MI-23   Click here for help

GtoPdb Ligand ID: 11432

Synonyms: compound 18i [PMID: 33602867]
PDB Ligand
Compound class: Synthetic organic
Comment: MI-23 is the most potent of the SARS-CoV-2 Mpro (3CL-pro) inhibitors reported in [1]. MI-09 and MI-30 from the same study exhibited in vivo antiviral activity, and reduced both lung viral loads and lung lesions in infected mice.
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 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 95.58
Molecular weight 461.21
XLogP 2.08
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C[C@@H](NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)CCc1cc(F)cc(c1)F)C[C@@H]1CCNC1=O
Isomeric SMILES O=C[C@@H](NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)CCc1cc(F)cc(c1)F)C[C@@H]1CCNC1=O
InChI InChI=1S/C24H29F2N3O4/c25-17-8-14(9-18(26)11-17)4-5-21(31)29-12-16-2-1-3-20(16)22(29)24(33)28-19(13-30)10-15-6-7-27-23(15)32/h8-9,11,13,15-16,19-20,22H,1-7,10,12H2,(H,27,32)(H,28,33)/t15-,16-,19-,20-,22-/m0/s1
InChI Key ZUAZJPLYYVHKFN-NAFADOBPSA-N
References
1. Qiao J, Li YS, Zeng R, Liu FL, Luo RH, Huang C, Wang YF, Zhang J, Quan B, Shen C et al.. (2021)
SARS-CoV-2 Mpro inhibitors with antiviral activity in a transgenic mouse model.
Science, [Epub ahead of print]. [PMID:33602867]