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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1218
CHEMBL1218
Compound Name RAMELTEON
ChEMBL Synonyms ROZEREM | RAMELTEON | TAK-375
Max Phase 4 (Approved)
Trade Names RAMELTEON | ROZEREM
Molecular Formula C16H21NO2

Additional synonyms for CHEMBL1218 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(=O)NCC[C@@H]1CCc2ccc3OCCc3c12
Standard InChI InChI=1S/C16H21NO2/c1-2-15(18)17-9-7-12-4-3-11-5-6-14-13(16( ...
Download InChI
Standard InChI Key YLXDSYKOBKBWJQ-LBPRGKRZSA-N

Sources

  • AstraZeneca Deposited Data
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1218

Molecule Features

CHEMBL1218 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:Y Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Melatonin receptor agonist Melatonin receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Sleep Apnea, ObstructiveD020181EFO:0003918obstructive sleep apnea2ClinicalTrials
Migraine with AuraD020325EFO:0005295migraine with aura2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Sleep Initiation and Maintenance DisordersD007319EFO:0004698insomnia3ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials
Migraine without AuraD020326EFO:0005296migraine without aura2ClinicalTrials
Marijuana AbuseD002189EFO:0004218marijuana dependence1ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov RAMELTEON
The Cochrane Collaboration RAMELTEON

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 CHEMBL1218. 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
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.998
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.955
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.711
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.363



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1945 Melatonin receptor 1A Homo sapiens 1.000
CHEMBL1946 Melatonin receptor 1B Homo sapiens 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.999
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.993
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.986
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.985

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
259.4 259.1572 2.57 4 38.33 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 2.29 2.29 1 19 0.9

Structural Alerts

There are 1 structural alerts for CHEMBL1218. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05C - HYPNOTICS AND SEDATIVES
N05CH - Melatonin receptor agonists
N05CH02 - ramelteon

ChemSpider ChemSpider:YLXDSYKOBKBWJQ-LBPRGKRZSA-N
DailyMed ramelteon

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1218



BindingDB 50118470
ChEBI 109549
ChemicalBook CB0496858
DrugBank DB00980
DrugCentral 2355
eMolecules 5852446
FDA SRS 901AS54I69
Guide to Pharmacology 1356
Human Metabolome Database HMDB0015115
IBM Patent System 41A9C4A10B31EF43827308A007BDF525
LINCS LSM-20965
MolPort MolPort-003-666-751
Nikkaji J1.473.195D
PharmGKB PA164744896
PubChem 208902
PubChem: Drugs of the Future 12015157
PubChem: Thomson Pharma 14847999 14823708
Selleck Ramelteon
SureChEMBL SCHEMBL29237
ZINC ZINC000003960338

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