clomipramine   Click here for help

GtoPdb Ligand ID: 2398

Synonyms: Anafranil® | G-34586
Approved drug PDB Ligand
clomipramine is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Clomipramine is a tricyclic antidepressant.
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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 314.15
XLogP 4.65
No. Lipinski's rules broken 0
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Canonical SMILES CN(CCCN1c2ccccc2CCc2c1cc(Cl)cc2)C
Isomeric SMILES CN(CCCN1c2ccccc2CCc2c1cc(Cl)cc2)C
InChI InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3
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Summary of Clinical Use Click here for help
Clomipramine is used to treat symptoms of major depressive disorder, obsessive-compulsive disorder (OCD), schizophrenia and Tourette’s disorder, panic disorder and cataplexy in narcolepsy. In patients with depression clomipramine exerts a positive effect on mood.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Clomipramine inhibits the sodium-dependent serotonin transporter (SLC6A4).