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Details

Stereochemistry ACHIRAL
Molecular Formula C25H26N7O8P
Molecular Weight 583.4898
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FOSTEMSAVIR

SMILES

COC1=C2C(=CN(COP(O)(O)=O)C2=C(N=C1)N3C=NC(C)=N3)C(=O)C(=O)N4CCN(CC4)C(=O)C5=CC=CC=C5

InChI

InChIKey=SWMDAPWAQQTBOG-UHFFFAOYSA-N
InChI=1S/C25H26N7O8P/c1-16-27-14-32(28-16)23-21-20(19(39-2)12-26-23)18(13-31(21)15-40-41(36,37)38)22(33)25(35)30-10-8-29(9-11-30)24(34)17-6-4-3-5-7-17/h3-7,12-14H,8-11,15H2,1-2H3,(H2,36,37,38)

HIDE SMILES / InChI

Description

Fostemsavir (BMS-663068) is an investigational attachment inhibitor with a unique mechanism of action. It is a prodrug of temsavir, which binds to HIV envelope glycoprotein 120 (gp120), thereby preventing viral attachment to the host CD4 cell surface receptor. In the absence of effective binding of HIV gp120 with the host CD4 receptor, HIV does not enter the host cell. Because fostemsavir has a novel mechanism of action, the drug should have full activity against HIV strains that have developed resistance to other classes of antiretroviral medications. In a phase 2b study of treatment-experienced individuals, fostemsavir appeared to be well tolerated. Phase 3 studies are ongoing.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In Vivo Use Guide
A phase 2b trial enrolled treatment-experienced adults with HIV infection and randomized study subjects to one of four doses of fostemsavir (400 mg twice daily, 800 mg twice daily, 600 mg once daily, or 1200 mg once daily).
Route of Administration: Oral
In Vitro Use Guide
BMS-626529 (an active moiety of BMS-663068) exhibits an average EC50 against LAI of 0.7 +/-0.4 nM.
Name Type Language
FOSTEMSAVIR
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
FOSTEMSAVIR [INN]
Common Name English
BMS-663068
Code English
(3-((4-BENZOYLPIPERAZIN-1-YL)-OXOACETYL)-4-METHOXY- 7-(3-METHYL-1H-1,2,4-TRIAZOL-1-YL)-1H-PYRROLO(2,3-C)PYRIDIN- 1-YL)METHYL DIHYDROGEN PHOSPHATE
Systematic Name English
FOSTEMSAVIR [USAN]
Common Name English
PIPERAZINE, 1-BENZOYL-4-((4-METHOXY-7-(3-METHYL-1H-1,2,4-TRIAZOL-1-YL)-1-((PHOSPHONOOXY)METHYL)-1H-PYRROLO(2,3-C)PYRIDIN-3-YL)OXOACETYL)-
Systematic Name English
FOSTEMSAVIR [WHO-DD]
Common Name English
BMS-663068 FREE ACID
Common Name English
Code System Code Type Description
PUBCHEM
11319217
Created by admin on Mon Oct 21 22:59:19 UTC 2019 , Edited by admin on Mon Oct 21 22:59:19 UTC 2019
PRIMARY
ChEMBL
CHEMBL3301594
Created by admin on Mon Oct 21 22:59:19 UTC 2019 , Edited by admin on Mon Oct 21 22:59:19 UTC 2019
PRIMARY
INN
10292
Created by admin on Mon Oct 21 22:59:19 UTC 2019 , Edited by admin on Mon Oct 21 22:59:19 UTC 2019
PRIMARY
CAS
864953-29-7
Created by admin on Mon Oct 21 22:59:19 UTC 2019 , Edited by admin on Mon Oct 21 22:59:19 UTC 2019
PRIMARY
EPA CompTox
864953-29-7
Created by admin on Mon Oct 21 22:59:19 UTC 2019 , Edited by admin on Mon Oct 21 22:59:19 UTC 2019
PRIMARY