mirtazapine   Click here for help

GtoPdb Ligand ID: 7241

Synonyms: ORG-3770 | Remeron®
Approved drug
mirtazapine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Mirtazapine is a tetracyclic antidepressant with complex polypharmacology involving certain adrenergic and serotonin receptors [1]. It also has strong antihistamine effects.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 0
Topological polar surface area 19.37
Molecular weight 265.16
XLogP 3.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CN1CCN2C(C1)c1ccccc1Cc1c2nccc1
Isomeric SMILES CN1CCN2C(C1)c1ccccc1Cc1c2nccc1
InChI InChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3
InChI Key RONZAEMNMFQXRA-UHFFFAOYSA-N
References
1. Anttila SA, Leinonen EV. (2001)
A review of the pharmacological and clinical profile of mirtazapine.
CNS Drug Rev, 7 (3): 249-64. [PMID:11607047]
2. Fernández J, Alonso JM, Andrés JI, Cid JM, Díaz A, Iturrino L, Gil P, Megens A, Sipido VK, Trabanco AA. (2005)
Discovery of new tetracyclic tetrahydrofuran derivatives as potential broad-spectrum psychotropic agents.
J Med Chem, 48 (6): 1709-12. [PMID:15771415]
3. Kennis LE, Bischoff FP, Mertens CJ, Love CJ, Van den Keybus FA, Pieters S, Braeken M, Megens AA, Leysen JE. (2000)
New 2-substituted 1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine having highly active and potent central alpha 2-antagonistic activity as potential antidepressants.
Bioorg Med Chem Lett, 10 (1): 71-4. [PMID:10636247]
4. Langham JJ, Cleves AE, Spitzer R, Kirshner D, Jain AN. (2009)
Physical binding pocket induction for affinity prediction.
J Med Chem, 52 (19): 6107-25. [PMID:19754201]
5. Preston TC, Shelton RC. (2013)
Treatment resistant depression: strategies for primary care.
Curr Psychiatry Rep, 15 (7): 370. [PMID:23712721]
6. Thase ME. (2013)
Antidepressant combinations: cutting edge psychopharmacology or passing fad?.
Curr Psychiatry Rep, 15 (10): 403. [PMID:24052267]