IMPPAT Phytochemical information: 
Serotonin

Serotonin
Summary

SMILES: NCCc1c[nH]c2c1cc(O)cc2
InChI: InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
InChIKey: QZAYGJVTTNCVMB-UHFFFAOYSA-N
DeepSMILES: NCCcc[nH]cc5ccO)cc6
Scaffold Graph/Node/Bond level: c1ccc2[nH]ccc2c1
Scaffold Graph/Node level: C1CCC2NCCC2C1
Scaffold Graph level: C1CCC2CCCC2C1
Functional groups: CN; cO; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Tryptamines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Simple indole alkaloids
Synonymous chemical names:
5-hydroxy-tryptamine, 5-hydroxytryptamine, serotonin, serotonine, tryptamine, 5-hydroxy, tryptamine,5-hydroxy
External chemical identifiers:
CID:5202; ChEMBL:CHEMBL39; ChEBI:28790; ZINC:ZINC000000057058; FDASRS:333DO1RDJY; SureChEMBL:SCHEMBL1495; MolPort-001-779-633
Chemical structure download


Serotonin
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


Serotonin
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 0
Ghose filter RDKit Passed
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 0.6468


Serotonin
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.32
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
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


Serotonin
Phytochemical - Predicted human target protein associations
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000003084CFTR700
ENSP00000014930HEBP1900
ENSP00000019103SCTR900
ENSP00000054668UTS2900
ENSP00000078429GNA11900
ENSP00000171757P2RY10900
ENSP00000176183DRD4950
ENSP00000176195SCT900
ENSP00000216629BDKRB1928
ENSP00000217270PROKR2928
ENSP00000217305PDYN908
ENSP00000217386OXT914
ENSP00000218721MLNR928
ENSP00000222256RAB3A900
ENSP00000223642C5900
ENSP00000225992PPY900
ENSP00000226317CXCL6900
ENSP00000226413GNRHR928
ENSP00000231188GRM6900
ENSP00000234371KISS1R928
ENSP00000234961OPRD1940
ENSP00000235382RGS2900
ENSP00000237527GHRH919
ENSP00000240615TAS2R8900
ENSP00000240619TAS2R10900
ENSP00000240652IAPP900
ENSP00000240687TAS2R7900
ENSP00000240691TAS2R9900
ENSP00000240874KALRN900
ENSP00000241256GHSR928
ENSP00000242152NPY914
ENSP00000243911MC3R928
ENSP00000245457PTGER2928
ENSP00000245907C3900
ENSP00000245983GNRH2900
ENSP00000246115S1PR4900
ENSP00000246549FFAR2900
ENSP00000246553FFAR1900
ENSP00000246657CCR7900
ENSP00000247879TAS2R3900
ENSP00000247881TAS2R4900
ENSP00000247883TAS2R5900
ENSP00000248076F2RL3900
ENSP00000249016MCHR1936
ENSP00000249041GALR3928
ENSP00000249284TAS2R16900
ENSP00000250018TPH1948
ENSP00000250615AANAT900
ENSP00000254235ADCY7900
ENSP00000254976SNAP25900
ENSP00000255008SSTR4928
ENSP00000255262NMUR2928
ENSP00000255380CHRM3900
ENSP00000256010NTS908
ENSP00000256857GRP900
ENSP00000256906HRH4928
ENSP00000257068MTNR1B900
ENSP00000257254APLNR928
ENSP00000257497ANXA1900
ENSP00000258042NMBR928
ENSP00000258400HTR2B997
ENSP00000259607CCL21900
ENSP00000259631CCL27900
ENSP00000260191HTR3B964
ENSP00000260402PLCB2900
ENSP00000260600ADCY3900
ENSP00000261205SYT1900
ENSP00000261707SLC6A4988
ENSP00000262178VIPR2900
ENSP00000262441GLP2R900
ENSP00000262958GNA15900
ENSP00000263967PIK3CA900
ENSP00000264218NMU900
ENSP00000264708POMC918
ENSP00000265023KNG1911
ENSP00000265572OPRK1928
ENSP00000265643GAL900
ENSP00000267017NPFF900
ENSP00000267377SSTR1928
ENSP00000267549GPR65928
ENSP00000270349SLC6A3932
ENSP00000270631PTH2900
ENSP00000271331PROK1900
ENSP00000272644GPR17900
ENSP00000272847PTH2R900
ENSP00000272928ACKR3928
ENSP00000273430AGTR1928
ENSP00000274335PIK3R1900
ENSP00000275216TAAR1933
ENSP00000276198HTR2C998
ENSP00000276373SLC18A1907
ENSP00000276414GNRH1908
ENSP00000276571CRH922
ENSP00000277942NPFFR1928
ENSP00000278175ADM900
ENSP00000279230PLCB3900
ENSP00000280155ADRA2A937
ENSP00000281806MCHR2928
ENSP00000282018CYSLTR2900
ENSP00000282091PTH900
ENSP00000282753GRM1900
ENSP00000284981APP900
ENSP00000286355ADCY8900
ENSP00000286548GNAQ909
ENSP00000286758CXCL13900
ENSP00000287641SST912
ENSP00000287820PPARG938
ENSP00000287907HTR5A973
ENSP00000289753HTR6987
ENSP00000291294PTGIR928
ENSP00000292174CXCR5900
ENSP00000292301CCR2928
ENSP00000292303CCR5928
ENSP00000292513PTGER1928
ENSP00000293272CCL5900
ENSP00000293275CCL16900
ENSP00000293330HCRT907
ENSP00000293778CXCL16900
ENSP00000293897SSTR5928
ENSP00000294016ADCY9900
ENSP00000294954LHCGR900
ENSP00000295101KCNJ3786
ENSP00000295589CCKAR928
ENSP00000295619PROK2900
ENSP00000295683CXCR1900
ENSP00000296026CXCL3900
ENSP00000296027CXCL5900
ENSP00000296028PPBP900
ENSP00000296140CCR1928
ENSP00000296641F2RL2900
ENSP00000296677F2RL1900
ENSP00000297195SLC29A4900
ENSP00000297313RGS20925
ENSP00000297323ADCY1900
ENSP00000297469GPER1900
ENSP00000298171TSHR900
ENSP00000298386RXFP2900
ENSP00000298440OXGR1900
ENSP00000298472SLC18A2914
ENSP00000299178AVPR1A928
ENSP00000299727GALR1928
ENSP00000299766MC4R928
ENSP00000300108TAC3900
ENSP00000301908PNOC900
ENSP00000301974PTAFR900
ENSP00000302079C3AR1900
ENSP00000302707FPR1900
ENSP00000302811MTNR1A900
ENSP00000302846PTGER4928
ENSP00000303174UGT1A6700
ENSP00000303248RXFP1900
ENSP00000303325TACR3900
ENSP00000303424PTGDR928
ENSP00000303452TRH900
ENSP00000303522TACR1900
ENSP00000303686NTSR2938
ENSP00000303775PROKR1928
ENSP00000304414CXCR6928
ENSP00000304501ADORA2B928
ENSP00000304767P2RY1900
ENSP00000305372ADRB2928
ENSP00000305416S1PR1900
ENSP00000305464APLN900
ENSP00000305613CPLX1900
ENSP00000305651CXCL10900
ENSP00000305877NMUR1928
ENSP00000306129DRD5939
ENSP00000306138GRM5900
ENSP00000306490CHRM1900
ENSP00000306512IL8900
ENSP00000306662ADRA1B928
ENSP00000306884CXCL11900
ENSP00000307259P2RY12900
ENSP00000307445LTB4R928
ENSP00000307713BDKRB2900
ENSP00000307766HTR1E987
ENSP00000307822NPFFR2928
ENSP00000308361P2RY14900
ENSP00000308549ADORA1928
ENSP00000308815CCL19900
ENSP00000309493GPRC6A900
ENSP00000309771P2RY6900
ENSP00000309818TRHR928
ENSP00000310305P2RY2900
ENSP00000310405XCR1900
ENSP00000311405ADCY6900
ENSP00000312126ADCY4900
ENSP00000312262ADRBK1900
ENSP00000312999GNAI2900
ENSP00000313661HTR1D995
ENSP00000314214VAMP2900
ENSP00000315011EDNRA928
ENSP00000316244HTR1A999
ENSP00000318077MC5R928
ENSP00000319635CXCR2900
ENSP00000319744GPR4900
ENSP00000319984CHRM2907
ENSP00000320180GHRHR900
ENSP00000320376P2RY13900
ENSP00000321106TAC1926
ENSP00000321326F2R900
ENSP00000321988SULT1A1915
ENSP00000321999PTH1R900
ENSP00000322617HTR3C959
ENSP00000322924HTR1F985
ENSP00000323516UTS2R928
ENSP00000324248PENK900
ENSP00000324270OXTR928
ENSP00000324806GSK3B740
ENSP00000326432CCR8900
ENSP00000327246VIPR1900
ENSP00000327652941
ENSP00000327724TAS2R60900
ENSP00000327875LPAR5900
ENSP00000328230FFAR3900
ENSP00000328472S1PR5900
ENSP00000328708RXFP3928
ENSP00000328818GPR132900
ENSP00000329093TPH2946
ENSP00000329684GALR2928
ENSP00000330070NPW900
ENSP00000330138SSTR3928
ENSP00000330284NPBWR1934
ENSP00000331358GAST909
ENSP00000331746CALCA914
ENSP00000332225PMCH900
ENSP00000332504CCR10900
ENSP00000332591NPY2R928
ENSP00000332659CCR4928
ENSP00000332766NPB900
ENSP00000332812PTGDR2900
ENSP00000333194RGS19900
ENSP00000333821MC2R928
ENSP00000334050TAS2R42900
ENSP00000334105PLCB4900
ENSP00000334448GNG2914
ENSP00000335511HTR3E959
ENSP00000335544CCKBR928
ENSP00000335560900
ENSP00000335657CCK911
ENSP00000336630ADORA2A928
ENSP00000336764OPRL1928
ENSP00000337128EDN3900
ENSP00000337949HTR7999
ENSP00000338072AVPR2928
ENSP00000338185PLCB1900
ENSP00000338742SULT1A2900
ENSP00000339299TRIO900
ENSP00000339377NPY5R928
ENSP00000339393CCR6900
ENSP00000340191FPR2900
ENSP00000340526UTS2B900
ENSP00000340684MAOA939
ENSP00000340943CRHR2918
ENSP00000341821FPR3900
ENSP00000342560HRH3928
ENSP00000342952ADCY2922
ENSP00000343027GNAI1900
ENSP00000343428GPR18900
ENSP00000343645SULT1A3743
ENSP00000343782ADRB3928
ENSP00000344173GRM8900
ENSP00000344353LPAR6900
ENSP00000345487QRFP900
ENSP00000346017CALCB900
ENSP00000347197C5AR1900
ENSP00000347754HTR3A983
ENSP00000348918SAA1900
ENSP00000349003PTGER3928
ENSP00000349478HCAR1900
ENSP00000350005GIP900
ENSP00000350198SSTR2928
ENSP00000350256CCR9928
ENSP00000350348GRM7900
ENSP00000350616DDC929
ENSP00000350878S1PR3900
ENSP00000351671CCL20900
ENSP00000351755LPAR1928
ENSP00000352561CALCR900
ENSP00000352839NPSR1928
ENSP00000353198PYY900
ENSP00000353915HTR4990
ENSP00000354416CCL28900
ENSP00000354569928
ENSP00000354652NPY1R928
ENSP00000354859DRD2989
ENSP00000354901CXCL9900
ENSP00000355156SUCNR1900
ENSP00000355316GRM3900
ENSP00000355523RGS7921
ENSP00000355627AGT900
ENSP00000355920SLC22A2900
ENSP00000356162KISS1900
ENSP00000356213VIP911
ENSP00000356429RGS1900
ENSP00000356430RGS18900
ENSP00000356792XCL1900
ENSP00000356793XCL2900
ENSP00000357301RXFP4928
ENSP00000358099RGS10900
ENSP00000358301ADRB1928
ENSP00000358511CNR1937
ENSP00000358730ADORA3962
ENSP00000358783NPBWR2934
ENSP00000358867GNAI3900
ENSP00000358963HTR1B998
ENSP00000359532NTSR1938
ENSP00000359643LPAR3928
ENSP00000359793PTGFR928
ENSP00000359899HCRTR2928
ENSP00000360141GNAS900
ENSP00000360973AGTR2928
ENSP00000361141OPN4936
ENSP00000361668EDN2900
ENSP00000362353GLP1R900
ENSP00000362398900
ENSP00000362401CYSLTR1900
ENSP00000362403TACR2900
ENSP00000362795CXCR3900
ENSP00000362810HCRTR1928
ENSP00000363296GRM4900
ENSP00000363431NPY4R928
ENSP00000363596CNR2928
ENSP00000363643P2RY4900
ENSP00000365807GNA14900
ENSP00000366061NMS900
ENSP00000366416EDNRB928
ENSP00000366506HRH2936
ENSP00000367309MAOB920
ENSP00000367869900
ENSP00000367930OXER1900
ENSP00000367959HTR2A999
ENSP00000368683EDN1900
ENSP00000368766ADRA1D928
ENSP00000369643GRPR928
ENSP00000369647AVP900
ENSP00000369960ADRA1A934
ENSP00000370639ASMT900
ENSP00000371929HTR3D959
ENSP00000371932TAS2R1900
ENSP00000372750CHRM5900
ENSP00000373169DRD3964
ENSP00000375066HCAR2900
ENSP00000375086CCL25900
ENSP00000375091TAS2R19900
ENSP00000375093TAS2R31900
ENSP00000375095TAS2R13900
ENSP00000375893GPR55900
ENSP00000376609GRK5900
ENSP00000377948QRFPR928
ENSP00000378089NMB900
ENSP00000378492GRM2920
ENSP00000379086ADM2900
ENSP00000379110CXCL1900
ENSP00000379140CXCL12900
ENSP00000379213PTHLH900
ENSP00000379514ADCYAP1R1900
ENSP00000380247HRH1909
ENSP00000381105NPS915
ENSP00000381333CRHR1922
ENSP00000381339GNAT3900
ENSP00000383558GCGR900
ENSP00000384665LPAR2928
ENSP00000384708FSHR900
ENSP00000386069ADRA2C934
ENSP00000386201TAS2R41900
ENSP00000386210TAS2R40900
ENSP00000386229RGS14900
ENSP00000386884CXCR4928
ENSP00000387281ADRA2B928
ENSP00000387662GCG908
ENSP00000388825MLN900
ENSP00000393333TBXA2R956
ENSP00000394624OPRM1948
ENSP00000397181RGS4908
ENSP00000405095TAS2R39900
ENSP00000409378CHRM4900
ENSP00000411658ADCYAP1900
ENSP00000419361ADCY5900
ENSP00000420194CASR900
ENSP00000424040TAS2R50900
ENSP00000427279CXCL2900
ENSP00000428417RIMS1900
ENSP00000428824GPBAR1900
ENSP00000430505IDO1900
ENSP00000431719TAS2R43900
ENSP00000433290LTB4R2928
ENSP00000434045GPR68900
ENSP00000436450TAS2R46900
ENSP00000436714HCAR3900
ENSP00000441600CCR3928
ENSP00000441624TAS2R20900
ENSP00000441949TAS2R14900
ENSP00000443432IDO2900
ENSP00000444736TAS2R30900
ENSP00000448219TAS2R38900
ENSP00000451030RGS6900
ENSP00000451605MC1R935
ENSP00000456039INMT-FAM188B900
ENSP00000466933S1PR2900
ENSP00000467494GIPR900
ENSP00000468991MTRNR2L12900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.