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dimetindene   Click here for help

GtoPdb Ligand ID: 10101

Synonyms: (+/-)-dimethindene | dimethindene | dimethpyrindene | Fenistil® | Vibrocil®
Approved drug Immunopharmacology Ligand
dimetindene is an approved drug
Compound class: Synthetic organic
Comment: Dimetindene is an orally active, selective histamine H1 receptor antagonist. It also has anticholinergic activity [1]. The INN specifies the racemic mixture of (R)- and (S)-enantiomers. We show the structure without specified stereochemistry to represent that mixture.
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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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 16.13
Molecular weight 292.19
XLogP 2.86
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 CN(CCC1=C(C(c2ccccn2)C)c2c(C1)cccc2)C
Isomeric SMILES CN(CCC1=C(C(c2ccccn2)C)c2c(C1)cccc2)C
InChI InChI=1S/C20H24N2/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20/h4-10,12,15H,11,13-14H2,1-3H3
InChI Key MVMQESMQSYOVGV-UHFFFAOYSA-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
N,N-dimethyl-2-[3-(1-pyridin-2-ylethyl)-1H-inden-2-yl]ethanamine
International Nonproprietary Names Click here for help
INN number INN
1403 dimetindene
Synonyms Click here for help
(+/-)-dimethindene | dimethindene | dimethpyrindene | Fenistil® | Vibrocil®
Database Links Click here for help
BindingDB Ligand 81452
CAS Registry No. 5636-83-9 (source: PubChem)
ChEMBL Ligand CHEMBL22108
DrugCentral Ligand 903
GtoPdb PubChem SID 381118811
PubChem CID 21855
Search Google for chemical match using the InChIKey MVMQESMQSYOVGV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MVMQESMQSYOVGV
Search PubMed clinical trials dimetindene
Search PubMed titles dimetindene
Search PubMed titles/abstracts dimetindene
UniChem Compound Search for chemical match using the InChIKey MVMQESMQSYOVGV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MVMQESMQSYOVGV-UHFFFAOYSA-N