(3E)-5-fluoro-1-[(6-fluoro-2,4-dihydro-1,3-benzodioxin-8-yl)methyl]-3-(hydroxyimino)-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 5639
• Molecular Formular: C17H12F2N2O4
• Molecular Mass: 346.2849864
• Monoisotopic Mass: 346.07651331
• SMILES: O/N=C\1/C(=O)N(Cc2cc(F)cc3COCOc23)c2ccc(F)cc12
• Canonical SMILES: O/N=C\1/C(=O)N(c2c1cc(F)cc2)Cc1cc(F)cc2c1OCOC2
• InChI: InChI=1S/C17H12F2N2O4/c18-11-1-2-14-13(5-11)15(20-23)17(22)21(14)6-9-3-12(19)4-10-7-24-8-25-16(9)10/h1-5,23H,6-8H2/b20-15+
• InChIKey: DXIHOIDYHQSQKJ-HMMYKYKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-5-fluoro-1-[(6-fluoro-2,4-dihydro-1,3-benzodioxin-8-yl)methyl]-3-(hydroxyimino)-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: (3E)-5-fluoro-1-[(6-fluoro-2,4-dihydro-1,3-benzodioxin-8-yl)methyl]-3-(hydroxyimino)indol-2-one
• Synonyms: (3E)-5-fluoro-1-[(6-fluoro-4H-1,3-benzodioxin-8-yl)methyl]-1H-indole-2,3-dione 3-oxime

Database IDs

• PubChem SID: 160969066; 99444482
• PubChem CID: 46937116

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.6443853
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.2581427
• LogD (pH = 7.4): 0.8217029
• Log P: 2.491648
• Molar Refractivity: 83.3288 cm^3
• Polarizability: 31.155592 Å^3
• Polar Surface Area: 71.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.62
• LOG S: -3.89
• Solubility (Water): 4.46e-02 g/l

DETAILS

DrugBank - DB08011

Drug information: experimental