ranitidine   Click here for help

GtoPdb Ligand ID: 1234

Synonyms: AH-19065 | Gavilast® | GR-122311X | Zantac®
Approved drug
ranitidine is an approved drug (FDA (1977))
Compound class: Synthetic organic
Comment: There is some ambiguity in the exact stereochemistry of ranitidine as represented in the literature and on other databases. The structure shown here matches that in the PubChem entry above. Other common representations include CID 657345. N.B. The structure shown in the INN document does not have a charge.
Marketed formulations may contain ranitidine hydrochloride (PubChem CID 3033332).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 108.88
Molecular weight 314.14
XLogP 1.28
No. Lipinski's rules broken 0
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Canonical SMILES CNC(=C[N+](=O)[O-])NCCSCc1ccc(o1)CN(C)C
Isomeric SMILES CN/C(=C\[N+](=O)[O-])/NCCSCc1ccc(o1)CN(C)C
InChI InChI=1S/C13H22N4O3S/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3/h4-5,9,14-15H,6-8,10H2,1-3H3/b13-9+
1. Beukers MW, Klaassen CH, De Grip WJ, Verzijl D, Timmerman H, Leurs R. (1997)
Heterologous expression of rat epitope-tagged histamine H2 receptors in insect Sf9 cells.
Br J Pharmacol, 122 (5): 867-74. [PMID:9384502]
2. Leurs R, Smit MJ, Menge WM, Timmerman H. (1994)
Pharmacological characterization of the human histamine H2 receptor stably expressed in Chinese hamster ovary cells.
Br J Pharmacol, 112 (3): 847-54. [PMID:7921611]