clemizole   Click here for help

GtoPdb Ligand ID: 10285

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Clemizole is principally known as an antagonist of the histamine H1 receptor. It has subsequently been identified as a transient receptor potential channel blocker with activity at the TRPC5 cation channel [1].
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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 21.06
Molecular weight 325.13
XLogP 4.22
No. Lipinski's rules broken 0
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Canonical SMILES Clc1ccc(cc1)Cn1c(CN2CCCC2)nc2c1cccc2
Isomeric SMILES Clc1ccc(cc1)Cn1c(CN2CCCC2)nc2c1cccc2
InChI InChI=1S/C19H20ClN3/c20-16-9-7-15(8-10-16)13-23-18-6-2-1-5-17(18)21-19(23)14-22-11-3-4-12-22/h1-2,5-10H,3-4,11-14H2
Bioactivity Comments
Exhibits minimal effect on TRPM3, TRPM8 and TRPV1-4 channels. Note that pharmacological data may have deen determined using clemizole hydrochloride, and that we map that data to the parent molecule.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRPC5 Hs Channel blocker - 6.0 pIC50 - 1
pIC50 6.0 (IC50 1.1x10-6 M) [1]
TRPC6 Hs Channel blocker - 5.9 pIC50 - 1
pIC50 5.9 [1]
TRPC4 Hs Channel blocker - 5.2 pIC50 - 1
pIC50 5.2 (IC50 6.4x10-6 M) [1]
TRPC3 Hs Channel blocker - 5.0 pIC50 - 1
pIC50 5.0 (IC50 9.1x10-6 M) [1]