compound 10c [PMID: 35638577]   Click here for help

GtoPdb Ligand ID: 12016

PDB Ligand
Compound class: Synthetic organic
Comment: Compound 10c is one of the most potent coronavirus Mpro (3CLpro) inhibitors described by Dampalla et al. (2022) [1]. It inhibits Mpros from MERS-CoV and SARS-CoV-2 in vitro and has low cellular toxicity (CC50 >100 μM). Compound 10c's structure contains a spirocyclic component and we show the molecule without the sodium adduct.
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 14
Hydrogen bond donors 5
Rotatable bonds 14
Topological polar surface area 225.27
Molecular weight 596.22
XLogP -0.69
No. Lipinski's rules broken 2
Click here for help
Canonical SMILES CC(C[C@@H](C(=O)N[C@H]([C@@H](S(=O)(=O)O)O)C[C@@H]1CCNC1=O)NC(=O)OC1CC2(C1)CCN(CC2)S(=O)(=O)C)C
Isomeric SMILES O[C@@H]([C@H](C[C@H]1C(=O)NCC1)NC(=O)[C@@H](NC(=O)OC1CC2(C1)CCN(CC2)S(=O)(=O)C)CC(C)C)S(=O)(=O)O
InChI InChI=1S/C23H40N4O10S2/c1-14(2)10-17(20(29)25-18(21(30)39(34,35)36)11-15-4-7-24-19(15)28)26-22(31)37-16-12-23(13-16)5-8-27(9-6-23)38(3,32)33/h14-18,21,30H,4-13H2,1-3H3,(H,24,28)(H,25,29)(H,26,31)(H,34,35,36)/t15-,17-,18-,21+/m0/s1