famotidine   

GtoPdb Ligand ID: 7074

Synonyms: Gaster® | MK-208 | Pepcid®
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
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
SMILES / InChI / InChIKey
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)
InChI Key XUFQPHANEAPEMJ-UHFFFAOYSA-N
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
DrugCentral Ligand 1129
GtoPdb PubChem SID 178103653
PubChem CID 5702160
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Wikipedia Famotidine