tianeptine   Click here for help

GtoPdb Ligand ID: 7558

Synonyms: Stablon® | tianeptine sodium
Approved drug
tianeptine is an approved drug
Compound class: Synthetic organic
Comment: Chemically tianeptine can be classified as a tricyclic antidepressant (TCA), but evidence suggests that it has a quite different pharmacological mechanism of action compared to typical TCAs [2-4].
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 95.09
Molecular weight 436.12
XLogP 4.27
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)CCCCCCNC1c2ccccc2N(S(=O)(=O)c2c1ccc(c2)Cl)C
Isomeric SMILES OC(=O)CCCCCCNC1c2ccccc2N(S(=O)(=O)c2c1ccc(c2)Cl)C
InChI InChI=1S/C21H25ClN2O4S/c1-24-18-9-6-5-8-16(18)21(23-13-7-3-2-4-10-20(25)26)17-12-11-15(22)14-19(17)29(24,27)28/h5-6,8-9,11-12,14,21,23H,2-4,7,10,13H2,1H3,(H,25,26)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
7-[(3-chloro-6-methyl-5,5-dioxo-11H-benzo[c][2,1]benzothiazepin-11-yl)amino]heptanoic acid
International Nonproprietary Names Click here for help
INN number INN
4906 tianeptine
Synonyms Click here for help
Stablon® | tianeptine sodium
Database Links Click here for help
CAS Registry No. 66981-73-5
ChEMBL Ligand CHEMBL1289110
DrugCentral Ligand 2650
GtoPdb PubChem SID 223365894
PubChem CID 68870
Search Google for chemical match using the InChIKey JICJBGPOMZQUBB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JICJBGPOMZQUBB
Search PubMed clinical trials tianeptine
Search PubMed titles tianeptine
Search PubMed titles/abstracts tianeptine
UniChem Compound Search for chemical match using the InChIKey JICJBGPOMZQUBB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JICJBGPOMZQUBB-UHFFFAOYSA-N
Wikipedia Tianeptine