ChemSpider 2D Image | Isopropyl (2S)-2-{[(R)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluoro-3-hydroxy-4-methyltetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoate | C22H29FN3O9P

Isopropyl (2S)-2-{[(R)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluoro-3-hydroxy-4-methyltetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoate

  • Molecular FormulaC22H29FN3O9P
  • Average mass529.453 Da
  • Monoisotopic mass529.162537 Da
  • ChemSpider ID26366111

  • defined stereocentres - 6 of 6 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2S)-2-{[(R)-{[(2R,3R,4R,5R)-5-(2,4-Dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluoro-3-hydroxy-4-méthyltétrahydro-2-furanyl]méthoxy}(phénoxy)phosphoryl]amino}propanoate d'isopropyle [French] [ACD/IUPAC Name]
1190308-01-0 [RN]
Isopropyl (2S)-2-{[(R)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluoro-3-hydroxy-4-methyltetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoate [ACD/IUPAC Name]
Isopropyl-(2S)-2-{[(R)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl)-4-fluor-3-hydroxy-4-methyltetrahydro-2-furanyl]methoxy}(phenoxy)phosphoryl]amino}propanoat [German] [ACD/IUPAC Name]
Uridine, 2'-deoxy-2'-fluoro-2'-methyl-5'-O-[(R)-[[(1S)-1-methyl-2-(1-methylethoxy)-2-oxoethyl]amino]phenoxyphosphinyl]- [ACD/Index Name]
(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)phosphoryl)amino)propanoate
Enantiomer of Sofosbuvir
isopropyl ((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)phosphoryl)-L-alaninate
Unii-V14CN8M621
ψ 7976
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

V14CN8M621 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Anti-infection MedChem Express HY-15005A
      Anti-infection; MedChem Express HY-15005A
      HCV MedChem Express HY-15005A
      PSI-7976, the isomer of PSI-7977(HY-15005), is an inhibitor of HCV RNA replication in the HCV replicon assay (EC50=1.07 uM). MedChem Express
      PSI-7976, the isomer of PSI-7977(HY-15005), is an inhibitor of HCV RNA replication in the HCV replicon assay (EC50=1.07 uM).; IC50 value: 1.07 uM (inhibit HCV RNA replication in clone A replicon cells) [1]; Target: HCV; HCV NS5B RNA polymerase; PSI-7851 contains a chiral phosphorous atom and therefore is a mixture of two diastereomers, PSI-7976 and PSI-7977. MedChem Express HY-15005A
      PSI-7976, the isomer of PSI-7977(HY-15005), is an inhibitor of HCV RNA replication in the HCV replicon assay (EC50=1.07 uM).;IC50 value: 1.07 uM (inhibit HCV RNA replication in clone A replicon cells) [1];Target: HCV; HCV NS5B RNA polymerasePSI-7851 contains a chiral phosphorous atom and therefore is a mixture of two diastereomers, PSI-7976 and PSI-7977. Both isomers form a common nonisomeric intermediate (PSI-352707) once the carboxyl ester is hydrolyzed. Therefore, the difference in the anti-HCV activity between the two isomers could be due to differences in the kinetics or the substrate specificity of the enzymes responsible for the first hydrolytic step. The ability of PSI-7976, PSI-7977, or PSI-7851 to inhibit HCV RNA replication in clone A replicon cells was measured. Results of this in vitro assay showed that PSI-7977 was a more potent inhibitor of HCV RNA replication than PSI-7976; the isomeric mixture, PSI-7851, demonstrated intermediate activity. When CatA was incubate MedChem Express HY-15005A

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.573
Molar Refractivity: 123.5±0.4 cm3
#H bond acceptors: 12
#H bond donors: 3
#Freely Rotating Bonds: 11
#Rule of 5 Violations: 2
ACD/LogP: 1.62
ACD/LogD (pH 5.5): 0.72
ACD/BCF (pH 5.5): 2.07
ACD/KOC (pH 5.5): 58.64
ACD/LogD (pH 7.4): 0.71
ACD/BCF (pH 7.4): 2.05
ACD/KOC (pH 7.4): 58.01
Polar Surface Area: 163 Å2
Polarizability: 48.9±0.5 10-24cm3
Surface Tension: 58.7±5.0 dyne/cm
Molar Volume: 374.6±5.0 cm3

Click to predict properties on the Chemicalize site


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