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CHEBI:68621 - boceprevir

ChEBI IDCHEBI:68621
ChEBI Nameboceprevir
Stars
DefinitionA synthetic tripeptide consisting of N-(tert-butylcarbamoyl)-3-methyl-L-valyl, a cyclopropyl-fused prolyl and 3-amino-4-cyclobutyl-2-oxobutanamide residues joined in sequence. Used for treatment of chronic hepatitis C virus genotype 1 infection.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC27H45N5O5
Net Charge0
Average Mass519.687
Monoisotopic Mass519.34207
SMILES[H][C@@]12[C@@H](C(=O)NC(CC3CCC3)C(=O)C(N)=O)N(C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C)C[C@]1([H])C2(C)C
InChIInChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16?,17-,18-,20+/m0/s1
InChIKeyLHHCSNFAOIFYRV-DOVBMPENSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
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.
Application:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
boceprevir (CHEBI:68621) has role antiviral drug (CHEBI:36044)
boceprevir (CHEBI:68621) has role hepatitis C protease inhibitor (CHEBI:64924)
boceprevir (CHEBI:68621) has role peptidomimetic (CHEBI:63175)
boceprevir (CHEBI:68621) is a tripeptide (CHEBI:47923)
boceprevir (CHEBI:68621) is a ureas (CHEBI:47857)
IUPAC Name 
(1R,2S,5S)-N-(4-amino-1-cyclobutyl-3,4-dioxobutan-2-yl)-3-[N-(tert-butylcarbamoyl)-3-methyl-L-valyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
INN  Source
boceprevirKEGG DRUG
Synonym  Source
SCH 503034ChemIDplus
Brand Name  Source
VictrelisKEGG DRUG
Manual XrefsDatabases
D08876KEGG DRUG
HU5PDBeChem
WO2010117936Patent
WO2008073282Patent
WO2008076316Patent
WO2008079216Patent
US2007149459Patent
WO2007092616Patent
US2007287664Patent
US2006276404Patent
US2007010431Patent
US2006276407Patent
US2006281688Patent
US2007021351Patent
US2006276406Patent
US2006275366Patent
US2006281689Patent
WO2006130553Patent
WO2006130688Patent
US2005249702Patent
BoceprevirWikipedia
4172DrugCentral
Registry NumbersSources
Reaxys:10502086Reaxys
CAS:394730-60-0KEGG DRUG
CAS:394730-60-0ChemIDplus
Citations