FOSDEVIRINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H17ClN3O3P
Molecular Weight	413.794
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CO[P@](=O)(C1=C(NC2=CC=C(Cl)C=C12)C(N)=O)C3=CC(\C=C\C#N)=CC(C)=C3

InChI

InChIKey=CGBYTKOSZYQOPV-CCEZBSFNSA-N

InChI=1S/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/b4-3+/t28-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H17ClN3O3P
Molecular Weight	413.794
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24158593 | https://www.ncbi.nlm.nih.gov/pubmed/23227887

Approval Year

PubMed

Title	Date	PubMed
Selective killing of human immunodeficiency virus infected cells by non-nucleoside reverse transcriptase inhibitor-induced activation of HIV protease.	2010 Oct 15	20950436
Central nervous system disposition and metabolism of Fosdevirine (GSK2248761), a non-nucleoside reverse transcriptase inhibitor: an LC-MS and Matrix-assisted laser desorption/ionization imaging MS investigation into central nervous system toxicity.	2013 Feb 18	23227887
Unexpected finding of delayed-onset seizures in HIV-positive, treatment-experienced subjects in the Phase IIb evaluation of fosdevirine (GSK2248761).	2014	24158593

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:27:56 GMT 2023` Edited by `admin` on `Fri Dec 15 18:27:56 GMT 2023`
Record UNII	Z4I0C281BJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FOSDEVIRINE

Official Name

English

GSK 2248761A

Code

English

fosdevirine [INN]

Common Name

English

PHOSPHINIC ACID, P-(2-(AMINOCARBONYL)-5-CHLORO-1H-INDOL-3-YL)-P-(3-((1E)-2- CYANOETHENYL)-5-METHYLPHENYL)-, METHYL ESTER, (P(R))-

Common Name

English

GSK2248761A

Code

English

GSK-2248761

Code

English

(2-CARBAMOYL-5-CHLORO-1H-INDOL-3-YL)-(3-(E)-2-CYANO-VINYL)-5-METHYL-PHENYL))-(R)-PHOSPINIC ACID METHYL ESTER

Common Name

English

Methyl (R)-P-(2-carbamoyl-5-chloro-1H-indol-3-yl)-P-{3-[(1E)-2-cyanoethenyl]-5-methylphenyl}phosphinate

Systematic Name

English

Fosdevirine [WHO-DD]

Common Name

English

GSK-2248761A

Code

English

FOSDEVIRINE [USAN]

Common Name

English

IDX-899

Code

English

IDX899

Code

English

Code System Code Type Description

USAN

WW-17