(3Z)-1-[(6-fluoro-2,4-dihydro-1,3-benzodioxin-8-yl)methyl]-3-(hydroxyimino)-4-[(E)-2-phenylethenyl]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 5638
• Molecular Formular: C25H19FN2O4
• Molecular Mass: 430.4277632
• Monoisotopic Mass: 430.13288532
• SMILES: O/N=C/1\C(=O)N(Cc2cc(F)cc3COCOc23)c2cccc(/C=C/c3ccccc3)c12
• Canonical SMILES: O/N=C\1/c2c(cccc2N(C1=O)Cc1cc(F)cc2c1OCOC2)/C=C/c1ccccc1
• InChI: InChI=1S/C25H19FN2O4/c26-20-11-18(24-19(12-20)14-31-15-32-24)13-28-21-8-4-7-17(22(21)23(27-30)25(28)29)10-9-16-5-2-1-3-6-16/h1-12,30H,13-15H2/b10-9+,27-23-
• InChIKey: DDHASJXGNUWZTM-ZLEWNXFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-1-[(6-fluoro-2,4-dihydro-1,3-benzodioxin-8-yl)methyl]-3-(hydroxyimino)-4-[(E)-2-phenylethenyl]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: (3Z)-1-[(6-fluoro-2,4-dihydro-1,3-benzodioxin-8-yl)methyl]-3-(hydroxyimino)-4-[(E)-2-phenylethenyl]indol-2-one
• Synonyms: (3Z)-1-[(6-fluoro-4H-1,3-benzodioxin-8-yl)methyl]-4-[(E)-2-phenylethenyl]-1H-indole-2,3-dione 3-oxime

Database IDs

• PubChem SID: 160969065; 99444481
• PubChem CID: 45268539

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.6594
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.461444
• LogD (pH = 7.4): 3.0307317
• Log P: 4.688787
• Molar Refractivity: 118.5672 cm^3
• Polarizability: 44.473663 Å^3
• Polar Surface Area: 71.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.66
• LOG S: -5.04
• Solubility (Water): 3.88e-03 g/l

DETAILS

DrugBank - DB08010

Drug information: experimental