CHEBI:68621 - boceprevir

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ChEBI Name boceprevir
ChEBI ID CHEBI:68621
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H45N5O5
Net Charge 0
Average Mass 519.67670
Monoisotopic Mass 519.34207
InChI InChI=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
InChIKey LHHCSNFAOIFYRV-DOVBMPENSA-N
SMILES [H][C@]12CN([C@H](C(=O)NC(CC3CCC3)C(=O)C(N)=O)[C@@]1([H])C2(C)C)C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C
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): hepatitis C protease inhibitor
An inhibitor of hepatitis C protease, an enzyme required for production of proteins needed for viral assembly.
peptidomimetic
A small protein-like chain designed to mimic a peptide.
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.
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ChEBI Ontology
Outgoing 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
boceprevir KEGG DRUG
Synonym Source
SCH 503034 ChemIDplus
Brand Name Source
Victrelis KEGG DRUG
Manual Xrefs Databases
4172 DrugCentral
Boceprevir Wikipedia
D08876 KEGG DRUG
HU5 PDBeChem
US2005249702 Patent
US2006275366 Patent
US2006276404 Patent
US2006276406 Patent
US2006276407 Patent
US2006281688 Patent
US2006281689 Patent
US2007010431 Patent
US2007021351 Patent
US2007149459 Patent
US2007287664 Patent
WO2006130553 Patent
WO2006130688 Patent
WO2007092616 Patent
WO2008073282 Patent
WO2008076316 Patent
WO2008079216 Patent
WO2010117936 Patent
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Registry Numbers Types Sources
10502086 Reaxys Registry Number Reaxys
394730-60-0 CAS Registry Number KEGG DRUG
394730-60-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017