N-Salicyloylaspartic acid



Compound IDCDAMM02590
Common nameN-Salicyloylaspartic acid
IUPAC name2-[(2-hydroxybenzoyl)amino]butanedioic acid
Molecular formulaC11H11NO6

Experimental data

Retention time9.72
Adduct[2M+Na]+
Actual mz529.109
Theoretical mz529.107
Error3.37
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.9136

Identifiers and class information

Inchi keyJMJWCANHASMNST-UHFFFAOYNA-N
SmilesO=C(O)CC(NC(=O)C=1C=CC=CC1O)C(=O)O
SuperclassOrganic acids and derivatives
ClassCarboxylic acids 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)2
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)6
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)253.211
Computed dipole moment(dipole)10.466
Total solvent accessible surface area (SASA)478.832
Hydrophobic component of SASA (FOSA)45.684
Hydrophilic component of SASA (FISA)266.576
Pie component of the SASA (PISA)166.573
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)788.811
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)5.25
Free energy of solvation of dipole (dip^2/V)0.138866
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0155057
Globularity descriptor (glob)0.862245
Predicted polarizability in cubic angstroms (QPpolrz)23.152
Predicted hexadecane/gas partition coefficient (QPlogPC16)8.969
Predicted octanol/gas partition coefficient (QPlogPoct)15.457
Predicted water/gas partition coefficient (QPlogPw)10.595
Predicted octanol/water partition coefficient (QPlogPo/w)1.354
Predicted aqueous solubility (QPlogS)-2.312
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.682
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-0.94
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.884
Predicted brain/blood partition coefficient (QPlogBB)-2.189
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.908
Predicted skin permeability, log Kp (QPlogKp)-5.27
PM3 calculated ionization potential (IP(ev))9.887
PM3 calculated electron affinity (EA(eV))0.852
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.77
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)39.798
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)153.142
Number of nitrogen and oxygen atoms (#NandO)7
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
Q96KS0EIT6HIF-prolyl hydroxylase 1T53904SEA
P15144ANPEPAminopeptidase NT67272SEA
O75899GABBR2GABA-B receptorT42446SEA
P09960LTA4HLeukotriene A4 hydrolaseT03691SEA
O75899GABBR2GABA-B receptorT42446SEA
P00915CA1Carbonic anhydrase IT13201SEA
P00918CA2Carbonic anhydrase IIT20401SEA
P08514ITGA2BIntegrin alpha-IIb/beta-3T50688SEA
P78352DLG4Disks large homolog 4T04507SEA
P08473MMENeprilysinT05409SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
Q16719KYNUKynureninaseT99912SEA
Q07075ENPEPAminopeptidase AT31956SEA
Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
P08253MMP2Matrix metalloproteinase 2T68251SEA
P22894MMP8Matrix metalloproteinase 8T08856SEA
P14780MMP9Matrix metalloproteinase 9T54156SEA
P10827THRAThyroid hormone receptor alphaT79591SEA
P10828THRBThyroid hormone receptor beta-1T98933SEA
P15086CPB1Carboxypeptidase BT36725SEA
P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
P07858CTSBCathepsin (B and K)T61746SEA
P23946CMA1ChymaseT05114SEA
P49356FNTBFarnesyl protein transferaseT13127SEA
P29466CASP1Caspase-1T98269SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
Q6P179ERAP2Endoplasmic reticulum aminopeptidase 2T65818SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P06756ITGAVVitronectin receptor alphaT67103SEA
Q9BYF1ACE2Angiotensin-converting enzyme 2T27889SEA
P42892ECE1Endothelin-converting enzyme 1T50970SEA
P05556ITGB1Integrin alpha2/beta1T01851SEA
Q9ULW8PADI3Protein-arginine deiminase type-3T36612SEA
Q9UM07PADI4Protein-arginine deiminase type-4T50429SEA
P39900MMP12Matrix metalloproteinase 12T03500SEA
P06737PYGLLiver glycogen phosphorylaseT19184SEA
P42574CASP3Caspase-3T57943SEA
P15085CPA1Carboxypeptidase A1T33966SEA
P10619CTSALysosomal protective proteinT37154SEA
O43174CYP26A1Cytochrome P450 26A1T84634SEA
P32238CCKARCholecystokinin A receptorT28330SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
Q12791KCNMA1Calcium-activated potassium channel subunit alpha-1T66538SEA
O60760HPGDSHematopoietic prostaglandin D synthaseT19433SEA
P14679TYRTyrosinaseT97035SEA
P43003SLC1A3Excitatory amino acid transporter 1T86582SEA
Q9Y3Q0NAALAD2NAALADase IIT70036SEA
Q92820GGHGamma-glutamyl hydrolaseT71646SEA
P53609PGGT1BGeranylgeranyl transferase type IT76396SEA
O15151MDM4Protein Mdm4T36741SEA
P09238MMP10Matrix metalloproteinase 10T40488SEA
P22460KCNA5Voltage-gated potassium channel subunit Kv1.5T17569SEA
Q13526PIN1Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1T16308SEA
P29371TACR3Neurokinin 3 receptorT29683SEA
P14207FOLR2Folate receptor betaT82297SEA
P98073TMPRSS15EnteropeptidaseT75772SEA
O60911CTSVCathepsin (V and K)T93653SEA
P63165SUMO1Small ubiquitin-related modifier 1T99765SEA
P13612ITGA4Integrin alpha-4T97587SEA
P21462FPR1Formyl peptide receptor 1T87831SEA
Q03405PLAURUrokinase plasminogen activator surface receptorT74363SEA
Q6DWJ6GPR139Probable G-protein coupled receptor 139T84439SEA
P08311CTSGCathepsin GT86385SEA
Q9UJM8HAO1Hydroxyacid oxidase 1T63170SEA
O60235TMPRSS11DTransmembrane protease serine 11DT00302SEA
O95551TDP2Tyrosyl-DNA phosphodiesterase 2T04696SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
Q06609RAD51DNA repair protein RAD51 homolog 1T63083SEA
P09172DBHDopamine beta hydroxylaseT74937SEA
P04632CAPNS1HUMAN calpain-1 or calpain small subunit 1 heterodimerT00099SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
Q16348PEPT2Solute carrier family 15 member 2T52067SEA
P49356FNTBFarnesyl protein transferaseT13127SEA
Q9HAN5TRP1Cationic trypsinogenT27602SEA
P55211CASP9Caspase-9T93903SEA
Q9UQ81MCH5Caspase-8T15700SEA
Q9GZT9EGLN1Egl nine homolog 1T32880SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T53904DI0010Acute disease anaemia[ICD-11: 3A90]Q96KS0EIT6
T67272DI0351Psoriasis[ICD-11: EA90]P15144ANPEP
T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
T03691DI0012Acute myeloid leukaemia[ICD-11: 2A60]P09960LTA4H
T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
T50688DI0007Acquired hypermelanosis[ICD-11: ED60]P08514ITGA2B
T50688DI0030Angina pectoris[ICD-11: BA40]P08514ITGA2B
T50688DI0287Myocardial infarction[ICD-11: BA41-BA43]P08514ITGA2B
T04507DI0073Cerebral ischaemia[ICD-11: 8B1Z]P78352DLG4
T04507DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P78352DLG4
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
T08856DI0366Rheumatoid arthritis[ICD-11: FA20]P22894MMP8
T54156DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P14780MMP9
T54156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P14780MMP9
T54156DI0395Stomach cancer[ICD-11: 2B72]P14780MMP9
T54156DI0419Ulcerative colitis[ICD-11: DD71]P14780MMP9
T79591DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10827THRA
T79591DI0197Hypo-thyroidism[ICD-11: 5A00]P10827THRA
T98933DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]P10828THRB
T61746DI0023Alopecia[ICD-11: ED70]P07858CTSB
T61746DI0025Alzheimer disease[ICD-11: 8A20]P07858CTSB
T61746DI0037Asthma[ICD-11: CA23]P07858CTSB
T61746DI0055Bone cancer[ICD-11: 2B5Z]P07858CTSB
T61746DI0060Brain cancer[ICD-11: 2A00]P07858CTSB
T61746DI0067Cardiac arrest[ICD-11: MC82]P07858CTSB
T61746DI0074Cerebral ischaemic stroke[ICD-11: 8B11]P07858CTSB
T61746DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P07858CTSB
T61746DI0087Chronic pain[ICD-11: MG30]P07858CTSB
T61746DI0110Cystic fibrosis[ICD-11: CA25]P07858CTSB
T61746DI0124Digestive system disease[ICD-11: DE2Z]P07858CTSB
T61746DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P07858CTSB
T61746DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P07858CTSB
T61746DI0253Meningioma[ICD-11: 2A01]P07858CTSB
T61746DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]P07858CTSB
T61746DI0275Multiple sclerosis[ICD-11: 8A40]P07858CTSB
T61746DI0296Neurodegenerative disorder[ICD-11: 8A20-8A23]P07858CTSB
T61746DI0320Osteoarthritis[ICD-11: FA00-FA05]P07858CTSB
T61746DI0351Psoriasis[ICD-11: EA90]P07858CTSB
T61746DI0366Rheumatoid arthritis[ICD-11: FA20]P07858CTSB
T05114DI0039Atopic eczema[ICD-11: EA80]P23946CMA1
T05114DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P23946CMA1
T05114DI0169Gram-positive bacterial infection[ICD-11: 1B74-1F40]P23946CMA1
T05114DI0175Heart failure[ICD-11: BD10-BD1Z]P23946CMA1
T05114DI0229Left ventricular failure[ICD-11: BD11]P23946CMA1
T05114DI0287Myocardial infarction[ICD-11: BA41-BA43]P23946CMA1
T13127DI0342Premature ageing appearance[ICD-11: LD2B]P49356FNTB
T98269DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P29466CASP1
T98269DI0146Fibrosis[ICD-11: GA14-GC01]P29466CASP1
T98269DI0366Rheumatoid arthritis[ICD-11: FA20]P29466CASP1
T98269DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P29466CASP1
T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
T67103DI0095Colorectal cancer[ICD-11: 2B91]P06756ITGAV
T67103DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06756ITGAV
T27889DI0009Acute diabete complication[ICD-11: 5A2Y]Q9BYF1ACE2
T27889DI0217Intrathoracic organs injury[ICD-11: NB32]Q9BYF1ACE2
T27889DI0356Pulmonary hypertension[ICD-11: BB01]Q9BYF1ACE2
T01851DI0060Brain cancer[ICD-11: 2A00]P05556ITGB1
T01851DI0238Lung cancer[ICD-11: 2C25]P05556ITGB1
T01851DI0365Retinopathy[ICD-11: 9B71]P05556ITGB1
T03500DI0037Asthma[ICD-11: CA23]P39900MMP12
T03500DI0238Lung cancer[ICD-11: 2C25]P39900MMP12
T03500DI0361Renal cell carcinoma[ICD-11: 2C90]P39900MMP12
T57943DI0060Brain cancer[ICD-11: 2A00]P42574CASP3
T37154DI0009Acute diabete complication[ICD-11: 5A2Y]P10619CTSA
T84634DI0314Oesophagitis[ICD-11: DA24]O43174CYP26A1
T28330DI0210Influenza[ICD-11: 1E30-1E32]P32238CCKAR
T28330DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P32238CCKAR
T66538DI0037Asthma[ICD-11: CA23]Q12791KCNMA1
T66538DI0154Functional bladder disorder[ICD-11: GC50]Q12791KCNMA1
T19433DI0148Flatworm infection[ICD-11: 1F70-1F86]O60760HPGDS
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T76396DI0241Lymphoma[ICD-11: 2A80-2A86]P53609PGGT1B
T36741DI0012Acute myeloid leukaemia[ICD-11: 2A60]O15151MDM4
T36741DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]O15151MDM4
T36741DI0284Myelodysplastic syndrome[ICD-11: 2A37]O15151MDM4
T36741DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O15151MDM4
T17569DI0030Angina pectoris[ICD-11: BA40]P22460KCNA5
T16308DI0238Lung cancer[ICD-11: 2C25]Q13526PIN1
T29683DI0254Menopausal disorder[ICD-11: GA30]P29371TACR3
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T99765DI0012Acute myeloid leukaemia[ICD-11: 2A60]P63165SUMO1
T97587DI0107Crohn disease[ICD-11: DD70]P13612ITGA4
T97587DI0275Multiple sclerosis[ICD-11: 8A40]P13612ITGA4
T97587DI0419Ulcerative colitis[ICD-11: DD71]P13612ITGA4
T87831DI0333Peptic ulcer[ICD-11: DA61]P21462FPR1
T74363DI0286Myeloproliferative neoplasm[ICD-11: 2A20]Q03405PLAUR
T74363DI0404Thrombocytosis[ICD-11: 3B63]Q03405PLAUR
T84439DI0377Sex development malformative disorder[ICD-11: LD2A]Q6DWJ6GPR139
T86385DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P08311CTSG
T63170DI0201Inborn carbohydrate metabolism error[ICD-11: 5C51]Q9UJM8HAO1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T63083DI0048B-cell lymphoma[ICD-11: 2A86]Q06609RAD51
T63083DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q06609RAD51
T74937DI0175Heart failure[ICD-11: BD10-BD1Z]P09172DBH
T74937DI0341Post-traumatic stress disorder[ICD-11: 6B40]P09172DBH
T00099DI0106COVID-19[ICD-11: 1D6Y]P04632CAPNS1
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T13127DI0342Premature ageing appearance[ICD-11: LD2B]P49356FNTB
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1
T93903DI0110Cystic fibrosis[ICD-11: CA25]P55211CASP9
T15700DI0120Diabetes mellitus[ICD-11: 5A10]Q9UQ81MCH5
T15700DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UQ81MCH5

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