dosulepin   Click here for help

GtoPdb Ligand ID: 7549

Synonyms: Dothep® | dothiepin | Prothiaden®
Approved drug
dosulepin is an approved drug
Compound class: Synthetic organic
Comment: Dosulepin is a tricyclic antidepressant. Functionally it acts as a serotonin-norepinephrine reuptake inhibitor (SNRI) with anticholinergic, antihistamine, and antiadrenergic effects.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 28.54
Molecular weight 295.14
XLogP 4.56
No. Lipinski's rules broken 0
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Canonical SMILES CN(CCC=C1c2ccccc2SCc2c1cccc2)C
Isomeric SMILES CN(CC/C=C/1\c2ccccc2SCc2c1cccc2)C
InChI InChI=1S/C19H21NS/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11-
1. Lancaster SG, Gonzalez JP. (1989)
Dothiepin. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in depressive illness.
Drugs, 38 (1): 123-47. [PMID:2670509]
2. Stanton T, Bolden-Watson C, Cusack B, Richelson E. (1993)
Antagonism of the five cloned human muscarinic cholinergic receptors expressed in CHO-K1 cells by antidepressants and antihistaminics.
Biochem Pharmacol, 45 (11): 2352-4. [PMID:8100134]
3. Sánchez C, Hyttel J. (1999)
Comparison of the effects of antidepressants and their metabolites on reuptake of biogenic amines and on receptor binding.
Cell Mol Neurobiol, 19 (4): 467-89. [PMID:10379421]
4. Tatsumi M, Groshan K, Blakely RD, Richelson E. (1997)
Pharmacological profile of antidepressants and related compounds at human monoamine transporters.
Eur J Pharmacol, 340 (2-3): 249-58. [PMID:9537821]
5. (2011)
SECTION II: NEUROPHARMACOLOGY.  In  Goodman and Gilman's The Pharmacological Basis of Therapeutics, Twelfth Edition
Edited by Brunton L, Chabner B, Knollman B (McGraw-Hill Professional) 1808. [ISBN:9780071624428]