2-amino-4-[N\'-(2,4-dimethoxyphenyl)hydrazinecarbonyl]butanoic acid



Compound IDCDAMM00113
Common name2-amino-4-[N\'-(2,4-dimethoxyphenyl)hydrazinecarbonyl]butanoic acid
IUPAC name2-amino-5-[2-(2,4-dimethoxyphenyl)hydrazinyl]-5-oxopentanoic acid
Molecular formulaC13H19N3O5

Experimental data

Retention time30.56
Adduct[M+H]+
Actual mz298.139
Theoretical mz298.14
Error0.8
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.4042

Identifiers and class information

Inchi keyFCKQHQTUJHNYAF-IMWMWJONNA-N
SmilesCOC1=CC(=C(C=C1)NNC(=O)CCC(C(=O)O)N)OC
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)1
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)9
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)297.31
Computed dipole moment(dipole)4.986
Total solvent accessible surface area (SASA)569.954
Hydrophobic component of SASA (FOSA)261.378
Hydrophilic component of SASA (FISA)217.157
Pie component of the SASA (PISA)91.42
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)968.686
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)8
Free energy of solvation of dipole (dip^2/V)0.0256673
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0313859
Globularity descriptor (glob)0.830705
Predicted polarizability in cubic angstroms (QPpolrz)27.707
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.454
Predicted octanol/gas partition coefficient (QPlogPoct)20.815
Predicted water/gas partition coefficient (QPlogPw)16.407
Predicted octanol/water partition coefficient (QPlogPo/w)-1.67
Predicted aqueous solubility (QPlogS)-1.938
Conformation-independent predicted aqueous solubility (CIQPlogS)-1.434
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.626
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)5.459
Predicted brain/blood partition coefficient (QPlogBB)-1.678
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2.493
Predicted skin permeability, log Kp (QPlogKp)-6.398
PM3 calculated ionization potential (IP(ev))8.323
PM3 calculated electron affinity (EA(eV))-0.159
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.816
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)30.362
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)140.777
Number of nitrogen and oxygen atoms (#NandO)8
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
P09960LTA4HLeukotriene A4 hydrolaseT03691SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
P16083NQO2Quinone reductase 2T75498SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
P14555PLA2G2APhospholipase A2 group IIAT19160SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
Q16719KYNUKynureninaseT99912SEA
P08253MMP2Matrix metalloproteinase 2T68251SEA
P08254MMP3Matrix metalloproteinase 3T86702SEA
P03956MMP1Matrix metalloproteinase 1T52450SEA
P09237MMP7Matrix metalloproteinase 7T73475SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P09211GSTP1Glutathione S-transferase PiT21669SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
Q6P179ERAP2Endoplasmic reticulum aminopeptidase 2T65818SEA
P48039MTNR1AMelatonin receptor 1AT97613SEA
P49286MTNR1BMelatonin receptor 1BT48268SEA
Q9BPW0PPP5CSerine/threonine-protein phosphataseT04123SEA
P41146OPRL1Nociceptin receptorT52921SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
P30536TSPOTranslocator protein (by homology)T75440SEA
Q9UNQ0ABCG2ATP-binding cassette sub-family G member 2T56556SEA
P43003SLC1A3Excitatory amino acid transporter 1T86582SEA
Q9GZN0GPR88Probable G-protein coupled receptor 88T37505SEA
Q9UIQ6LNPEPCystinyl aminopeptidaseT97537SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
P51512MMP16Matrix metalloproteinase 16T35824SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
P12004PCNAProliferating cell nuclear antigenT21782SEA
Q6DWJ6GPR139Probable G-protein coupled receptor 139T84439SEA
Q9UBC3DNMT3BDNA (cytosine-5)-methyltransferase 3BT65501SEA
Q8IWU9TPH2Tryptophan hydroxylaseT51593SEA
P09210GSTA2Glutathione S-transferase A2T53510SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
Q9BWQ3ASCT2Alanine/serine/cysteine transporter 2T59493SEA
Q9BY41HDAC8Histone deacetylase 8T28887SEA
Q9UBS0RPS6KB2Ribosomal protein S6 kinase beta-2T42760SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
Q6ZQN7SLCO4C1Organic anion transporter M1T36053SEA
P01100FOSProto-oncogene c-FosT28025SEA
P14672GLUT4Glucose transporter type 4T67658SEA
P10323ACRAcrosinT24595SEA
Q15569TESK1Testis-specific kinase 1T49542SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T03691DI0012Acute myeloid leukaemia[ICD-11: 2A60]P09960LTA4H
T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T19160DI0062Breast cancer[ICD-11: 2C60-2C6Y]P14555PLA2G2A
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
T86702DI0101Corneal disease[ICD-11: 9A76-9A78]P08254MMP3
T86702DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P08254MMP3
T86702DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P08254MMP3
T86702DI0275Multiple sclerosis[ICD-11: 8A40]P08254MMP3
T86702DI0287Myocardial infarction[ICD-11: BA41-BA43]P08254MMP3
T86702DI0320Osteoarthritis[ICD-11: FA00-FA05]P08254MMP3
T86702DI0366Rheumatoid arthritis[ICD-11: FA20]P08254MMP3
T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
T73475DI0238Lung cancer[ICD-11: 2C25]P09237MMP7
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T21669DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09211GSTP1
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T48268DI0214Insomnia[ICD-11: 7A00-7A0Z]P49286MTNR1B
T52921DI0039Atopic eczema[ICD-11: EA80]P41146OPRL1
T52921DI0117Depression[ICD-11: 6A70-6A7Z]P41146OPRL1
T52921DI0173Headache[ICD-11: 8A80-8A84]P41146OPRL1
T52921DI0175Heart failure[ICD-11: BD10-BD1Z]P41146OPRL1
T75440DI0033Anxiety disorder[ICD-11: 6B00-6B0Z]P30536TSPO
T75440DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P30536TSPO
T75440DI0214Insomnia[ICD-11: 7A00-7A0Z]P30536TSPO
T75440DI0216Intentional self-harm[ICD-11: PC91]P30536TSPO
T75440DI0271Mood/affect symptom[ICD-11: MB24]P30536TSPO
T75440DI0411Tonus and reflex abnormality[ICD-11: MB47]P30536TSPO
T56556DI0218Irritable bowel syndrome[ICD-11: DD91]Q9UNQ0ABCG2
T56556DI0366Rheumatoid arthritis[ICD-11: FA20]Q9UNQ0ABCG2
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T21782DI0308Obesity[ICD-11: 5B80-5B81]P12004PCNA
T84439DI0377Sex development malformative disorder[ICD-11: LD2A]Q6DWJ6GPR139
T65501DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UBC3DNMT3B
T51593DI0066Carcinoid syndrome[ICD-11: 5B10]Q8IWU9TPH2
T51593DI0389Small intestine developmental anomaly[ICD-11: DA90]Q8IWU9TPH2
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8
T42760DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q9UBS0RPS6KB2
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T36053DI0068Cardiac arrhythmia[ICD-11: BC9Z]Q6ZQN7SLCO4C1
T36053DI0175Heart failure[ICD-11: BD10-BD1Z]Q6ZQN7SLCO4C1
T67658DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P14672GLUT4

Copyright © 2025