narlaprevir   Click here for help

GtoPdb Ligand ID: 11572

Synonyms: Arlansa® | SCH 900518 | SCH-900518 | SCH900518
Approved drug
narlaprevir is an approved drug (Russia (2016))
Compound class: Synthetic organic
Comment: Narlaprevir (SCH90051) is an oral HCV NS3 serine protease inhibitor [1,3]. It is structurally related to boceprevir. Narlaprevir forms a reversible covalent bond with the protease's active-site serine. It has also been reported to inhibit SARS-CoV-2 coronavirus main cysteine protease (3CLpro or Mpro) in vitro [2].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 20
Topological polar surface area 179.23
Molecular weight 707.43
XLogP 5.97
No. Lipinski's rules broken 3
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Canonical SMILES CCCC[C@@H](C(=O)C(=O)NC1CC1)NC(=O)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)[C@H](C(C)(C)C)NC(=O)NC1(CCCCC1)CS(=O)(=O)C(C)(C)C
Isomeric SMILES CCCC[C@@H](C(=O)C(=O)NC1CC1)NC(=O)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)[C@H](C(C)(C)C)NC(=O)NC1(CCCCC1)CS(=O)(=O)C(C)(C)C
InChI InChI=1S/C36H61N5O7S/c1-10-11-15-24(27(42)30(44)37-22-16-17-22)38-29(43)26-25-23(35(25,8)9)20-41(26)31(45)28(33(2,3)4)39-32(46)40-36(18-13-12-14-19-36)21-49(47,48)34(5,6)7/h22-26,28H,10-21H2,1-9H3,(H,37,44)(H,38,43)(H2,39,40,46)/t23-,24-,25-,26-,28+/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Russia (2016))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9227 narlaprevir
Synonyms Click here for help
Arlansa® | SCH 900518 | SCH-900518 | SCH900518
Database Links Click here for help
CAS Registry No. 865466-24-6 (source: PubChem)
ChEMBL Ligand CHEMBL1255891
GtoPdb PubChem SID 441604944
PubChem CID 11857239
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