(1S,5R,7R)-3-(3-nitrophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 188991
• Molecular Formular: C15H12N2O6
• Molecular Mass: 316.26558
• Monoisotopic Mass: 316.06953611
• SMILES: [C@H]12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)c1cc([N+](=O)[O-])ccc1
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3([C@@H]1C(=O)N(C3)c1cccc(c1)[N+](=O)[O-])O2
• InChI: InChI=1S/C15H12N2O6/c18-13-12-11(14(19)20)10-4-5-15(12,23-10)7-16(13)8-2-1-3-9(6-8)17(21)22/h1-6,10-12H,7H2,(H,19,20)/t10-,11?,12+,15-/m1/s1
• InChIKey: HGPZOPYXWPAUKK-GSNLGQFWSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164244901
• PubChem CID: 16397229

CALCULATED PROPERTIES

• Acid pKa: 3.2638133
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.4636675
• LogD (pH = 7.4): -2.6800456
• Log P: 0.7534717
• Molar Refractivity: 77.0538 cm^3
• Polarizability: 28.92346 Å^3
• Polar Surface Area: 112.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds