agomelatine   

GtoPdb Ligand ID: 198

Synonyms: S20098 | Thymanax® | Valdoxan®
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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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)
InChI Key YJYPHIXNFHFHND-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA (2009))
IUPAC Name
N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
International Nonproprietary Names
INN number INN
7392 agomelatine
Synonyms
S20098 | Thymanax® | Valdoxan®
Database Links
BindingDB Ligand 50035179
CAS Registry No. 138112-76-2 (source: Scifinder)
ChEMBL Ligand CHEMBL10878
DrugBank Ligand DB06594
DrugCentral Ligand 99
GtoPdb PubChem SID 135649906
PubChem CID 82148
RCSB PDB Ligand AWY
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Wikipedia Agomelatine