IMPPAT Phytochemical information: 
Nicotinate

Nicotinate
Summary

SMILES: [O-]C(=O)c1cccnc1
InChI: InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)/p-1
InChIKey: PVNIIMVLHYAWGP-UHFFFAOYSA-M
DeepSMILES: [O-]C=O)ccccnc6
Scaffold Graph/Node/Bond level: c1ccncc1
Scaffold Graph/Node level: C1CCNCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cC(=O)[O-]; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Pyridinecarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
nicotinate
External chemical identifiers:
CID:937; ChEBI:32544
Chemical structure download


Nicotinate
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


Nicotinate
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 4
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 0.5016


Nicotinate
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
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 -6.79
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


Nicotinate
Phytochemical - Predicted human target protein associations
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000014930HEBP1900
ENSP00000176183DRD4900
ENSP00000216117HMOX1800
ENSP00000216629BDKRB1900
ENSP00000217244CSNK2A1800
ENSP00000217305PDYN900
ENSP00000222553NAMPT714
ENSP00000223095SERPINE1850
ENSP00000223642C5900
ENSP00000225831CCL2857
ENSP00000225992PPY900
ENSP00000226279CD38817
ENSP00000226317CXCL6900
ENSP00000228027DGAT2729
ENSP00000231188GRM6900
ENSP00000231751LTF741
ENSP00000234961OPRD1900
ENSP00000236850APOA1891
ENSP00000240615TAS2R8900
ENSP00000240619TAS2R10900
ENSP00000240687TAS2R7900
ENSP00000240691TAS2R9900
ENSP00000242152NPY900
ENSP00000244289LIPE780
ENSP00000245907C3900
ENSP00000246115S1PR4900
ENSP00000246657CCR7900
ENSP00000247879TAS2R3900
ENSP00000247881TAS2R4900
ENSP00000247883TAS2R5900
ENSP00000249016MCHR1900
ENSP00000249041GALR3900
ENSP00000249284TAS2R16900
ENSP00000254235ADCY7900
ENSP00000255008SSTR4900
ENSP00000255030CRP890
ENSP00000255262NMUR2900
ENSP00000256906HRH4900
ENSP00000257068MTNR1B900
ENSP00000257254APLNR900
ENSP00000257497ANXA1900
ENSP00000258743IL6841
ENSP00000259607CCL21900
ENSP00000259631CCL27900
ENSP00000260600ADCY3900
ENSP00000262735PPARA894
ENSP00000264218NMU900
ENSP00000264708POMC900
ENSP00000265016BST1800
ENSP00000265023KNG1900
ENSP00000265572OPRK1900
ENSP00000265643GAL900
ENSP00000267377SSTR1900
ENSP00000272644GPR17900
ENSP00000272928ACKR3900
ENSP00000274793PLA2G7849
ENSP00000280155ADRA2A900
ENSP00000281806MCHR2900
ENSP00000284981APP900
ENSP00000286355ADCY8900
ENSP00000286758CXCL13900
ENSP00000287641SST908
ENSP00000287820PPARG865
ENSP00000287907HTR5A900
ENSP00000292174CXCR5900
ENSP00000292301CCR2900
ENSP00000292303CCR5900
ENSP00000293272CCL5900
ENSP00000293275CCL16900
ENSP00000293778CXCL16908
ENSP00000293897SSTR5900
ENSP00000294016ADCY9900
ENSP00000295683CXCR1900
ENSP00000296026CXCL3900
ENSP00000296027CXCL5900
ENSP00000296028PPBP900
ENSP00000296140CCR1900
ENSP00000297313RGS20900
ENSP00000297323ADCY1900
ENSP00000297469GPER1900
ENSP00000298440OXGR1900
ENSP00000299727GALR1900
ENSP00000299964NNMT814
ENSP00000301908PNOC900
ENSP00000302079C3AR1900
ENSP00000302707FPR1900
ENSP00000302811MTNR1A900
ENSP00000304414CXCR6900
ENSP00000305416S1PR1900
ENSP00000305464APLN900
ENSP00000305651CXCL10900
ENSP00000305877NMUR1900
ENSP00000306512IL8900
ENSP00000306884CXCL11900
ENSP00000307259P2RY12900
ENSP00000307713BDKRB2909
ENSP00000307766HTR1E900
ENSP00000308361P2RY14900
ENSP00000308549ADORA1900
ENSP00000308815CCL19900
ENSP00000311405ADCY6900
ENSP00000312126ADCY4900
ENSP00000312999GNAI2900
ENSP00000313661HTR1D900
ENSP00000316244HTR1A900
ENSP00000319635CXCR2900
ENSP00000319984CHRM2900
ENSP00000320376P2RY13900
ENSP00000320709ADIPOQ853
ENSP00000322924HTR1F900
ENSP00000324248PENK900
ENSP00000326432CCR8900
ENSP00000327724TAS2R60900
ENSP00000327875LPAR5900
ENSP00000328472S1PR5900
ENSP00000328708RXFP3900
ENSP00000329684GALR2900
ENSP00000330070NPW900
ENSP00000330138SSTR3900
ENSP00000330284NPBWR1900
ENSP00000332225PMCH900
ENSP00000332504CCR10900
ENSP00000332591NPY2R900
ENSP00000332659CCR4900
ENSP00000332766NPB900
ENSP00000332812PTGDR2912
ENSP00000333194RGS19900
ENSP00000334050TAS2R42900
ENSP00000334448GNG2900
ENSP00000336764OPRL1900
ENSP00000339377NPY5R900
ENSP00000339393CCR6900
ENSP00000340191FPR2900
ENSP00000341821FPR3900
ENSP00000342560HRH3900
ENSP00000342952ADCY2900
ENSP00000343027GNAI1908
ENSP00000343428GPR18900
ENSP00000344173GRM8900
ENSP00000347197C5AR1900
ENSP00000348170HP815
ENSP00000348918SAA1900
ENSP00000349003PTGER3900
ENSP00000349478HCAR1986
ENSP00000350198SSTR2900
ENSP00000350256CCR9900
ENSP00000350348GRM7900
ENSP00000350878S1PR3900
ENSP00000351671CCL20900
ENSP00000351755LPAR1900
ENSP00000353198PYY900
ENSP00000354416CCL28900
ENSP00000354532PNP958
ENSP00000354652NPY1R900
ENSP00000354859DRD2900
ENSP00000354901CXCL9900
ENSP00000355156SUCNR1900
ENSP00000355316GRM3900
ENSP00000355523RGS7900
ENSP00000355627AGT907
ENSP00000355629COG2901
ENSP00000356429RGS1900
ENSP00000356430RGS18900
ENSP00000357066ARG1834
ENSP00000357301RXFP4900
ENSP00000358099RGS10900
ENSP00000358511CNR1900
ENSP00000358730ADORA3900
ENSP00000358783NPBWR2900
ENSP00000358867GNAI3907
ENSP00000358963HTR1B900
ENSP00000359643LPAR3900
ENSP00000360290PRKAA2700
ENSP00000360973AGTR2900
ENSP00000362795CXCR3900
ENSP00000363296GRM4900
ENSP00000363431NPY4R900
ENSP00000363596CNR2900
ENSP00000363643P2RY4900
ENSP00000363868ABCA1857
ENSP00000366061NMS900
ENSP00000367869913
ENSP00000367930OXER1900
ENSP00000371932TAS2R1900
ENSP00000373169DRD3900
ENSP00000375066HCAR2998
ENSP00000375086CCL25900
ENSP00000375091TAS2R19900
ENSP00000375093TAS2R31900
ENSP00000375095TAS2R13900
ENSP00000375893GPR55900
ENSP00000378492GRM2900
ENSP00000378782QPRT888
ENSP00000379110CXCL1900
ENSP00000379140CXCL12900
ENSP00000381339GNAT3900
ENSP00000384665LPAR2900
ENSP00000385834TF741
ENSP00000386069ADRA2C900
ENSP00000386201TAS2R41900
ENSP00000386210TAS2R40900
ENSP00000386229RGS14900
ENSP00000386884CXCR4900
ENSP00000387281ADRA2B900
ENSP00000394624OPRM1900
ENSP00000397181RGS4900
ENSP00000401508NAPRT1976
ENSP00000405095TAS2R39900
ENSP00000409378CHRM4900
ENSP00000419361ADCY5900
ENSP00000420194CASR900
ENSP00000424040TAS2R50900
ENSP00000427279CXCL2900
ENSP00000428340ANGPT1826
ENSP00000431719TAS2R43900
ENSP00000436450TAS2R46900
ENSP00000436714HCAR3994
ENSP00000441600CCR3900
ENSP00000441624TAS2R20900
ENSP00000441828HPR817
ENSP00000441949TAS2R14900
ENSP00000444736TAS2R30900
ENSP00000448219TAS2R38900
ENSP00000451030RGS6900
ENSP00000466933S1PR2900
ENSP00000468991MTRNR2L12900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.