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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL589
CHEMBL589
Compound Name ROPINIROLE
ChEMBL Synonyms RALNEA XL | SK&F 101468 | SPIROCO XL | REQUIP | ADARTREL | REPINEX XL | SK&F-101468-A | ROPINIROLE | Requip | REQUIP XL | AIMPART XL | SK&F 101468-A | RAPONER XL | IPINNIA XL | ROPINIROLE HYDROCHLORIDE | ROPILYNZ XL
Max Phase 4 (Approved)
Trade Names AIMPART XL | RALNEA XL | REQUIP | ADARTREL | SPIROCO XL | REPINEX XL | RAPONER XL | ROPILYNZ XL | ROPINIROLE HYDROCHLORIDE | REQUIP XL | IPINNIA XL
Molecular Formula C16H24N2O

Additional synonyms for CHEMBL589 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCN(CCC)CCc1cccc2NC(=O)Cc12
Standard InChI InChI=1S/C16H24N2O/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)1 ...
Download InChI
Standard InChI Key UHSKFQJFRQCDBE-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL589

Molecule Features

CHEMBL589 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
D2-like dopamine receptor agonist D2-like dopamine receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome3ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
HyperprolactinemiaD006966EFO:0007319hyperprolactinemia1ClinicalTrials
FibromyalgiaD005356EFO:0005687fibromyalgia2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease4ClinicalTrials
ATC
ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials

Clinical Data

ClinicalTrials.gov ROPINIROLE
The Cochrane Collaboration ROPINIROLE

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 CHEMBL589. 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
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.999
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.997
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.978
CHEMBL2851 Metabotropic glutamate receptor 2 Rattus norvegicus 0.976
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.741
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.698
CHEMBL228 Serotonin transporter Homo sapiens 0.441
CHEMBL240 HERG Homo sapiens 0.284
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.216



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3998 Dopamine D2 receptor Bos taurus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 0.996
CHEMBL2851 Metabotropic glutamate receptor 2 Rattus norvegicus 0.993
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.983
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.907
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.846
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.820
CHEMBL228 Serotonin transporter Homo sapiens 0.553
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.338
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.268

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
260.4 260.1889 2.85 7 32.34 BASE


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
- 9.45 2.49 .49 1 19 0.82

Structural Alerts

There are 1 structural alerts for CHEMBL589. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04B - DOPAMINERGIC AGENTS
N04BC - Dopamine agonists
N04BC04 - ropinirole

ChemSpider ChemSpider:UHSKFQJFRQCDBE-UHFFFAOYSA-N
DailyMed ropinirole hydrochloride
PubChem SID: 104171231 SID: 11111741 SID: 144203807 SID: 170465139 SID: 26750081 SID: 90341563
Wikipedia Ropinirole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL589



ACToR 91374-21-9
BindingDB 50020680
ChEBI 8888
DrugBank DB00268
DrugCentral 2402
eMolecules 902428
EPA CompTox Dashboard DTXSID8045195
FDA SRS 030PYR8953
Guide to Pharmacology 7295
Human Metabolome Database HMDB0014413
IBM Patent System BCA9F34D79772E59A08254538D00DE9C
KEGG Ligand C07564
LINCS LSM-2351
Mcule MCULE-1333778454
MolPort MolPort-003-666-598
Nikkaji J264.965I
PharmGKB PA164749035
PubChem 5095
PubChem: Thomson Pharma 15221518
SureChEMBL SCHEMBL35212
ZINC ZINC000000002041

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