cobicistat   Click here for help

GtoPdb Ligand ID: 7535

Synonyms: GS-9350
Approved drug
cobicistat is an approved drug (FDA (2012), EMA (2013))
Compound class: Synthetic organic
Comment: This compound is approved as a component of the so-called 'Quad pill' (Stribild®), an anti-HIV therapy which contains cobicistat, elvitegravir, emtricitabine, and tenofovir.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 3
Rotatable bonds 24
Topological polar surface area 194.5
Molecular weight 775.35
XLogP 3.7
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES O=C(NC(Cc1ccccc1)CCC(Cc1ccccc1)NC(=O)C(NC(=O)N(Cc1csc(n1)C(C)C)C)CCN1CCOCC1)OCc1cncs1
Isomeric SMILES O=C(N[C@@H](Cc1ccccc1)CC[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)N(Cc1csc(n1)C(C)C)C)CCN1CCOCC1)OCc1cncs1
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
InChI Key ZCIGNRJZKPOIKD-CQXVEOKZSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2012), EMA (2013))
IUPAC Name Click here for help
1,3-thiazol-5-ylmethyl N-[(2R,5R)-5-[[(2S)-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]-4-morpholin-4-ylbutanoyl]amino]-1,6-diphenylhexan-2-yl]carbamate
International Nonproprietary Names Click here for help
INN number INN
9266 cobicistat
Synonyms Click here for help
GS-9350
Database Links Click here for help
CAS Registry No. 1004316-88-4
ChEBI CHEBI:72291
ChEMBL Ligand CHEMBL2095208
DrugCentral Ligand 4299
GtoPdb PubChem SID 187051836
PubChem CID 25151504
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Wikipedia Cobicistat