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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1009
CHEMBL1009
Compound Name LEVODOPA
ChEMBL Synonyms Dopar | Bendopa | Larodopa | Levodopa
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

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine D3 receptor agonist Dopamine D3 receptor DailyMed PubMed PubMed PubMed

Indications for CHEMBL1009

MESH Heading MESH ID EFO ID EFO Term Max phase for indication
COCAINE-RELATED DISORDERSD019970EFO:0002610COCAINE DEPENDENCE2
PARKINSON DISEASED010300EFO:0002508PARKINSON'S DISEASE4
RESTLESS LEGS SYNDROMED012148EFO:0004270RESTLESS LEGS SYNDROME3
STROKED020521EFO:0000712STROKE3

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

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

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

Alternate Forms of Compound in ChEMBL


CHEMBL1009

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
CHEMBL269 Delta opioid receptor Rattus norvegicus 1.000
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 1.000
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.999
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.995
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.986
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.948
CHEMBL3222 Delta opioid receptor Mus musculus 0.943
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.935
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.905
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.852
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.849
CHEMBL236 Delta opioid receptor Homo sapiens 0.718
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.655
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.471
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.412
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.337
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.334
CHEMBL233 Mu opioid receptor Homo sapiens 0.315
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.263
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 0.234



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
CHEMBL4354 Mu opioid receptor Cavia porcellus 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.995
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.993
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.981
CHEMBL3222 Delta opioid receptor Mus musculus 0.970
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.969
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.944
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.930
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.873
CHEMBL4581 Kinesin-like protein 1 Homo sapiens 0.778
CHEMBL2590 Aminopeptidase N Sus scrofa 0.766
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.681
CHEMBL236 Delta opioid receptor Homo sapiens 0.627
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.612
CHEMBL1907 Aminopeptidase N Homo sapiens 0.582
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.577
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.496

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

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
ChEBI 57504 15765
DrugBank DB01235
eMolecules 502818
FDA SRS 46627O600J
Guide to Pharmacology 3639
Human Metabolome Database HMDB00181
IBM Patent System 268240844EA93038D4E72A553FDBAD76
KEGG Ligand C00355
LINCS LSM-5481
Mcule MCULE-8112075430 MCULE-4743781842
Nikkaji J9.225H
PDBe DAH
PharmGKB PA450213
PubChem 6047 6971033
PubChem: Thomson Pharma 15120911 15219946
Recon 34dhphe
Selleck Levodopa(Sinemet)
SureChEMBL SCHEMBL22655
ZINC ZINC00895199

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