famotidine

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Ligands
famotidine

Ligand id: 7074

Name: famotidine

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 (source: FDA (1986))

IUPAC Name
3-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]-N'-sulfamoylpropanimidamide

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®

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
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).

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).