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PSI-7976

Names

[ CAS No. ]:
1190308-01-0

[ Name ]:
PSI-7976

[Synonym ]:
(S)-2-{(R)-[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-ylmethoxy](phenoxy)phosphorylamino}propionic acid isopropyl ester
PSI-7976
(S)((((2R,3R,4R,5R)-5-(2,4-dicarbonyl-3,4-dihydropyrimidine-1(2Η)-yl)-4-fluoro-3-hydroxy-4-tetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alanine isopropyl ester
(2S)-isopropyl 2-(((((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4- methyltetrahydrofuran-2-yl)methoxy)phenoxyphosphoryl)amino)propanoate
(S)-isopropyl 2-((R)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphorylamino)propionoate
(S)-2-{(R)-[(1R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-(R)-fluoro-3-hydroxy-4-methyI-tetrahydro-furan-2-ylmethoxy]-phenoxy-phosphorylamino}propionic acid (S)-isopropyl ester

Biological Activity

[Description]:

PSI-7976 is the isomer of PSI-7977. PSI-7977 is an active inhibitor of HCV RNA replication in the HCV replicon assay, demonstrates potent anti-hepatitis C virus (HCV) activity.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HCV
Research Areas >> Infection

[In Vitro]

PSI-7851 is a mixture of two diastereoisomers, PSI-7976 and PSI-7977, with PSI-7977 being the more active inhibitor of HCV RNA replication in the HCV replicon assay. Carboxylesterase 1 (CES1) preferentially hydrolyzes PSI-7976 over PSI-7977. The kinetic data also indicates that PSI-7976 is a better substrate for CES1 than for cathepsin A (CatA)[1]

[References]

[1]. Murakami E, et al. Mechanism of activation of PSI-7851 and its diastereoisomer PSI-7977. J Biol Chem. 2010 Nov 5;285(45):34337-47.


[Related Small Molecules]

Asunaprevir | Sofosbuvir | Simeprevir | Ledipasvir | paritaprevir | Artemisinin | Elbasvir | NIM811 | MK-5172 | velpatasvir | Ombitasvir | Danoprevir (ITMN-191) | Glecaprevir | Celgosivir (hydrochloride) | Alisporivir

Chemical & Physical Properties

[ Molecular Formula ]:
C22H29FN3O9P

[ Molecular Weight ]:
529.45300

[ Exact Mass ]:
529.16300

[ PSA ]:
167.99000

[ LogP ]:
2.04740

[ Storage condition ]:
2-8℃


Related Compounds