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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL493
CHEMBL493
Compound Name BROMOCRIPTINE
ChEMBL Synonyms Bromocriptine | (+)-Bromocriptine | BROMOCRIPTINE MESYLATE | CB-154 | CB-154 MESYLATE | BROMOCRIPTINE MESILATE | PARLODEL | CYCLOSET
Max Phase 4 (Approved)
Trade Names CYCLOSET | PARLODEL | BROMOCRIPTINE MESYLATE
Molecular Formula C32H40BrN5O5

Additional synonyms for CHEMBL493 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)C[C@@H]1N2C(=O)[C@](NC(=O)[C@H]3CN(C)[C@@H]4Cc5c(Br)[nH ...
Download SMILES
Standard InChI InChI=1S/C32H40BrN5O5/c1-16(2)12-24-29(40)37-11-7-10-25(37)3 ...
Download InChI
Standard InChI Key OZVBMTJYIDMWIL-AYFBDAFISA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL493

Molecule Features

CHEMBL493 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N 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
D2-like dopamine receptor agonist D2-like dopamine receptor DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
AdenomyosisD062788EFO:1001757Adenomyosis1ClinicalTrials
HyperprolactinemiaD006966EFO:0007319hyperprolactinemia4DailyMed
DailyMed
FDA
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy1ClinicalTrials
AcromegalyD000172EFO:1001485acromegaly4DailyMed
DailyMed
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4ClinicalTrials
DailyMed
HypogonadismD0070064DailyMed
DailyMed
FDA
Parkinson DiseaseD010300EFO:0002508Parkinson's disease4ATC
ClinicalTrials
FDA
AcromegalyD0001724FDA
Ovarian Hyperstimulation SyndromeD016471Orphanet:64739Ovarian hyperstimulation syndrome2ClinicalTrials
Intellectual DisabilityD008607EFO:0003847mental retardation2ClinicalTrials
InfertilityD007246EFO:0000545infertility4DailyMed
DailyMed
FDA

Clinical Data

ClinicalTrials.gov BROMOCRIPTINE
The Cochrane Collaboration BROMOCRIPTINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
654.6 653.2213 3.19 5 118.21 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 3 1 10 3 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.6 6.44 8.6 8.55 2 43 0.46

Structural Alerts

There are 2 structural alerts for CHEMBL493. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04B - DOPAMINERGIC AGENTS
N04BC - Dopamine agonists
N04BC01 - bromocriptine

G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02C - OTHER GYNECOLOGICALS
G02CB - Prolactine inhibitors
G02CB01 - bromocriptine

ChemSpider ChemSpider:OZVBMTJYIDMWIL-AYFBDAFISA-N
DailyMed bromocriptine mesylate
PubChem SID: 144204458 SID: 26751716 SID: 26755307 SID: 90340796
Wikipedia Bromocriptine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL493



ACToR 25614-03-3
BindingDB 81993
Brenda 147619 147312
ChEBI 3181
ChemicalBook CB6136426
DrugBank DB01200
DrugCentral 403
eMolecules 1933648 36518002
EPA CompTox Dashboard DTXSID1022687
FDA SRS 3A64E3G5ZO
Guide to Pharmacology 35
Human Metabolome Database HMDB0015331
IBM Patent System 840C89128072D7C5E6B0DCF35A812648
KEGG Ligand C06856
LINCS LSM-6550
Metabolights MTBLC3181
Nikkaji J16.988I
PDBe 08Y
PharmGKB PA448671
PubChem 31101
PubChem: Thomson Pharma 14765834 14765835
SureChEMBL SCHEMBL25297
ZINC ZINC000053683151

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