(2S)-2-[[2-(2-ketoindolin-3-yl)acetyl]amino]succinate



Compound IDCDAMM01548
Common name(2S)-2-[[2-(2-ketoindolin-3-yl)acetyl]amino]succinate
IUPAC name2-[[2-(2-oxo-1,3-dihydroindol-3-yl)acetyl]amino]butanedioate
Molecular formulaC14H12N2O6

Experimental data

Retention time9.34
Adduct[M+H]+
Actual mz305.081
Theoretical mz305.077
Error13.19
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.2109

Identifiers and class information

Inchi keySDOOMIWSQMGJCL-HTLJXXAVSA-L
SmilesO=C([O-])CC(NC(=O)CC1C(=O)NC=2C=CC=CC21)C(=O)[O-]
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)2
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)6
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)306.274
Computed dipole moment(dipole)9.403
Total solvent accessible surface area (SASA)526.119
Hydrophobic component of SASA (FOSA)96.797
Hydrophilic component of SASA (FISA)287.568
Pie component of the SASA (PISA)141.754
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)911.795
Number of hydrogen bond donors (donorHB)3
Number of hydrogen bond acceptors (accptHB)8
Free energy of solvation of dipole (dip^2/V)0.0969783
Index of cohesive interaction in solids (ACxDN^.5/SA)0.026337
Globularity descriptor (glob)0.864329
Predicted polarizability in cubic angstroms (QPpolrz)27.837
Predicted hexadecane/gas partition coefficient (QPlogPC16)10.412
Predicted octanol/gas partition coefficient (QPlogPoct)19.556
Predicted water/gas partition coefficient (QPlogPw)16.769
Predicted octanol/water partition coefficient (QPlogPo/w)0.198
Predicted aqueous solubility (QPlogS)-1.593
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.192
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)0.586
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.742
Predicted brain/blood partition coefficient (QPlogBB)-2.364
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.553
Predicted skin permeability, log Kp (QPlogKp)-5.744
PM3 calculated ionization potential (IP(ev))9.3
PM3 calculated electron affinity (EA(eV))0.53
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-1.186
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)25.78
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)25.861
Van der Waals surface area (PSA)174.318
Number of nitrogen and oxygen atoms (#NandO)8
Number of violations of Lipinski’s rule of five (RuleOfFive)0
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
P06241FYNTyrosine-protein kinase FYNT17980SwissTargetPrediction
P29274ADORA2AAdenosine A2a receptorT77365SwissTargetPrediction
P16083NQO2Quinone reductase 2T75498SwissTargetPrediction
P08473MMENeprilysinT05409SwissTargetPrediction
P15121AKR1B1Aldose reductaseT26623SwissTargetPrediction
O15229KMOKynurenine 3-monooxygenaseT50973SwissTargetPrediction
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SwissTargetPrediction
P09467FBP1Fructose-1,6-bisphosphataseT83391SwissTargetPrediction
P41143OPRD1Delta opioid receptorT58992SwissTargetPrediction
P49841GSK3BGlycogen synthase kinase-3 betaT70977SwissTargetPrediction
P30307CDC25CDual specificity phosphatase Cdc25CT40569SwissTargetPrediction
P23109AMPD1AMP deaminase 1T84553SwissTargetPrediction
P41146OPRL1Nociceptin receptorT52921SwissTargetPrediction
Q86YT5SLC13A5Solute carrier family 13 member 5T81547SwissTargetPrediction
Q9Y3Q0NAALAD2NAALADase IIT70036SwissTargetPrediction
P53582METAP1Methionine aminopeptidase 1T42337SwissTargetPrediction
P10144GZMBGranzyme BT08298SwissTargetPrediction
P04632CAPNS1HUMAN calpain-1 or calpain small subunit 1 heterodimerT00099SEA
P01589IL2RAInterleukin 2 receptor alphaT03313SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T17980DI0286Myeloproliferative neoplasm[ICD-11: 2A20]P06241FYN
T77365DI0319Orthostatic hypotension[ICD-11: BA21]P29274ADORA2A
T77365DI0331Parkinsonism[ICD-11: 8A00]P29274ADORA2A
T77365DI0359Radionuclide imaging[ICD-11: N.A.]P29274ADORA2A
T75498DI0214Insomnia[ICD-11: 7A00-7A0Z]P16083NQO2
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
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
T83391DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P09467FBP1
T58992DI0059Bowel habit change[ICD-11: ME05]P41143OPRD1
T58992DI0218Irritable bowel syndrome[ICD-11: DD91]P41143OPRD1
T58992DI0324Pain[ICD-11: MG30-MG3Z]P41143OPRD1
T70977DI0288Myotonic disorder[ICD-11: 8C71]P49841GSK3B
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
T08298DI0029Aneurysm/dissection[ICD-11: BD50]P10144GZMB
T00099DI0106COVID-19[ICD-11: 1D6Y]P04632CAPNS1
T03313DI0413Transplant rejection[ICD-11: NE84]P01589IL2RA

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