selegiline   Click here for help

GtoPdb Ligand ID: 6639

Synonyms: Eldepryl® | L-deprenalin | Otrasel® | Selegene® | Zelapar®
Approved drug
selegiline is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Marketed formulations may contain (PubChem CID 26758).
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View more information in the IUPHAR Pharmacology Education Project: selegiline

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 3.24
Molecular weight 187.14
XLogP 2.66
No. Lipinski's rules broken 0
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Canonical SMILES CC(N(CC#C)C)Cc1ccccc1
Isomeric SMILES C[C@@H](N(CC#C)C)Cc1ccccc1
InChI InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3/t12-/m1/s1
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Summary of Clinical Use Click here for help
Originally developed as a treatment for major depressive disorder. More recently used as a monotherapy in the early stages of Parkinson's disease, and in combination with levodopa in the later stages of the disease.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Selegiline most likely acts as a selective reversible inhibitor of monoamine oxidase B. This action blocks microsomal metabolism of dopamine and enhances dopaminergic activity in the brain. The improved dopaminergic siganlling is likely to normalise the abberant dopamine activity associated with depression and which causes the dyskinesia associated with Parkinson's disease.
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