Structure via PubChem · Public domain (PubChem)
fosamprenavir
Sign in to saveAlso known as FOS-APV, Telzir, Lexiva
Fosamprenavir (FPV), sold under the brand names Lexiva and Telzir, is a medication used to treat HIV/AIDS. It is a prodrug of the protease inhibitor and antiretroviral drug amprenavir. It is marketed by ViiV Healthcare as the calcium salt.
Chemical data
- Formula
- C25H36N3O9PS
- Molecular weight
- 585.6 g/mol
- IUPAC name
- [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate
- SMILES
- CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CCOC2)OP(=O)(O)O)S(=O)(=O)C3=CC=C(C=C3)N
- InChIKey
- MLBVMOWEQCZNCC-OEMFJLHTSA-N
- XLogP
- 1.8
- Polar surface area
- 186 Ų
- H-bond donors
- 4
- H-bond acceptors
- 11
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2003
- Admin. routes
- oral
- Indications
- HIV-1 infection, HIV infection, AIDS, viral disease
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 585.191
- Has use
- medication
Show 7 more facts
- significant drug interaction
- rosuvastatin
- chemical formula
- C₂₅H₃₆N₃O₉PS
- isomeric SMILES
- CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CCOC2)OP(=O)(O)O)S(=O)(=O)C3=CC=C(C=C3)N
- 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
- World Health Organisation international non-proprietary name
- fosamprenavir
- defined daily dose
- 1.4
- Commons category
- Fosamprenavir
via Wikidata · CC0
~4 min read
Encyclopedic overview
5 sectionsContents
- Medical uses
- Adverse effects
- Interactions
- Pharmacology
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 461113196 | image = Fosamprenavir structure.svg | image_class = skin-invert-image | alt = | image2 = Fosamprenavir ball-and-stick.png | image_class2 = bg-transparent | alt2 = | USAN = Fosamprenavir calcium
| tradename = Lexiva, Telzir | Drugs.com = | MedlinePlus = a604012 | pregnancy_AU = B3 | routes_of_administration = By mouth | ATC_prefix = J05 | ATC_suffix = AE07
Excerpted from Wikipedia’s “fosamprenavir” article, available under the CC BY-SA 4.0 licence.