compound 8a [PMID: 22861813]   

GtoPdb Ligand ID: 7891

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].
2D Structure
Click here for structure editor
Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key DGGLFHJMXJUSDG-HNNXBMFYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(3S)-3-[[2-(2-fluorophenyl)-3-oxo-1H-pyrazole-5-carbonyl]amino]-3-(2-methylphenyl)propanoic acid
Database Links
ChEMBL Ligand CHEMBL3145341
GtoPdb PubChem SID 223366214
PubChem CID 60182322
RCSB PDB Ligand S61
Search Google for chemical match using the InChIKey DGGLFHJMXJUSDG-HNNXBMFYSA-N
Search Google for chemicals with the same backbone DGGLFHJMXJUSDG
Search UniChem for chemical match using the InChIKey DGGLFHJMXJUSDG-HNNXBMFYSA-N
Search UniChem for chemicals with the same backbone DGGLFHJMXJUSDG