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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View more information in the IUPHAR Pharmacology Education Project: famotidine

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)
1. Meyerhof W, Batram C, Kuhn C, Brockhoff A, Chudoba E, Bufe B, Appendino G, Behrens M. (2010)
The molecular receptive ranges of human TAS2R bitter taste receptors.
Chem Senses, 35 (2): 157-70. [PMID:20022913]