Nicotinic acid



Compound IDCDAMM00012
Common nameNicotinic acid
IUPAC namepyridine-3-carboxylic acid
Molecular formulaC6H5NO2

Experimental data

Retention time6.91
Adduct[M+H]+
Actual mz124.04
Theoretical mz124.039
Error2.41
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.1461

Identifiers and class information

Inchi keyPVNIIMVLHYAWGP-UHFFFAOYSA-N
SmilesC1=CC(=CN=C1)C(=O)O
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)4
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)1
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)123.111
Computed dipole moment(dipole)6.935
Total solvent accessible surface area (SASA)302.259
Hydrophobic component of SASA (FOSA)0
Hydrophilic component of SASA (FISA)134.147
Pie component of the SASA (PISA)168.112
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)449.265
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)3.5
Free energy of solvation of dipole (dip^2/V)0.107039
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0115795
Globularity descriptor (glob)0.938544
Predicted polarizability in cubic angstroms (QPpolrz)12.789
Predicted hexadecane/gas partition coefficient (QPlogPC16)4.865
Predicted octanol/gas partition coefficient (QPlogPoct)8.65
Predicted water/gas partition coefficient (QPlogPw)7.194
Predicted octanol/water partition coefficient (QPlogPo/w)0.675
Predicted aqueous solubility (QPlogS)-0.73
Conformation-independent predicted aqueous solubility (CIQPlogS)-0.915
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.521
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)134.087
Predicted brain/blood partition coefficient (QPlogBB)-0.512
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)71.713
Predicted skin permeability, log Kp (QPlogKp)-3.304
PM3 calculated ionization potential (IP(ev))10.572
PM3 calculated electron affinity (EA(eV))0.989
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)-0.9
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)68.972
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)62.869
Number of nitrogen and oxygen atoms (#NandO)3
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P43681CHRNA4Neuronal acetylcholine receptor; alpha4/beta2T70967SEA
P36544CHRNA7Neuronal acetylcholine receptor protein alpha-7 subunitT34429SEA
P00915CA1Carbonic anhydrase IT13201SEA
P02766TTRTransthyretinT86462SEA
Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SEA
P31213SRD5A2Steroid 5-alpha-reductase 2T71390SEA
P34913EPHX2Epoxide hydrataseT35734SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
P28223HTR2ASerotonin 2a (5-HT2a) receptorT32060SEA
P28335HTR2CSerotonin 2c (5-HT2c) receptorT83813SEA
P11509CYP2A6Cytochrome P450 2A6T06455SEA
P15538CYP11B1Cytochrome P450 11B1T84621SEA
P19099CYP11B2Cytochrome P450 11B2T59056SEA
P21980TGM2Protein-glutamine gamma-glutamyltransferaseT05387SEA
Q9H3R0KDM4CLysine-specific demethylase 4CT73863SEA
P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
O75164KDM4ALysine-specific demethylase 4AT18904SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
O15229KMOKynurenine 3-monooxygenaseT50973SEA
P11511CYP19A1Cytochrome P450 19A1T13260SEA
Q07075ENPEPAminopeptidase AT31956SEA
Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
O15054KDM6BLysine-specific demethylase 6BT56057SEA
P21731TBXA2RThromboxane A2 receptorT76198SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P25105PTAFRPlatelet activating factor receptorT87023SEA
P05093CYP17A1Cytochrome P450 17A1T89041SEA
P41229KDM5CLysine-specific demethylase 5CT85540SEA
Q9UGL1KDM5BLysine-specific demethylase 5BT56871SEA
Q9Y2K7KDM2ALysine-specific demethylase 2AT71949SEA
P07333CSF1RMacrophage colony stimulating factor receptorT20333SEA
Q02127DHODHDihydroorotate dehydrogenaseT61400SEA
P68400CSNK2A1Casein kinase II alphaT51565SEA
P19784CSNK2A2Casein kinase II alpha (prime)T80526SEA
P14735IDEInsulin-degrading enzymeT81900SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
P51686CCR9C-C chemokine receptor type 9T97873SEA
O60760HPGDSHematopoietic prostaglandin D synthaseT19433SEA
P43490NAMPTNicotinamide phosphoribosyltransferaseT54582SEA
O60706ABCC9Sulfonylurea receptor 2T02777SEA
Q14654KCNJ11Sulfonylurea receptor 2, Kir6.2T00820SEA
P22460KCNA5Voltage-gated potassium channel subunit Kv1.5T17569SEA
P01130LDLRLDL receptorT94692SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P40337VHLVon Hippel-Lindau disease tumor suppressor/Elongin B/Elongin CT80423SEA
Q9Y337KLK5Kallikrein 5T11808SEA
P30532CHRNA5Nicotinic acetylcholine receptor alpha4/beta2/alpha5T00299SEA
P17787CHRNB2Nicotinic acetylcholine receptor alpha2/beta2T82543SEA
O95749GGPS1GeranyltranstransferaseT86528SEA
Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
P24557TBXAS1Thromboxane-A synthaseT78356SEA
P13674P4HA1Prolyl 4-hydroxylasesubunit alpha-1T61729SEA
P49019HCAR3Hydroxycarboxylic acid receptor 3T00890SEA
Q9P0G3KLK14Kallikrein-14T39195SEA
P20813CYP2B6Cytochrome P450 2B6T11793SEA
O43175PHGDHPhosphoglycerate dehydrogenaseT15139SEA
P49862KLK7Kallikrein-7T79155SEA
Q15109AGERAdvanced glycosylation end product receptorT07400SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
Q16637SMN2Survival motor neuron proteinT71907SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T70967DI0029Aneurysm/dissection[ICD-11: BD50]P43681CHRNA4
T70967DI0191Hypertensive crisis[ICD-11: BA03]P43681CHRNA4
T70967DI0196Hypotension[ICD-11: BA20-BA21]P43681CHRNA4
T34429DI0101Corneal disease[ICD-11: 9A76-9A78]P36544CHRNA7
T34429DI0370Schizophrenia[ICD-11: 6A20]P36544CHRNA7
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
T71390DI0348Prostate hyperplasia[ICD-11: GA90]P31213SRD5A2
T35734DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P34913EPHX2
T35734DI0190Hypertension[ICD-11: BA00-BA04]P34913EPHX2
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T32060DI0009Acute diabete complication[ICD-11: 5A2Y]P28223HTR2A
T32060DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P28223HTR2A
T32060DI0073Cerebral ischaemia[ICD-11: 8B1Z]P28223HTR2A
T32060DI0270Mood disorder[ICD-11: 6A60-6E23]P28223HTR2A
T32060DI0331Parkinsonism[ICD-11: 8A00]P28223HTR2A
T32060DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28223HTR2A
T32060DI0370Schizophrenia[ICD-11: 6A20]P28223HTR2A
T83813DI0117Depression[ICD-11: 6A70-6A7Z]P28335HTR2C
T83813DI0264Migraine[ICD-11: 8A80]P28335HTR2C
T83813DI0308Obesity[ICD-11: 5B80-5B81]P28335HTR2C
T83813DI0324Pain[ICD-11: MG30-MG3Z]P28335HTR2C
T83813DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P28335HTR2C
T06455DI0283Mycosis fungoides[ICD-11: 2B01]P11509CYP2A6
T06455DI0351Psoriasis[ICD-11: EA90]P11509CYP2A6
T84621DI0062Breast cancer[ICD-11: 2C60-2C6Y]P15538CYP11B1
T84621DI0108Cushing syndrome[ICD-11: 5A70]P15538CYP11B1
T59056DI0190Hypertension[ICD-11: BA00-BA04]P19099CYP11B2
T05387DI0092Coeliac disease[ICD-11: DA95]P21980TGM2
T05387DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P21980TGM2
T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
T76198DI0102Coronary atherosclerosis[ICD-11: BA52]P21731TBXA2R
T76198DI0121Diabetic foot ulcer[ICD-11: BD54]P21731TBXA2R
T76198DI0287Myocardial infarction[ICD-11: BA41-BA43]P21731TBXA2R
T76198DI0378Sexual dysfunction[ICD-11: HA00-HA01]P21731TBXA2R
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T87023DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P25105PTAFR
T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1
T20333DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P07333CSF1R
T61400DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q02127DHODH
T61400DI0275Multiple sclerosis[ICD-11: 8A40]Q02127DHODH
T51565DI0104Coronavirus infection[ICD-11: 1D92]P68400CSNK2A1
T51565DI0235Liver cancer[ICD-11: 2C12]P68400CSNK2A1
T51565DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P68400CSNK2A1
T81900DI0383Skin and skin-structure infection[ICD-11: 1F28-1G0Z]P14735IDE
T97873DI0107Crohn disease[ICD-11: DD70]P51686CCR9
T19433DI0148Flatworm infection[ICD-11: 1F70-1F86]O60760HPGDS
T54582DI0231Leukaemia[ICD-11: 2A60-2B33]P43490NAMPT
T54582DI0241Lymphoma[ICD-11: 2A80-2A86]P43490NAMPT
T54582DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P43490NAMPT
T02777DI0009Acute diabete complication[ICD-11: 5A2Y]O60706ABCC9
T02777DI0030Angina pectoris[ICD-11: BA40]O60706ABCC9
T02777DI0417Type 2 diabetes mellitus[ICD-11: 5A11]O60706ABCC9
T17569DI0030Angina pectoris[ICD-11: BA40]P22460KCNA5
T94692DI0238Lung cancer[ICD-11: 2C25]P01130LDLR
T82543DI0301Nicotine use disorder[ICD-11: 6C4A]P17787CHRNB2
T86528DI0057Bone paget disease[ICD-11: FB85]O95749GGPS1
T86528DI0237Low bone mass disorder[ICD-11: FB83]O95749GGPS1
T86528DI0267Mineral excesses[ICD-11: 5B91]O95749GGPS1
T86528DI0281Musculoskeletal disorder[ICD-11: FA00-FC0Z]O95749GGPS1
T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
T78356DI0030Angina pectoris[ICD-11: BA40]P24557TBXAS1
T61729DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P13674P4HA1
T61729DI0413Transplant rejection[ICD-11: NE84]P13674P4HA1
T00890DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P49019HCAR3
T00890DI0128Dyslipidemia[ICD-11: 5C80-5C81]P49019HCAR3
T00890DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P49019HCAR3
T00890DI0351Psoriasis[ICD-11: EA90]P49019HCAR3
T07400DI0025Alzheimer disease[ICD-11: 8A20]Q15109AGER
T07400DI0083Chronic kidney disease[ICD-11: GB61]Q15109AGER
T07400DI0115Dementia[ICD-11: 6D80-6D8Z]Q15109AGER
T07400DI0196Hypotension[ICD-11: BA20-BA21]Q15109AGER
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T71907DI0279Muscular atrophy[ICD-11: 8B61]Q16637SMN2
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6

Copyright © 2025