bupropion

Ligand id: 7135

Name: bupropion

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 29.1
Molecular weight 239.11
XLogP 3.51
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (1985))
IUPAC Name
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one
International Nonproprietary Names
INN number INN
3562 bupropion
Synonyms
amfebutamone
BW-323
Wellbutrin®
Zyban®
Database Links
CAS Registry No. 34911-55-2
ChEMBL Ligand CHEMBL894
DrugBank Ligand DB01156
PubChem CID 444
Search Google for chemical match using the InChIKey SNPPWIUOZRMYNY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SNPPWIUOZRMYNY
Search PubMed clinical trials bupropion
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Wikipedia Bupropion
Comments
The approval status for use of this drug was submitted for re-evaluation by the European Medicines Agency in 2002, following public health concerns around serious adverse reactions associated with its use. These included depression, suicidal thoughts, suicide, seizures, undesirable cardiovascular effects, and angioedema. EU Member States regulatory authorities agreed to keep the product under regular review.
Marketed formulations usually contain bupropion hydrochloride (PubChem CID 62884).