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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL531
CHEMBL531
Compound Name PERGOLIDE
ChEMBL Synonyms PERGOLIDE | Pergolide mesylate | LY-127809 | PERMAX
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names PERMAX | Pergolide mesylate
Molecular Formula C19H26N2S

Additional synonyms for CHEMBL531 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCN1C[C@H](CSC)C[C@H]2[C@H]1Cc3c[nH]c4cccc2c34
Standard InChI InChI=1S/C19H26N2S/c1-3-7-21-11-13(12-22-2)8-16-15-5-4-6-17- ...
Download InChI
Standard InChI Key YEHCICAEULNIGD-MZMPZRCHSA-N

Sources

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  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL531

Molecule Features

CHEMBL531 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 2007
Country United States
Reason Risk for heart valve damage

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine receptor agonist Dopamine receptor DailyMed

Clinical Data

ClinicalTrials.gov PERGOLIDE
The Cochrane Collaboration PERGOLIDE

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 CHEMBL531. 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 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.999
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.999
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.998
CHEMBL313 Serotonin transporter Rattus norvegicus 0.997
CHEMBL4652 Somatostatin receptor 1 Rattus norvegicus 0.997
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 0.997
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.994
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.990
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.990
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.988
CHEMBL228 Serotonin transporter Homo sapiens 0.980
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.977



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3998 Dopamine D2 receptor Bos taurus 1.000
CHEMBL265 Dopamine D1 receptor Rattus norvegicus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 1.000
CHEMBL2056 Dopamine D1 receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL4652 Somatostatin receptor 1 Rattus norvegicus 1.000
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 1.000
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 1.000
CHEMBL2978 Somatostatin receptor 2 Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.999
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.998
CHEMBL313 Serotonin transporter Rattus norvegicus 0.998
CHEMBL228 Serotonin transporter Homo sapiens 0.995
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.993
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.992
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.992
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.986

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
314.5 314.1817 4.11 4 44.33 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.98 3.9 2.5 2 22 0.92

Structural Alerts

There are no structural alerts for CHEMBL531

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04B - DOPAMINERGIC AGENTS
N04BC - Dopamine agonists
N04BC02 - pergolide

ChemSpider ChemSpider:YEHCICAEULNIGD-MZMPZRCHSA-N
PubChem SID: 104171354 SID: 26754330 SID: 26754331 SID: 90341767
Wikipedia Pergolide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL531



ACToR 66104-22-1
BindingDB 50017543 50028421
ChEBI 63617
DrugBank DB01186
DrugCentral 2105
eMolecules 1933667
EPA CompTox Dashboard DTXSID2023438
FDA SRS 24MJ822NZ9
Guide to Pharmacology 48
Human Metabolome Database HMDB0015317
IBM Patent System CA87B9044EBC8251DA056BEC98A7073C
KEGG Ligand C07425
LINCS LSM-3352
Nikkaji J19.083G
NMRShiftDB 30100190
PharmGKB PA450873
PubChem 47811
PubChem: Thomson Pharma 14874447 14825868
SureChEMBL SCHEMBL26921
ZINC ZINC000003786466

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