(2R)-2,4-dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

• ChemBase ID: 1941
• Molecular Formular: C9H9NO5
• Molecular Mass: 211.17146
• Monoisotopic Mass: 211.04807239
• SMILES: O[C@H]1C(=O)N(c2c(O1)cc(cc2)OC)O
• Canonical SMILES: COc1ccc2c(c1)O[C@H](C(=O)N2O)O
• InChI: InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3/t9-/m1/s1
• InChIKey: GDNZNIJPBQATCZ-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,4-dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one
• IUPAC Traditional name: (2R)-2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3-one
• Synonyms: 2,4-Dihydroxy-7-(Methyloxy)-2h-1,4-Benzoxazin-3(4h)-One

Database IDs

• PubChem SID: 160965396; 46508130
• PubChem CID: 445228

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.8477798
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.056526095
• LogD (pH = 7.4): -0.18644927
• Log P: -0.054588735
• Molar Refractivity: 48.4705 cm^3
• Polarizability: 19.060913 Å^3
• Polar Surface Area: 79.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.13
• LOG S: -0.93
• Solubility (Water): 2.46e+01 g/l

DETAILS

DrugBank - DB02185

Drug information: experimental