nizatidine   

GtoPdb Ligand ID: 7248

Synonyms: Axid® | LY-139037
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
Click here for structure editor
Physico-chemical Properties
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
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
Compound class Synthetic organic
Approved drug? Yes (FDA (1988))
IUPAC Name
dimethyl[(4-{[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}-1,3-thiazol-2-yl)methyl]amine
International Nonproprietary Names
INN number INN
5194 nizatidine
Synonyms
Axid® | LY-139037
Database Links
CAS Registry No. 76963-41-2
ChEMBL Ligand CHEMBL653
DrugBank Ligand DB00585
GtoPdb PubChem SID 178103822
PubChem CID 3033637
Search Google for chemical match using the InChIKey SGXXNSQHWDMGGP-IZZDOVSWSA-N
Search Google for chemicals with the same backbone SGXXNSQHWDMGGP
Search PubMed clinical trials nizatidine
Search PubMed titles nizatidine
Search PubMed titles/abstracts nizatidine
Search UniChem for chemical match using the InChIKey SGXXNSQHWDMGGP-IZZDOVSWSA-N
Search UniChem for chemicals with the same backbone SGXXNSQHWDMGGP
Wikipedia Nizatidine