bupropion   Click here for help

GtoPdb Ligand ID: 7135

Synonyms: amfebutamone | BW-323 | Wellbutrin® | Zyban®
Approved drug
bupropion is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: 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).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 29.1
Molecular weight 239.11
XLogP 3.63
No. Lipinski's rules broken 0
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Canonical SMILES Clc1cccc(c1)C(=O)C(NC(C)(C)C)C
Isomeric SMILES Clc1cccc(c1)C(=O)C(NC(C)(C)C)C
InChI InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3562 bupropion
Synonyms Click here for help
amfebutamone | BW-323 | Wellbutrin® | Zyban®
Database Links Click here for help
CAS Registry No. 34911-55-2
DrugBank Ligand DB01156
DrugCentral Ligand 435
GtoPdb PubChem SID 178103711
PubChem CID 444
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Wikipedia Bupropion