NK01-63   Click here for help

GtoPdb Ligand ID: 12228

Synonyms: coronastat
PDB Ligand
Compound class: Synthetic organic
Comment: NK01-63 is an analogue of the coronavirus Mpro inhibitor GC-376 [1-2] that is active against SARS-CoV-2 in biochemical and cellular assays. We show the parent molecule here, but NK01-63 may be formulated as the sodium adduct.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 5
Rotatable bonds 15
Topological polar surface area 179.51
Molecular weight 553.55
XLogP 1.25
No. Lipinski's rules broken 3
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Canonical SMILES CC(C[C@@H](C(=O)N[C@H](C(S(=O)(=O)O)O)C[C@@H]1CCNC1=O)NC(=O)OCc1cccc(c1)C(F)(F)F)C
Isomeric SMILES CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OCc1cc(ccc1)C(F)(F)F
InChI InChI=1S/C22H30F3N3O8S/c1-12(2)8-16(28-21(32)36-11-13-4-3-5-15(9-13)22(23,24)25)19(30)27-17(20(31)37(33,34)35)10-14-6-7-26-18(14)29/h3-5,9,12,14,16-17,20,31H,6-8,10-11H2,1-2H3,(H,26,29)(H,27,30)(H,28,32)(H,33,34,35)/t14-,16-,17-,20?/m0/s1
1. La Monica G, Bono A, Lauria A, Martorana A. (2022)
Targeting SARS-CoV-2 Main Protease for Treatment of COVID-19: Covalent Inhibitors Structure-Activity Relationship Insights and Evolution Perspectives.
J Med Chem, 65 (19): 12500-12534. [PMID:36169610]
2. Liu H, Iketani S, Zask A, Khanizeman N, Bednarova E, Forouhar F, Fowler B, Hong SJ, Mohri H, Nair MS et al.. (2022)
Development of optimized drug-like small molecule inhibitors of the SARS-CoV-2 3CL protease for treatment of COVID-19.
Nat Commun, 13 (1): 1891. [PMID:35393402]