gamma-Glutamylvaline



Compound IDCDAMM00088
Common namegamma-Glutamylvaline
IUPAC name(2S)-2-amino-5-[[(1S)-1-carboxy-2-methylpropyl]amino]-5-oxopentanoic acid
Molecular formulaC10H18N2O5

Experimental data

Retention time20.62
Adduct[M+H]+
Actual mz247.129
Theoretical mz247.129
Error1.86
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.4311

Identifiers and class information

Inchi keyAQAKHZVPOOGUCK-BTBXXMRTNA-N
SmilesCC(C)C(C(=O)O)NC(=O)CCC(C(=O)O)N
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)1
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)2
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)8
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)246.263
Computed dipole moment(dipole)10.355
Total solvent accessible surface area (SASA)494.854
Hydrophobic component of SASA (FOSA)226.368
Hydrophilic component of SASA (FISA)268.486
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)837.125
Number of hydrogen bond donors (donorHB)4.25
Number of hydrogen bond acceptors (accptHB)6.75
Free energy of solvation of dipole (dip^2/V)0.128094
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0281204
Globularity descriptor (glob)0.868057
Predicted polarizability in cubic angstroms (QPpolrz)22.211
Predicted hexadecane/gas partition coefficient (QPlogPC16)8.843
Predicted octanol/gas partition coefficient (QPlogPoct)18.758
Predicted water/gas partition coefficient (QPlogPw)15.968
Predicted octanol/water partition coefficient (QPlogPo/w)-2.411
Predicted aqueous solubility (QPlogS)-0.358
Conformation-independent predicted aqueous solubility (CIQPlogS)0.006
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)0.596
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.266
Predicted brain/blood partition coefficient (QPlogBB)-1.896
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.214
Predicted skin permeability, log Kp (QPlogKp)-7.762
PM3 calculated ionization potential (IP(ev))10.25
PM3 calculated electron affinity (EA(eV))-0.238
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-1.307
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)2.546
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)28.686
Van der Waals surface area (PSA)154.997
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
P29475NOS1Nitric-oxide synthase, brainT16117SEA
P35228NOS2Nitric oxide synthase, inducibleT02703SEA
P29474NOS3Nitric-oxide synthase, endothelialT06046SEA
P09960LTA4HLeukotriene A4 hydrolaseT03691SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
P08514ITGA2BIntegrin alpha-IIb/beta-3T50688SEA
P78352DLG4Disks large homolog 4T04507SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
Q16478GRIK5Glutamate receptor ionotropic kainate 5T87930SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
Q9H4A4RNPEPAminopeptidase BT57818SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
Q07075ENPEPAminopeptidase AT31956SEA
P29466CASP1Caspase-1T98269SEA
P09211GSTP1Glutathione S-transferase PiT21669SEA
P08263GSTA1Glutathione S-transferase A1T17221SEA
P04439HLA-AHLA class I histocompatibility antigen A-3T08985SEA
P0DJD9PGA5Pepsin AT17863SEA
Q9ULA0DNPEPAspartyl aminopeptidaseT45287SEA
Q9Y3Q0NAALAD2NAALADase IIT70036SEA
Q92820GGHGamma-glutamyl hydrolaseT71646SEA
Q9UIQ6LNPEPCystinyl aminopeptidaseT97537SEA
Q04760GLO1Glyoxalase IT88285SEA
Q9Y337KLK5Kallikrein 5T11808SEA
P09210GSTA2Glutathione S-transferase A2T53510SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
P09958FURHUMAN dibasic-processing enzymeT98945SEA
Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
P05106ITGB3Integrin beta-3T26457SEA
P00480OTCOrnithine transcarbamylaseT52098SEA
Q16348PEPT2Solute carrier family 15 member 2T52067SEA
Q92887CMOATMultidrug resistance-associated protein 2T61792SEA

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
T03691DI0012Acute myeloid leukaemia[ICD-11: 2A60]P09960LTA4H
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
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
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
T21669DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09211GSTP1
T45287DI0190Hypertension[ICD-11: BA00-BA04]Q9ULA0DNPEP
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
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

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