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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1009
CHEMBL1009
Compound Name LEVODOPA
ChEMBL Synonyms LARODOPA | LEVODOPA | BROCADOPA | BENDOPA | DOPAR
Max Phase 4 (Approved)
Trade Names DOPAR | BROCADOPA | BENDOPA | LARODOPA
Molecular Formula C9H11NO4

Additional synonyms for CHEMBL1009 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@@H](Cc1ccc(O)c(O)c1)C(=O)O
Standard InChI InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4 ...
Download InChI
Standard InChI Key WTDRDQBEARUVNC-LURJTMIESA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • 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


CHEMBL1009

Molecule Features

CHEMBL1009 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y 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
Dopamine D3 receptor agonist Dopamine D3 receptor DailyMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AmblyopiaD0005503ClinicalTrials
Angelman SyndromeD017204Orphanet:72Angelman syndrome2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease4ATC
ClinicalTrials
Retinitis PigmentosaD012174Orphanet:791Retinitis pigmentosa2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia2ClinicalTrials
StrokeD020521EFO:0000712stroke3ClinicalTrials
AsthmaD001249EFO:0000270asthma1ClinicalTrials
Spinal Cord InjuriesD013119EFO:1001919Spinal cord injury1ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Albinism, OculocutaneousD016115Orphanet:55Oculocutaneous albinism2ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration2ClinicalTrials
Tourette SyndromeD005879EFO:0004895Tourette syndrome1ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome3ClinicalTrials

Clinical Data

ClinicalTrials.gov LEVODOPA
The Cochrane Collaboration LEVODOPA

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 CHEMBL1009. 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
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.998
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.993
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.990
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.967
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.948
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.947
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.928
CHEMBL3222 Delta opioid receptor Mus musculus 0.921
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.907
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.907
CHEMBL236 Delta opioid receptor Homo sapiens 0.826
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.774
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.558
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.556
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.552
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.529
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.503



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.998
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.998
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.997
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.994
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.983
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.965
CHEMBL3222 Delta opioid receptor Mus musculus 0.952
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.932
CHEMBL3503 Glutamate receptor ionotropic, AMPA 2 Rattus norvegicus 0.883
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.767
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.743
CHEMBL1907 Aminopeptidase N Homo sapiens 0.741
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.646
CHEMBL5043 Endoplasmic reticulum aminopeptidase 2 Homo sapiens 0.640
CHEMBL236 Delta opioid receptor Homo sapiens 0.612
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.593

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
197.2 197.0688 0.05 3 103.78 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 4 0 5 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.24 8.85 -1.15 -3.67 1 14 0.51

Structural Alerts

There are 3 structural alerts for CHEMBL1009. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N04 - ANTI-PARKINSON DRUGS
N04B - DOPAMINERGIC AGENTS
N04BA - Dopa and dopa derivatives
N04BA01 - levodopa

ChemSpider ChemSpider:WTDRDQBEARUVNC-LURJTMIESA-N
DailyMed levodopa
PubChem SID: 104171278 SID: 11111115 SID: 11112155 SID: 11532916 SID: 144203889 SID: 26753566 SID: 90341430
Wikipedia L-DOPA

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1009



ACToR 587-45-1 23734-74-9
BindingDB 50130192
Brenda 20332 120429 49535 22129 92715 15732 7593 50079 16206 320 84012 15521 2961 2636 2562 175307 1782 20877 125744 195618 136312 112509
ChEBI 57504 15765
ChemicalBook CB2402938
DrugBank DB01235
DrugCentral 1567
eMolecules 502818
EPA CompTox Dashboard DTXSID9023209
FDA SRS 46627O600J
Guide to Pharmacology 3639
Human Metabolome Database HMDB0000181
IBM Patent System 268240844EA93038D4E72A553FDBAD76
KEGG Ligand C00355
LINCS LSM-5481
Mcule MCULE-8112075430 MCULE-4743781842
Metabolights MTBLC57504 MTBLC15765
MolPort MolPort-000-856-937
Nikkaji J9.225H
PDBe DAH
PharmGKB PA450213
PubChem 6047 6971033
PubChem: Thomson Pharma 15120911 15219946
Recon 34dhphe
Rhea 57504
Selleck Levodopa(Sinemet)
SureChEMBL SCHEMBL22655
ZINC ZINC000000895199

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