loperamide

Ligand id: 7215

Name: loperamide

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 43.78
Molecular weight 476.22
XLogP 8.4
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1976))
IUPAC Name
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
International Nonproprietary Names
INN number INN
3098 loperamide
Synonyms
Fortasec® | Imodium® | R-18553
Database Links
CAS Registry No. 53179-11-6
ChEMBL Ligand CHEMBL841
DrugBank Ligand DB00836
PubChem CID 3955
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Search PubMed clinical trials loperamide
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Search UniChem for chemical match using the InChIKey RDOIQAHITMMDAJ-UHFFFAOYSA-N
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Wikipedia Loperamide
Comments
Loperamide is an opioid-receptor agonist used as an anti-diarrheal agent. Although unreported previously, recent clinical cases of severe cardiotoxicity (and death) due to high-dose loperamide abuse have been reported [2-3].