Gamma-glutamyl-L-putrescine



Compound IDCDAMM00070
Common nameGamma-glutamyl-L-putrescine
IUPAC name(2S)-2-amino-5-(4-aminobutylamino)-5-oxopentanoic acid
Molecular formulaC9H19N3O3

Experimental data

Retention time5.48
Adduct[M+H]+
Actual mz218.149
Theoretical mz218.15
Error4.17
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.0306

Identifiers and class information

Inchi keyWKGTVHGVLRCTCF-ZETCQYMHSA-N
SmilesC(CCNC(=O)CCC(C(=O)O)N)CN
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)2
Number of non-conjugated amine groups (#amine)2
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)10
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)217.267
Computed dipole moment(dipole)11.107
Total solvent accessible surface area (SASA)483.334
Hydrophobic component of SASA (FOSA)227.743
Hydrophilic component of SASA (FISA)255.591
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)797.576
Number of hydrogen bond donors (donorHB)6
Number of hydrogen bond acceptors (accptHB)6.5
Free energy of solvation of dipole (dip^2/V)0.154672
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0329414
Globularity descriptor (glob)0.860529
Predicted polarizability in cubic angstroms (QPpolrz)19.344
Predicted hexadecane/gas partition coefficient (QPlogPC16)8.705
Predicted octanol/gas partition coefficient (QPlogPoct)20.369
Predicted water/gas partition coefficient (QPlogPw)17.437
Predicted octanol/water partition coefficient (QPlogPo/w)-3.812
Predicted aqueous solubility (QPlogS)1.366
Conformation-independent predicted aqueous solubility (CIQPlogS)1.503
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.059
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.374
Predicted brain/blood partition coefficient (QPlogBB)-1.543
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.248
Predicted skin permeability, log Kp (QPlogKp)-9.395
PM3 calculated ionization potential (IP(ev))9.491
PM3 calculated electron affinity (EA(eV))-0.792
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-1.393
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)24.761
Van der Waals surface area (PSA)137.262
Number of nitrogen and oxygen atoms (#NandO)6
Number of violations of Lipinski’s rule of five (RuleOfFive)1
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
P29475NOS1Nitric-oxide synthase, brainT16117SEA
P35228NOS2Nitric oxide synthase, inducibleT02703SEA
P29474NOS3Nitric-oxide synthase, endothelialT06046SEA
O75899GABBR2GABA-B receptorT42446SEA
P09960LTA4HLeukotriene A4 hydrolaseT03691SEA
P48066SLC6A11GABA transporter 3T38200SEA
O75899GABBR2GABA-B receptorT42446SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SEA
Q05586GRIN1Glutamate NMDA receptor; GRIN1/GRIN2BT62276SEA
Q12879GRIN2AGlutamate NMDA receptor; GRIN1/GRIN2AT22285SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
P42261GRIA1Glutamate receptor ionotropic, AMPA 1T33584SEA
Q16478GRIK5Glutamate receptor ionotropic kainate 5T87930SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
Q9H4A4RNPEPAminopeptidase BT57818SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
Q96IY4CPB2Carboxypeptidase B2 isoform AT98022SEA
Q6QHF9PAOXPolyamine oxidaseT88699SEA
P15086CPB1Carboxypeptidase BT36725SEA
Q9UHL4DPP7Dipeptidyl peptidase IIT50773SEA
P09211GSTP1Glutathione S-transferase PiT21669SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
P04439HLA-AHLA class I histocompatibility antigen A-3T08985SEA
Q9ULA0DNPEPAspartyl aminopeptidaseT45287SEA
Q04760GLO1Glyoxalase IT88285SEA
Q13224GRIN2BGlutamate [NMDA] receptor subunit epsilon 2T76414SEA
P05089ARG1Arginase-1 (by homology)T63224SEA
Q04756HGFACHepatocyte growth factor activatorT38584SEA
P09210GSTA2Glutathione S-transferase A2T53510SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
P09958FURHUMAN dibasic-processing enzymeT98945SEA
Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
Q9UN88GABRQGABA(A) receptor thetaT15161SEA
P00480OTCOrnithine transcarbamylaseT52098SEA
P42263GRIA3Glutamate receptor AMPA 3T62391SEA
Q16348PEPT2Solute carrier family 15 member 2T52067SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
T06046DI0287Myocardial infarction[ICD-11: BA41-BA43]P29474NOS3
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
T38200DI0207Indeterminate colitis[ICD-11: DD72]P48066SLC6A11
T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
T62276DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q05586GRIN1
T62276DI0182HIV-infected patients with tuberculosis[ICD-11: 1B10-1B14]Q05586GRIN1
T22285DI0306Nutritional deficiency[ICD-11: 5B50-5B71]Q12879GRIN2A
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T98022DI0073Cerebral ischaemia[ICD-11: 8B1Z]Q96IY4CPB2
T98022DI0074Cerebral ischaemic stroke[ICD-11: 8B11]Q96IY4CPB2
T98022DI0405Thrombosis[ICD-11: DB61-GB90]Q96IY4CPB2
T21669DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09211GSTP1
T45287DI0190Hypertension[ICD-11: BA00-BA04]Q9ULA0DNPEP
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T76414DI0024Alpha-1-antitrypsin deficiency[ICD-11: 5C5A]Q13224GRIN2B
T63224DI0258Metabolism inborn error[ICD-11: 5C50]P05089ARG1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T98945DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P09958FUR
T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC
T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3

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