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
SMILES / InChI / InChIKey
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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+
InChI Key VMXUWOKSQNHOCA-UKTHLTGXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1977))
Withdrawn drug? Yes
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
N-[2-[[5-(dimethylaminomethyl)furan-2-yl]methylsulfanyl]ethyl]-N'-methyl-2-nitroethene-1,1-diamine
International Nonproprietary Names Click here for help
INN number INN
4660 ranitidine
Synonyms Click here for help
AH-19065 | Gavilast® | GR-122311X | Zantac®
Database Links Click here for help
Specialist databases
GPCRdb Ligand ranitidine
Other databases
CAS Registry No. 66357-35-5 (source: Scifinder)
ChEBI CHEBI:8776
ChEMBL Ligand CHEMBL512
DrugBank Ligand DB00863
GtoPdb PubChem SID 135650887
PubChem CID 3001055
Search Google for chemical match using the InChIKey VMXUWOKSQNHOCA-UKTHLTGXSA-N
Search Google for chemicals with the same backbone VMXUWOKSQNHOCA
Search PubMed clinical trials ranitidine
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UniChem Compound Search for chemical match using the InChIKey VMXUWOKSQNHOCA-UKTHLTGXSA-N
UniChem Connectivity Search for chemical match using the InChIKey VMXUWOKSQNHOCA-UKTHLTGXSA-N
Wikipedia Ranitidine