compound 8a [PMID: 22861813]   Click here for help

GtoPdb Ligand ID: 7891

PDB Ligand
Compound class: Synthetic organic
Comment: Cathepsin A inhibitor with PDB structure. Investigations indicated a pathophysiological role of CatA in cardiac hypertrophy and progression of a candidate into phase I clinical trials [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 103.67
Molecular weight 383.13
XLogP 3.08
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)CC(c1ccccc1C)NC(=O)c1[nH]n(c(=O)c1)c1ccccc1F
Isomeric SMILES OC(=O)C[C@@H](c1ccccc1C)NC(=O)c1[nH]n(c(=O)c1)c1ccccc1F
InChI InChI=1S/C20H18FN3O4/c1-12-6-2-3-7-13(12)15(11-19(26)27)22-20(28)16-10-18(25)24(23-16)17-9-5-4-8-14(17)21/h2-10,15,23H,11H2,1H3,(H,22,28)(H,26,27)/t15-/m0/s1
1. Ruf S, Buning C, Schreuder H, Horstick G, Linz W, Olpp T, Pernerstorfer J, Hiss K, Kroll K, Kannt A et al.. (2012)
Novel β-amino acid derivatives as inhibitors of cathepsin A.
J Med Chem, 55 (17): 7636-49. [PMID:22861813]