1231747-08-2

1231747-08-2 structure

Name: N-[[P(S),2'R]-2'-Deoxy-2'-fluoro-2'-Methyl-6-O-Methyl-P-phenyl-5'-guanylyl]- L-alanine 1-Methylethyl ester
Chemical Name: (S)-2-{(S)-[(1R,4R,5R)-5-(2-amino-6-methoxy-purin-9-yl)-4-(R)-fluoro-3-hydroxy-4-methyl-tetrahydrofuran-2-ylmethoxy]phenoxy-phosphorylamino}propionic acid isopropyl ester
CAS Number: 1231747-08-2
Molecular Formula: C₂₄H₃₂FN₆O₈P
Molecular Weight: 582.51800
Catalog: Biochemical Amino acids and their derivatives Alanine derivatives
Create Date: 2016-09-12 23:03:50
Modify Date: 2024-07-27 23:07:41
PSI-353661 (GS-558093) is a purine nucleotide NS5B polymerase inhibitor against HCV infection (EC90: 8 nM). PSI-353661 can produce high concentrations of the active triphosphate in primary human hepatocytes[1][3].

Name	(S)-2-{(S)-[(1R,4R,5R)-5-(2-amino-6-methoxy-purin-9-yl)-4-(R)-fluoro-3-hydroxy-4-methyl-tetrahydrofuran-2-ylmethoxy]phenoxy-phosphorylamino}propionic acid isopropyl ester
Synonyms	PSI-353661 (2S)-isopropyl-2-((((2R,3R,4R,5R)-5(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro- 3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propanoate (S)-isopropyl 2-(((S)-((5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate

Description	PSI-353661 (GS-558093) is a purine nucleotide NS5B polymerase inhibitor against HCV infection (EC90: 8 nM). PSI-353661 can produce high concentrations of the active triphosphate in primary human hepatocytes[1][3].
Related Catalog	Signaling Pathways >> Anti-infection >> HCV Research Areas >> Infection
Target	NS5B polymerase[3]
In Vitro	PSI-353661 exhibits strong inhibition of HCV in the cell-based replicon assay, with EC90s of 8 nM and 11 nM for wild type and S282T resistant replicons[1]. PSI-353661 (24 h) produces high concentrations of (0.44 mM) triphosphate (TP) level in primary human hepatocytes[1]. PSI-353661 (4 days) inhibits viral replication with EC50 and EC90 value of 0.0030 μM and 0.0085 μM for genotype 1b replicon cells[2]. PSI-353661 (8 days) shows little cytotoxicity in Huh7, HepG2, BxPC3, and CEM cells, with IC50 more than 80 μM[2]. PSI-353661 (8-160 nM, 2 weeks) clears HCV replicon RNA and prevents viral rebound[2].
In Vivo	PSI-353661 (50 mg/kg, p.o., together with 400 mg/kg of Telaprevir (HY-10235), daily for 4 weeks) is effective against human hepatocyte chimeric mice infected with HCV[3]. Animal Model: Human hepatocyte chimeric mice infected with HCV Dosage: 50 mg/kg, together with 400 mg/kg of Telaprevir Administration: Oral administration (p.o.) Result: Achieved sustained eradication of the mutant virus or the end-of-treatment response. Reduced serum levels of HCV RNA.