e-Drug3D

914

FOSAMPRENAVIR


INN
FOSAMPRENAVIR

(has an active metabolite)

cas 226700-79-4
CLASS

ANTIINFECTIVES
ENZYME INHIBITOR (HIV PROTEASE)
ANTIVIRAL
RAPIDLY AND ALMOST COMPLETELY HYDROLYSED TO AMPRENAVIR

ROUTE (list)

ORAL

ATC code

J05AE07

PK parameters

Solubility

0.31 MILLIGRAM / MILLILITER


Target

TARGET HIV-1 PROTEASE

DrugCentral

Pol polyprotein UNIPROT Q72874 pol

Download SDF file [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-3-phosphonooxybutan-2-yl]carbamate

Formula:
C25H36N3O9PS

Calculated chemical properties:

MW 583.59
NB_atoms 39
XLogP 1.26
PSA 161.655
NB_HD 3
NB_HA 12
fsp3 0.48
Lipinski(0=no;1=yes) 0

FDA
NDA 021548 (label) INN (FOSAMPRENAVIR CALCIUM) LEXIVA (VIIV HLTHCARE) APPROVAL= AP YEAR= 2003 DISCONTINUED
NDA 022116 (label) INN (FOSAMPRENAVIR CALCIUM) LEXIVA (VIIV HLTHCARE) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 204060 (label) INN (FOSAMPRENAVIR CALCIUM) FOSAMPRENAVIR CALCIUM (MYLAN) APPROVAL= AP YEAR= 2016
NDA 204130 (pdf not found) INN (FOSAMPRENAVIR CALCIUM) FOSAMPRENAVIR CALCIUM (LUPIN LTD) APPROVAL= TA YEAR= 2016
NDA 204024 (pdf not found) INN (FOSAMPRENAVIR CALCIUM) FOSAMPRENAVIR CALCIUM (SUN PHARM) APPROVAL= AP YEAR= 2019

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL

e-Drug3D

837

AMPRENAVIR

DISCONTINUED


INN
AMPRENAVIR

(is an active metabolite)

cas 161814-49-9
CLASS

ANTIINFECTIVES
ENZYME INHIBITOR (HIV PROTEASE)
ANTIVIRAL

ROUTE (list)

ORAL

ATC code

J05AE05

PK parameters

Tmax 1.3 HOUR
Cmax 8.23 MICROMOLAR
PPB 90 PERCENT
t1/2 7.7 HOUR

Target

TARGET HIV-1 PROTEASE

PDB
4JEC (JOINT NEUTRON AND X-RAY STRUCTURE OF PER-DEUTERATED HIV-1 PROTEASE IN COMPLEX WITH CLINICAL INHIBITOR AMPRENAVIR)

Ligand code = 478 (link to the list of PDB complexes)

Download experimental 3D coordinates of 478 with added hydrogens

DrugCentral

Pol polyprotein UNIPROT Q72874 pol

Download SDF file [(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate

Formula:
C25H35N3O6S

Calculated chemical properties:

MW 505.63
NB_atoms 35
XLogP 2.40
PSA 123.124
NB_HD 4
NB_HA 9
fsp3 0.48
Lipinski(0=no;1=yes) 0

FDA
NDA 021007 (label) INN (AMPRENAVIR) AGENERASE (GLAXOSMITHKLINE) APPROVAL= AP YEAR= 1999 NEWMOLECULARENTITY DISCONTINUED
NDA 021039 (label) INN (AMPRENAVIR) AGENERASE (GLAXOSMITHKLINE) APPROVAL= AP YEAR= 1999 DISCONTINUED

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL