Integerrine



Compound IDCDAMM02569
Common nameIntegerrine
IUPAC name2-(dimethylamino)-N-[7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methylbutanamide
Molecular formulaC35H39N5O4

Experimental data

Retention time26.27
Adduct[M+H]+
Actual mz594.31
Theoretical mz594.307
Error4.08
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score7.0334

Identifiers and class information

Inchi keyBDHCXPWIDHVEQN-WVUFIROWNA-N
SmilesO=C1NC=CC=2C=CC(OC(C=3C=CC=CC3)C(NC(=O)C(N(C)C)C(C)C)C(=O)NC1CC4=CNC=5C=CC=CC54)=CC2
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)2
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)2
Number of rotatable bonds (#rotor)6
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)0
Molecular weight (mol_MW)593.724
Computed dipole moment(dipole)2.445
Total solvent accessible surface area (SASA)872.846
Hydrophobic component of SASA (FOSA)303.257
Hydrophilic component of SASA (FISA)77.299
Pie component of the SASA (PISA)492.29
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1761.68
Number of hydrogen bond donors (donorHB)2.5
Number of hydrogen bond acceptors (accptHB)8.75
Free energy of solvation of dipole (dip^2/V)0.0033923
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0158504
Globularity descriptor (glob)0.808187
Predicted polarizability in cubic angstroms (QPpolrz)65.197
Predicted hexadecane/gas partition coefficient (QPlogPC16)18.968
Predicted octanol/gas partition coefficient (QPlogPoct)30.669
Predicted water/gas partition coefficient (QPlogPw)18.814
Predicted octanol/water partition coefficient (QPlogPo/w)4.744
Predicted aqueous solubility (QPlogS)-5.593
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.414
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.961
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)267.382
Predicted brain/blood partition coefficient (QPlogBB)-0.189
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)234.683
Predicted skin permeability, log Kp (QPlogKp)-2.696
PM3 calculated ionization potential (IP(ev))8.352
PM3 calculated electron affinity (EA(eV))0.223
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)0.719
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)85.203
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)29.226
Van der Waals surface area (PSA)110.231
Number of nitrogen and oxygen atoms (#NandO)9
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
O15379HDAC3Histone deacetylase 3T05090SEA
P22894MMP8Matrix metalloproteinase 8T08856SEA
P14780MMP9Matrix metalloproteinase 9T54156SEA
P35270SPRSubstance-P receptorT47094SEA
P32245MC4RMelanocortin receptor 4T72458SEA
Q92847GHSRGhrelin receptorT59604SEA
Q01726MC1RMelanocortin receptor 1T35842SEA
P41968MC3RMelanocortin receptor 3T76846SEA
P42892ECE1Endothelin-converting enzyme 1T50970SEA
P25101EDNRAEndothelin receptor ET-AT23499SEA
P21730C5AR1C5a anaphylatoxin chemotactic receptorT15439SEA
P35346SSTR5Somatostatin receptor 5T64830SEA
P30874SSTR2Somatostatin receptor 2T53024SEA
P31391SSTR4Somatostatin receptor 4T62974SEA
P30872SSTR1Somatostatin receptor 1T16633SEA
P32745SSTR3Somatostatin receptor 3T13644SEA
P32239CCKBRCholecystokinin B receptor (by homology)T05849SEA
P21452TACR2Neurokinin 2 receptorT52790SEA
P28336NMBRNeuromedin B receptorT68887SEA
P33032MC5RMelanocortin receptor 5T95302SEA
P28336NMBRNeuromedin B receptorT68887SEA
P23284PPIBCyclophilin BT25847SEA
Q9BY41HDAC8Histone deacetylase 8T28887SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T05090DI0241Lymphoma[ICD-11: 2A80-2A86]O15379HDAC3
T05090DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]O15379HDAC3
T08856DI0366Rheumatoid arthritis[ICD-11: FA20]P22894MMP8
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
T47094DI0117Depression[ICD-11: 6A70-6A7Z]P35270SPR
T47094DI0293Nausea/vomiting[ICD-11: MD90]P35270SPR
T72458DI0192Hypoactive sexual desire dysfunction[ICD-11: HA00]P32245MC4R
T72458DI0228Large intestine motility disorder[ICD-11: DB32]P32245MC4R
T72458DI0308Obesity[ICD-11: 5B80-5B81]P32245MC4R
T59604DI0087Chronic pain[ICD-11: MG30]Q92847GHSR
T59604DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]Q92847GHSR
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
T23499DI0070Cardiovascular disease[ICD-11: BA00-BE2Z]P25101EDNRA
T23499DI0356Pulmonary hypertension[ICD-11: BB01]P25101EDNRA
T23499DI0425Urinary system clinical symptom[ICD-11: MF8Y]P25101EDNRA
T15439DI0431Vasculitis[ICD-11: 4A44]P21730C5AR1
T64830DI0108Cushing syndrome[ICD-11: 5A70]P35346SSTR5
T53024DI0108Cushing syndrome[ICD-11: 5A70]P30874SSTR2
T53024DI0122Diagnostic imaging[ICD-11: N.A.]P30874SSTR2
T53024DI0337Pituitary gland disorder[ICD-11: 5A60-5A61]P30874SSTR2
T62974DI0087Chronic pain[ICD-11: MG30]P31391SSTR4
T62974DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]P31391SSTR4
T16633DI0108Cushing syndrome[ICD-11: 5A70]P30872SSTR1
T16633DI0395Stomach cancer[ICD-11: 2B72]P30872SSTR1
T13644DI0108Cushing syndrome[ICD-11: 5A70]P32745SSTR3
T05849DI0122Diagnostic imaging[ICD-11: N.A.]P32239CCKBR
T05849DI0327Pancreatic internal secretion disorder[ICD-11: 5A4Y]P32239CCKBR
T52790DI0218Irritable bowel syndrome[ICD-11: DD91]P21452TACR2
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T95302DI0005Acne vulgaris[ICD-11: ED80]P33032MC5R
T95302DI0371Sebaceous gland disorder[ICD-11: ED91]P33032MC5R
T68887DI0062Breast cancer[ICD-11: 2C60-2C6Y]P28336NMBR
T68887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P28336NMBR
T25847DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P23284PPIB
T28887DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9BY41HDAC8

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