example 100 [WO2022043374]   Click here for help

GtoPdb Ligand ID: 11952

Compound class: Synthetic organic
Comment: This compound is a coronavirus 3CL proteinase (3CLpro, Mpro) inhibitor from Hoffman La Roche's patent WO2022043374 [1]. It exhibits potent inhibitory activity at 3CLpro enzymes from a range of human coronaviruses (hCoV-229E, MERS-CoV, hCoV-OC43, SARS-CoV and SARS-CoV-2) in vitro. We present this as one of the most potent broad-range inhibitors from this patent. Extensive experimental work (in suitable cell lines, virus infection models etc.) would be required to determine which example (if any) is suitable for preclinical evaluation.
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 3
Rotatable bonds 13
Topological polar surface area 133.64
Molecular weight 493.13
XLogP 1.71
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES F[C@@H](C(=O)N(NC(=O)[C@H](CC1(C)CC1)NC(=O)c1noc(c1)C(F)F)C[C@@H]1CCNC1=O)Cl
Isomeric SMILES CC1(C[C@H](NC(=O)c2noc(c2)C(F)F)C(=O)NN(C[C@@H]2CCNC2=O)C(=O)[C@H](F)Cl)CC1
InChI InChI=1S/C19H23ClF3N5O5/c1-19(3-4-19)7-11(25-16(30)10-6-12(14(22)23)33-27-10)17(31)26-28(18(32)13(20)21)8-9-2-5-24-15(9)29/h6,9,11,13-14H,2-5,7-8H2,1H3,(H,24,29)(H,25,30)(H,26,31)/t9-,11-,13-/m0/s1