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
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
Molecular Formula | C40H53N7O5S2 |
Molecular Weight | 776.023 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/24900196Curator's Comment: Description was created based on several sources, including http://www.gilead.com/~/media/Files/pdfs/medicines/hiv/tybost/tybost_pi.pdf | https://www.ncbi.nlm.nih.gov/pubmed/23471741
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24900196
Curator's Comment: Description was created based on several sources, including http://www.gilead.com/~/media/Files/pdfs/medicines/hiv/tybost/tybost_pi.pdf | https://www.ncbi.nlm.nih.gov/pubmed/23471741
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
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2364675 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24900196 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | TYBOST Approved UseTYBOST (cobicistat) indicated to increase systemic exposure of atazanavir or darunavir (once daily dosing regimen) in combination with other antiretroviral agents in the treatment of HIV-1 infection. Launch Date1.41151686E12 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
0.99 μg/mL |
150 mg 1 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Atazanavir |
COBICISTAT plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
7.6 mg × h/mL |
150 mg 1 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Atazanavir |
COBICISTAT plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
3.5 h |
150 mg 1 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Atazanavir |
COBICISTAT plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2.5% |
150 mg 1 times / day steady-state, oral dose: 150 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Atazanavir |
COBICISTAT plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
300 mg 1 times / day steady, oral Highest studied dose Dose: 300 mg, 1 times / day Route: oral Route: steady Dose: 300 mg, 1 times / day Sources: |
healthy, 27 years (range: 18–45 years) n = 12 Health Status: healthy Age Group: 27 years (range: 18–45 years) Sex: M+F Population Size: 12 Sources: |
|
400 mg single, oral Highest studied dose |
healthy, 27 years (range: 18–45 years) n = 12 Health Status: healthy Age Group: 27 years (range: 18–45 years) Sex: M+F Population Size: 12 Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Drug as perpetrator
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/203100Orig1s000ClinPharmR.pdf=60 Page: 60.0 |
yes | |||
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/203100Orig1s000ClinPharmR.pdf#page=56 Page: 53.0 |
yes | |||
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/203100Orig1s000ClinPharmR.pdf#page=56 Page: 53.0 |
yes | |||
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/203100Orig1s000ClinPharmR.pdf=60 Page: 60.0 |
yes |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28231276
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
Edited
Sun Dec 18 17:53:37 UTC 2022
by
admin
on
Sun Dec 18 17:53:37 UTC 2022
|
Record UNII |
LW2E03M5PG
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Related Record | Type |
---|
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Code | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
J05AR09
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
WHO-ATC |
J05AR15
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
WHO-ATC |
V03AX03
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
NDF-RT |
N0000191001
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
FDA ORPHAN DRUG |
577917
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
EMA ASSESSMENT REPORTS |
GENVOYA (AUTHORIZED: HIV INFECTIONS)
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
LIVERTOX |
NBK547911
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
NCI_THESAURUS |
C471
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
WHO-VATC |
QV03AX03
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
WHO-ATC |
J05AR18
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
EMA ASSESSMENT REPORTS |
EVOTAZ (AUTHORIZED: HIV INFECTIONS)
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
WHO-ATC |
J05AR14
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
EMA ASSESSMENT REPORTS |
STRIBILD (AUTHORIZED: HIV INFECTIONS)
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
EMA ASSESSMENT REPORTS |
REZOLSTA (AUTHORIZED: HIV INFECTIONS)
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
||
|
WHO-VATC |
QJ05AR09
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DB09065
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
N0000190107
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | Organic Anion Transporting Polypeptide 1B1 Inhibitors [MoA] | ||
|
1306284
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | RxNorm | ||
|
CHEMBL2095208
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
LW2E03M5PG
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
C97360
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
DTXSID00143269
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
N0000182137
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | Cytochrome P450 2D6 Inhibitors [MoA] | ||
|
N0000185503
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | P-Glycoprotein Inhibitors [MoA] | ||
|
N0000190113
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | Breast Cancer Resistance Protein Inhibitors [MoA] | ||
|
25151504
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
M3706
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | Merck Index | ||
|
9266
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
COBICISTAT
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
72291
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
LW2E03M5PG
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
N0000190114
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | Cytochrome P450 3A Inhibitors [MoA] | ||
|
N0000190108
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | Organic Anion Transporting Polypeptide 1B3 Inhibitors [MoA] | ||
|
1004316-88-4
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
SUB33760
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
7535
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
4299
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY | |||
|
WW-13
Created by
admin on Sun Dec 18 17:53:39 UTC 2022 , Edited by admin on Sun Dec 18 17:53:39 UTC 2022
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
TRANSPORTER -> INHIBITOR |
IC50
|
||
|
METABOLIC ENZYME -> NON-INHIBITOR |
IC50
|
||
|
TRANSPORTER -> NON-INHIBITOR |
IC50
|
||
|
METABOLIC ENZYME -> INHIBITOR |
TIME-DEPENDENT INHIBITION
IC50
|
||
|
METABOLIC ENZYME -> INHIBITOR |
INHIBITOR
IC50
|
||
|
BINDER->LIGAND |
BINDING
|
||
|
TRANSPORTER -> INHIBITOR |
IC50
|
||
|
TRANSPORTER -> NON-INHIBITOR |
IC50
|
||
|
TRANSPORTER -> INHIBITOR |
IC50
|
||
|
METABOLIC ENZYME -> INHIBITOR |
IC50
|
||
|
SUB_CONCEPT->SUBSTANCE | |||
|
TRANSPORTER -> INHIBITOR |
INHIBITOR
IC50
|
||
|
METABOLIC ENZYME -> INHIBITOR |
TIME-DEPENDENT INHIBITION
k(inactivation)
|
||
|
METABOLIC ENZYME -> NON-INHIBITOR |
IC50
|
||
|
METABOLIC ENZYME -> INHIBITOR |
TIME-DEPENDENT INHIBITION
IC50
|
||
|
METABOLIC ENZYME -> NON-INHIBITOR |
IC50
|
||
|
METABOLIC ENZYME -> NON-INHIBITOR |
INHIBITOR
IC50
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
IMPURITY -> PARENT |
|
||
|
IMPURITY -> PARENT |
|
||
|
IMPURITY -> PARENT | |||
|
IMPURITY -> PARENT |
|
||
|
IMPURITY -> PARENT |
|
||
|
IMPURITY -> PARENT |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
---|---|---|---|---|---|---|
Biological Half-life | PHARMACOKINETIC |
|
|
|||