compound 21 [PMID: 33786375]   Click here for help

GtoPdb Ligand ID: 12832

PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a non-covalent SARS-CoV-2 3CL protease (Mpro) inhibitor [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 2
Rotatable bonds 6
Topological polar surface area 100.1
Molecular weight 533.36
XLogP 1.37
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES C1=CC(=C(C=C1)Cl)COC2=CC(=CC(=C2)C3=CC(=CN(C4=CC=CN=C4)C3=O)C5=CNC(=O)NC5=O)Cl
Isomeric SMILES ClC1=CC(OCC2=CC=CC=C2Cl)=CC(=C1)C3=CC(=CN(C3=O)C4=CN=CC=C4)C5=CNC(=O)NC5=O
InChI InChI=1S/C27H18Cl2N4O4/c28-19-8-17(9-21(11-19)37-15-16-4-1-2-6-24(16)29)22-10-18(23-13-31-27(36)32-25(23)34)14-33(26(22)35)20-5-3-7-30-12-20/h1-14H,15H2,(H2,31,32,34,36)
1. Zhang CH, Stone EA, Deshmukh M, Ippolito JA, Ghahremanpour MM, Tirado-Rives J, Spasov KA, Zhang S, Takeo Y, Kudalkar SN et al.. (2021)
Potent Noncovalent Inhibitors of the Main Protease of SARS-CoV-2 from Molecular Sculpting of the Drug Perampanel Guided by Free Energy Perturbation Calculations.
ACS Cent Sci, 7 (3): 467-475. [PMID:33786375]