JFD00064   

GtoPdb Ligand ID: 9668

Compound class: Synthetic organic
Comment: JFD00064 is a non-peptidic inhibitor of aminopeptidase N (APN) [1]. Unlike other APN inhibitors it is non-competitive with respect to the enzyme's zinc binding domain.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 47.58
Molecular weight 418.15
XLogP 8.5
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES N#Cc1c(ccc2c1ccc1c2cccc1)Cc1cc(C#N)c2c(c1)c1ccccc1cc2
Isomeric SMILES N#Cc1c(ccc2c1ccc1c2cccc1)Cc1cc(C#N)c2c(c1)c1ccccc1cc2
InChI InChI=1S/C31H18N2/c32-18-24-16-20(17-30-26-8-4-2-6-22(26)9-12-27(24)30)15-23-11-14-28-25-7-3-1-5-21(25)10-13-29(28)31(23)19-33/h1-14,16-17H,15H2
InChI Key IXJJCXATJSXNJM-UHFFFAOYSA-N
References
1. Pascual I, Valiente PA, García G, Valdés-Tresanco ME, Arrebola Y, Díaz L, Bounaadja L, Uribe RM, Pacheco MC, Florent I et al.. (2017)
Discovery of novel non-competitive inhibitors of mammalian neutral M1 aminopeptidase (APN).
Biochimie, 142: 216-225. [PMID:28964831]