IMPPAT Phytochemical information: 
Dopamine
Dopamine
Summary

SMILES: NCCc1ccc(c(c1)O)O
InChI: InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2
InChIKey: VYFYYTLLBUKUHU-UHFFFAOYSA-N
DeepSMILES: NCCcccccc6)O))O
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CN; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: Benzenediols
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Phenylethylamines
Synonymous chemical names:
3-hydroxytyramine, dopamine
External chemical identifiers:
CID:CID_681; ChEMBL:CHEMBL59; ChEBI:CHEBI:18243; ZINC:ZINC000000033882; FDASRS:VTD58H1Z2X; SureChEMBL:SCHEMBL8505; MolPort-001-641-000
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dopamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 153.18
Log P RDKit 0.6
Topological polar surface area (Å2) RDKit 66.48
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 8
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1
Dopamine
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.544873
Dopamine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.93
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
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
Dopamine
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_001808ENSG00000276582ABCB118647NPASS
TAR_EXP_000433ENSG00000168496FEN12237ChEMBL, NPASS
TAR_EXP_000327ENSG00000069696DRD41815BindingDB, ChEMBL, NPASS
TAR_EXP_000088ENSG00000036530CYP46A110858ChEMBL, NPASS
TAR_EXP_001691ENSG00000074410CA12771ChEMBL, NPASS
TAR_EXP_001690ENSG00000107159CA9768ChEMBL, NPASS
TAR_EXP_001689ENSG00000168748CA7766ChEMBL, NPASS
TAR_EXP_001688ENSG00000131686CA6765ChEMBL, NPASS
TAR_EXP_001687ENSG00000174990CA5A763ChEMBL, NPASS
TAR_EXP_000492ENSG00000118298CA1423632ChEMBL, NPASS
TAR_EXP_001806ENSG00000131471AOC38639ChEMBL, NPASS
TAR_EXP_000505ENSG00000198793MTOR2475NPASS
TAR_EXP_000503ENSG00000161905ALOX15246NPASS
TAR_EXP_001686ENSG00000167434CA4762ChEMBL, NPASS
TAR_EXP_001685ENSG00000164879CA3761ChEMBL, NPASS
TAR_EXP_001684ENSG00000104267CA2760ChEMBL, NPASS
TAR_EXP_001683ENSG00000133742CA1759ChEMBL, NPASS
TAR_EXP_001659ENSG00000277132UGT2B157366ChEMBL, NPASS
TAR_EXP_001580ENSG00000196502SULT1A16817ChEMBL
TAR_EXP_001591ENSG00000006638TBXA2R6915ChEMBL
TAR_EXP_000881ENSG00000087085ACHE43ChEMBL
TAR_EXP_001621ENSG00000141510TP537157ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_000727ENSG00000178394HTR1A3350ChEMBL
TAR_EXP_000732ENSG00000102468HTR2A3356ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000405ENSG00000180210F22147ChEMBL
TAR_EXP_000608ENSG00000115419GLS2744NPASS
TAR_EXP_000395ENSG00000091831ESR12099ChEMBL
TAR_EXP_000733ENSG00000135914HTR2B3357ChEMBL
TAR_EXP_000734ENSG00000147246HTR2C3358ChEMBL, NPASS
TAR_EXP_000739ENSG00000148680HTR73363BindingDB
TAR_EXP_000773ENSG00000169083AR367ChEMBL
TAR_EXP_000798ENSG00000055118KCNH23757ChEMBL
TAR_EXP_000810ENSG00000128052KDR3791ChEMBL
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_000330ENSG00000144891AGTR1185ChEMBL
TAR_EXP_000597ENSG00000173597SULT1B127284ChEMBL
TAR_EXP_001657ENSG00000171234UGT2B77364ChEMBL, NPASS
TAR_EXP_000554ENSG00000101347SAMHD125939ChEMBL
TAR_EXP_000324ENSG00000184845DRD11812BindingDB, ChEMBL, NPASS
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL
TAR_EXP_000846ENSG00000100299ARSA410NPASS
TAR_EXP_001607ENSG00000090534THPO7066NPASS
TAR_EXP_001520ENSG00000108576SLC6A46532BindingDB, ChEMBL, NPASS
TAR_EXP_001647ENSG00000077498TYR7299ChEMBL, NPASS
TAR_EXP_001160ENSG00000242515UGT1A1054575ChEMBL, NPASS
TAR_EXP_001105ENSG00000082175PGR5241ChEMBL
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001056ENSG00000065989PDE4A5141ChEMBL
TAR_EXP_001053ENSG00000172572PDE3A5139ChEMBL
TAR_EXP_001003ENSG00000112038OPRM14988ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000915ENSG00000134640MTNR1B4544BindingDB, ChEMBL, NPASS
TAR_EXP_000914ENSG00000168412MTNR1A4543BindingDB, ChEMBL, NPASS
TAR_EXP_000902ENSG00000213648SULT1A4445329ChEMBL
TAR_EXP_000541ENSG00000054983GALC2581NPASS
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL
TAR_EXP_000325ENSG00000149295DRD21813BindingDB, ChEMBL, NPASS
TAR_EXP_001551ENSG00000145335SNCA6622ChEMBL, NPASS
TAR_EXP_000261ENSG00000169252ADRB2154BindingDB, ChEMBL, NPASS
TAR_EXP_001538ENSG00000175003SLC22A16580ChEMBL, NPASS
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL
TAR_EXP_000521ENSG00000022355GABRA12554ChEMBL
TAR_EXP_000515ENSG00000010810FYN2534ChEMBL, NPASS
TAR_EXP_001162ENSG00000244122UGT1A754577ChEMBL, NPASS
TAR_EXP_001167ENSG00000244474UGT1A454657ChEMBL, NPASS
TAR_EXP_001168ENSG00000241635UGT1A154658ChEMBL, NPASS
TAR_EXP_001540ENSG00000112499SLC22A26582ChEMBL, NPASS
TAR_EXP_001173ENSG00000196199MPHOSPH854737ChEMBL, NPASS
TAR_EXP_000328ENSG00000169676DRD51816ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001298ENSG00000095303PTGS15742ChEMBL
TAR_EXP_001360ENSG00000004700RECQL5965ChEMBL, NPASS
TAR_EXP_001468ENSG00000204842ATXN26311NPASS
TAR_EXP_001518ENSG00000103546SLC6A26530BindingDB, ChEMBL, NPASS
TAR_EXP_001519ENSG00000142319SLC6A36531BindingDB, ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000106ENSG00000173175ADCY5111ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_000258ENSG00000043591ADRB1153ChEMBL, NPASS
TAR_EXP_000255ENSG00000184160ADRA2C152ChEMBL
TAR_EXP_000253ENSG00000135047CTSL1514BindingDB
TAR_EXP_000249ENSG00000274286ADRA2B151ChEMBL, NPASS
TAR_EXP_000243ENSG00000150594ADRA2A150ChEMBL
TAR_EXP_000239ENSG00000120907ADRA1A148ChEMBL
TAR_EXP_000236ENSG00000170214ADRA1B147ChEMBL, NPASS
TAR_EXP_000233ENSG00000171873ADRA1D146ChEMBL
TAR_EXP_000214ENSG00000282608ADORA3140ChEMBL
TAR_EXP_000202ENSG00000146399TAAR1134864BindingDB, ChEMBL
TAR_EXP_000195ENSG00000093010COMT1312ChEMBL
TAR_EXP_000166ENSG00000163297ANTXR2118429NPASS
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000130ENSG00000181072CHRM21129ChEMBL
TAR_EXP_000127ENSG00000168539CHRM11128ChEMBL
TAR_EXP_000125ENSG00000101180HRH311255ChEMBL
TAR_EXP_000122ENSG00000169239CA5B11238ChEMBL, NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565NPASS
TAR_EXP_000326ENSG00000151577DRD31814BindingDB, ChEMBL, NPASS