modafinil   Click here for help

GtoPdb Ligand ID: 7555

Synonyms: Provigil®
Approved drug
modafinil is an approved drug (FDA (1998))
Compound class: Synthetic organic
Comment: Modafinil is a eugeroic (wakefulness-promoting) drug with a multi-faceted mechanism of action. In some jurisdictions this drug is classified as a controlled substance due to its possible addiction potential. It has been termed a 'smart' drug, a group of prescription medications, purchased illegally or used off-label, with alleged cognition-enhancing properties [1,4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 79.37
Molecular weight 273.08
XLogP 0.61
No. Lipinski's rules broken 0
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Canonical SMILES NC(=O)CS(=O)C(c1ccccc1)c1ccccc1
Isomeric SMILES NC(=O)CS(=O)C(c1ccccc1)c1ccccc1
InChI InChI=1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H2,16,17)
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Summary of Clinical Use Click here for help
May be used to treat excessive sleepiness associated with narcolepsy, obstructive sleep apnea and shift work disorder [2].
Mechanism Of Action and Pharmacodynamic Effects Click here for help
One of the mechanisms by which modafinil is proposed to operate, is as an atypical dopamine reuptake inhibitor [7]. This action would increase dopamine levels in the brain and thereby promote wakefulness. The involvement of other mechanisms is reviewed in these two articles: [3] and [5].
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