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

• ChemBase ID: 121678
• Molecular Formular: C17H22N2O6
• Molecular Mass: 350.36638
• Monoisotopic Mass: 350.14778643
• SMILES: C12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)C1CCN(C(=O)OCC)CC1
• Canonical SMILES: CCOC(=O)N1CCC(CC1)N1C[C@@]23C(C1=O)C([C@@H](O3)C=C2)C(=O)O
• InChI: InChI=1S/C17H22N2O6/c1-2-24-16(23)18-7-4-10(5-8-18)19-9-17-6-3-11(25-17)12(15(21)22)13(17)14(19)20/h3,6,10-13H,2,4-5,7-9H2,1H3,(H,21,22)/t11-,12?,13?,17-/m1/s1
• InChIKey: LAQBVXSPDDEIAL-GUOZAKBUSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162216031
• PubChem CID: 16394727

CALCULATED PROPERTIES

• H Donor: 1
• LogD (pH = 5.5): -1.9983484
• LogD (pH = 7.4): -3.6935189
• Log P: -0.6146714
• Molar Refractivity: 86.046 cm^3
• Polarizability: 33.37392 Å^3
• Polar Surface Area: 96.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 4.131542
• H Acceptors: 5