diethylpropion   Click here for help

GtoPdb Ligand ID: 7161

Synonyms: diethylpropion hydrochloride | Prefamone | Regenon®
Approved drug
diethylpropion is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: Diethylpropion is a stimulant drug (of the phenethylamine, amphetamine, and cathinone classes) used for its appetite suppressing action.
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 CDK toolkit. 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 20.31
Molecular weight 205.15
XLogP 2.8
No. Lipinski's rules broken 0
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.

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Canonical SMILES CCN(C(C(=O)c1ccccc1)C)CC
Isomeric SMILES CCN(C(C(=O)c1ccccc1)C)CC
InChI InChI=1S/C13H19NO/c1-4-14(5-2)11(3)13(15)12-9-7-6-8-10-12/h6-11H,4-5H2,1-3H3
InChI Key XXEPPPIWZFICOJ-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
This drug is used to treat obesity, in combination with diet and exercise.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As an amphetamine type drug, diethylpropion (or rather its active metabolite, ethcathinone) causes an increase in neuronal catecholamine levels by reducing their re-uptake by inhibiting activity of the dopamine and norepinephrine transporters (SLC6A3 and SLC6A2 respectively). Increasing catecholamine signalling suppresses CNS hunger signals and appetite. Amphetamines may also modulate leptin and neuropeptide Y levels, two peptides which affect feelings of satiety, eating behaviour, energy expenditure and fat storage.