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 5.46
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1976))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
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
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].
Database Links
CAS Registry No. 53179-11-6
ChEMBL Ligand CHEMBL841
DrugBank Ligand DB00836
GtoPdb PubChem SID 178103790
PubChem CID 3955
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Wikipedia Loperamide