4,4-bis(4-hydroxyphenyl)-8-nitro-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one

• ChemBase ID: 5830
• Molecular Formular: C24H15NO6
• Molecular Mass: 413.379
• Monoisotopic Mass: 413.08993721
• SMILES: C1(=O)c2cccc3c(ccc(c23)C(c2ccc(cc2)O)(c2ccc(cc2)O)O1)[N+](=O)[O-]
• Canonical SMILES: Oc1ccc(cc1)C1(OC(=O)c2c3c1ccc(c3ccc2)[N+](=O)[O-])c1ccc(cc1)O
• InChI: InChI=1S/C24H15NO6/c26-16-8-4-14(5-9-16)24(15-6-10-17(27)11-7-15)20-12-13-21(25(29)30)18-2-1-3-19(22(18)20)23(28)31-24/h1-13,26-27H
• InChIKey: FLWABCQDXUKNQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-bis(4-hydroxyphenyl)-8-nitro-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one
• IUPAC Traditional name: 4,4-bis(4-hydroxyphenyl)-8-nitro-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one
• Synonyms: 3-DIPHENOL-6-NITRO-3H-BENZO[DE]ISOCHROMEN-1-ONE

Database IDs

• PubChem SID: 99444675; 160969257
• PubChem CID: 448781

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.157435
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.282667
• LogD (pH = 7.4): 5.275248
• Log P: 5.2827625
• Molar Refractivity: 114.8122 cm^3
• Polarizability: 43.766422 Å^3
• Polar Surface Area: 112.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.81
• LOG S: -5.05
• Solubility (Water): 3.73e-03 g/l

DETAILS

DrugBank - DB08204

Drug information: experimental