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
SMILES / InChI / InChIKey
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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-
InChI Key PHTUQLWOUWZIMZ-BOPFTXTBSA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
H1 receptor Hs Antagonist Antagonist 8.4 pKi - 3
pKi 8.4 (Ki 4x10-9 M) [3]
M1 receptor Hs Antagonist Antagonist 7.7 pKi - 2
pKi 7.7 (Ki 1.8x10-8 M) [2]
M3 receptor Hs Antagonist Antagonist 7.4 pKi - 2
pKi 7.4 (Ki 3.8x10-8 M) [2]
M4 receptor Hs Antagonist Antagonist 7.2 pKi - 2
pKi 7.2 (Ki 6.1x10-8 M) [2]
M5 receptor Hs Antagonist Antagonist 7.0 pKi - 2
pKi 7.0 (Ki 9.2x10-8 M) [2]
M2 receptor Hs Antagonist Antagonist 7.0 pKi - 2
pKi 7.0 (Ki 1.09x10-7 M) [2]
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
SERT Primary target of this compound Hs Inhibitor Inhibition 8.1 pKi - 4
pKi 8.1 (Ki 8.6x10-9 M) [4]
NET Primary target of this compound Hs Inhibitor Inhibition 7.3 pKi - 4
pKi 7.3 (Ki 4.6x10-8 M) [4]