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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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2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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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
InChI Key VRQVVMDWGGWHTJ-CQSZACIVSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes.
IUPAC Name Click here for help
(2R)-3-(2-methoxyphenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
International Nonproprietary Names Click here for help
INN number INN
705 levomepromazine
Synonyms Click here for help
Levoprome® | methotrimeprazine | Nosinan® | Nozinan® | RP-7044 | SK&F-5116
Database Links Click here for help
CAS Registry No. 60-99-1
ChEBI CHEBI:6838
ChEMBL Ligand CHEMBL1764
DrugBank Ligand DB01403
DrugCentral Ligand 1752
GtoPdb PubChem SID 223365938
PubChem CID 72287
Search Google for chemical match using the InChIKey VRQVVMDWGGWHTJ-CQSZACIVSA-N
Search Google for chemicals with the same backbone VRQVVMDWGGWHTJ
Search PubMed clinical trials levomepromazine
Search PubMed titles levomepromazine
Search PubMed titles/abstracts levomepromazine
UniChem Compound Search for chemical match using the InChIKey VRQVVMDWGGWHTJ-CQSZACIVSA-N
UniChem Connectivity Search for chemical match using the InChIKey VRQVVMDWGGWHTJ-CQSZACIVSA-N
Wikipedia Levomepromazine

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MedChemExpress
Levomepromazine (links to external site)
Cat. No. HY-B1693