meptazinol   Click here for help

GtoPdb Ligand ID: 9083

Synonyms: Meptid®
Approved drug
meptazinol is an approved drug (UK (1992))
Compound class: Synthetic organic
Comment: Meptazinol is an opioid receptor agonist, with analgesic action. The INN recprod for this drug shows that it is a mixture of enantiomers. We show the molecule without specified stereochemistry to represent the mixture.
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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 1
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 23.47
Molecular weight 233.18
XLogP 3.03
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 CCC1(CCCCN(C1)C)c1cccc(c1)O
Isomeric SMILES CCC1(CCCCN(C1)C)c1cccc(c1)O
InChI InChI=1S/C15H23NO/c1-3-15(9-4-5-10-16(2)12-15)13-7-6-8-14(17)11-13/h6-8,11,17H,3-5,9-10,12H2,1-2H3
InChI Key JLICHNCFTLFZJN-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 (1992))
IUPAC Name Click here for help
3-(3-ethyl-1-methylazepan-3-yl)phenol
International Nonproprietary Names Click here for help
INN number INN
3605 meptazinol
Synonyms Click here for help
Meptid®
Database Links Click here for help
BindingDB Ligand 50373116
ChEMBL Ligand CHEMBL314437
DrugCentral Ligand 1706
GtoPdb PubChem SID 315661168
PubChem CID 41049
Search Google for chemical match using the InChIKey JLICHNCFTLFZJN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JLICHNCFTLFZJN
Search PubMed clinical trials meptazinol
Search PubMed titles meptazinol
Search PubMed titles/abstracts meptazinol
UniChem Compound Search for chemical match using the InChIKey JLICHNCFTLFZJN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JLICHNCFTLFZJN-UHFFFAOYSA-N
Wikipedia Meptazinol