compound 4 [PMID: 33531496]   Click here for help

GtoPdb Ligand ID: 11408

Compound class: Synthetic organic
Comment: Compound 4 is reported as an inhibitor of SARS-CoV-2 papain-like protease (PL-pro) [1]. It has relatively low potency against the enzyme in a cell-free assay, but is one of the most potent inhibitors of in vitro viral replication in the study.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 55.12
Molecular weight 330.1
XLogP 4.37
No. Lipinski's rules broken 0
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Canonical SMILES Nc1cc(cc(c1)C(F)(F)F)C(=O)Nc1cccc2c1cccc2
Isomeric SMILES Nc1cc(cc(c1)C(F)(F)F)C(=O)Nc1cccc2c1cccc2
InChI InChI=1S/C18H13F3N2O/c19-18(20,21)13-8-12(9-14(22)10-13)17(24)23-16-7-3-5-11-4-1-2-6-15(11)16/h1-10H,22H2,(H,23,24)
Bioactivity Comments
Compound 4 inhibits in vitro SARS-CoV-2 replication with an EC50 of 1.7 μM [1]. In the same assay GRL-0617 had an EC50 of 1.4 μM (IC50 in enzyme assay 2.3 μM).
Selectivity at other protein targets
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CoV Papain-like protease SARS-CoV-2 Inhibitor Inhibition 4.4 pIC50 - 1
pIC50 4.4 (IC50 4.32x10-5 M) [1]