melatonin   Click here for help

GtoPdb Ligand ID: 224

Abbreviated name: MLT
Synonyms: Circadin®
Approved drug PDB Ligand Immunopharmacology Ligand
melatonin is an approved drug (EMA (2007))
Comment: Melatonin is a hormone involved in regulating circadian rhythms in animals. Melatonin activates a family of melatonin receptors.

SARS-CoV-2 and COVID-19: The effect of viral infection (including by influenza and SARS-CoV-2) on the melatonergic pathway, and how this might modulate the inflammatory response was reviewed by Anderson and Reiter in May 2020 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 54.12
Molecular weight 232.12
XLogP 1.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ccc2c(c1)c(CCNC(=O)C)c[nH]2
Isomeric SMILES COc1ccc2c(c1)c(CCNC(=O)C)c[nH]2
InChI InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)
InChI Key DRLFMBDRBRZALE-UHFFFAOYSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (EMA (2007))
IUPAC Name Click here for help
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide
Synonyms Click here for help
Circadin®
Database Links Click here for help
CAS Registry No. 73-31-4
ChEBI CHEBI:16796
ChEMBL Ligand CHEMBL45
DrugBank Ligand DB01065
DrugCentral Ligand 1672
GtoPdb PubChem SID 135651518
PubChem CID 896
RCSB PDB Ligand ML1
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Wikipedia Melatonin

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Tocris
Melatonin
Cat. No. 3550