vortioxetine   Click here for help

GtoPdb Ligand ID: 7351

Synonyms: Brintellix® | compound 5m [PMID: 21486038] | Lu AA21004 | Trintellix®
Approved drug Immunopharmacology Ligand
vortioxetine is an approved drug (FDA and EMA (2013))
Compound class: Synthetic organic
Comment: Vortioxetine is an atypical (multimodal) antidepressant [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 40.57
Molecular weight 298.15
XLogP 4.61
No. Lipinski's rules broken 0
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Canonical SMILES Cc1ccc(c(c1)C)Sc1ccccc1N1CCNCC1
Isomeric SMILES Cc1ccc(c(c1)C)Sc1ccccc1N1CCNCC1
InChI InChI=1S/C18H22N2S/c1-14-7-8-17(15(2)13-14)21-18-6-4-3-5-16(18)20-11-9-19-10-12-20/h3-8,13,19H,9-12H2,1-2H3
1. Bang-Andersen B, Ruhland T, Jørgensen M, Smith G, Frederiksen K, Jensen KG, Zhong H, Nielsen SM, Hogg S, Mørk A et al.. (2011)
Discovery of 1-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine (Lu AA21004): a novel multimodal compound for the treatment of major depressive disorder.
J Med Chem, 54 (9): 3206-21. [PMID:21486038]
2. Heinrich T, Böttcher H, Gericke R, Bartoszyk GD, Anzali S, Seyfried CA, Greiner HE, Van Amsterdam C. (2004)
Synthesis and structure--activity relationship in a class of indolebutylpiperazines as dual 5-HT(1A) receptor agonists and serotonin reuptake inhibitors.
J Med Chem, 47 (19): 4684-92. [PMID:15341484]
3. Talmon M, Rossi S, Pastore A, Cattaneo CI, Brunelleschi S, Fresu LG. (2018)
Vortioxetine exerts anti-inflammatory and immunomodulatory effects on human monocytes/macrophages.
Br J Pharmacol, 175 (1): 113-124. [PMID:29057467]