CHEBI:72291 - cobicistat

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ChEBI Name cobicistat
ChEBI ID CHEBI:72291
Definition A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2S)-2-({[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)carbamoyl}amino)-4-(morpholin-4-yl)butanoic acid with the amino group of 1,3-thiazol-5-ylmethyl [(2R,5R)-5-amino-1,6-diphenylhexan-2-yl]carbamate. Acts as a pharmacoenhancer in treatment of HIV-1 by inhibiting P450 enzymes that metabolise other medications..
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C40H53N7O5S2
Net Charge 0
Average Mass 776.02300
Monoisotopic Mass 775.355
InChI InChI=1S/C40H53N7O5S2/c1-29(2)38-43-34(27-53-38)25-46(3)39(49)45-36(16-17-47-18-20-51-21-19-47)37(48)42-32(22-30-10-6-4-7-11-30)14-15-33(23-31-12-8-5-9-13-31)44-40(50)52-26-35-24-41-28-54-35/h4-13,24,27-29,32-33,36H,14-23,25-26H2,1-3H3,(H,42,48)(H,44,50)(H,45,49)/t32-,33-,36+/m1/s1
InChIKey ZCIGNRJZKPOIKD-CQXVEOKZSA-N
SMILES CC(C)c1nc(CN(C)C(=O)N[C@@H](CCN2CCOCC2)C(=O)N[C@H](CC[C@H](Cc2ccccc2)NC(=O)OCc2cncs2)Cc2ccccc2)cs1
Roles Classification
Biological Role(s): P450 inhibitor
An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
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ChEBI Ontology
Outgoing cobicistat (CHEBI:72291) has role P450 inhibitor (CHEBI:50183)
cobicistat (CHEBI:72291) is a 1,3-thiazole (CHEBI:38418)
cobicistat (CHEBI:72291) is a carbamate ester (CHEBI:23003)
cobicistat (CHEBI:72291) is a monocarboxylic acid amide (CHEBI:29347)
cobicistat (CHEBI:72291) is a morpholines (CHEBI:38785)
cobicistat (CHEBI:72291) is a ureas (CHEBI:47857)
Incoming Genvoya (CHEBI:90922) has part cobicistat (CHEBI:72291)
Prezcobix (CHEBI:90928) has part cobicistat (CHEBI:72291)
IUPAC Name
1,3-thiazol-5-ylmethyl [(2R,5R)-5-{[(2S)-2-({[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)carbamoyl}amino)-4-(morpholin-4-yl)butanoyl]amino}-1,6-diphenylhexan-2-yl]carbamate
INNs Sources
cobicistat WHO MedNet
cobicistat WHO MedNet
cobicistat KEGG DRUG
cobicistatum WHO MedNet
Synonyms Sources
GS 9350 ChemIDplus
GS-9350 ChemIDplus
Database Links Databases
4299 DrugCentral
Cobicistat Wikipedia
US2010256366 Patent
WO2008010921 Patent
WO2012151165 Patent
View more database links
Registry Numbers Types Sources
1004316-88-4 CAS Registry Number KEGG DRUG
1004316-88-4 CAS Registry Number ChemIDplus
13088386 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20043009 PubMed citation Europe PMC
20683270 PubMed citation Europe PMC
21348537 PubMed citation Europe PMC
22732469 PubMed citation Europe PMC
22766666 PubMed citation Europe PMC
22833060 PubMed citation Europe PMC
22850510 PubMed citation Europe PMC
22886031 PubMed citation Europe PMC
23136357 PubMed citation Europe PMC
23243633 PubMed citation Europe PMC
Last Modified
22 February 2017