famotidine

Ligand id: 7074

Name: famotidine

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 237.75
Molecular weight 337.04
XLogP -1.16
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1986))
IUPAC Name
3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-N'-sulfamoylpropanimidamide
International Nonproprietary Names
INN number INN
5217 famotidine
Synonyms
Gaster® | MK-208 | Pepcid®
Database Links
BitterDB Ligand 101
CAS Registry No. 76824-35-6
ChEBI CHEBI:4975
ChEMBL Ligand CHEMBL902
DrugBank Ligand DB00927
PubChem CID 5702160
Search Google for chemical match using the InChIKey XUFQPHANEAPEMJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XUFQPHANEAPEMJ
Search PubMed clinical trials famotidine
Search PubMed titles famotidine
Search PubMed titles/abstracts famotidine
Search UniChem for chemical match using the InChIKey XUFQPHANEAPEMJ-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone XUFQPHANEAPEMJ
Wikipedia Famotidine
Comments
Famotidine is a histamine H2 receptor antagonist. The drug is poorly soluble in the low pH of the stomach so suffers from poor bioavailability. Low dose (10-20 mg) famotidine is available over-the-counter in some countries. Marketing of a combination of famotidine with antacids magnesium hydroxide and calcium carbonate (Pepcidtwo®) has been officially discontinued in the UK (2015).