N-gamma-Glutamyl-S-allylcysteine



Compound IDCDAMM02617
Common nameN-gamma-Glutamyl-S-allylcysteine
IUPAC name2-amino-5-[(1-carboxy-2-prop-2-enylsulfanylethyl)amino]-5-oxopentanoic acid
Molecular formulaC11H18N2O5S

Experimental data

Retention time5.33
Adduct[M+Na]+
Actual mz313.081
Theoretical mz313.083
Error8.68
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.225

Identifiers and class information

Inchi keyFUTHBNRZCFKVQZ-UHFFFAOYNA-N
SmilesO=C(O)C(N)CCC(=O)NC(C(=O)O)CSCC=C
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)2
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)11
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)290.334
Computed dipole moment(dipole)6.957
Total solvent accessible surface area (SASA)550.575
Hydrophobic component of SASA (FOSA)208.817
Hydrophilic component of SASA (FISA)273.881
Pie component of the SASA (PISA)43.153
Weakly polar component of the SASA (WPSA)24.725
Total solvent accesible volume (volume)942.175
Number of hydrogen bond donors (donorHB)4.25
Number of hydrogen bond acceptors (accptHB)7.25
Free energy of solvation of dipole (dip^2/V)0.0513776
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0271466
Globularity descriptor (glob)0.844182
Predicted polarizability in cubic angstroms (QPpolrz)24.901
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.295
Predicted octanol/gas partition coefficient (QPlogPoct)18.987
Predicted water/gas partition coefficient (QPlogPw)15.902
Predicted octanol/water partition coefficient (QPlogPo/w)-1.905
Predicted aqueous solubility (QPlogS)-0.839
Conformation-independent predicted aqueous solubility (CIQPlogS)-0.574
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)0.004
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.259
Predicted brain/blood partition coefficient (QPlogBB)-2.202
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.257
Predicted skin permeability, log Kp (QPlogKp)-7.422
PM3 calculated ionization potential (IP(ev))9.026
PM3 calculated electron affinity (EA(eV))0.156
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-1.305
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)5.304
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)23.701
Van der Waals surface area (PSA)155.262
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
P12821ACEAngiotensin-converting enzymeT98311SwissTargetPrediction
P15144ANPEPAminopeptidase NT67272SwissTargetPrediction
P09960LTA4HLeukotriene A4 hydrolaseT03691SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction
P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction
P08473MMENeprilysinT05409SwissTargetPrediction
P43005SLC1A1Excitatory amino acid transporter 3T31721SwissTargetPrediction and SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SwissTargetPrediction
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SwissTargetPrediction
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P07339CTSDCathepsin DT67102SwissTargetPrediction
P09211GSTP1Glutathione S-transferase PiT21669SwissTargetPrediction and SEA
P08263GSTA1Glutathione S-transferase A1T17221SwissTargetPrediction and SEA
Q6P179ERAP2Endoplasmic reticulum aminopeptidase 2T65818SwissTargetPrediction
Q9Y3Q0NAALAD2NAALADase IIT70036SEA
Q92820GGHGamma-glutamyl hydrolaseT71646SEA
P22102GARTGAR transformylaseT72042SEA
Q04760GLO1Glyoxalase IT88285SEA
P09210GSTA2Glutathione S-transferase A2T53510SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
O60603TLR2Toll-like receptor 2T82078SEA
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
T98311DI0175Heart failure[ICD-11: BD10-BD1Z]P12821ACE
T98311DI0190Hypertension[ICD-11: BA00-BA04]P12821ACE
T67272DI0351Psoriasis[ICD-11: EA90]P15144ANPEP
T03691DI0012Acute myeloid leukaemia[ICD-11: 2A60]P09960LTA4H
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
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T67102DI0275Multiple sclerosis[ICD-11: 8A40]P07339CTSD
T21669DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09211GSTP1
T72042DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P22102GART
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2
T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC

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