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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL45
CHEMBL45
Compound Name MELATONIN
ChEMBL Synonyms VESPRO | VYTALONIN | CIRCADIN | TRAVELAG | N-(2-(5-METHOXY-1H-INDOL-3-YL)ETHYL)ACETAMIDE | HEALTH AID | HEIDADOUPPI | NATURE'S BLEND | NATROL | MELAPURE | S.GARD | QUALITY HEALTH | LIFE EXT | ICENIA | GENERAL NUTRIT | NATURES BOUNTY | N-ACETYL-5-METHOXYTRYPTAMINE | MELATONIN
Max Phase 4 (Approved)
Trade Names VYTALONIN | CIRCADIN | NATURES BOUNTY | GENERAL NUTRIT | ICENIA | LIFE EXT | QUALITY HEALTH | S.GARD | MELAPURE | NATROL | NATURE'S BLEND | HEIDADOUPPI | HEALTH AID | TRAVELAG | VESPRO
Molecular Formula C13H16N2O2

Additional synonyms for CHEMBL45 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2[nH]cc(CCNC(=O)C)c2c1
Standard InChI InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7- ...
Download InChI
Standard InChI Key DRLFMBDRBRZALE-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL45

Molecule Features

CHEMBL45 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Aortic AneurysmD001014EFO:0001666aortic aneurysm2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
StomatitisD013280EFO:1001904oral mucositis1ClinicalTrials
Substance Withdrawal SyndromeD013375EFO:0005800substance withdrawal syndrome1ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma3ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy2ClinicalTrials
HypertensionD006973EFO:0000537hypertension2ClinicalTrials
Metabolic SyndromeD024821EFO:0000195metabolic syndrome2ClinicalTrials
Neonatal SepsisD000071074HP:0040187Neonatal sepsis1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Nocturnal EnuresisD0532062ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia3ClinicalTrials
Brain IschemiaD002545HP:0002637Cerebral ischemia1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage2ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder2ClinicalTrials
Multiple Sclerosis, Relapsing-RemittingD020529EFO:0003929relapsing-remitting multiple sclerosis2ClinicalTrials
Premature BirthD047928EFO:0003917premature birth2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation2ClinicalTrials
FatigueD0052212ClinicalTrials
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease3ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
Reperfusion InjuryD015427EFO:0002687ischemia reperfusion injury2ClinicalTrials
SunburnD013471EFO:0003958sunburn1ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Barrett EsophagusD001471EFO:0000280Barrett's esophagus3ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment2ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus0ClinicalTrials
FibromyalgiaD005356EFO:0005687fibromyalgia2ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease1ClinicalTrials
Autistic DisorderD001321EFO:0003758autism2ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis2ClinicalTrials
Metabolic DiseasesD008659EFO:0000589metabolic disease1ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction2ClinicalTrials
Attention Deficit Disorder with HyperactivityD001289EFO:0003888attention deficit hyperactivity disorder3ClinicalTrials
SepsisD018805HP:0100806sepsis1ClinicalTrials

Clinical Data

ClinicalTrials.gov MELATONIN
The Cochrane Collaboration MELATONIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL45. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1945 Melatonin receptor 1A Homo sapiens 1.000
CHEMBL1946 Melatonin receptor 1B Homo sapiens 1.000
CHEMBL6152 Alpha-synuclein Homo sapiens 1.000
CHEMBL3959 Quinone reductase 2 Homo sapiens 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL5393 ATP-binding cassette sub-family G member 2 Homo sapiens 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 1.000
CHEMBL2854 Cholecystokinin B receptor Mus musculus 1.000
CHEMBL4768 Acetylcholinesterase Bos taurus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.999
CHEMBL220 Acetylcholinesterase Homo sapiens 0.999
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.999
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.998
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.998
CHEMBL313 Serotonin transporter Rattus norvegicus 0.996
CHEMBL3356 Cytochrome P450 1A2 Homo sapiens 0.987



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1945 Melatonin receptor 1A Homo sapiens 1.000
CHEMBL1946 Melatonin receptor 1B Homo sapiens 1.000
CHEMBL6152 Alpha-synuclein Homo sapiens 1.000
CHEMBL3959 Quinone reductase 2 Homo sapiens 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL2854 Cholecystokinin B receptor Mus musculus 1.000
CHEMBL5393 ATP-binding cassette sub-family G member 2 Homo sapiens 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL4768 Acetylcholinesterase Bos taurus 0.999
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.998
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.998
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 0.997
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.995
CHEMBL4077 Melanocortin receptor 1 Mus musculus 0.994
CHEMBL4203 Dual specificity protein kinase CLK4 Homo sapiens 0.993
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.986

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
232.3 232.1212 1.86 4 54.12 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 1.04 1.04 2 17 0.84

Structural Alerts

There are no structural alerts for CHEMBL45

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CH - Melatonin receptor agonists
N05CH01 - melatonin

ChemSpider ChemSpider:DRLFMBDRBRZALE-UHFFFAOYSA-N
PubChem SID: 104171188 SID: 105815 SID: 11111468 SID: 124880734 SID: 124880739 SID: 144208725 SID: 144213243 SID: 170465589 SID: 17388930 SID: 17389536 SID: 26747238 SID: 26752764 SID: 46500483 SID: 50105414 SID: 85231137 SID: 90340716
Wikipedia Melatonin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL45



ACToR 73-31-4
BindingDB 9019
Brenda 171171 30211 1536
ChEBI 16796
ChemicalBook CB5364927
DrugBank DB01065
DrugCentral 1672
eMolecules 510958
EPA CompTox Dashboard DTXSID1022421
FDA SRS JL5DK93RCL
Guide to Pharmacology 224 1357
Human Metabolome Database HMDB0001389
IBM Patent System B24AC70F9B6D0C6FEB6AE6AFCC0BC6D4
KEGG Ligand C01598
LINCS LSM-4779
Mcule MCULE-1497884152
Metabolights MTBLC16796
MolPort MolPort-000-737-883
Nikkaji J5.258B
PDBe ML1
PharmGKB PA164752558
PubChem 896
PubChem: Drugs of the Future 56310582
PubChem: Thomson Pharma 14773848
Recon melatn
Rhea 16796
Selleck Melatonin
SureChEMBL SCHEMBL19018
ZINC ZINC000000057060

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/DRLFMBDRBRZALE-UHFFFAOYSA-N spacer
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