543730-41-2

543730-41-2 structure

Name: BMS-538203
Chemical Name: 3-[(4-fluorobenzyl)methoxycarbamoyl]-2-hydroxyacrylic acid
CAS Number: 543730-41-2
Molecular Formula: C₁₂H₁₂FNO₅
Molecular Weight: 269.22600
Catalog: Signaling Pathways Anti-infection HIV
Create Date: 2017-01-31 10:04:13
Modify Date: 2024-01-02 18:23:39
BMS-538203 is a highly efficient HIV integrase inhibitor and antiviral agent.IC50 value:Target: HIV integraseIn the current study we demonstrate a hit-to-clinical candidate pathway that resulted in 50- and 2000-fold improvements in enzyme-inhibition and antiviral activity without an increase in molecular weight or change in molecular topology. The original hit , 1 (mw = 268) was optimized in a stepwise manner. Potential covalent protein-binding moieties were removed by reducing the number of the ketone groups. High enzyme inhibition activity was achieved by optimizing the aryl-portion of the molecule. Protein binding was reduced by replacing the standard amide by the corresponding methyl-hydroxamide. This eventually led to the discovery of BMS-538203 compound 2 (mw = 269) a highly efficient inhibitor and antiviral agent.

Name	3-[(4-fluorobenzyl)methoxycarbamoyl]-2-hydroxyacrylic acid
Synonyms	BMS-538203

Description	BMS-538203 is a highly efficient HIV integrase inhibitor and antiviral agent.IC50 value:Target: HIV integraseIn the current study we demonstrate a hit-to-clinical candidate pathway that resulted in 50- and 2000-fold improvements in enzyme-inhibition and antiviral activity without an increase in molecular weight or change in molecular topology. The original hit , 1 (mw = 268) was optimized in a stepwise manner. Potential covalent protein-binding moieties were removed by reducing the number of the ketone groups. High enzyme inhibition activity was achieved by optimizing the aryl-portion of the molecule. Protein binding was reduced by replacing the standard amide by the corresponding methyl-hydroxamide. This eventually led to the discovery of BMS-538203 compound 2 (mw = 269) a highly efficient inhibitor and antiviral agent.
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Integrase Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection
References	[1]. Methods and compositions for treating hiv infection. RU patent 2367439. [2]. Nowicka-Sans B, et al. In vitro antiviral characteristics of HIV-1 attachment inhibitor BMS-626529, the active component of theprodrug BMS-663068. Antimicrob Agents Chemother. 2012 Jul;56(7):3498-507.