Drug Information

General Information
Drug ID
DR01274
Drug Name
Fosamprenavir
Synonyms
((3S)Oxolan-3-yloxy)-N-((1S,2R)-3-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-1-benzyl-2-(phosphonooxy)propyl)carboxamide; (3-(((4-Aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)carbamic acid C-(tetrahydro-3-furanyl) ester; Amprenavir phosphate; Carbamic acid, ((1S,2R)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)-, C-((3S)-tetrahydro-3-furanyl) ester; Fosamprenavir (INN); Fosamprenavir [INN]; GW 433908; GW433908; GW433908A (*Sodium Salt*); GW433908G (*Calcium Salt*); Lexiva (TM); Lexiva (TN); Telzir; Telzir (TN); Telzir(TM); VX 175; VX-175; [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate
Drug Type
Small molecular drug
Indication Human immunodeficiency virus infection [ICD11:1C62.Z] Approved [1]
Therapeutic Class
Anti-HIV Agents
Structure
3D MOL 2D MOL
Formula
C25H36N3O9PS
Canonical SMILES
CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2CCOC2)OP(=O)(O)O)S(=O)(=O)C3=CC=C(C=C3)N
InChI
InChI=1S/C25H36N3O9PS/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32)/t21-,23-,24+/m0/s1
InChIKey
MLBVMOWEQCZNCC-OEMFJLHTSA-N
CAS Number
CAS 226700-79-4
Pharmaceutical Properties Molecular Weight 585.6 Topological Polar Surface Area 186
Heavy Atom Count 39 Rotatable Bond Count 14
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 11
XLogP
1.8
PubChem CID
131536
PubChem SID
630866 ,10242897 ,14764609 ,14911487 ,17396671 ,29309884 ,46504901 ,50070552 ,50071323 ,75335910 ,103633149 ,104375333 ,126680953 ,134222910 ,134337996 ,135111213 ,136139133 ,137006000 ,142147341 ,160964617 ,175267520 ,179296052 ,210279023 ,223447627 ,223664897 ,226420602 ,251971352
ChEBI ID
CHEBI:82941
TTD Drug ID
D0F5MT
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Fosamprenavir was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Tarascon Pocket Pharmacopoeia 2018 Classic Shirt-Pocket Edition.

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