4-Thialysine



Compound IDCDAMM00456
Common name4-Thialysine
IUPAC name2-amino-3-(2-aminoethylsulfanyl)propanoic acid
Molecular formulaC5H12N2O2S

Experimental data

Retention time10.71
Adduct[M+H]+
Actual mz165.07
Theoretical mz165.069
Error1.96
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score8.6425

Identifiers and class information

Inchi keyGHSJKUNUIHUPDF-BYPYZUCNSA-N
SmilesO=C(O)C(N)CSCCN
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Plant source

  • Piper longum L.

    • 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)0
    Number of rotatable bonds (#rotor)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-1
    Molecular weight (mol_MW)164.222
    Computed dipole moment(dipole)5.903
    Total solvent accessible surface area (SASA)383.908
    Hydrophobic component of SASA (FOSA)137.337
    Hydrophilic component of SASA (FISA)215.284
    Pie component of the SASA (PISA)0
    Weakly polar component of the SASA (WPSA)31.287
    Total solvent accesible volume (volume)592.944
    Number of hydrogen bond donors (donorHB)5
    Number of hydrogen bond acceptors (accptHB)4.5
    Free energy of solvation of dipole (dip^2/V)0.0587702
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0262102
    Globularity descriptor (glob)0.889092
    Predicted polarizability in cubic angstroms (QPpolrz)13.081
    Predicted hexadecane/gas partition coefficient (QPlogPC16)6.462
    Predicted octanol/gas partition coefficient (QPlogPoct)14.436
    Predicted water/gas partition coefficient (QPlogPw)12.33
    Predicted octanol/water partition coefficient (QPlogPo/w)-3.148
    Predicted aqueous solubility (QPlogS)1.03
    Conformation-independent predicted aqueous solubility (CIQPlogS)1.15
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.971
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.418
    Predicted brain/blood partition coefficient (QPlogBB)-0.8
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.954
    Predicted skin permeability, log Kp (QPlogKp)-8.94
    PM3 calculated ionization potential (IP(ev))9.467
    PM3 calculated electron affinity (EA(eV))0.518
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)-1.11
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)11.23
    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)102.186
    Number of nitrogen and oxygen atoms (#NandO)4
    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
    P35228NOS2Nitric oxide synthase, inducibleT02703SEA
    O75899GABBR2GABA-B receptorT42446SEA
    P48066SLC6A11GABA transporter 3T38200SEA
    O75899GABBR2GABA-B receptorT42446SEA
    O00222GRM8Metabotropic glutamate receptor 8T77548SEA
    Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
    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
    P42262GRIA2Glutamate receptor ionotropic, AMPA 2T42392SEA
    Q9H4A4RNPEPAminopeptidase BT57818SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    Q16719KYNUKynureninaseT99912SEA
    Q07075ENPEPAminopeptidase AT31956SEA
    Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
    P52732KIF11Kinesin-like protein 1T28484SEA
    P08263GSTA1Glutathione S-transferase A1T17221SEA
    P14384CPMCarboxypeptidase MT65483SEA
    Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
    Q9UN88GABRQGABA(A) receptor thetaT15161SEA
    O60603TLR2Toll-like receptor 2T82078SEA
    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
    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
    T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
    T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
    T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
    T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
    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
    T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
    T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
    T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
    T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
    T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
    T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
    T42392DI0298Neuropathy[ICD-11: 8C0Z]P42262GRIA2
    T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
    T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
    T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
    T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
    T28484DI0012Acute myeloid leukaemia[ICD-11: 2A60]P52732KIF11
    T28484DI0172Head and neck cancer[ICD-11: 2D42]P52732KIF11
    T28484DI0241Lymphoma[ICD-11: 2A80-2A86]P52732KIF11
    T28484DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P52732KIF11
    T28484DI0274Multiple myeloma[ICD-11: 2A83]P52732KIF11
    T28484DI0321Ovarian cancer[ICD-11: 2C73]P52732KIF11
    T28484DI0361Renal cell carcinoma[ICD-11: 2C90]P52732KIF11
    T28484DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P52732KIF11
    T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
    T82078DI0346Prostate cancer[ICD-11: 2C82]O60603TLR2
    T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3

    Copyright © 2025