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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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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 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

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(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

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. US FDA (1959)
Is prodrug? Yes
Active form ethcathinone
IUPAC Name Click here for help
2-(diethylamino)-1-phenylpropan-1-one
International Nonproprietary Names Click here for help
INN number INN
974 amfepramone
Synonyms Click here for help
diethylpropion hydrochloride | Prefamone | Regenon®
Database Links Click here for help
CAS Registry No. 90-84-6
ChEMBL Ligand CHEMBL1194666
DrugBank Ligand DB00937
DrugCentral Ligand 874
GtoPdb PubChem SID 178103736
PubChem CID 7029
Search Google for chemical match using the InChIKey XXEPPPIWZFICOJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XXEPPPIWZFICOJ
Search PubMed clinical trials amfepramone
Search PubMed titles amfepramone
Search PubMed titles/abstracts amfepramone
UniChem Compound Search for chemical match using the InChIKey XXEPPPIWZFICOJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XXEPPPIWZFICOJ-UHFFFAOYSA-N
Wikipedia Diethylpropion