MDL-28170   

GtoPdb Ligand ID: 10745

Synonyms: calpain inhibitor III | MDL28170 | N-benzyloxycarbonyl-L-valyl-L-phenylalaninal | N-CBZ-Val-Phe-al
Compound class: Synthetic organic
Comment: MDL-28170 is a calpain and cathepsin B inhibitor [1]. It impairs impairs infection by SARS-CoV and Ebola virus (EBOV). Analysis presented in a bioRxiv preprint (not peer reviewed) suggests that MDL-28170 has some antiviral activity against SARS-CoV-2 [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 84.5
Molecular weight 382.19
XLogP 3.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C[C@@H](NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)Cc1ccccc1
Isomeric SMILES O=C[C@@H](NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1)Cc1ccccc1
InChI InChI=1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19-,20-/m0/s1
InChI Key NGBKFLTYGSREKK-PMACEKPBSA-N
Classification
Compound class Synthetic organic
IUPAC Name
benzyl N-[(2S)-3-methyl-1-oxo-1-[[(2S)-1-oxo-3-phenylpropan-2-yl]amino]butan-2-yl]carbamate
Synonyms
calpain inhibitor III | MDL28170 | N-benzyloxycarbonyl-L-valyl-L-phenylalaninal | N-CBZ-Val-Phe-al
Database Links
CAS Registry No. 88191-84-8 (source: PubChem)
GtoPdb PubChem SID 405560188
PubChem CID 72430
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