L-Indospicine



Compound IDCDAMM00309
Common nameL-Indospicine
IUPAC name(2S)-2,7-diamino-7-iminoheptanoic acid
Molecular formulaC7H15N3O2

Experimental data

Retention time11.105
Adduct[M+H]+
Actual mz174.124
Theoretical mz174.124
Error1.13
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.84

Identifiers and class information

Inchi keySILQDLDAWPQMEL-UHFFFAOYNA-N
SmilesO=C(O)C(N)CCCCC(=N)N
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Plant source

  • Pedalium murex L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)2
    Number of non-conjugated amine groups (#amine)1
    Number of amidine and guanidine groups (#amidine)1
    Number of carboxylic acid groups (#acid)1
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)8
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)173.214
    Computed dipole moment(dipole)7.434
    Total solvent accessible surface area (SASA)412.182
    Hydrophobic component of SASA (FOSA)144.154
    Hydrophilic component of SASA (FISA)268.029
    Pie component of the SASA (PISA)0
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)653.325
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)4.5
    Free energy of solvation of dipole (dip^2/V)0.0845818
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0267423
    Globularity descriptor (glob)0.883409
    Predicted polarizability in cubic angstroms (QPpolrz)14.855
    Predicted hexadecane/gas partition coefficient (QPlogPC16)7.445
    Predicted octanol/gas partition coefficient (QPlogPoct)16.928
    Predicted water/gas partition coefficient (QPlogPw)13.99
    Predicted octanol/water partition coefficient (QPlogPo/w)-2.988
    Predicted aqueous solubility (QPlogS)-0.078
    Conformation-independent predicted aqueous solubility (CIQPlogS)0.059
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.337
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1.798
    Predicted brain/blood partition coefficient (QPlogBB)-1.81
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.75
    Predicted skin permeability, log Kp (QPlogKp)-9.816
    PM3 calculated ionization potential (IP(ev))8.833
    PM3 calculated electron affinity (EA(eV))-1.021
    Number of likely metabolic reactions (#metab)5
    Prediction of binding to human serum albumin (QPlogKhsa)-1.139
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)1.052
    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)131.573
    Number of nitrogen and oxygen atoms (#NandO)5
    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, brainT16117SwissTargetPrediction and SEA
    P35228NOS2Nitric oxide synthase, inducibleT02703SwissTargetPrediction and SEA
    P29474NOS3Nitric-oxide synthase, endothelialT06046SwissTargetPrediction and SEA
    P09960LTA4HLeukotriene A4 hydrolaseT03691SwissTargetPrediction
    Q14833GRM4Metabotropic glutamate receptor 4T99402SEA
    P41594GRM5Metabotropic glutamate receptor 5T99347SwissTargetPrediction
    O00222GRM8Metabotropic glutamate receptor 8T77548SEA
    P43004SLC1A2Excitatory amino acid transporter 2T95438SwissTargetPrediction
    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
    Q16719KYNUKynureninaseT99912SEA
    Q07075ENPEPAminopeptidase AT31956SEA
    Q9UHL4DPP7Dipeptidyl peptidase IIT50773SEA
    P08263GSTA1Glutathione S-transferase A1T17221SEA
    P05089ARG1Arginase-1 (by homology)T63224SwissTargetPrediction and SEA
    Q9UPC5GPR34Probable G-protein coupled receptor 34T73859SEA
    O00398P2RY10Putative P2Y purinoceptor 10T00488SEA
    Q9BXC1GPR174Probable G-protein coupled receptor 174T87661SEA
    Q04756HGFACHepatocyte growth factor activatorT38584SEA
    P15169CPN1Carboxypeptidase N, catalytic subunitT34471SEA
    Q15109AGERAdvanced glycosylation end product receptorT07400SEA
    Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
    P09958FURHUMAN dibasic-processing enzymeT98945SEA
    Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
    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
    T03691DI0012Acute myeloid leukaemia[ICD-11: 2A60]P09960LTA4H
    T99402DI0331Parkinsonism[ICD-11: 8A00]Q14833GRM4
    T99347DI0152Fragile X chromosome[ICD-11: LD55]P41594GRM5
    T99347DI0331Parkinsonism[ICD-11: 8A00]P41594GRM5
    T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
    T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
    T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
    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
    T63224DI0258Metabolism inborn error[ICD-11: 5C50]P05089ARG1
    T07400DI0025Alzheimer disease[ICD-11: 8A20]Q15109AGER
    T07400DI0083Chronic kidney disease[ICD-11: GB61]Q15109AGER
    T07400DI0115Dementia[ICD-11: 6D80-6D8Z]Q15109AGER
    T07400DI0196Hypotension[ICD-11: BA20-BA21]Q15109AGER
    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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