Fosamprenavir
[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate
Molecular Identity
Fosamprenavir
[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate
PubChem CID: 131536
Fosamprenavir is a sulfonamide with a structure based on that of sulfanilamide substituted on the sulfonamide nitrogen by a (2R,3S)-4-phenyl-2-(phosphonooxy)-3-({[(3S)-tetrahydrofuran-3-yloxy]carbonyl}amino)butyl group. It is a pro-drug of the HIV protease inhibitor and antiretroviral drug amprenavir. It has a role as a prodrug. It is functionally related to a sulfanilamide.
2D Structure
Properties
C25H36N3O9PS
Molecular Formula
585.60
Molecular Weight
g/mol
585.1910
Exact Mass
Da
1.8
XLogP
Drug-like (Lipinski: < 5)
186
TPSA
May have limited oral absorption
4
H-Bond Donors
11
H-Bond Acceptors
912
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Fosamprenavir226700-79-4FOS-APVGW433908fos-amprenavirGW-433908VX 175GW 433908[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamateWOU1621EEGGW433908A(3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)carbamic acid C-(tetrahydro-3-furanyl) esterDTXSID2048296CHEBI:82941GW 908
Data from PubChem (NCBI)
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