IMPPAT Phytochemical information: 
Levodopa
Levodopa
View 3D structure using JSmol
Summary

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
InChIKey: WTDRDQBEARUVNC-LURJTMIESA-N
DeepSMILES: OC=O)[C@H]Ccccccc6)O))O))))))N
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CC(=O)O; CN; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Tyrosine alkaloids|Small peptides
NP Classifier Class: Aminoacids|Phenylethylamines
Synonymous chemical names:
l-dopa
External chemical identifiers:
CID:6047; ChEMBL:CHEMBL1009; ChEBI:57504; ZINC:ZINC000000895199; FDASRS:46627O600J; SureChEMBL:SCHEMBL22655; MolPort-000-856-937
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Levodopa
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Levodopa
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.51
Levodopa
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.45
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Levodopa
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000176183DRD4875
ENSP00000217305PDYN931
ENSP00000217420SLC32A1815
ENSP00000245919FOSB941
ENSP00000263321TYR986
ENSP00000270349SLC6A3816
ENSP00000274680FARS2887
ENSP00000298910LRRK2746
ENSP00000302150PRL868
ENSP00000305742LRTOMT923
ENSP00000306129DRD5856
ENSP00000306245FOS855
ENSP00000311032CASP3733
ENSP00000320378SLC7A8900
ENSP00000321853SERPINF2800
ENSP00000327652879
ENSP00000331746CALCA800
ENSP00000336630ADORA2A860
ENSP00000338345SNCA813
ENSP00000341170PTN814
ENSP00000350616DDC997
ENSP00000350928GAD1992
ENSP00000351908MAP3K5700
ENSP00000354511COMT991
ENSP00000354859DRD2927
ENSP00000356811HBS1L800
ENSP00000367959HTR2A731
ENSP00000369647AVP700
ENSP00000370571TH996
ENSP00000373169DRD3872
ENSP00000376776DBH904
ENSP00000378890GCH1751
ENSP00000414303BDNF876
ENSP00000417161GPR143828
ENSP00000448059PAH874
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.
874