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].
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2D Structure
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Physico-chemical Properties
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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
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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
Bioactivity Comments
In in situ zymography studies using mouse skin sections, compound 4d markedly inhibits protease activity [3].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
kallikrein related peptidase 7 Primary target of this compound Hs Inhibitor Inhibition 7.2 pIC50 - 3
pIC50 7.2 (IC50 6.4x10-8 M) [3]
kallikrein related peptidase 5 Hs Inhibitor Inhibition 6.0 pIC50 - 3
pIC50 6.0 (IC50 9.2x10-7 M) [3]
ST14 transmembrane serine protease matriptase Hs Inhibitor Inhibition 5.8 pIC50 - 3
pIC50 5.8 (IC50 1.42x10-6 M) [3]
kallikrein related peptidase 14 Hs Inhibitor Inhibition 5.5 pIC50 - 3
pIC50 5.5 (IC50 2.9x10-6 M) [3]