ChemSpider 2D Image | fosamprenavir | C25H36N3O9PS


  • Molecular FormulaC25H36N3O9PS
  • Average mass585.607 Da
  • Monoisotopic mass585.190979 Da
  • ChemSpider ID116245
  • defined stereocentres - 3 of 3 defined stereocentres

More details:

Featured data source

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

((1S,2R)-3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)carbamic Acid C-((3S)-Tetrahydro-3-furanyl) Ester
(3S)-Tetrahydro-3-furanyl [(2S,3R)-4-{[(4-aminophenyl)sulfonyl](isobutyl)amino}-1-phenyl-3-(phosphonooxy)-2-butanyl]carbamate [ACD/IUPAC Name]
(3S)-Tetrahydro-3-furanyl-[(2S,3R)-4-{[(4-aminophenyl)sulfonyl](isobutyl)amino}-1-phenyl-3-(phosphonooxy)-2-butanyl]carbamat [German] [ACD/IUPAC Name]
(3S)-Tetrahydrofuran-3-yl [(2S,3R)-4-{[(4-aminophenyl)sulfonyl](isobutyl)amino}-1-phenyl-3-(phosphonooxy)butan-2-yl]carbamate
[(2S,3R)-4-{[(4-Aminophényl)sulfonyl](isobutyl)amino}-1-phényl-3-(phosphonooxy)-2-butanyl]carbamate de (3S)-tétrahydro-3-furanyle [French] [ACD/IUPAC Name]
226700-79-4 [RN]
Carbamic acid, N-[(1S,2R)-3-[[(4-aminophenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)-2-(phosphonooxy)propyl]-, (3S)-tetrahydro-3-furanyl ester [ACD/Index Name]
fosamprenavir [INN] [Wiki]
fosamprenavir [Spanish] [INN]

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

GW 3908 [DBID]
AIDS082186 [DBID]
AIDS-082186 [DBID]
D02497 [DBID]
GW 433908 [DBID]
VX 175 [DBID]
VX-175 [DBID]
  • Miscellaneous
    • Safety:

      J05AE07 Wikidata Q1385311
    • Chemical Class:

      A sulfonamide with a structure based on that of sulfanilamide substituted on the sulfonamide nitrogen by a (2<stereo>R</stereo>,3<stereo>S</stereo>)-4-phenyl-2-(phosphonooxy)-3-({[(3<stereo>S</stereo> )-tetrahydrofuran-3-yloxy]carbonyl}amino)butyl group. It is a pro-drug of the HIV protease inhibitor and antiretroviral drug amprenavir. ChEBI CHEBI:82941

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.612
Molar Refractivity: 144.7±0.4 cm3
#H bond acceptors: 12
#H bond donors: 5
#Freely Rotating Bonds: 14
#Rule of 5 Violations: 3
ACD/LogP: 3.36
ACD/LogD (pH 5.5): -1.28
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.21
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 196 Å2
Polarizability: 57.3±0.5 10-24cm3
Surface Tension: 67.8±5.0 dyne/cm
Molar Volume: 416.3±5.0 cm3

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