L-α-methyldopa   Click here for help

GtoPdb Ligand ID: 5217

Synonyms: Aldomet® | Aldoril® | Dopamet® | L-α-Methyl-3,4-dihydroxyphenylalanine
Approved drug
L-α-methyldopa is an approved drug (FDA (1962))
Compound class: Synthetic organic
Comment: L-α-methyldopa is metabolised to α-methylnorepinephrine in the brain, the metabolite being a selective agonist of α2 adrenoceptors. Clinical L-α-methyldopa use has largely been replaced by safer alternatives.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 4
Rotatable bonds 3
Topological polar surface area 103.78
Molecular weight 211.08
XLogP -1.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(Cc1ccc(c(c1)O)O)(N)C
Isomeric SMILES OC(=O)[C@](Cc1ccc(c(c1)O)O)(N)C
InChI InChI=1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2-4,12-13H,5,11H2,1H3,(H,14,15)/t10-/m0/s1
InChI Key CJCSPKMFHVPWAR-JTQLQIEISA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1962))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid
International Nonproprietary Names Click here for help
INN number INN
1110 methyldopa
Synonyms Click here for help
Aldomet® | Aldoril® | Dopamet® | L-α-Methyl-3,4-dihydroxyphenylalanine
Database Links Click here for help
CAS Registry No. 555-30-6
ChEBI CHEBI:61058
ChEMBL Ligand CHEMBL459
DrugBank Ligand DB00968
DrugCentral Ligand 1762
GtoPdb PubChem SID 178101902
PubChem CID 38853
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Wikipedia Methyldopa

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Tocris
L-(-)-α-Methyldopa
Cat. No. 0584