levomepromazine   Click here for help

GtoPdb Ligand ID: 7603

Synonyms: Levoprome® | methotrimeprazine | Nosinan® | Nozinan® | RP-7044 | SK&F-5116
Approved drug
levomepromazine is an approved drug
Compound class: Synthetic organic
Comment: Marketed formulations contain either levomepromazine hydrochloride or levomepromazine maleate.
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View more information in the IUPHAR Pharmacology Education Project: levomepromazine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 41.01
Molecular weight 328.16
XLogP 4.51
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)N(CC(CN(C)C)C)c1c(S2)cccc1
Isomeric SMILES COc1ccc2c(c1)N(C[C@@H](CN(C)C)C)c1c(S2)cccc1
InChI InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1
Bioactivity Comments
In in vitro investigations using human brain homogenate, levomepromazine (aka methotrimeprazine in the study) displaced [3H]doxepin (a high potency histamine H1 receptor antagonist) with a Kd value of 0.58nM [2]. In rat brain striatal preparations levomepromazine diplaced [3H]sulpiride binding (ie to the D2 dopamine receptor) with an IC50 value of 17nM [1].