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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL459
CHEMBL459
Compound Name METHYLDOPA
ChEMBL Synonyms METHYLDOPA (LEVOROTATORY) | DOPAMET | METALPHA 500 | LEDERDOPA | ALDOMET | METHYLDOPA | MK-351 | MEDOMET | METALPHA 250 | ALPHA-METHYLDOPA
Max Phase 4 (Approved)
Trade Names DOPAMET | METALPHA 500 | LEDERDOPA | ALDOMET | METHYLDOPA | MEDOMET | METALPHA 250
Molecular Formula C10H13NO4

Additional synonyms for CHEMBL459 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@](N)(Cc1ccc(O)c(O)c1)C(=O)O
Standard InChI InChI=1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2 ...
Download InChI
Standard InChI Key CJCSPKMFHVPWAR-JTQLQIEISA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL459

Molecule Features

CHEMBL459 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
Adrenergic receptor alpha-2 agonist Adrenergic receptor alpha-2 FDA PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Pre-EclampsiaD011225EFO:0000668preeclampsia2ClinicalTrials
HypertensionD006973EFO:0000537hypertension4ATC
DailyMed

Clinical Data

ClinicalTrials.gov METHYLDOPA
The Cochrane Collaboration METHYLDOPA

Metabolites for CHEMBL459

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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 CHEMBL459. 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
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 1.000
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.993
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.984
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.983
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.982
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.947
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.636
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.515
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.513
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.503
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.313
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.223



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.998
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.995
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.986
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.982
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.933
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.914
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.745
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.682
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.619
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.542
CHEMBL3471 Human immunodeficiency virus type 1 integrase Human immunodeficiency virus 1 0.537
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.512
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.469
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.437
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.383
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.380
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.370
CHEMBL3318 Tyrosinase Agaricus bisporus 0.273
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.260

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
211.2 211.0845 0.44 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
2.28 8.85 -.74 -3.26 1 15 0.54

Structural Alerts

There are 3 structural alerts for CHEMBL459. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C02 - ANTIHYPERTENSIVES
C02A - ANTIADRENERGIC AGENTS, CENTRALLY ACTING
C02AB - Methyldopa
C02AB01 - methyldopa (levorotatory)

ChemSpider ChemSpider:CJCSPKMFHVPWAR-JTQLQIEISA-N
DailyMed methyldopa
PubChem SID: 11113581 SID: 124886927 SID: 144209808 SID: 50104474 SID: 8139902 SID: 90341702
Wikipedia Methyldopa

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL459



ACToR 133161-54-3
Atlas methyldopa
BindingDB 48449
Brenda 21855 45673 96125 155827
ChEBI 61058
ChemicalBook CB4277127
DrugBank DB00968
DrugCentral 1762
eMolecules 1012713
EPA CompTox Dashboard DTXSID5023295
FDA SRS M4R0H12F6M
Guide to Pharmacology 5217
Human Metabolome Database HMDB0011754
IBM Patent System 752640208D3169AA48E06F5746585762
KEGG Ligand C07194
LINCS LSM-5596
Mcule MCULE-8885874119
Metabolights MTBLC61058
MolPort MolPort-001-792-485
Nikkaji J9.247I
PharmGKB PA450453
PubChem 6919173 38853
PubChem: Thomson Pharma 163489324 14748911
Selleck Methyldopa(Aldomet)
SureChEMBL SCHEMBL34003
ZINC ZINC000000020255

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