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:681; ChEMBL:CHEMBL59; ChEBI:18243; ZINC:ZINC000000033882; FDASRS:VTD58H1Z2X; SureChEMBL:SCHEMBL8505; MolPort-001-641-000
Chemical structure download


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 properties
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 0.5449


Dopamine
ADMET 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 1.0
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


Dopamine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000014930HEBP1900
ENSP00000019103SCTR900
ENSP00000176183DRD4999
ENSP00000176195SCT911
ENSP00000215832MAPK1725
ENSP00000216629BDKRB1925
ENSP00000217305PDYN965
ENSP00000217386OXT895
ENSP00000218197SLC25A14700
ENSP00000219833SLC6A2987
ENSP00000221421LHB855
ENSP00000222002SULT2A1817
ENSP00000222256RAB3A900
ENSP00000223642C5900
ENSP00000225577RPS6KB1700
ENSP00000225992PPY912
ENSP00000226317CXCL6900
ENSP00000231188GRM6908
ENSP00000231228IL12B786
ENSP00000234961OPRD1940
ENSP00000237527GHRH915
ENSP00000240615TAS2R8900
ENSP00000240619TAS2R10900
ENSP00000240652IAPP909
ENSP00000240687TAS2R7900
ENSP00000240691TAS2R9900
ENSP00000242152NPY952
ENSP00000243911MC3R932
ENSP00000245457PTGER2925
ENSP00000245907C3900
ENSP00000246115S1PR4900
ENSP00000246657CCR7900
ENSP00000247879TAS2R3900
ENSP00000247881TAS2R4900
ENSP00000247883TAS2R5900
ENSP00000248572GNGT1900
ENSP00000249016MCHR1945
ENSP00000249041GALR3925
ENSP00000249284TAS2R16913
ENSP00000250971INS772
ENSP00000253799AOC2944
ENSP00000254079PPP1R1B764
ENSP00000254235ADCY7900
ENSP00000254976SNAP25930
ENSP00000255008SSTR4931
ENSP00000255262NMUR2931
ENSP00000256010NTS720
ENSP00000256906HRH4930
ENSP00000257068MTNR1B936
ENSP00000257254APLNR925
ENSP00000257497ANXA1900
ENSP00000258743IL6843
ENSP00000259607CCL21900
ENSP00000259631CCL27900
ENSP00000260600ADCY3900
ENSP00000261205SYT1922
ENSP00000261707SLC6A4975
ENSP00000262178VIPR2908
ENSP00000262352SLC1A1890
ENSP00000262441GLP2R900
ENSP00000263025MAPK3785
ENSP00000263321TYR989
ENSP00000264218NMU900
ENSP00000264381BCHE705
ENSP00000264501KIAA1109800
ENSP00000264708POMC993
ENSP00000264938SLC9A3842
ENSP00000265023KNG1913
ENSP00000265572OPRK1982
ENSP00000265643GAL933
ENSP00000265838ACAT1721
ENSP00000267377SSTR1945
ENSP00000269260ARRB2850
ENSP00000270142SOD1823
ENSP00000270349SLC6A3999
ENSP00000270631PTH2900
ENSP00000272190REN879
ENSP00000272644GPR17900
ENSP00000272847PTH2R900
ENSP00000272928ACKR3925
ENSP00000273430AGTR1864
ENSP00000275216TAAR1993
ENSP00000276198HTR2C766
ENSP00000276373SLC18A1927
ENSP00000276414GNRH1863
ENSP00000276571CRH952
ENSP00000278175ADM909
ENSP00000280155ADRA2A950
ENSP00000281537TJP1800
ENSP00000281806MCHR2925
ENSP00000282091PTH920
ENSP00000283916TMPRSS11D786
ENSP00000284981APP914
ENSP00000285900GRIA1922
ENSP00000286355ADCY8907
ENSP00000286758CXCL13900
ENSP00000287641SST963
ENSP00000287907HTR5A934
ENSP00000289753HTR6951
ENSP00000291294PTGIR925
ENSP00000292174CXCR5900
ENSP00000292301CCR2925
ENSP00000292303CCR5925
ENSP00000293272CCL5900
ENSP00000293275CCL16900
ENSP00000293778CXCL16900
ENSP00000293897SSTR5944
ENSP00000294016ADCY9908
ENSP00000294954LHCGR900
ENSP00000295589CCKAR715
ENSP00000295683CXCR1900
ENSP00000296026CXCL3900
ENSP00000296027CXCL5900
ENSP00000296028PPBP900
ENSP00000296140CCR1925
ENSP00000297195SLC29A4928
ENSP00000297313RGS20908
ENSP00000297323ADCY1909
ENSP00000297469GPER1941
ENSP00000298171TSHR900
ENSP00000298386RXFP2900
ENSP00000298440OXGR1900
ENSP00000298472SLC18A2978
ENSP00000299727GALR1931
ENSP00000299766MC4R945
ENSP00000300035KIAA0101800
ENSP00000301908PNOC919
ENSP00000302079C3AR1900
ENSP00000302150PRL937
ENSP00000302707FPR1900
ENSP00000302811MTNR1A936
ENSP00000302846PTGER4925
ENSP00000303248RXFP1900
ENSP00000303424PTGDR931
ENSP00000303452TRH881
ENSP00000304414CXCR6925
ENSP00000304501ADORA2B925
ENSP00000305372ADRB2977
ENSP00000305416S1PR1900
ENSP00000305464APLN900
ENSP00000305613CPLX1900
ENSP00000305651CXCL10900
ENSP00000305742LRTOMT945
ENSP00000305877NMUR1925
ENSP00000306129DRD5993
ENSP00000306512IL8911
ENSP00000306884CXCL11900
ENSP00000307259P2RY12900
ENSP00000307713BDKRB2900
ENSP00000307766HTR1E925
ENSP00000308361P2RY14900
ENSP00000308549ADORA1936
ENSP00000308815CCL19900
ENSP00000311032CASP3810
ENSP00000311405ADCY6900
ENSP00000312126ADCY4908
ENSP00000312262ADRBK1928
ENSP00000312326AOC3957
ENSP00000312999GNAI2912
ENSP00000313661HTR1D947
ENSP00000314214VAMP2911
ENSP00000316244HTR1A979
ENSP00000318077MC5R925
ENSP00000318852BPNT1922
ENSP00000319635CXCR2900
ENSP00000319984CHRM2938
ENSP00000320180GHRHR900
ENSP00000320376P2RY13900
ENSP00000321106TAC1921
ENSP00000321988SULT1A1924
ENSP00000321999PTH1R900
ENSP00000322924HTR1F953
ENSP00000324248PENK944
ENSP00000326432CCR8900
ENSP00000327246VIPR1900
ENSP00000327652997
ENSP00000327724TAS2R60900
ENSP00000327875LPAR5900
ENSP00000328472S1PR5900
ENSP00000328708RXFP3925
ENSP00000329684GALR2932
ENSP00000330070NPW900
ENSP00000330138SSTR3942
ENSP00000330284NPBWR1925
ENSP00000331746CALCA911
ENSP00000332225PMCH909
ENSP00000332504CCR10900
ENSP00000332591NPY2R925
ENSP00000332659CCR4925
ENSP00000332766NPB900
ENSP00000332812PTGDR2900
ENSP00000333194RGS19900
ENSP00000333821MC2R925
ENSP00000334050TAS2R42900
ENSP00000334448GNG2900
ENSP00000335544CCKBR727
ENSP00000336630ADORA2A952
ENSP00000336764OPRL1938
ENSP00000337773NQO2800
ENSP00000337915CYP3A4741
ENSP00000337949HTR7976
ENSP00000338072AVPR2932
ENSP00000338345SNCA995
ENSP00000338742SULT1A2913
ENSP00000339221SULT1A4850
ENSP00000339377NPY5R930
ENSP00000339393CCR6900
ENSP00000340191FPR2900
ENSP00000340684MAOA994
ENSP00000340943CRHR2926
ENSP00000341821FPR3900
ENSP00000342560HRH3934
ENSP00000342952ADCY2946
ENSP00000343027GNAI1908
ENSP00000343428GPR18900
ENSP00000343645SULT1A3784
ENSP00000343782ADRB3939
ENSP00000344173GRM8912
ENSP00000344460CBS841
ENSP00000346017CALCB900
ENSP00000347197C5AR1900
ENSP00000348918SAA1900
ENSP00000349003PTGER3930
ENSP00000349478HCAR1900
ENSP00000350005GIP907
ENSP00000350198SSTR2945
ENSP00000350256CCR9925
ENSP00000350348GRM7921
ENSP00000350616DDC994
ENSP00000350878S1PR3900
ENSP00000350928GAD1951
ENSP00000351671CCL20900
ENSP00000351755LPAR1931
ENSP00000352561CALCR900
ENSP00000352839NPSR1925
ENSP00000353198PYY914
ENSP00000353820CYP2D6794
ENSP00000353915HTR4952
ENSP00000354416CCL28909
ENSP00000354511COMT995
ENSP00000354558MTOR738
ENSP00000354652NPY1R932
ENSP00000354859DRD2999
ENSP00000354901CXCL9900
ENSP00000355156SUCNR1900
ENSP00000355237CDC42BPB721
ENSP00000355316GRM3939
ENSP00000355523RGS7914
ENSP00000355536MTR700
ENSP00000355627AGT908
ENSP00000355759PARP1721
ENSP00000355920SLC22A2908
ENSP00000355930SLC22A1900
ENSP00000356213VIP935
ENSP00000356348PCMT1824
ENSP00000356429RGS1900
ENSP00000356430RGS18900
ENSP00000356438PTGS2825
ENSP00000357301RXFP4925
ENSP00000358099RGS10900
ENSP00000358301ADRB1964
ENSP00000358327CASP7731
ENSP00000358511CNR1976
ENSP00000358730ADORA3922
ENSP00000358783NPBWR2925
ENSP00000358867GNAI3908
ENSP00000358963HTR1B968
ENSP00000359643LPAR3931
ENSP00000360141GNAS909
ENSP00000360266JUN786
ENSP00000360973AGTR2925
ENSP00000361125VEGFA834
ENSP00000361475NCS1925
ENSP00000362353GLP1R909
ENSP00000362795CXCR3900
ENSP00000363296GRM4924
ENSP00000363431NPY4R925
ENSP00000363596CNR2947
ENSP00000363643P2RY4900
ENSP00000366061NMS900
ENSP00000366506HRH2932
ENSP00000367309MAOB994
ENSP00000367830PRKCZ800
ENSP00000367869900
ENSP00000367930OXER1900
ENSP00000367959HTR2A989
ENSP00000369647AVP933
ENSP00000370571TH999
ENSP00000371932TAS2R1900
ENSP00000373169DRD3997
ENSP00000375066HCAR2900
ENSP00000375086CCL25900
ENSP00000375091TAS2R19900
ENSP00000375093TAS2R31900
ENSP00000375095TAS2R13900
ENSP00000375893GPR55929
ENSP00000376776DBH992
ENSP00000378492GRM2946
ENSP00000379086ADM2900
ENSP00000379110CXCL1900
ENSP00000379140CXCL12925
ENSP00000379213PTHLH900
ENSP00000379514ADCYAP1R1900
ENSP00000381105NPS960
ENSP00000381333CRHR1935
ENSP00000381339GNAT3900
ENSP00000383558GCGR900
ENSP00000384665LPAR2925
ENSP00000384708FSHR919
ENSP00000386069ADRA2C948
ENSP00000386201TAS2R41900
ENSP00000386210TAS2R40900
ENSP00000386229RGS14900
ENSP00000386884CXCR4931
ENSP00000387281ADRA2B937
ENSP00000387662GCG923
ENSP00000394624OPRM1985
ENSP00000397181RGS4927
ENSP00000398698TNF743
ENSP00000405095TAS2R39900
ENSP00000408526IMPA1786
ENSP00000409378CHRM4917
ENSP00000411658ADCYAP1912
ENSP00000414303BDNF956
ENSP00000419361ADCY5981
ENSP00000420194CASR900
ENSP00000424040TAS2R50900
ENSP00000427279CXCL2900
ENSP00000428417RIMS1908
ENSP00000428824GPBAR1900
ENSP00000431719TAS2R43900
ENSP00000436450TAS2R46900
ENSP00000436714HCAR3900
ENSP00000441600CCR3925
ENSP00000441624TAS2R20900
ENSP00000441949TAS2R14900
ENSP00000444736TAS2R30900
ENSP00000448059PAH840
ENSP00000448219TAS2R38913
ENSP00000451030RGS6914
ENSP00000451605MC1R925
ENSP00000466933S1PR2900
ENSP00000467494GIPR900
ENSP00000468991MTRNR2L12900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.