sibutramine

Ligand id: 2586

Name: sibutramine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 3.24
Molecular weight 279.18
XLogP 5.61
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
Withdrawn drug? Yes
IUPAC Name
1-[1-(4-chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine
International Nonproprietary Names
INN number INN
6124 sibutramine
Synonyms
Meridia® | sibutramine hydrochloride
Database Links
CAS Registry No. 106650-56-0 (source: Scifinder)
ChEBI CHEBI:458192
ChEMBL Ligand CHEMBL1419
DrugBank Ligand DB01105
GtoPdb PubChem SID 135651043
PubChem CID 5210
Search Google for chemical match using the InChIKey UNAANXDKBXWMLN-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey UNAANXDKBXWMLN-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone UNAANXDKBXWMLN
Wikipedia Sibutramine
Comments
Use of sibutramine is reported to increase risk of heart attack and stroke in patients with a history of heart disease. For this reason sibutramine has been withdrawn from use in some countries.