grazoprevir   Click here for help

GtoPdb Ligand ID: 11573

Synonyms: analog 15 [PMID: 24900473] | MK-5172 | MK5172 | Zepatier® [elbasvir (NS5A inhibitor) + grazoprevir]
Approved drug PDB Ligand
grazoprevir is an approved drug (FDA (2016), UK (2021))
Compound class: Synthetic organic
Comment: Grazoprevir (MK-5172) is an HCV NS3/4A protease inhibitor class antiviral drug [2]. In vitro evidence of activity against SARS-CoV-2 helicase [1] and papain-like protease (PLpro) [3].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 203.6
Molecular weight 766.34
XLogP 4.05
No. Lipinski's rules broken 1
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Canonical SMILES C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H]2CN1C(=O)[C@@H](NC(=O)O[C@@H]1C[C@H]1CCCCCc1c(O2)nc2cc(OC)ccc2n1)C(C)(C)C)C(=O)NS(=O)(=O)C1CC1
Isomeric SMILES C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H]2CN1C(=O)[C@@H](NC(=O)O[C@@H]1C[C@H]1CCCCCc1c(O2)nc2cc(OC)ccc2n1)C(C)(C)C)C(=O)NS(=O)(=O)C1CC1
InChI InChI=1S/C38H50N6O9S/c1-6-22-19-38(22,35(47)43-54(49,50)25-13-14-25)42-32(45)29-18-24-20-44(29)34(46)31(37(2,3)4)41-36(48)53-30-16-21(30)10-8-7-9-11-27-33(52-24)40-28-17-23(51-5)12-15-26(28)39-27/h6,12,15,17,21-22,24-25,29-31H,1,7-11,13-14,16,18-20H2,2-5H3,(H,41,48)(H,42,45)(H,43,47)/t21-,22-,24-,29+,30-,31-,38-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2016), UK (2021))
International Nonproprietary Names Click here for help
INN number INN
9857 grazoprevir
Synonyms Click here for help
analog 15 [PMID: 24900473] | MK-5172 | MK5172 | Zepatier® [elbasvir (NS5A inhibitor) + grazoprevir]
Database Links Click here for help
BindingDB Ligand 50485492
CAS Registry No. 1350514-68-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL2063090
DrugBank Ligand DB11575
GtoPdb PubChem SID 441604945
PubChem CID 44603531
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UniChem Compound Search for chemical match using the InChIKey OBMNJSNZOWALQB-NCQNOWPTSA-N
UniChem Connectivity Search for chemical match using the InChIKey OBMNJSNZOWALQB-NCQNOWPTSA-N