nizatidine   Click here for help

GtoPdb Ligand ID: 7248

Synonyms: Axid® | LY-139037
Approved drug
nizatidine is an approved drug (FDA (1988))
Compound class: Synthetic organic
Comment: Nizatidine is a histamine H2 receptor antagonist. It is structurally related to ranitidine but has a thiazole ring substitution in place of the furan ring in ranitidine. Nizatidine was the last new histamine H2 receptor antagonist to be approved prior to proton pump inhibitors reaching the clinic.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 139.55
Molecular weight 331.11
XLogP 1.41
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CNC(=CN(=O)=O)NCCSCc1csc(n1)CN(C)C
Isomeric SMILES CN/C(=C\N(=O)=O)/NCCSCc1csc(n1)CN(C)C
InChI InChI=1S/C12H21N5O2S2/c1-13-11(6-17(18)19)14-4-5-20-8-10-9-21-12(15-10)7-16(2)3/h6,9,13-14H,4-5,7-8H2,1-3H3/b11-6+
InChI Key SGXXNSQHWDMGGP-IZZDOVSWSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1988))
IUPAC Name Click here for help
dimethyl[(4-{[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}-1,3-thiazol-2-yl)methyl]amine
International Nonproprietary Names Click here for help
INN number INN
5194 nizatidine
Synonyms Click here for help
Axid® | LY-139037
Database Links Click here for help
CAS Registry No. 76963-41-2
ChEMBL Ligand CHEMBL653
DrugBank Ligand DB00585
GtoPdb PubChem SID 178103822
PubChem CID 3033637
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Wikipedia Nizatidine