YH-6   Click here for help

GtoPdb Ligand ID: 12234

Synonyms: compound 8a [PMID: 36229406]
Compound class: Synthetic organic
Comment: YH-6 is a covalent inhibitor of SARS-CoV-2 3C-like protease (3CLpro; a.k.a. main protease or Mpro) [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 123.4
Molecular weight 497.92
XLogP 2.52
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CC(C[C@@H](C(=O)NN(C(=O)[C@@H](Cl)F)C[C@@H]1CCNC1=O)NC(=O)c1cc2c([nH]1)cccc2F)C
Isomeric SMILES O=C(NN(C(=O)[C@H](F)Cl)C[C@@H]1CCNC1=O)[C@H](CC(C)C)NC(=O)c1cc2c(F)cccc2[nH]1
InChI InChI=1S/C22H26ClF2N5O4/c1-11(2)8-16(28-20(32)17-9-13-14(24)4-3-5-15(13)27-17)21(33)29-30(22(34)18(23)25)10-12-6-7-26-19(12)31/h3-5,9,11-12,16,18,27H,6-8,10H2,1-2H3,(H,26,31)(H,28,32)(H,29,33)/t12-,16-,18-/m0/s1
Bioactivity Comments
YH-6 inhibits SARS-CoV-2 replication in infected cells with a potency that is comparable to that of nirmatrelvir [1].
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 3C-like (main) protease SARS-CoV-2 Inhibitor Inhibition 8.4 pIC50 - 1
pIC50 8.4 (IC50 3.8x10-9 M) [1]