N-a-Acetyl-L-arginine



Compound IDCDAMM00474
Common nameN-a-Acetyl-L-arginine
IUPAC name2-acetamido-5-(diaminomethylideneamino)pentanoic acid
Molecular formulaC8H16N4O3

Experimental data

Retention time10.05
Adduct[M+K]+
Actual mz255.084
Theoretical mz255.085
Error4.54
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.835

Identifiers and class information

Inchi keySNEIUMQYRCDYCH-LURJTMIESA-N
SmilesO=C(O)C(NC(=O)C)CCCNC(=N)N
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Plant source

  • Piper longum L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)1
    Number of carboxylic acid groups (#acid)1
    Number of non-conjugated amide groups (#amide)1
    Number of rotatable bonds (#rotor)7
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)216.239
    Computed dipole moment(dipole)9.462
    Total solvent accessible surface area (SASA)470.871
    Hydrophobic component of SASA (FOSA)189.637
    Hydrophilic component of SASA (FISA)281.235
    Pie component of the SASA (PISA)0
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)763.942
    Number of hydrogen bond donors (donorHB)5.25
    Number of hydrogen bond acceptors (accptHB)5.75
    Free energy of solvation of dipole (dip^2/V)0.117193
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0279798
    Globularity descriptor (glob)0.858295
    Predicted polarizability in cubic angstroms (QPpolrz)19.924
    Predicted hexadecane/gas partition coefficient (QPlogPC16)8.354
    Predicted octanol/gas partition coefficient (QPlogPoct)18.78
    Predicted water/gas partition coefficient (QPlogPw)16.808
    Predicted octanol/water partition coefficient (QPlogPo/w)-0.911
    Predicted aqueous solubility (QPlogS)-0.679
    Conformation-independent predicted aqueous solubility (CIQPlogS)-0.77
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-0.643
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)3.107
    Predicted brain/blood partition coefficient (QPlogBB)-2.404
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2.228
    Predicted skin permeability, log Kp (QPlogKp)-8.093
    PM3 calculated ionization potential (IP(ev))8.175
    PM3 calculated electron affinity (EA(eV))-0.447
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)-1.239
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)17.465
    Solvent-accessible surface area of fluorine atoms (SAFluorine)0
    Solvent-accessible surface area of amide oxygen atoms (SAamideO)30.184
    Van der Waals surface area (PSA)157.043
    Number of nitrogen and oxygen atoms (#NandO)7
    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
    P00734F2ThrombinT94033SEA
    Q9NTG7SIRT3NAD-dependent deacetylase sirtuin 3T91959SEA
    Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SEA
    P08514ITGA2BIntegrin alpha-IIb/beta-3T50688SEA
    P00747PLGPlasminogenT89034SEA
    P11926ODC1Ornithine decarboxylaseT60366SEA
    Q96IY4CPB2Carboxypeptidase B2 isoform AT98022SEA
    P17706PTPN2T-cell protein-tyrosine phosphataseT49156SEA
    P15086CPB1Carboxypeptidase BT36725SEA
    P07711CTSLCathepsin LT98691SEA
    P32245MC4RMelanocortin receptor 4T72458SEA
    Q01726MC1RMelanocortin receptor 1T35842SEA
    P41968MC3RMelanocortin receptor 3T76846SEA
    P00742F10Thrombin and coagulation factor XT84631SEA
    P00750PLATTissue-type plasminogen activatorT45299SEA
    P24385CCND1Cyclin-dependent kinase 4/cyclin D1T12355SEA
    Q6P179ERAP2Endoplasmic reticulum aminopeptidase 2T65818SEA
    P06756ITGAVVitronectin receptor alphaT67103SEA
    Q9ULW8PADI3Protein-arginine deiminase type-3T36612SEA
    Q9UM07PADI4Protein-arginine deiminase type-4T50429SEA
    P55085F2RL1Proteinase-activated receptor 2T62841SEA
    P41146OPRL1Nociceptin receptorT52921SEA
    P25929NPY1RNeuropeptide Y receptor type 1T89213SEA
    P30989NTSR1Neurotensin receptor 1T02728SEA
    Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
    P08709F7Coagulation factor VIIT43332SEA
    Q9Y3Q0NAALAD2NAALADase IIT70036SEA
    P25116F2RProteinase-activated receptor 1T36483SEA
    Q16549PCSK7Subtilisin/kexin type 7T33211SEA
    Q9UIQ6LNPEPCystinyl aminopeptidaseT97537SEA
    P61964WDR5WD repeat-containing protein 5T77393SEA
    P20248CCNA2CDK2/Cyclin AT58470SEA
    Q15661TPSAB1Tryptase beta-1T14558SEA
    P03951F11Coagulation factor XIT46040SEA
    Q8IU80TMPRSS6Transmembrane protease serine 6T13863SEA
    Q9Y5Y6ST14MatriptaseT31543SEA
    Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
    O95931CBX7Chromobox protein homolog 7T72319SEA
    Q04756HGFACHepatocyte growth factor activatorT38584SEA
    P09668CTSHCathepsin (H and K)T40103SEA
    O60235TMPRSS11DTransmembrane protease serine 11DT00302SEA
    O14786NRP1Neuropilin-1 (by homology)T15023SEA
    P04070PROCVitamin K-dependent protein CT24836SEA
    P00748F12Coagulation factor XIIT38509SEA
    Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
    P09958FURHUMAN dibasic-processing enzymeT98945SEA
    P29120PCSK1Neuroendocrine convertase 1T36445SEA
    Q92824PCSK5Proprotein convertase subtilisin/kexin type 5T38581SEA
    Q9GZQ6NPFFR1Neuropeptide FF receptor 1T79780SEA
    Q9Y5X5NPFFR2Neuropeptide FF receptor 2T90818SEA
    O60259KLK8NeuropsinT43289SEA
    Q9Y5K2KLK4Kallikrein-4T79400SEA
    Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
    P17342NPR3Natriuretic peptide receptorT92963SEA
    P16066NPR1Atrial natriuretic peptide receptor AT71230SEA
    P78325ADAM8Cell surface antigen MS2T95761SEA
    P05106ITGB3Integrin beta-3T26457SEA
    P00480OTCOrnithine transcarbamylaseT52098SEA
    P42263GRIA3Glutamate receptor AMPA 3T62391SEA
    Q16348PEPT2Solute carrier family 15 member 2T52067SEA
    O95665NTSR2Neurotensin receptor type 2T95605SEA
    Q9NXA8SIRT5NAD-dependent deacetylase sirtuin-5T91940SEA
    Q9HAN5TRP1Cationic trypsinogenT27602SEA
    Q9BX92CFBComplement factor BT66011SEA
    P05981HPNSerine protease hepsinT73471SEA
    P08648ITGA5Integrin alpha-5T29879SEA
    O15393TMPRSS2HUMAN transmembrane protease serine 2T99908SEA
    P16519PCSK2Neuroendocrine convertase 2T97749SEA

    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
    T94033DI0052Bleeding disorder[ICD-11: GA20-GA21]P00734F2
    T94033DI0091Coagulation defect[ICD-11: 3B10]P00734F2
    T94033DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P00734F2
    T94033DI0275Multiple sclerosis[ICD-11: 8A40]P00734F2
    T94033DI0287Myocardial infarction[ICD-11: BA41-BA43]P00734F2
    T94033DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P00734F2
    T94033DI0403Thrombocytopenia[ICD-11: 3B64]P00734F2
    T94033DI0405Thrombosis[ICD-11: DB61-GB90]P00734F2
    T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
    T50688DI0007Acquired hypermelanosis[ICD-11: ED60]P08514ITGA2B
    T50688DI0030Angina pectoris[ICD-11: BA40]P08514ITGA2B
    T50688DI0287Myocardial infarction[ICD-11: BA41-BA43]P08514ITGA2B
    T89034DI0030Angina pectoris[ICD-11: BA40]P00747PLG
    T89034DI0052Bleeding disorder[ICD-11: GA20-GA21]P00747PLG
    T89034DI0254Menopausal disorder[ICD-11: GA30]P00747PLG
    T89034DI0287Myocardial infarction[ICD-11: BA41-BA43]P00747PLG
    T89034DI0345Procedure injury[ICD-11: NE81]P00747PLG
    T89034DI0357Pulmonary thromboembolism[ICD-11: BB00]P00747PLG
    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
    T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
    T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
    T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
    T72458DI0192Hypoactive sexual desire dysfunction[ICD-11: HA00]P32245MC4R
    T72458DI0228Large intestine motility disorder[ICD-11: DB32]P32245MC4R
    T72458DI0308Obesity[ICD-11: 5B80-5B81]P32245MC4R
    T35842DI0192Hypoactive sexual desire dysfunction[ICD-11: HA00]Q01726MC1R
    T35842DI0205Inborn porphyrin/heme metabolism error[ICD-11: 5C58]Q01726MC1R
    T76846DI0308Obesity[ICD-11: 5B80-5B81]P41968MC3R
    T76846DI0378Sexual dysfunction[ICD-11: HA00-HA01]P41968MC3R
    T76846DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P41968MC3R
    T84631DI0053Blood-forming organ disease[ICD-11: 3C0Z]P00742F10
    T84631DI0080Christmas disease[ICD-11: 3B11]P00742F10
    T84631DI0091Coagulation defect[ICD-11: 3B10]P00742F10
    T84631DI0103Coronary thrombosis[ICD-11: BA43]P00742F10
    T84631DI0114Deep vein thrombosis[ICD-11: BD71]P00742F10
    T84631DI0397Supraventricular tachyarrhythmia[ICD-11: BC81]P00742F10
    T84631DI0405Thrombosis[ICD-11: DB61-GB90]P00742F10
    T84631DI0433Venous thromboembolism[ICD-11: BD72]P00742F10
    T45299DI0052Bleeding disorder[ICD-11: GA20-GA21]P00750PLAT
    T45299DI0345Procedure injury[ICD-11: NE81]P00750PLAT
    T12355DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P24385CCND1
    T67103DI0095Colorectal cancer[ICD-11: 2B91]P06756ITGAV
    T67103DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06756ITGAV
    T62841DI0087Chronic pain[ICD-11: MG30]P55085F2RL1
    T52921DI0039Atopic eczema[ICD-11: EA80]P41146OPRL1
    T52921DI0117Depression[ICD-11: 6A70-6A7Z]P41146OPRL1
    T52921DI0173Headache[ICD-11: 8A80-8A84]P41146OPRL1
    T52921DI0175Heart failure[ICD-11: BD10-BD1Z]P41146OPRL1
    T89213DI0050Binge eating disorder[ICD-11: 6B82]P25929NPY1R
    T89213DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P25929NPY1R
    T89213DI0174Heart disease[ICD-11: BA41-BA42]P25929NPY1R
    T89213DI0190Hypertension[ICD-11: BA00-BA04]P25929NPY1R
    T89213DI0308Obesity[ICD-11: 5B80-5B81]P25929NPY1R
    T02728DI0207Indeterminate colitis[ICD-11: DD72]P30989NTSR1
    T43332DI0091Coagulation defect[ICD-11: 3B10]P08709F7
    T36483DI0287Myocardial infarction[ICD-11: BA41-BA43]P25116F2R
    T58470DI0363Retina cancer[ICD-11: 2D02]P20248CCNA2
    T14558DI0155Fungal infection[ICD-11: 1F29-1F2F]Q15661TPSAB1
    T14558DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q15661TPSAB1
    T46040DI0074Cerebral ischaemic stroke[ICD-11: 8B11]P03951F11
    T46040DI0089Clotting disorder[ICD-11: 3B4Z]P03951F11
    T15023DI0365Retinopathy[ICD-11: 9B71]O14786NRP1
    T24836DI0084Chronic lower extremities peripheral venous insufficiency[ICD-11: BD74]P04070PROC
    T24836DI0177Hemangioma[ICD-11: 2E81-2F2Y]P04070PROC
    T38509DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P00748F12
    T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
    T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
    T98945DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P09958FUR
    T92963DI0175Heart failure[ICD-11: BD10-BD1Z]P17342NPR3
    T71230DI0175Heart failure[ICD-11: BD10-BD1Z]P16066NPR1
    T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC
    T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3
    T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
    T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1
    T66011DI0170Haemolytic anemia[ICD-11: 3A20-3A2Z]Q9BX92CFB
    T29879DI0365Retinopathy[ICD-11: 9B71]P08648ITGA5
    T99908DI0106COVID-19[ICD-11: 1D6Y]O15393TMPRSS2

    Copyright © 2025