famotidine   Click here for help

GtoPdb Ligand ID: 7074

Synonyms: Gaster® | MK-208 | Pepcid®
Approved drug
famotidine is an approved drug (FDA (1986))
Compound class: Synthetic organic
Comment: 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).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 237.75
Molecular weight 337.04
XLogP -1.79
No. Lipinski's rules broken 0
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Canonical SMILES NC(=Nc1scc(n1)CSCCC(=NS(=O)(=O)N)N)N
Isomeric SMILES NC(=Nc1scc(n1)CSCC/C(=N/S(=O)(=O)N)/N)N
InChI InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1986))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
5217 famotidine
Synonyms Click here for help
Gaster® | MK-208 | Pepcid®
Database Links Click here for help
Specialist databases
GPCRdb Ligand famotidine
Other databases
BitterDB Ligand 101
CAS Registry No. 76824-35-6
DrugBank Ligand DB00927
DrugCentral Ligand 1129
GtoPdb PubChem SID 178103653
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
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UniChem Compound Search for chemical match using the InChIKey XUFQPHANEAPEMJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XUFQPHANEAPEMJ-UHFFFAOYSA-N
Wikipedia Famotidine