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Compound Detail

CHEMBL1009

LEVODOPA
💊 Approved Drug
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💊 Approved Drug
N[C@@H](Cc1ccc(O)c(O)c1)C(=O)O

Basic Information

ChEMBL ID CHEMBL1009
Name LEVODOPA
Phase Approved
Structure Type MOL
InChI Key WTDRDQBEARUVNC-LURJTMIESA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL59

Known Names

Bendopa Brocadopa Cvt-301 Dopar Inbrija Larodopa Levodopa Levodopa component of /carbidopa/entacapone orion Levodopa component of carbilev Levodopa component of corbilta Levodopa component of crexont Levodopa component of dhivy +11 more
7
Targets
10
Activities
2
Assay Types
30
PK Parameters
20
Publications
23
Known Names
20
Indications
1
Mechanisms

Molecular Properties

197.2
MW (Da)
0.05
ALogP
4
HBA
4
HBD
103.8
PSA (Ų)
0.51
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1970
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Topical

Flags

Natural Product Prodrug
USAN Stem -dopa
USAN Year 1969

Extended Properties

Molecular Formula C9H11NO4
MW 197.19
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 1.19

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Dopamine D3 receptor agonist AGONIST D(3) dopamine receptor

Indications

Parkinson Disease Amblyopia Restless Legs Syndrome Stroke Albinism Albinism, Oculocutaneous Angelman Syndrome Aphasia Back Pain Child Development Disorders, Pervasive Chronic Pain Cocaine-Related Disorders Cocaine-Related Disorders Macular Degeneration Pain Retinitis Pigmentosa Schizophrenia Spinal Cord Injuries Stress Disorders, Post-Traumatic Amyotrophic Lateral Sclerosis

ATC Classification

N04BA01
levodopa
Level 1: NERVOUS SYSTEM
Level 2: ANTI-PARKINSON DRUGS

Activity Summary

IC50 9 meas. best 6.28
Kd 1 meas. best 4.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 6.28 6.28 526.1 1
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 5.67 5.67 2146.0 1
Polyunsaturated fatty acid lipoxygenase ALOX15
CHEMBL4358
IC50 5.65 5.65 2258.0 1
Epidermal growth factor receptor
CHEMBL203
IC50 5.54 5.54 2880.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 5.43 5.43 3729.0 1
Mushroom tyrosinase
CHEMBL6066154
Kd 4.72 4.72 19000.0 1
Large neutral amino acids transporter small subunit 1
CHEMBL4459
IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 117730.0 ng.hr.mL-1 Rattus norvegicus
CL 23.0 mL.min-1.kg-1 Homo sapiens
CL 109.0 mL.min-1.kg-1 Rattus norvegicus
CL 17.0 mL.min-1.kg-1 Macaca
CL 19.0 mL.min-1.kg-1 Canis lupus familiaris
CL 23.0 mL.min-1.kg-1 Homo sapiens
CL 23.0 mL.min-1.kg-1 Homo sapiens
Cmax 1120.0 nM Mus musculus
Cmax 4730.0 nM Mus musculus
Cmax 16200.0 nM Mus musculus
Cmax 52000.0 nM Rattus norvegicus
Cmax 9500.0 nM Simiiformes
Cmax 8100.0 nM Simiiformes
Cmax 28551.14 nM Rattus norvegicus
F 33.0 % Eutheria
F 100.0 % Homo sapiens
Fu 0.76 - Homo sapiens
KA 43.0 uM Mus musculus
KA 11.4 uM Homo sapiens
KA 3.1 uM Homo sapiens
KA 3.1 uM Homo sapiens
KA 11.4 uM Homo sapiens
KA 58.3 uM Homo sapiens
KA 12.1 uM Homo sapiens
KA 0.036 uM Homo sapiens
KA 0.063 uM Homo sapiens
Ka 3.1 uM Homo sapiens
Ka 11.4 uM Homo sapiens
Ka 18.0 uM Homo sapiens
KA 3.1 uM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 464
- 10.1016/j.cropro.2005.06.011 Daucus carota 38
25791448 10.1016/j.bmcl.2014.12.017 No relevant target 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15920768 10.1002/jps.20373 ADMET 8
3084786 10.1021/jm00155a018 Mus musculus 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.1007/s00044-008-9127-y Mus musculus 8
9836611 10.1021/jm9810102 No relevant target 7
19093882 10.1021/jm801266x Rattus norvegicus 7
19447524 10.1016/j.ejmech.2009.04.007 Mus musculus 7
- 10.1007/s00044-011-9786-y Mus musculus 7
21534547 10.1021/jm2001579 Rattus norvegicus 6
20646792 10.1016/j.ejmech.2010.05.062 Rattus norvegicus 6
18666771 10.1021/jm800156z ADMET 4
34846885 10.1021/acs.jmedchem.1c01333 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 4
34628235 10.1016/j.ejmech.2021.113850 Danio rerio 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 4

Data from ChEMBL 36 via Core Engine