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
SMILES / InChI / InChIKey
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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
InChI Key ZSCDBOWYZJWBIY-UHFFFAOYSA-N
References
1. 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]