mass 679.406
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 BBAWEDCPNXPBQM-GDEBMMAJSA-N
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
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(1S,3aR,6aS)-(2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-((1S)-1-((cyclopropylamino)oxoacetyl)butyl)octahydrocyclopenta(c)pyrrole-1-carboxamide ChemIDplus
VX 950 ChemIDplus
VX-950 ChemIDplus
Brand Name Source
Incivek KEGG DRUG
Manual Xrefs Databases
4173 DrugCentral
D09012 KEGG DRUG
HMDB0015616 HMDB
Telaprevir Wikipedia
US2005197301 Patent
US2006252698 Patent
US2006276405 Patent
US2006276407 Patent
US2006281688 Patent
US2007087973 Patent
WO2005025517 Patent
WO2006127289 Patent
WO2011103932 Patent
View more database links
Registry Numbers Types Sources
10511882 Reaxys Registry Number Reaxys
402957-28-2 CAS Registry Number ChemIDplus
402957-28-2 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017