protriptyline   Click here for help

GtoPdb Ligand ID: 7285

Synonyms: MK-240 | Vivactil®
Approved drug
protriptyline is an approved drug (FDA (1967))
Compound class: Synthetic organic
Comment: Protriptyline is a tricyclic antidepressant.
Marketed formulations may contain protriptyline hydrochloride (PubChem CID 6603149).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 12.03
Molecular weight 263.17
XLogP 4.72
No. Lipinski's rules broken 0
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Canonical SMILES CNCCCC1c2ccccc2C=Cc2c1cccc2
Isomeric SMILES CNCCCC1c2ccccc2C=Cc2c1cccc2
InChI InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3
No information available.
Summary of Clinical Use Click here for help
Used to treat major depressive disorder and ADHD, sometimes used to treat narcolepsy.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Tricyclic antidepressants inhibit reuptake of serotonin and norepinephrine by their respective transporters, SERT (SLC6A4) and NET (SLC6A2), and in addition anatgonise many neurotransmitter receptors. Inhibition of SERT and NET increases synaptic neurotransmitter concentrations which enhances neurotransmission [1,4]. Antagonism of receptor activation may have clinical efficacy but may also contribute to the drug's side effects. See the DrugBank link for further details.
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