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alverine   Click here for help

GtoPdb Ligand ID: 14185

Synonyms: Meteospasmyl® | phenopropamine | Profenil®
Approved drug
alverine is an approved drug
Compound class: Synthetic organic
Comment: Alverine has been reported to act as an hepatocyte nuclear receptor factor 4α (HNF4α) agonist [2]. Antagonist activity at 5-HT1A receptor has also been reported [1].
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 1
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 3.24
Molecular weight 281.44
XLogP 4.97
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 CCN(CCCC1=CC=CC=C1)CCCC2=CC=CC=C2
Isomeric SMILES CCN(CCCC1=CC=CC=C1)CCCC2=CC=CC=C2
InChI InChI=1S/C20H27N/c1-2-21(17-9-15-19-11-5-3-6-12-19)18-10-16-20-13-7-4-8-14-20/h3-8,11-14H,2,9-10,15-18H2,1H3
InChI Key ZPFXAOWNKLFJDN-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/)
References
1. Coelho AM, Jacob L, Fioramonti J, Bueno L. (2001)
Rectal antinociceptive properties of alverine citrate are linked to antagonism at the 5-HT1A receptor subtype.
J Pharm Pharmacol, 53 (10): 1419-26. [PMID:11697552]
2. Lee SH, Athavankar S, Cohen T, Piran R, Kiselyuk A, Levine F. (2013)
Identification of alverine and benfluorex as HNF4α activators.
ACS Chem Biol, 8 (8): 1730-6. [PMID:23675775]