methyl 2-({3-[2-(benzenesulfonyl)acetamido]-4,5-dihydroxycyclohex-1-en-1-yl}formamido)-3-methylbutanoate



Compound IDCDAMM00191
Common namemethyl 2-({3-[2-(benzenesulfonyl)acetamido]-4,5-dihydroxycyclohex-1-en-1-yl}formamido)-3-methylbutanoate
IUPAC namemethyl 2-[[3-[[2-(benzenesulfonyl)acetyl]amino]-4,5-dihydroxycyclohexene-1-carbonyl]amino]-3-methylbutanoate
Molecular formulaC21H28N2O8S

Experimental data

Retention time29.69
Adduct[M+H]+
Actual mz469.164
Theoretical mz469.164
Error0.87
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.1177

Identifiers and class information

Inchi keyFVSLFYHIKZBTGR-UHFFFAOYSA-N
SmilesCC(C)C(C(=O)OC)NC(=O)C1=CC(C(C(C1)O)O)NC(=O)CS(=O)(=O)C2=CC=CC=C2
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)0
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)10
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)468.521
Computed dipole moment(dipole)5.492
Total solvent accessible surface area (SASA)741.011
Hydrophobic component of SASA (FOSA)326.903
Hydrophilic component of SASA (FISA)254.993
Pie component of the SASA (PISA)159.114
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1406.61
Number of hydrogen bond donors (donorHB)2.25
Number of hydrogen bond acceptors (accptHB)12.65
Free energy of solvation of dipole (dip^2/V)0.0214413
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0256069
Globularity descriptor (glob)0.819324
Predicted polarizability in cubic angstroms (QPpolrz)45.237
Predicted hexadecane/gas partition coefficient (QPlogPC16)14.69
Predicted octanol/gas partition coefficient (QPlogPoct)25.766
Predicted water/gas partition coefficient (QPlogPw)19.957
Predicted octanol/water partition coefficient (QPlogPo/w)0.568
Predicted aqueous solubility (QPlogS)-2.73
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.505
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.84
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)22.552
Predicted brain/blood partition coefficient (QPlogBB)-2.572
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)14.359
Predicted skin permeability, log Kp (QPlogKp)-4.698
PM3 calculated ionization potential (IP(ev))9.976
PM3 calculated electron affinity (EA(eV))0.814
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.734
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)54.492
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)28.217
Van der Waals surface area (PSA)176.445
Number of nitrogen and oxygen atoms (#NandO)10
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
Q16719KYNUKynureninaseT99912SEA
P07339CTSDCathepsin DT67102SEA
P20916MAGMyelin-associated glycoprotein (by homology)T95286SEA
Q9Y337KLK5Kallikrein 5T11808SEA
Q7RTX1TAS1R1Taste receptorT41263SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T67102DI0275Multiple sclerosis[ICD-11: 8A40]P07339CTSD
T95286DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P20916MAG
T41263DI0078Cholera[ICD-11: 1A00]Q7RTX1TAS1R1

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