tranylcypromine   Click here for help

GtoPdb Ligand ID: 5281

Synonyms: Parnate® | tranylcypromine sulphate
Approved drug
tranylcypromine is an approved drug (FDA (1961))
Compound class: Synthetic organic
Comment: The approved drug tranylcypromine is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture. The two enantiomers are represented by CID 19493 and CID 26070.
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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 1
Topological polar surface area 26.02
Molecular weight 133.09
XLogP 1.36
No. Lipinski's rules broken 0
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Canonical SMILES NC1CC1c1ccccc1
Isomeric SMILES NC1CC1c1ccccc1
InChI InChI=1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2
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Summary of Clinical Use Click here for help
Used in the treatment of major depressive episodes without melancholia.
The more recent observation that tranylcypromine inhibits the demethylase activity of lysine demethylase 1A (LSD1; KDM1A) has lead to its evaluation as an antinoplastic agent in acute myelogenous leukemia and myelodysplastic syndromes as an adjunct to chemotherapy with tretinoin. Development has reached Phase 1/2 for these conditions (see NCT02261779 as an example).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Irreversible and non-selective monoamine oxidase inhibitor. Inhibition of monoamine oxidase leads to increased monoamine levels in the CNS, resulting in relief of depressive symptoms.
Clinical Trials
Clinical Trial ID Title Type Source Comment References
NCT02261779 Phase I/II Trial of ATRA and TCP in Patients With Relapsed or Refractory AML and no Intensive Treatment is Possible Phase 1/Phase 2 Interventional Martin-Luther-Universität Halle-Wittenberg
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