N-{8-hydroxy-2,2-dimethyl-6-[(4-nitrophenyl)methoxy]-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl}acetamide



Compound IDCDAMM00171
Common nameN-{8-hydroxy-2,2-dimethyl-6-[(4-nitrophenyl)methoxy]-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl}acetamide
IUPAC nameN-[8-hydroxy-2,2-dimethyl-6-[(4-nitrophenyl)methoxy]-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]acetamide
Molecular formulaC18H24N2O8

Experimental data

Retention time37.23
Adduct[M+H]+
Actual mz397.16
Theoretical mz397.16
Error1.1
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score4.8178

Identifiers and class information

Inchi keyOOFFXOCMFXFNIN-UHFFFAOYSA-N
SmilesCC(=O)NC1C(C2C(COC(O2)(C)C)OC1OCC3=CC=C(C=C3)[N+](=O)[O-])O
SuperclassOrganoheterocyclic compounds
ClassPyranodioxins

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)6
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)396.396
Computed dipole moment(dipole)11.608
Total solvent accessible surface area (SASA)676.29
Hydrophobic component of SASA (FOSA)368.899
Hydrophilic component of SASA (FISA)174.808
Pie component of the SASA (PISA)132.584
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1206.05
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)10.1
Free energy of solvation of dipole (dip^2/V)0.111718
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0211205
Globularity descriptor (glob)0.810233
Predicted polarizability in cubic angstroms (QPpolrz)39.526
Predicted hexadecane/gas partition coefficient (QPlogPC16)12.054
Predicted octanol/gas partition coefficient (QPlogPoct)22.845
Predicted water/gas partition coefficient (QPlogPw)17.431
Predicted octanol/water partition coefficient (QPlogPo/w)0.902
Predicted aqueous solubility (QPlogS)-2.985
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.143
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.861
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)119.067
Predicted brain/blood partition coefficient (QPlogBB)-1.573
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)95.285
Predicted skin permeability, log Kp (QPlogKp)-3.698
PM3 calculated ionization potential (IP(ev))9.706
PM3 calculated electron affinity (EA(eV))1.275
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)-0.612
Predicted qualitative human oral absorption (HumanOralAbsorption)3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)69.377
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)32.966
Van der Waals surface area (PSA)133.602
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)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P17931LGALS3Galectin-3T72038SEA
O15455TLR3Toll-like receptor 3T67894SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T72038DI0190Hypertension[ICD-11: BA00-BA04]P17931LGALS3
T72038DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P17931LGALS3
T72038DI0252Melanoma[ICD-11: 2C30]P17931LGALS3
T72038DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P17931LGALS3
T72038DI0351Psoriasis[ICD-11: EA90]P17931LGALS3
T67894DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]O15455TLR3

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