2,6-bis[(2,3-dihydroxyphenyl)formamido]-N-{4-[(2,3-dihydroxyphenyl)formamido]butyl}hexanamide



Compound IDCDAMM00226
Common name2,6-bis[(2,3-dihydroxyphenyl)formamido]-N-{4-[(2,3-dihydroxyphenyl)formamido]butyl}hexanamide
IUPAC nameN-[5-[(2,3-dihydroxybenzoyl)amino]-6-[4-[(2,3-dihydroxybenzoyl)amino]butylamino]-6-oxohexyl]-2,3-dihydroxybenzamide
Molecular formulaC31H36N4O10

Experimental data

Retention time48.49
Adduct[M+H]+
Actual mz625.251
Theoretical mz625.25
Error0.78
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.5

Identifiers and class information

Inchi keyFRTUVWLJPRMTFC-RNZRUAGMNA-N
SmilesC1=CC(=C(C(=C1)O)O)C(=O)NCCCCC(C(=O)NCCCCNC(=O)C2=C(C(=CC=C2)O)O)NC(=O)C3=C(C(=CC=C3)O)O
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)10
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)21
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)624.646
Computed dipole moment(dipole)7.925
Total solvent accessible surface area (SASA)1089.37
Hydrophobic component of SASA (FOSA)271.618
Hydrophilic component of SASA (FISA)422.317
Pie component of the SASA (PISA)395.433
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1935.51
Number of hydrogen bond donors (donorHB)6.25
Number of hydrogen bond acceptors (accptHB)10.75
Free energy of solvation of dipole (dip^2/V)0.032451
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0246703
Globularity descriptor (glob)0.689479
Predicted polarizability in cubic angstroms (QPpolrz)61.597
Predicted hexadecane/gas partition coefficient (QPlogPC16)24.687
Predicted octanol/gas partition coefficient (QPlogPoct)36.693
Predicted water/gas partition coefficient (QPlogPw)24.782
Predicted octanol/water partition coefficient (QPlogPo/w)2.822
Predicted aqueous solubility (QPlogS)-6.978
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.558
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-7.068
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.632
Predicted brain/blood partition coefficient (QPlogBB)-6.625
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.277
Predicted skin permeability, log Kp (QPlogKp)-5.894
PM3 calculated ionization potential (IP(ev))9.145
PM3 calculated electron affinity (EA(eV))0.323
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)0.063
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)1.026
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)23.899
Van der Waals surface area (PSA)268.803
Number of nitrogen and oxygen atoms (#NandO)14
Number of violations of Lipinski’s rule of five (RuleOfFive)3
Number of violations of Jorgensen’s rule of three (RuleOfThree)3

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
Q96KS0EIT6HIF-prolyl hydroxylase 1T53904SEA
O75899GABBR2GABA-B receptorT42446SEA
O75899GABBR2GABA-B receptorT42446SEA
O15379HDAC3Histone deacetylase 3T05090SEA
P00918CA2Carbonic anhydrase IIT20401SEA
Q9NTG7SIRT3NAD-dependent deacetylase sirtuin 3T91959SEA
Q8IXJ6SIRT2NAD-dependent deacetylase sirtuin 2T83904SEA
P42261GRIA1Glutamate receptor ionotropic, AMPA 1T33584SEA
Q9UQL6HDAC5Histone deacetylase 5T07930SEA
P43235CTSKCathepsin KT11388SEA
Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SEA
P17706PTPN2T-cell protein-tyrosine phosphataseT49156SEA
P08253MMP2Matrix metalloproteinase 2T68251SEA
P22894MMP8Matrix metalloproteinase 8T08856SEA
P08254MMP3Matrix metalloproteinase 3T86702SEA
P03956MMP1Matrix metalloproteinase 1T52450SEA
Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
P13497BMP1Bone morphogenetic protein 1T53350SEA
P04229HLA-DRB1HLA class II histocompatibility antigen DRB1-1T83611SEA
P07711CTSLCathepsin LT98691SEA
P07858CTSBCathepsin (B and K)T61746SEA
O14746TERTTelomerase reverse transcriptaseT86052SEA
P25774CTSSCathepsin ST68290SEA
P06870KLK1Kallikrein 1T40000SEA
Q9Y2K7KDM2ALysine-specific demethylase 2AT71949SEA
Q9ULW8PADI3Protein-arginine deiminase type-3T36612SEA
Q9UM07PADI4Protein-arginine deiminase type-4T50429SEA
P06737PYGLLiver glycogen phosphorylaseT19184SEA
P41146OPRL1Nociceptin receptorT52921SEA
P25929NPY1RNeuropeptide Y receptor type 1T89213SEA
P32239CCKBRCholecystokinin B receptor (by homology)T05849SEA
Q16581C3AR1C3a anaphylatoxin chemotactic receptorT30219SEA
P03952KLKB1Plasma kallikreinT82739SEA
P28074PSMB5Proteasome Macropain subunit MB1T49031SEA
P25116F2RProteinase-activated receptor 1T36483SEA
P22460KCNA5Voltage-gated potassium channel subunit Kv1.5T17569SEA
Q16549PCSK7Subtilisin/kexin type 7T33211SEA
Q9UIQ6LNPEPCystinyl aminopeptidaseT97537SEA
P61964WDR5WD repeat-containing protein 5T77393SEA
Q15661TPSAB1Tryptase beta-1T14558SEA
Q9Y5Y6ST14MatriptaseT31543SEA
P28336NMBRNeuromedin B receptorT68887SEA
O60911CTSVCathepsin (V and K)T93653SEA
Q96DB2HDAC11Histone deacetylase 11T97903SEA
P28336NMBRNeuromedin B receptorT68887SEA
Q969S8HDAC10Histone deacetylase 10T94324SEA
Q9Y345SLC6A5Glycine transporter 2T58937SEA
P21462FPR1Formyl peptide receptor 1T87831SEA
Q6DWJ6GPR139Probable G-protein coupled receptor 139T84439SEA
O95931CBX7Chromobox protein homolog 7T72319SEA
Q9Y337KLK5Kallikrein 5T11808SEA
Q04756HGFACHepatocyte growth factor activatorT38584SEA
O60235TMPRSS11DTransmembrane protease serine 11DT00302SEA
Q14643ITPR1Inositol 1,4,5-trisphosphate receptor type 1T82624SEA
O95602POLR1ADNA-directed RNA polymerase I subunit RPA1T89530SEA
P49862KLK7Kallikrein-7T79155SEA
Q04609FOLH1Glutamate carboxypeptidase IIT97071SEA
P09958FURHUMAN dibasic-processing enzymeT98945SEA
P29120PCSK1Neuroendocrine convertase 1T36445SEA
Q92824PCSK5Proprotein convertase subtilisin/kexin type 5T38581SEA
Q9GZQ6NPFFR1Neuropeptide FF receptor 1T79780SEA
Q9Y5X5NPFFR2Neuropeptide FF receptor 2T90818SEA
Q9Y4G9PCSK6Proprotein convertase subtilisin/kexin type 6T86503SEA
Q7RTX1TAS1R1Taste receptorT41263SEA
P42263GRIA3Glutamate receptor AMPA 3T62391SEA
P55011SLC12A2Na-K-Cl cotransporterT85581SEA
Q9NXA8SIRT5NAD-dependent deacetylase sirtuin-5T91940SEA
P05981HPNSerine protease hepsinT73471SEA
Q9ULZ9MMP17Matrix metalloproteinase-17T55616SEA
P16519PCSK2Neuroendocrine convertase 2T97749SEA
P50391NPY4RNeuropeptide Y receptor type 4T27944SEA
Q9GZT9EGLN1Egl nine homolog 1T32880SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T53904DI0010Acute disease anaemia[ICD-11: 3A90]Q96KS0EIT6
T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
T42446DI0117Depression[ICD-11: 6A70-6A7Z]O75899GABBR2
T42446DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]O75899GABBR2
T42446DI0275Multiple sclerosis[ICD-11: 8A40]O75899GABBR2
T42446DI0290Narcolepsy[ICD-11: 7A20]O75899GABBR2
T05090DI0241Lymphoma[ICD-11: 2A80-2A86]O15379HDAC3
T05090DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O15379HDAC3
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
T83904DI0365Retinopathy[ICD-11: 9B71]Q8IXJ6SIRT2
T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
T11388DI0237Low bone mass disorder[ICD-11: FB83]P43235CTSK
T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
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
T52450DI0238Lung cancer[ICD-11: 2C25]P03956MMP1
T83611DI0275Multiple sclerosis[ICD-11: 8A40]P04229HLA-DRB1
T98691DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P07711CTSL
T98691DI0376Severe acute respiratory syndrome[ICD-11: 1D65]P07711CTSL
T61746DI0023Alopecia[ICD-11: ED70]P07858CTSB
T61746DI0025Alzheimer disease[ICD-11: 8A20]P07858CTSB
T61746DI0037Asthma[ICD-11: CA23]P07858CTSB
T61746DI0055Bone cancer[ICD-11: 2B5Z]P07858CTSB
T61746DI0060Brain cancer[ICD-11: 2A00]P07858CTSB
T61746DI0067Cardiac arrest[ICD-11: MC82]P07858CTSB
T61746DI0074Cerebral ischaemic stroke[ICD-11: 8B11]P07858CTSB
T61746DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P07858CTSB
T61746DI0087Chronic pain[ICD-11: MG30]P07858CTSB
T61746DI0110Cystic fibrosis[ICD-11: CA25]P07858CTSB
T61746DI0124Digestive system disease[ICD-11: DE2Z]P07858CTSB
T61746DI0178Hepatic fibrosis/cirrhosis[ICD-11: DB93]P07858CTSB
T61746DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P07858CTSB
T61746DI0253Meningioma[ICD-11: 2A01]P07858CTSB
T61746DI0262Metastatic tumour[ICD-11: 2D50-2E2Z]P07858CTSB
T61746DI0275Multiple sclerosis[ICD-11: 8A40]P07858CTSB
T61746DI0296Neurodegenerative disorder[ICD-11: 8A20-8A23]P07858CTSB
T61746DI0320Osteoarthritis[ICD-11: FA00-FA05]P07858CTSB
T61746DI0351Psoriasis[ICD-11: EA90]P07858CTSB
T61746DI0366Rheumatoid arthritis[ICD-11: FA20]P07858CTSB
T86052DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O14746TERT
T86052DI0284Myelodysplastic syndrome[ICD-11: 2A37]O14746TERT
T86052DI0326Pancreatic cancer[ICD-11: 2C10]O14746TERT
T68290DI0042Autoimmune disease[ICD-11: 4A40-4A45]P25774CTSS
T68290DI0092Coeliac disease[ICD-11: DA95]P25774CTSS
T68290DI0107Crohn disease[ICD-11: DD70]P25774CTSS
T68290DI0120Diabetes mellitus[ICD-11: 5A10]P25774CTSS
T68290DI0163General pain disorder[ICD-11: 8E43]P25774CTSS
T68290DI0324Pain[ICD-11: MG30-MG3Z]P25774CTSS
T68290DI0382Sjogren syndrome[ICD-11: 4A43]P25774CTSS
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
T05849DI0122Diagnostic imaging[ICD-11: N.A.]P32239CCKBR
T05849DI0327Pancreatic internal secretion disorder[ICD-11: 5A4Y]P32239CCKBR
T82739DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]P03952KLKB1
T82739DI0364Retinal vascular occlusion[ICD-11: 9B74]P03952KLKB1
T36483DI0287Myocardial infarction[ICD-11: BA41-BA43]P25116F2R
T17569DI0030Angina pectoris[ICD-11: BA40]P22460KCNA5
T14558DI0155Fungal infection[ICD-11: 1F29-1F2F]Q15661TPSAB1
T14558DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q15661TPSAB1
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T93653DI0055Bone cancer[ICD-11: 2B5Z]O60911CTSV
T93653DI0087Chronic pain[ICD-11: MG30]O60911CTSV
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T94324DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q969S8HDAC10
T87831DI0333Peptic ulcer[ICD-11: DA61]P21462FPR1
T84439DI0377Sex development malformative disorder[ICD-11: LD2A]Q6DWJ6GPR139
T82624DI0190Hypertension[ICD-11: BA00-BA04]Q14643ITPR1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T98945DI0263Middle East Respiratory Syndrome[ICD-11: 1D64]P09958FUR
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1
T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3
T85581DI0175Heart failure[ICD-11: BD10-BD1Z]P55011SLC12A2
T27944DI0009Acute diabete complication[ICD-11: 5A2Y]P50391NPY4R
T27944DI0308Obesity[ICD-11: 5B80-5B81]P50391NPY4R
T27944DI0370Schizophrenia[ICD-11: 6A20]P50391NPY4R

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