2-[2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1$l^{6},2-thiazolidine-1,1-dione

• ChemBase ID: 4677
• Molecular Formular: C19H17NO7S
• Molecular Mass: 403.40578
• Monoisotopic Mass: 403.07257289
• SMILES: o1c(c(c(=O)c2cc(cc(c12)N1CCCS1(=O)=O)C)O)c1ccc(c(c1)O)O
• Canonical SMILES: Cc1cc(c2c(c1)c(=O)c(c(o2)c1ccc(c(c1)O)O)O)N1CCCS1(=O)=O
• InChI: InChI=1S/C19H17NO7S/c1-10-7-12-16(23)17(24)18(11-3-4-14(21)15(22)9-11)27-19(12)13(8-10)20-5-2-6-28(20,25)26/h3-4,7-9,21-22,24H,2,5-6H2,1H3
• InChIKey: CEXBEGBNDJVZPK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxo-4H-chromen-8-yl]-1$l^{6},2-thiazolidine-1,1-dione
• IUPAC Traditional name: 2-[2-(3,4-dihydroxyphenyl)-3-hydroxy-6-methyl-4-oxochromen-8-yl]-1$l^{6},2-thiazolidine-1,1-dione
• Synonyms: 2-(3,4-DIHYDROXYPHENYL)-8-(1,1-DIOXIDOISOTHIAZOLIDIN-2-YL)-3-HYDROXY-6-METHYL-4H-CHROMEN-4-ONE

Database IDs

• PubChem SID: 99443495; 160968109
• PubChem CID: 15942652

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.7490807
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.2618532
• LogD (pH = 7.4): 1.102766
• Log P: 1.2642908
• Molar Refractivity: 102.5417 cm^3
• Polarizability: 39.064606 Å^3
• Polar Surface Area: 124.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.88
• LOG S: -2.92
• Solubility (Water): 4.81e-01 g/l

DETAILS

DrugBank - DB07024

Drug information: experimental