SIMEPREVIR

Search structure
Synonyms:
Status: Approved (2013)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J05AP05
UNII: 9WS5RD66HZ

Structure
InChI Key JTZZSQYMACOLNN-VDWJNHBNSA-N
Smile COc1ccc2c(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)NS(=O)(=O)C6CC6)C[C@H]5/C=C\CCCCN(C)C(=O)[C@@H]4C3)cc(-c3nc(C(C)C)cs3)nc2c1C
InChI
InChI=1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H,41,44)(H,42,46)/b10-8-/t23-,24-,27-,28-,38-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C38H47N5O7S2
Molecular Weight 749.96
AlogP 5.25
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 8.0
Polar Surface Area 156.89
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 52.0

Pharmacology

Primary Target
Hepatitis C virus genome polyprotein
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- 800 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family Serine protease S29 regulatory subfamily
- - - 0 -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family
- - - 0 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hepatitis C, Chronic 4 D019698 ClinicalTrials
Hepatitis C 3 D006526 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 923604-59-5
ChEBI 134743
ChEMBL CHEMBL501849
DrugBank DB06290
DrugCentral 4812
FDA SRS 9WS5RD66HZ
Guide to Pharmacology 7367
PDB 30B
PubChem 24873435
SureChEMBL SCHEMBL826061
ZINC ZINC000085540268
CONTENTS