compound 4d [PMID: 25489658]   Click here for help

GtoPdb Ligand ID: 8483

Compound class: Synthetic organic
Comment: Compound 4d is reported as an irreversible, non-peptide inhibitor of kallikrein proteins [3]. This compound appears to be patent protected by US-9006466-B2 [2].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 56.51
Molecular weight 391.95
XLogP 5.58
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES BrCc1ccc2c(c1)cc(c(=O)o2)C(=O)Oc1cccc(c1)Cl
Isomeric SMILES BrCc1ccc2c(c1)cc(c(=O)o2)C(=O)Oc1cccc(c1)Cl
InChI InChI=1S/C17H10BrClO4/c18-9-10-4-5-15-11(6-10)7-14(17(21)23-15)16(20)22-13-3-1-2-12(19)8-13/h1-8H,9H2
No information available.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Kallikrein inhibitors are being investigated as novel therapeutics for certain skin diseases such as Netherton syndrome, an autosomal recessive disorder caused by deficiency of the endogenous serine protease inhibitor lympho-epithelial Kazal-type-related inhibitor (LEKTI- protein product of the SPINK5 gene) [1]. Deficiency of such endogenous inhibitors results in unopposed serine protease activity which can have a pathological outcome. Hence the development of serine protease inhibitors with clinical utility.