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
1. Chavanas S, Bodemer C, Rochat A, Hamel-Teillac D, Ali M, Irvine AD, Bonafé JL, Wilkinson J, Taïeb A, Barrandon Y et al.. (2000)
Mutations in SPINK5, encoding a serine protease inhibitor, cause Netherton syndrome.
Nat Genet, 25 (2): 141-2. [PMID:10835624]
2. Reboud-Ravaux M, Amri CY-El, Tan X, Qin L, Pagano M, Hovnanian A, Furio , Pirotte B. (2015)
Use of coumarin derivatives for the preparation of drugs for treating skin diseases.
Patent number: US 9,006,466 B2. Assignee: Universite Pierre et Marie Curie, Universite de Liege.. Priority date: 15/01/2014. Publication date: 14/04/2015.
3. Tan X, Soualmia F, Furio L, Renard JF, Kempen I, Qin L, Pagano M, Pirotte B, El Amri C, Hovnanian A et al.. (2015)
Toward the first class of suicide inhibitors of kallikreins involved in skin diseases.
J Med Chem, 58 (2): 598-612. [PMID:25489658]