cimetidine   Click here for help

GtoPdb Ligand ID: 1231

Synonyms: cimetidine HCl | Tagamet®
Approved drug
cimetidine is an approved drug (FDA (1977))
Compound class: Synthetic organic
Comment: Cimetidine is a histamine H2 receptor antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 114.19
Molecular weight 252.12
XLogP 1.02
No. Lipinski's rules broken 0
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Canonical SMILES N#CNC(=NC)NCCSCc1nc[nH]c1C
Isomeric SMILES N#CNC(=NC)NCCSCc1nc[nH]c1C
InChI InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1977))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3765 cimetidine
Synonyms Click here for help
cimetidine HCl | Tagamet®
Database Links Click here for help
Specialist databases
GPCRdb Ligand cimetidine
Reactome Drug Reactome logo R-ALL-446602, R-ALL-446609
Reactome Reaction Reactome logo R-HSA-561041, R-HSA-561054, R-HSA-549279, R-HSA-434650
Other databases
BindingDB Ligand 50018991
CAS Registry No. 51481-61-9
DrugBank Ligand DB00501
DrugCentral Ligand 645
GtoPdb PubChem SID 135650099
PubChem CID 2756
Search Google for chemical match using the InChIKey AQIXAKUUQRKLND-UHFFFAOYSA-N
Search Google for chemicals with the same backbone AQIXAKUUQRKLND
Search PubMed clinical trials cimetidine
Search PubMed titles cimetidine
Search PubMed titles/abstracts cimetidine
UniChem Compound Search for chemical match using the InChIKey AQIXAKUUQRKLND-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey AQIXAKUUQRKLND-UHFFFAOYSA-N
Wikipedia Cimetidine

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Cimetidine (links to external site)
Cat. No. 0902