4-oxo-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)butanoic acid

• ChemBase ID: 124217
• Molecular Formular: C12H11NO5
• Molecular Mass: 249.21944
• Monoisotopic Mass: 249.06372246
• SMILES: N1c2cc(C(=O)CCC(=O)O)ccc2OCC1=O
• Canonical SMILES: OC(=O)CCC(=O)c1ccc2c(c1)NC(=O)CO2
• InChI: InChI=1S/C12H11NO5/c14-9(2-4-12(16)17)7-1-3-10-8(5-7)13-11(15)6-18-10/h1,3,5H,2,4,6H2,(H,13,15)(H,16,17)
• InChIKey: GGVAABMOHZYRRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxo-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)butanoic acid
• IUPAC Traditional name: 4-oxo-4-(3-oxo-2,4-dihydro-1,4-benzoxazin-6-yl)butanoic acid
• Synonyms: 4-oxo-4-(3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)butanoic acid

Database IDs

• PubChem SID: 162218570
• PubChem CID: 4308454

CALCULATED PROPERTIES

• Acid pKa: 3.4169319
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.9342502
• LogD (pH = 7.4): -3.2614827
• Log P: 0.13712421
• Molar Refractivity: 62.1212 cm^3
• Polarizability: 23.213675 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true