VANIPREVIR

Search structure
Synonyms:
Status: Phase 3
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: CV3X74AO1H

Structure
InChI Key HPAPGONEMPZXMM-ONAXAZCASA-N
Smile C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H]2CN1C(=O)[C@H](C(C)(C)C)NC(=O)OCC(C)(C)CCCCc1cccc3c1CN(C3)C(=O)O2)C(=O)NS(=O)(=O)C1CC1
InChI
InChI=1S/C38H53N5O9S/c1-7-25-18-38(25,33(46)41-53(49,50)27-14-15-27)40-31(44)29-17-26-20-43(29)32(45)30(36(2,3)4)39-34(47)51-22-37(5,6)16-9-8-11-23-12-10-13-24-19-42(21-28(23)24)35(48)52-26/h7,10,12-13,25-27,29-30H,1,8-9,11,14-22H2,2-6H3,(H,39,47)(H,40,44)(H,41,46)/t25-,26-,29+,30-,38-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C38H53N5O9S
Molecular Weight 755.93
AlogP 3.67
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 180.52
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 53.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Hepatitis C virus serine protease, NS3/NS4A inhibitor PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- 78000 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family Serine protease S29 regulatory subfamily
- - - 0-19 -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family
- - - 0-19 -
Unclassified protein
- - - 22-88 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hepatitis C, Chronic 3 D019698 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Infections 2 D007239 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 923590-37-8
ChEMBL CHEMBL599872
FDA SRS CV3X74AO1H
PubChem 24765256
SureChEMBL SCHEMBL3263999
ZINC ZINC000096174226
CONTENTS