MELATONIN

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Synonyms
Status
Molecule Category Free-form
ATC N05CH01
UNII JL5DK93RCL
EPA CompTox DTXSID1022421

Structure

InChI Key DRLFMBDRBRZALE-UHFFFAOYSA-N
Smiles COc1ccc2[nH]cc(CCNC(C)=O)c2c1
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H16N2O2
Molecular Weight 232.28
AlogP 1.86
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 54.12
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 17.0

Pharmacology

Mechanism of Action Action Reference
Melatonin receptor agonist AGONIST Other
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 1.01-15.52
Enzyme Oxidoreductase
- 64.57-64.6 - 27.6-56.9 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 0.5 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine-derivative receptor (family A GPCR) Melatonin receptor
0.022-25 0.017-15.2 0.15-0.15 0.08-1.1 100-100
Membrane receptor
0.022-25 0.017-15.2 0.15-0.15 0.08-1.1 19.3-49.1
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 71.02-91.63
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Coturnix
- 2.2-15.2 - 0.61-1.1 -
Coturnix coturnix
- - - 1.1 -
Cricetinae
- 64.6 - 77 -
Cricetulus griseus
- 77 - 27.6-27.6 71.02-91.63
Electrophorus electricus
- - - - 15.52
Equus caballus
- - - - 1.01
Escherichia coli BL21(DE3)
- - - - 7.5
Gallus gallus
- - - 0.54-0.7 -
Hepatitis GB virus B
- - - - 2.1-7.8
Homo sapiens
0.022-25 0.11-900 0.15-0.15 0.0823-0.955 11-100
Mus musculus
- 200 - - -55.6-57
Oryctolagus cuniculus
- 0.017 - 0.41 50
Ovis aries
- 0.157 - 0.0915 -
Rattus norvegicus
0.56-1.1 0.0798 - 0.58-0.99 -50.8-93
Streptococcus pyogenes
- - - - 16
Xenopus laevis
0.01995-282 - - - -
frog
0.08-0.23 - - - -

Target Conservation

Protein: Melatonin receptor
Description: Melatonin receptor type 1A
Organism : Homo sapiens
P48039 ENSG00000168412
Protein: Melatonin receptor
Description: Melatonin receptor type 1B
Organism : Homo sapiens
P49286 ENSG00000134640

Cross References

Resources Reference
ChEBI 16796
ChEMBL CHEMBL45
DrugBank DB01065
DrugCentral 1672
FDA SRS JL5DK93RCL
Human Metabolome Database HMDB0001389
Guide to Pharmacology 1357
KEGG C01598
PDB ML1
PharmGKB PA164752558
PubChem 896
SureChEMBL SCHEMBL19018
ZINC ZINC000000057060
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