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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 LEVODOPA | BENDOPA | LARODOPA | DOPAR
Max Phase 4 (Approved)
Trade Names DOPAR | 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
STROKED020521EFO:0000712STROKE3ClinicalTrials
PARKINSON DISEASED010300EFO:0002508PARKINSON'S DISEASE4ClinicalTrials
ATC
RESTLESS LEGS SYNDROMED012148EFO:0004270RESTLESS LEGS SYNDROME3ClinicalTrials
COCAINE-RELATED DISORDERSD019970EFO:0002610COCAINE DEPENDENCE2ClinicalTrials

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
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 1.000
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.996
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.987
CHEMBL3222 Delta opioid receptor Mus musculus 0.966
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.956
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.937
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.928
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.908
CHEMBL236 Delta opioid receptor Homo sapiens 0.901
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.897
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.763
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.622
CHEMBL233 Mu opioid receptor Homo sapiens 0.563
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.546
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.519
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.394
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.349
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.345



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL270 Mu opioid receptor Rattus norvegicus 1.000
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 1.000
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.999
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.995
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.984
CHEMBL3222 Delta opioid receptor Mus musculus 0.980
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.972
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.950
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.930
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.891
CHEMBL236 Delta opioid receptor Homo sapiens 0.792
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.776
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.743
CHEMBL1907 Aminopeptidase N Homo sapiens 0.713
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.654
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.575
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.554
CHEMBL233 Mu opioid receptor Homo sapiens 0.534

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
197.2 197.0688 -2.09 3 103.78 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 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 0.42

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 92715 22129 15732 7593 50079 16206 320 84012 15521 175307 2562 2636 2961 1782 125744 20877 195618 136312 112509
ChEBI 57504 15765
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
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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