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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1303
CHEMBL1303
Compound Name ROTIGOTINE
ChEMBL Synonyms NEUPRO | SPM 962 | ROTIGOTINE
Max Phase 4 (Approved)
Trade Names NEUPRO
Molecular Formula C19H25NOS

Additional synonyms for CHEMBL1303 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCN(CCc1cccs1)[C@H]2CCc3c(O)cccc3C2
Standard InChI InChI=1S/C19H25NOS/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-1 ...
Download InChI
Standard InChI Key KFQYTPMOWPVWEJ-INIZCTEOSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1303

Molecule Features

CHEMBL1303 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y 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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome4ClinicalTrials
DailyMed
FibromyalgiaD005356EFO:0005687fibromyalgia2ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease4ATC
ClinicalTrials
DailyMed
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease2ClinicalTrials

Clinical Data

ClinicalTrials.gov ROTIGOTINE
The Cochrane Collaboration ROTIGOTINE

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 CHEMBL1303. 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
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 1.000
CHEMBL3998 Dopamine D2 receptor Bos taurus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 0.999
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.992
CHEMBL3737 Serotonin 1a (5-HT1a) receptor Mus musculus 0.986
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 0.933
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.447
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.338
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.298
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.277
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.266
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.204



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3998 Dopamine D2 receptor Bos taurus 1.000
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL1850 Dopamine D5 receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.999
CHEMBL4744 Alpha-2a adrenergic receptor Bos taurus 0.999
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 0.997
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.994
CHEMBL3446 Serotonin 2a (5-HT2a) receptor Bos taurus 0.989
CHEMBL3737 Serotonin 1a (5-HT1a) receptor Mus musculus 0.982
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 0.955
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 0.942
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.897
CHEMBL3602 Sigma opioid receptor Rattus norvegicus 0.847
CHEMBL2967 Dopamine D1 receptor Bos taurus 0.783

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
315.5 315.1657 4.27 6 23.47 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.49 8.83 4.36 3 2 22 0.86

Structural Alerts

There are no structural alerts for CHEMBL1303

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04B - DOPAMINERGIC AGENTS
N04BC - Dopamine agonists
N04BC09 - rotigotine

ChemSpider ChemSpider:KFQYTPMOWPVWEJ-INIZCTEOSA-N
DailyMed rotigotine
PubChem SID: 144206180 SID: 170465204 SID: 50113269
Wikipedia Rotigotine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1303



ACToR 99755-59-6
BindingDB 50123626
ChEBI 135351
ChemicalBook CB81001679
DrugBank DB05271
DrugCentral 2407
eMolecules 11312507
EPA CompTox Dashboard DTXSID5046772
FDA SRS 87T4T8BO2E
Guide to Pharmacology 941
IBM Patent System 3A5107DFF4BC5E9A216829ECA823FDB6
LINCS LSM-45883
MolPort MolPort-005-941-578
Nikkaji J285.097D
PharmGKB PA166165149
PubChem 59227
PubChem: Drugs of the Future 12014593
PubChem: Thomson Pharma 14752454 14752455
SureChEMBL SCHEMBL1088585
ZINC ZINC000000004028

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