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Details

Stereochemistry ABSOLUTE
Molecular Formula C40H53N7O5S2
Molecular Weight 776.023
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COBICISTAT

SMILES

CC(C)C1=NC(CN(C)C(=O)N[C@@H](CCN2CCOCC2)C(=O)N[C@H](CC[C@H](CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)CC5=CC=CC=C5)=CS1

InChI

InChIKey=ZCIGNRJZKPOIKD-CQXVEOKZSA-N
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

HIDE SMILES / InChI

Molecular Formula C40H53N7O5S2
Molecular Weight 776.023
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Cobicistat (GS-9350) is a potent, and selective inhibitor of human cytochrome P450 3A (CYP3A) enzymes. Cobicistat is a pharmacokinetic booster of several antiretrovirals. TYBOST (cobicistat) is indicated to increase systemic exposure of atazanavir or darunavir in combination with other antiretroviral agents in the treatment of HIV-1 infection.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
TYBOST
PubMed

PubMed

TitleDatePubMed
Pharmacokinetics and bioavailability of an integrase and novel pharmacoenhancer-containing single-tablet fixed-dose combination regimen for the treatment of HIV.
2010 Nov
Cobicistat boosts the intestinal absorption of transport substrates, including HIV protease inhibitors and GS-7340, in vitro.
2012 Oct
Pharmacokinetic enhancers in HIV therapeutics.
2014 Oct
Patents

Sample Use Guides

In Vivo Use Guide
TYBOST (cobicistat) (150 mg orally once daily) must be coadministered with atazanavir (300 mg orally once daily) or darunavir (800 mg orally once daily) at the same time, with food, and in combination with other HIV-1 antiretroviral agents
Route of Administration: Oral
In Vitro Use Guide
HIV infected monocytic (U1) cellss were treated with 2 uM Cobicistat as a booster drug for 5 uM elvitegravir.
Substance Class Chemical
Created
by admin
on Mon Oct 21 23:40:26 UTC 2019
Edited
by admin
on Mon Oct 21 23:40:26 UTC 2019
Record UNII
LW2E03M5PG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COBICISTAT
DASH   INN   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
COBICISTAT [JAN]
Common Name English
COBICISTAT COMPONENT OF SYMTUZA
Brand Name English
STRIBILD COMPONENT COBICISTAT
Brand Name English
(1,3-THIAZOL-5-YL)METHYL (5S,8R,11R)-8,11-DIBENZYL-2-METHYL-5-(2-(MORPHOLIN-4-YL)ETHYL)-1-(2-(PROPAN-2-YL)-1,3-THIAZOL-4-YL)-3,6-DIOXO-2,4,7,12-TETRAAZATRIDECAN-13-OATE
Common Name English
COBICISTAT COMPONENT OF GENVOYA
Brand Name English
REZOLSTA COMPONENT COBICISTAT
Brand Name English
2,7,10,12-TETRAAZATRIDECANOIC ACID, 12-METHYL-13-(2-(1-METHYLETHYL)-4-THIAZOLYL)-9-(2-(4-MORPHOLINYL)ETHYL)-8,11-DIOXO-3,6-BIS(PHENYLMETHYL)-, 5-THIAZOLYLMETHYL ESTER, (3R,6R,9S)-
Common Name English
COBICISTAT COMPONENT OF PREZCOBIX
Brand Name English
SYMTUZA COMPONENT COBICISTAT
Brand Name English
COBICISTAT [ORANGE BOOK]
Common Name English
GENVOYA COMPONENT COBICISTAT
Brand Name English
COBICISTAT [VANDF]
Common Name English
COBICISTAT [MI]
Common Name English
COBICISTAT [USAN]
Common Name English
EVOTAZ COMPONENT COBICISTAT
Brand Name English
COBICISTAT [WHO-DD]
Common Name English
COBICISTAT COMPONENT OF STRIBILD
Brand Name English
GS-9350
Code English
PREZCOBIX COMPONENT COBICISTAT
Brand Name English
1,3-THIAZOL-5-YLMETHYL ((2R,5R)-5-(((2S)-2-((METHYL((2-(PROPAN-2-YL)-1,3-THIAZOL-4-YL)METHYL)CARBAMOYL)AMINO)-4-(MORPHOLIN-4-YL)BUTANOYL)AMINO)-1,6-DIPHENYLHEXAN-2-YL)CARBAMATE
Common Name English
COBICISTAT [INN]
Common Name English
COBICISTAT COMPONENT OF EVOTAZ
Brand Name English
Classification Tree Code System Code
WHO-ATC J05AR09
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
WHO-ATC J05AR15
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
WHO-ATC V03AX03
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
NDF-RT N0000191001
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
FDA ORPHAN DRUG 577917
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
EMA ASSESSMENT REPORTS GENVOYA (AUTHORIZED: HIV INFECTIONS)
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
LIVERTOX 231
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
NCI_THESAURUS C471
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
WHO-VATC QV03AX03
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
WHO-ATC J05AR18
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
EMA ASSESSMENT REPORTS EVOTAZ (AUTHORIZED: HIV INFECTIONS)
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
WHO-ATC J05AR14
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
EMA ASSESSMENT REPORTS STRIBILD (AUTHORIZED: HIV INFECTIONS)
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
EMA ASSESSMENT REPORTS REZOLSTA (AUTHORIZED: HIV INFECTIONS)
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
WHO-VATC QJ05AR09
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
Code System Code Type Description
DRUG BANK
DB09065
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
NDF-RT
N0000190107
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY Organic Anion Transporting Polypeptide 1B1 Inhibitors [MoA]
RXCUI
1306284
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY RxNorm
ChEMBL
CHEMBL2095208
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
NCI_THESAURUS
C97360
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
EPA CompTox
1004316-88-4
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
NDF-RT
N0000182137
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY Cytochrome P450 2D6 Inhibitors [MoA]
NDF-RT
N0000185503
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY P-Glycoprotein Inhibitors [MoA]
NDF-RT
N0000190113
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY Breast Cancer Resistance Protein Inhibitors [MoA]
PUBCHEM
25151504
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
MERCK INDEX
M3706
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY Merck Index
INN
9266
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
WIKIPEDIA
COBICISTAT
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
NDF-RT
N0000190114
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY Cytochrome P450 3A Inhibitors [MoA]
NDF-RT
N0000190108
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY Organic Anion Transporting Polypeptide 1B3 Inhibitors [MoA]
CAS
1004316-88-4
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
EVMPD
SUB33760
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
IUPHAR
7535
Created by admin on Mon Oct 21 23:40:26 UTC 2019 , Edited by admin on Mon Oct 21 23:40:26 UTC 2019
PRIMARY
Related Record Type Details
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METABOLIC ENZYME -> NON-INHIBITOR
IC50
TRANSPORTER -> NON-INHIBITOR
IC50
METABOLIC ENZYME -> INHIBITOR
TIME-DEPENDENT INHIBITION
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METABOLIC ENZYME -> INHIBITOR
INHIBITOR
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BINDER->LIGAND
BINDING
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TRANSPORTER -> NON-INHIBITOR
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TRANSPORTER -> INHIBITOR
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METABOLIC ENZYME -> INHIBITOR
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TRANSPORTER -> INHIBITOR
INHIBITOR
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METABOLIC ENZYME -> INHIBITOR
TIME-DEPENDENT INHIBITION
k(inactivation)
METABOLIC ENZYME -> NON-INHIBITOR
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METABOLIC ENZYME -> INHIBITOR
TIME-DEPENDENT INHIBITION
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METABOLIC ENZYME -> NON-INHIBITOR
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METABOLIC ENZYME -> NON-INHIBITOR
INHIBITOR
IC50
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC