bithionol   Click here for help

GtoPdb Ligand ID: 2338

Synonyms: Inh 2 [PMID: 32284327]
PDB Ligand
Compound class: Synthetic organic
Comment: Bithionol is an antibacterial, anthelmintic, and algaecide. Reported to inhibit N-Acyl-phosphatidylethanolamine phospholipase D (NAPE-PLD) activity [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 65.76
Molecular weight 353.88
XLogP 5.89
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Clc1cc(Sc2cc(Cl)cc(c2O)Cl)c(c(c1)Cl)O
Isomeric SMILES Clc1cc(Sc2cc(Cl)cc(c2O)Cl)c(c(c1)Cl)O
InChI InChI=1S/C12H6Cl4O2S/c13-5-1-7(15)11(17)9(3-5)19-10-4-6(14)2-8(16)12(10)18/h1-4,17-18H
InChI Key JFIOVJDNOJYLKP-UHFFFAOYSA-N
References
1. Aggarwal G, Zarrow JE, Mashhadi Z, Flynn CR, Vinson P, Weaver CD, Davies SS. (2020)
Symmetrically substituted dichlorophenes inhibit N-acyl-phosphatidylethanolamine phospholipase D.
J Biol Chem, 295 (21): 7289-7300. [PMID:32284327]
2. Yang B, Gribkoff VK, Pan J, Damagnez V, Dworetzky SI, Boissard CG, Bhattacharjee A, Yan Y, Sigworth FJ, Kaczmarek LK. (2006)
Pharmacological activation and inhibition of Slack (Slo2.2) channels.
Neuropharmacology, 51 (4): 896-906. [PMID:16876206]