e-Drug3D

1628

SIMEPREVIR

DISCONTINUED

INN
SIMEPREVIR

cas 923604-59-5

CLASS

ANTIINFECTIVES
HEPATITIS C VIRUS (HCV) NS3/4A PROTEASE INHIBITOR
TREATMENT OF CHRONIC HEPATITIS C (CHC) INFECTION
A SUBSTRATE OF P-GP

ROUTE (list)

ORAL

ATC code

J05AP05

PK parameters

F 62 PERCENT
Tmax 5 HOUR
PPB 99.9 PERCENT
t1/2 25.5 HOUR

Solubility

PRACTICALLY INSOLUBLE IN WATER

Target

TARGET HEPATITIS C VIRUS (HCV) NS3/4A PROTEASE

PDB
3KEE (HCV NS3, NS4A COMPLEXED WITH NON-COVALENT MACROCYCLIC COMPOUND TMC435)

Ligand code = 30B (link to the list of PDB complexes)

Download experimental 3D coordinates of 30B with added hydrogens

DrugCentral

Hepatitis C virus serine protease, NS3,NS4A UNIPROT A3EZI9 NS3

Genome polyprotein UNIPROT P27958

Download SDF file

(2R,3aR,10Z,11aS,12aR,14aR)-N-(cyclopropylsulfonyl)-2[[2-(4-isopropyl-1,3-thiazol-2-yl)-7-methoxy-8-methyl-4-quinolinyl]oxy]-5-methyl-4,14-dioxo2,3,3a,4,5,6,7,8,9,11a,12,13,14,14atetradecahydrocyclopenta[c]cyclopropa[g][1,6]diazacyclotetradecine-12a(1H)-carboxamide

Formula:
C38H47N5O7S2

Calculated chemical properties:

MW 749.95
NB_atoms 52
XLogP 5.25
PSA 135.393
NB_HD 2
NB_HA 12
fsp3 0.55
Lipinski(0=no;1=yes) 0

FDA
NDA 205123 (label) INN (SIMEPREVIR SODIUM) OLYSIO (JANSSEN PRODS) APPROVAL= AP YEAR= 2013 NEWMOLECULARENTITY DISCONTINUED