Kynurenic acid



Compound IDCDAMM00313
Common nameKynurenic acid
IUPAC name4-oxo-1H-quinoline-2-carboxylic acid
Molecular formulaC10H7NO3

Experimental data

Retention time26.295
Adduct[M+H]+
Actual mz190.049
Theoretical mz190.05
Error1.94
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.36

Identifiers and class information

Inchi keyHCZHHEIFKROPDY-UHFFFAOYSA-N
SmilesO=C(O)C1=CC(=O)C=2C=CC=CC2N1
SuperclassOrganoheterocyclic compounds
ClassQuinolines and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
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)189.17
Computed dipole moment(dipole)9.348
Total solvent accessible surface area (SASA)384.883
Hydrophobic component of SASA (FOSA)0
Hydrophilic component of SASA (FISA)178.511
Pie component of the SASA (PISA)206.372
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)611.843
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)4.5
Free energy of solvation of dipole (dip^2/V)0.142837
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0165348
Globularity descriptor (glob)0.905586
Predicted polarizability in cubic angstroms (QPpolrz)19.661
Predicted hexadecane/gas partition coefficient (QPlogPC16)7.112
Predicted octanol/gas partition coefficient (QPlogPoct)13.764
Predicted water/gas partition coefficient (QPlogPw)10.404
Predicted octanol/water partition coefficient (QPlogPo/w)0.751
Predicted aqueous solubility (QPlogS)-1.841
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.016
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.236
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)50.895
Predicted brain/blood partition coefficient (QPlogBB)-0.948
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)25.169
Predicted skin permeability, log Kp (QPlogKp)-3.986
PM3 calculated ionization potential (IP(ev))8.905
PM3 calculated electron affinity (EA(eV))0.944
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)-0.665
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)61.888
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)92.189
Number of nitrogen and oxygen atoms (#NandO)4
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
P36544CHRNA7Neuronal acetylcholine receptor protein alpha-7 subunitT34429SwissTargetPrediction and SEA
P34903GABRA3GABA A receptor alpha-3/beta-2/gamma-2T62292SEA
P47869GABRA2GABA A receptor alpha-2/beta-2/gamma-2T51452SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P14867GABRA1GABA-A receptor; alpha-1/beta-2/gamma-2T51487SEA
P05164MPOMyeloperoxidaseT23471SEA
P14920DAOD-amino-acid oxidaseT33124SEA
P08575PTPRCLeukocyte common antigenT43115SEA
P08138NGFRLow affinity neurotrophin receptor p75NTRT50942SEA
P35869AHRAryl hydrocarbon receptorT23666SwissTargetPrediction
P52732KIF11Kinesin-like protein 1T28484SEA
O14757CHEK1Serine/threonine-protein kinase Chk1T62449SEA
O95271TNKSTankyrase-1T83059SEA
P36888FLT3Tyrosine-protein kinase receptor FLT3T74312SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
P31644GABRA5GABA receptor alpha-5 subunitT26368SEA
Q13093PLA2G7LDL-associated phospholipase A2T69912SEA
P12268IMPDH2Inosine-5'-monophosphate dehydrogenase 2T89360SEA
P08151GLI1Zinc finger protein GLI1T40890SEA
P14735IDEInsulin-degrading enzymeT81900SEA
Q16584MAP3K11Mitogen-activated protein kinase kinase kinase 11T12126SEA
P80192MAP3K9Mitogen-activated protein kinase kinase kinase 9T19760SEA
P08236GUSBBeta-glucuronidaseT96413SEA
P19525EIF2AK2Interferon-induced, double-stranded RNA-activated protein kinaseT04831SEA
P55786NPEPPSPuromycin-sensitive aminopeptidaseT15610SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
O60911CTSVCathepsin (V and K)T93653SEA
Q9UQB9AURKCSerine/threonine-protein kinase Aurora-CT97592SEA
P18507GABRG2GABA-A receptor; alpha-6/beta-3/gamma-2T08910SEA
Q13304GPR17Uracil nucleotide/cysteinyl leukotriene receptorT33902SEA
P09172DBHDopamine beta hydroxylaseT74937SEA
P09936UCHL1Ubiquitin thioesterase L1T56051SEA
Q96HK3CALMCalmodulinT39610SEA
P40238MPLThrombopoietin receptorT16156SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T34429DI0101Corneal disease[ICD-11: 9A76-9A78]P36544CHRNA7
T34429DI0370Schizophrenia[ICD-11: 6A20]P36544CHRNA7
T62292DI0216Intentional self-harm[ICD-11: PC91]P34903GABRA3
T51452DI0216Intentional self-harm[ICD-11: PC91]P47869GABRA2
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T51487DI0014Acute respiratory distress syndrome[ICD-11: CB00]P14867GABRA1
T51487DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P14867GABRA1
T51487DI0082Chronic insomnia[ICD-11: 7A00]P14867GABRA1
T51487DI0087Chronic pain[ICD-11: MG30]P14867GABRA1
T51487DI0101Corneal disease[ICD-11: 9A76-9A78]P14867GABRA1
T51487DI0112Cystitis[ICD-11: GC00]P14867GABRA1
T51487DI0117Depression[ICD-11: 6A70-6A7Z]P14867GABRA1
T51487DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P14867GABRA1
T51487DI0173Headache[ICD-11: 8A80-8A84]P14867GABRA1
T51487DI0214Insomnia[ICD-11: 7A00-7A0Z]P14867GABRA1
T51487DI0243Malaria[ICD-11: 1F40-1F45]P14867GABRA1
T51487DI0256Mental/behavioural/neurodevelopmental disorder[ICD-11: 6E20-6E8Z]P14867GABRA1
T51487DI0411Tonus and reflex abnormality[ICD-11: MB47]P14867GABRA1
T23471DI0229Left ventricular failure[ICD-11: BD11]P05164MPO
T23471DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P05164MPO
T33124DI0038Ataxic disorder[ICD-11: 8A03]P14920DAO
T33124DI0370Schizophrenia[ICD-11: 6A20]P14920DAO
T43115DI0012Acute myeloid leukaemia[ICD-11: 2A60]P08575PTPRC
T43115DI0414Transplanted organ/tissue[ICD-11: QB63]P08575PTPRC
T50942DI0299Neurotrophic keratitis[ICD-11: 9A74]P08138NGFR
T23666DI0351Psoriasis[ICD-11: EA90]P35869AHR
T23666DI0403Thrombocytopenia[ICD-11: 3B64]P35869AHR
T28484DI0012Acute myeloid leukaemia[ICD-11: 2A60]P52732KIF11
T28484DI0172Head and neck cancer[ICD-11: 2D42]P52732KIF11
T28484DI0241Lymphoma[ICD-11: 2A80-2A86]P52732KIF11
T28484DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P52732KIF11
T28484DI0274Multiple myeloma[ICD-11: 2A83]P52732KIF11
T28484DI0321Ovarian cancer[ICD-11: 2C73]P52732KIF11
T28484DI0361Renal cell carcinoma[ICD-11: 2C90]P52732KIF11
T28484DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P52732KIF11
T62449DI0027Anal cancer[ICD-11: 2C00]O14757CHEK1
T62449DI0172Head and neck cancer[ICD-11: 2D42]O14757CHEK1
T62449DI0183Hodgkin lymphoma[ICD-11: 2B30]O14757CHEK1
T62449DI0238Lung cancer[ICD-11: 2C25]O14757CHEK1
T62449DI0241Lymphoma[ICD-11: 2A80-2A86]O14757CHEK1
T62449DI0321Ovarian cancer[ICD-11: 2C73]O14757CHEK1
T62449DI0326Pancreatic cancer[ICD-11: 2C10]O14757CHEK1
T62449DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O14757CHEK1
T83059DI0060Brain cancer[ICD-11: 2A00]O95271TNKS
T83059DI0062Breast cancer[ICD-11: 2C60-2C6Y]O95271TNKS
T83059DI0321Ovarian cancer[ICD-11: 2C73]O95271TNKS
T83059DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O95271TNKS
T74312DI0012Acute myeloid leukaemia[ICD-11: 2A60]P36888FLT3
T74312DI0058Bone/articular cartilage neoplasm[ICD-11: 2F7B]P36888FLT3
T74312DI0095Colorectal cancer[ICD-11: 2B91]P36888FLT3
T74312DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P36888FLT3
T74312DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P36888FLT3
T74312DI0248Mastocytosis[ICD-11: 2A21]P36888FLT3
T74312DI0250Mature B-cell lymphoma[ICD-11: 2A85]P36888FLT3
T74312DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P36888FLT3
T26368DI0216Intentional self-harm[ICD-11: PC91]P31644GABRA5
T69912DI0025Alzheimer disease[ICD-11: 8A20]Q13093PLA2G7
T69912DI0035Arterial occlusive disease[ICD-11: BD40]Q13093PLA2G7
T69912DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]Q13093PLA2G7
T89360DI0413Transplant rejection[ICD-11: NE84]P12268IMPDH2
T81900DI0383Skin and skin-structure infection[ICD-11: 1F28-1G0Z]P14735IDE
T19760DI0037Asthma[ICD-11: CA23]P80192MAP3K9
T96413DI0242Lysosomal disease[ICD-11: 5C56]P08236GUSB
T15610DI0012Acute myeloid leukaemia[ICD-11: 2A60]P55786NPEPPS
T15610DI0284Myelodysplastic syndrome[ICD-11: 2A37]P55786NPEPPS
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T97592DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q9UQB9AURKC
T97592DI0346Prostate cancer[ICD-11: 2C82]Q9UQB9AURKC
T97592DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UQB9AURKC
T08910DI0117Depression[ICD-11: 6A70-6A7Z]P18507GABRG2
T08910DI0256Mental/behavioural/neurodevelopmental disorder[ICD-11: 6E20-6E8Z]P18507GABRG2
T08910DI0411Tonus and reflex abnormality[ICD-11: MB47]P18507GABRG2
T74937DI0175Heart failure[ICD-11: BD10-BD1Z]P09172DBH
T74937DI0341Post-traumatic stress disorder[ICD-11: 6B40]P09172DBH
T56051DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09936UCHL1
T39610DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q96HK3CALM
T39610DI0243Malaria[ICD-11: 1F40-1F45]Q96HK3CALM
T39610DI0370Schizophrenia[ICD-11: 6A20]Q96HK3CALM
T16156DI0403Thrombocytopenia[ICD-11: 3B64]P40238MPL

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