3-(4-nitrophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 121547
• Molecular Formular: C15H12N2O6
• Molecular Mass: 316.26558
• Monoisotopic Mass: 316.06953611
• SMILES: C12C(=O)N(CC31OC(C2C(=O)O)C=C3)c1ccc([N+](=O)[O-])cc1
• Canonical SMILES: OC(=O)C1C2C=CC3(C1C(=O)N(C3)c1ccc(cc1)[N+](=O)[O-])O2
• InChI: InChI=1S/C15H12N2O6/c18-13-12-11(14(19)20)10-5-6-15(12,23-10)7-16(13)8-1-3-9(4-2-8)17(21)22/h1-6,10-12H,7H2,(H,19,20)
• InChIKey: OABSTQQVOABLJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-nitrophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: 3-(4-nitrophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: (6R,7S,7aR)-2-(4-nitrophenyl)-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• PubChem SID: 162215900
• PubChem CID: 2772133

CALCULATED PROPERTIES

• Acid pKa: 3.4059477
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.3284138
• LogD (pH = 7.4): -2.647933
• Log P: 0.7534717
• Molar Refractivity: 77.0538 cm^3
• Polarizability: 28.923233 Å^3
• Polar Surface Area: 112.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true