8-oxa-11-azatetracyclo[8.8.0.02,7.013,18]octadeca-2(7),3,5,13,15,17-hexaene-4,5-diol

• ChemBase ID: 127189
• Molecular Formular: C16H15NO3
• Molecular Mass: 269.2952
• Monoisotopic Mass: 269.10519335
• SMILES: Oc1cc2C3c4ccccc4CNC3COc2cc1O
• Canonical SMILES: Oc1cc2OCC3C(c2cc1O)c1ccccc1CN3
• InChI: InChI=1S/C16H15NO3/c18-13-5-11-15(6-14(13)19)20-8-12-16(11)10-4-2-1-3-9(10)7-17-12/h1-6,12,16-19H,7-8H2
• InChIKey: QDUNOUQOKOYLCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-oxa-11-azatetracyclo[8.8.0.0^2,^7.0^1^3,^1^8]octadeca-2(7),3,5,13,15,17-hexaene-4,5-diol
• IUPAC Traditional name: doxanthrine
• Synonyms: Doxanthrine

Database IDs

• PubChem SID: 162221511
• PubChem CID: 15981509; 25142456
• Wikipedia Title: Doxanthrine

CALCULATED PROPERTIES

• Acid pKa: 6.8799114
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.19770034
• LogD (pH = 7.4): 1.0226355
• Log P: 1.1135671
• Molar Refractivity: 75.3084 cm^3
• Polarizability: 29.15501 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true