2-[5-carbamimidamido-N-cyclohexyl-2-(4,6-dimethoxynaphthalene-2-sulfonamido)pentanamido]acetic acid



Compound IDCDAMM00247
Common name2-[5-carbamimidamido-N-cyclohexyl-2-(4,6-dimethoxynaphthalene-2-sulfonamido)pentanamido]acetic acid
IUPAC name2-[cyclohexyl-[5-(diaminomethylideneamino)-2-[(4,6-dimethoxynaphthalen-2-yl)sulfonylamino]pentanoyl]amino]acetic acid
Molecular formulaC26H37N5O7S

Experimental data

Retention time9.14
Adduct[M+H]+
Actual mz564.248
Theoretical mz564.249
Error1.13
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score4.5438

Identifiers and class information

Inchi keyNXIYJXXWUVTPIJ-UHFFFAOYSA-N
SmilesCOC1=CC2=C(C=C(C=C2C=C1)S(=O)(=O)NC(CCCN=C(N)N)C(=O)N(CC(=O)O)C3CCCCC3)OC
SuperclassOrganic acids and derivatives
Class

Pharmacokinetic properties

Number of descriptor values(#stars)2
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)14
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)563.668
Computed dipole moment(dipole)8.925
Total solvent accessible surface area (SASA)848.979
Hydrophobic component of SASA (FOSA)427.564
Hydrophilic component of SASA (FISA)295.854
Pie component of the SASA (PISA)125.561
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1626.41
Number of hydrogen bond donors (donorHB)5.25
Number of hydrogen bond acceptors (accptHB)12.25
Free energy of solvation of dipole (dip^2/V)0.0489725
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0330612
Globularity descriptor (glob)0.787808
Predicted polarizability in cubic angstroms (QPpolrz)51.144
Predicted hexadecane/gas partition coefficient (QPlogPC16)17.533
Predicted octanol/gas partition coefficient (QPlogPoct)32.31
Predicted water/gas partition coefficient (QPlogPw)22.556
Predicted octanol/water partition coefficient (QPlogPo/w)1.822
Predicted aqueous solubility (QPlogS)-4.245
Conformation-independent predicted aqueous solubility (CIQPlogS)-5.431
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.382
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2.873
Predicted brain/blood partition coefficient (QPlogBB)-3.458
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.578
Predicted skin permeability, log Kp (QPlogKp)-7.248
PM3 calculated ionization potential (IP(ev))7.948
PM3 calculated electron affinity (EA(eV))0.977
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)-0.551
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)6.94
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)17.029
Van der Waals surface area (PSA)204.967
Number of nitrogen and oxygen atoms (#NandO)12
Number of violations of Lipinski’s rule of five (RuleOfFive)3
Number of violations of Jorgensen’s rule of three (RuleOfThree)2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P00734F2ThrombinT94033SwissTargetPrediction and SEA
P00747PLGPlasminogenT89034SEA
P08253MMP2Matrix metalloproteinase 2T68251SEA
P22894MMP8Matrix metalloproteinase 8T08856SEA
P08254MMP3Matrix metalloproteinase 3T86702SEA
P14780MMP9Matrix metalloproteinase 9T54156SEA
P03956MMP1Matrix metalloproteinase 1T52450SEA
P45452MMP13Matrix metalloproteinase 13T34296SEA
P78536ADAM17ADAM17T82393SEA
P09237MMP7Matrix metalloproteinase 7T73475SEA
P13497BMP1Bone morphogenetic protein 1T53350SEA
Q01726MC1RMelanocortin receptor 1T35842SEA
P41968MC3RMelanocortin receptor 3T76846SEA
P00742F10Thrombin and coagulation factor XT84631SEA
P48039MTNR1AMelatonin receptor 1AT97613SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
P25116F2RProteinase-activated receptor 1T36483SEA
Q15661TPSAB1Tryptase beta-1T14558SEA
Q8IU80TMPRSS6Transmembrane protease serine 6T13863SEA
Q9Y5Y6ST14MatriptaseT31543SEA
Q13451FKBP5Peptidyl-prolyl cis-trans isomerase FKBP5T98337SEA
Q14145KEAP1Kelch-like ECH-associated protein 1T83198SEA
P17342NPR3Natriuretic peptide receptorT92963SEA
P16066NPR1Atrial natriuretic peptide receptor AT71230SEA
Q9HAN5TRP1Cationic trypsinogenT27602SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
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
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
T68251DI0238Lung cancer[ICD-11: 2C25]P08253MMP2
T08856DI0366Rheumatoid arthritis[ICD-11: FA20]P22894MMP8
T86702DI0101Corneal disease[ICD-11: 9A76-9A78]P08254MMP3
T86702DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P08254MMP3
T86702DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P08254MMP3
T86702DI0275Multiple sclerosis[ICD-11: 8A40]P08254MMP3
T86702DI0287Myocardial infarction[ICD-11: BA41-BA43]P08254MMP3
T86702DI0320Osteoarthritis[ICD-11: FA00-FA05]P08254MMP3
T86702DI0366Rheumatoid arthritis[ICD-11: FA20]P08254MMP3
T54156DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P14780MMP9
T54156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P14780MMP9
T54156DI0395Stomach cancer[ICD-11: 2B72]P14780MMP9
T54156DI0419Ulcerative colitis[ICD-11: DD71]P14780MMP9
T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
T34296DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P45452MMP13
T82393DI0062Breast cancer[ICD-11: 2C60-2C6Y]P78536ADAM17
T82393DI0366Rheumatoid arthritis[ICD-11: FA20]P78536ADAM17
T73475DI0238Lung cancer[ICD-11: 2C25]P09237MMP7
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
T97613DI0214Insomnia[ICD-11: 7A00-7A0Z]P48039MTNR1A
T36483DI0287Myocardial infarction[ICD-11: BA41-BA43]P25116F2R
T14558DI0155Fungal infection[ICD-11: 1F29-1F2F]Q15661TPSAB1
T14558DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q15661TPSAB1
T83198DI0356Pulmonary hypertension[ICD-11: BB01]Q14145KEAP1
T83198DI0425Urinary system clinical symptom[ICD-11: MF8Y]Q14145KEAP1
T92963DI0175Heart failure[ICD-11: BD10-BD1Z]P17342NPR3
T71230DI0175Heart failure[ICD-11: BD10-BD1Z]P16066NPR1
T27602DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q9HAN5TRP1
T27602DI0274Multiple myeloma[ICD-11: 2A83]Q9HAN5TRP1

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