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))
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
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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
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1993), EMA (2003))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Prodrug foslevodopa
IUPAC Name Click here for help
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
International Nonproprietary Names Click here for help
INN number INN
2651 levodopa
Synonyms Click here for help
3,4-dihydroxy-L-phenylalanine | Inbrija® (levodopa inhalation powder) | L-DOPA | Sinemet®
Database Links Click here for help
Specialist databases
GPCRdb Ligand levodopa
Other databases
CAS Registry No. 59-92-7 (source: Scifinder)
ChEMBL Ligand CHEMBL1009
DrugBank Ligand DB01235
DrugCentral Ligand 1567
GtoPdb PubChem SID 178100545
PubChem CID 6047
Search Google for chemical match using the InChIKey WTDRDQBEARUVNC-LURJTMIESA-N
Search Google for chemicals with the same backbone WTDRDQBEARUVNC
Search PubMed clinical trials levodopa
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UniChem Compound Search for chemical match using the InChIKey WTDRDQBEARUVNC-LURJTMIESA-N
UniChem Connectivity Search for chemical match using the InChIKey WTDRDQBEARUVNC-LURJTMIESA-N
Wikipedia L-DOPA

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L-DOPA (links to external site)
Cat. No. 3788