agomelatine   Click here for help

GtoPdb Ligand ID: 198

Synonyms: S20098 | Thymanax® | Valdoxan®
Approved drug PDB Ligand
agomelatine is an approved drug (EMA (2009))
Compound class: Synthetic organic
Comment: Agomelatine is a melatonergic (i.e. it acts as a a melatonin receptor agonist) antidepressant, devoid of the side-effects caused by SSRI, SNRI and tricyclic antidepressants. The drug also has low affinity for 5-HT2C receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 38.33
Molecular weight 243.13
XLogP 2.76
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc2c(c1)c(CCNC(=O)C)ccc2
Isomeric SMILES COc1ccc2c(c1)c(CCNC(=O)C)ccc2
InChI InChI=1S/C15H17NO2/c1-11(17)16-9-8-13-5-3-4-12-6-7-14(18-2)10-15(12)13/h3-7,10H,8-9H2,1-2H3,(H,16,17)
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
MT1 receptor Primary target of this compound Hs Agonist Full agonist 10.0 – 10.4 pKi - 1-2
pKi 10.0 – 10.4 [1-2]
MT2 receptor Primary target of this compound Hs Agonist Full agonist 9.9 – 10.5 pKi - 1-2
pKi 9.9 – 10.5 [1-2]
5-HT2B receptor Hs Antagonist Antagonist 6.6 pKi - 4
pKi 6.6 [4]
5-HT2C receptor Hs Antagonist Antagonist 6.2 pKi - 4
pKi 6.2 [4]
5-HT2A receptor Hs Antagonist Antagonist 5.4 pKi - 4
pKi 5.4 [4]
Ligand mentioned in the following text fields