(1S,7R)-3-(2,4-dimethoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 119493
• Molecular Formular: C17H17NO6
• Molecular Mass: 331.31998
• Monoisotopic Mass: 331.10558727
• SMILES: C12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)c1c(cc(cc1)OC)OC
• Canonical SMILES: COc1cc(OC)ccc1N1C[C@@]23C(C1=O)C([C@@H](O3)C=C2)C(=O)O
• InChI: InChI=1S/C17H17NO6/c1-22-9-3-4-10(12(7-9)23-2)18-8-17-6-5-11(24-17)13(16(20)21)14(17)15(18)19/h3-7,11,13-14H,8H2,1-2H3,(H,20,21)/t11-,13?,14?,17-/m1/s1
• InChIKey: BUSCMEVMRSMUDE-PKNZVCHQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162107825
• PubChem CID: 16394573

CALCULATED PROPERTIES

• Acid pKa: 3.5782404
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.418197
• LogD (pH = 7.4): -2.8523648
• Log P: 0.49814492
• Molar Refractivity: 82.6555 cm^3
• Polarizability: 32.021584 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true