trimipramine   Click here for help

GtoPdb Ligand ID: 7317

Synonyms: 7162 RP | IL-6001 | Surmontil®
Approved drug
trimipramine is an approved drug (FDA (1979))
Compound class: Synthetic organic
Comment: Trimipramine is a tricyclic antidepressant (TCA) with antidepressant, anxiolytic, antipsychotic and sedative effects. Trimipramine is a racemic compound of two enantiomers; (S)-trimipramine and (R)-trimipramine. We show the non-stereo structure to represent the mixture.
Marketed formulations may contain trimipramine maleate (PubChem CID 5282318).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 6.48
Molecular weight 294.21
XLogP 4.33
No. Lipinski's rules broken 0
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Canonical SMILES CN(CC(CN1c2ccccc2CCc2c1cccc2)C)C
Isomeric SMILES CN(CC(CN1c2ccccc2CCc2c1cccc2)C)C
InChI InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22/h4-11,16H,12-15H2,1-3H3
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Summary of Clinical Use Click here for help
Used to treat major depressive disorder.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The drug's main effects are antagonism of the receptors for the monoamine neurotransmitters dopamine, serotonin, epinephrine/norepinephrine and acetylcholine receptors. Trimipramine is a weak inhibitor of the norepinephrine, serotonin, and dopamine transporters (NET, SLC6A2; SET, SLC6A4; and DAT, SCL6A3 respectively). See the DrugBank link for further details.
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