mebeverine   Click here for help

GtoPdb Ligand ID: 9011

Synonyms: Colofac® | CSAG-144 | Duspatalin®
Approved drug
mebeverine is an approved drug (UK (1978))
Compound class: Synthetic organic
Comment: Mebeverine is a musculotropic antispasmodic drug. Marketed formulations contain the hydrochloride salt (PubChem CID 17683) which is sometimes combined with ispaghula husk (sold as Fybogel®) to add fibre to the gut contents.
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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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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 3
Hydrogen bond donors 0
Rotatable bonds 14
Topological polar surface area 57.23
Molecular weight 429.25
XLogP 4.75
No. Lipinski's rules broken 1

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 COc1ccc(cc1)CC(N(CCCCOC(=O)c1ccc(c(c1)OC)OC)CC)C
Isomeric SMILES COc1ccc(cc1)CC(N(CCCCOC(=O)c1ccc(c(c1)OC)OC)CC)C
InChI InChI=1S/C25H35NO5/c1-6-26(19(2)17-20-9-12-22(28-3)13-10-20)15-7-8-16-31-25(27)21-11-14-23(29-4)24(18-21)30-5/h9-14,18-19H,6-8,15-17H2,1-5H3
InChI Key VYVKHNNGDFVQGA-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 (UK (1978))
IUPAC Name Click here for help
4-[ethyl-[1-(4-methoxyphenyl)propan-2-yl]amino]butyl 3,4-dimethoxybenzoate
International Nonproprietary Names Click here for help
INN number INN
1191 mebeverine
Synonyms Click here for help
Colofac® | CSAG-144 | Duspatalin®
Database Links Click here for help
CAS Registry No. 3625-06-7
ChEMBL Ligand CHEMBL282121
DrugCentral Ligand 1642
GtoPdb PubChem SID 310264789
PubChem CID 4031
Search Google for chemical match using the InChIKey VYVKHNNGDFVQGA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VYVKHNNGDFVQGA
Search PubMed clinical trials mebeverine
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Search PubMed titles/abstracts mebeverine
UniChem Compound Search for chemical match using the InChIKey VYVKHNNGDFVQGA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey VYVKHNNGDFVQGA-UHFFFAOYSA-N