alimemazine   Click here for help

GtoPdb Ligand ID: 7237

Synonyms: Nedeltran® | trimeprazine
Approved drug Immunopharmacology Ligand
alimemazine is an approved drug
Compound class: Synthetic organic
Comment: Alimemazine is a phenothiazine derivative antihistamine.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: alimemazine

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 31.78
Molecular weight 298.15
XLogP 4.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN(CC(CN1c2ccccc2Sc2c1cccc2)C)C
Isomeric SMILES CN(CC(CN1c2ccccc2Sc2c1cccc2)C)C
InChI InChI=1S/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3
InChI Key ZZHLYYDVIOPZBE-UHFFFAOYSA-N
Bioactivity Comments
We have been unable to find publicly available affinity data for this drug at its proposed human molecular target to substantiate its MMOA, and have therefore not tagged a primary drug target. Quantitative data at bovine targets is published in [1] which reports anti-histaminergic and anti-muscarinic effects of alimemazine in bovine brain. Alimemazine antagonises [3H]QNB binding to bovine brain preparations (i.e. muscarinic acetylcholine receptor binding) with a Ki of 38nM [1].
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
H1 receptor Bt Antagonist Antagonist 9.1 pKi - 1
pKi 9.1 (Ki 7.2x10-10 M) [1]
Description: Inhibition of [3H]mepyramine binding to bovine brain membrane preparations in vitro.