levodopa   Click here for help

GtoPdb Ligand ID: 3639

Synonyms: 3,4-dihydroxy-L-phenylalanine | Inbrija® (levodopa inhalation powder) | L-DOPA | Sinemet®
Approved drug PDB Ligand
levodopa is an approved drug (FDA (1993), EMA (2003))
Compound class: Metabolite
Comment: L-DOPA is the precursor to the neurotransmitters dopamine collectively known as catecholamines. Used in the treatment of Parkisons disease. Note a deuterated derivative D3 L-DOPA with enhanced properties is under development.
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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 197.07
XLogP -2.03
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(Cc1ccc(c(c1)O)O)N
Isomeric SMILES OC(=O)[C@H](Cc1ccc(c(c1)O)O)N
InChI InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1
InChI Key WTDRDQBEARUVNC-LURJTMIESA-N
Bioactivity Comments
Levodopa is a dopamine precursor and has no intrinsic target interactions that convey its therapeutic actions. It acts indirectly by promoting increased dopamine biosynthesis.
Natural/Endogenous Targets
Target
GPR143
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
L-Aromatic amino-acid decarboxylase
L-Tyrosine hydroxylase
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Monocarboxylate transporter 10
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR143 Ligand is endogenous in the given species Hs Agonist Agonist - - - 1
[1]
Ligand mentioned in the following text fields