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

• ChemBase ID: 121680
• Molecular Formular: C17H15NO6
• Molecular Mass: 329.3041
• Monoisotopic Mass: 329.08993721
• SMILES: C12[C@]3(O[C@H](C2C(=O)O)C=C3)CN(C1=O)Cc1cc2c(OCO2)cc1
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3(C1C(=O)N(C3)Cc1ccc3c(c1)OCO3)O2
• InChI: InChI=1S/C17H15NO6/c19-15-14-13(16(20)21)11-3-4-17(14,24-11)7-18(15)6-9-1-2-10-12(5-9)23-8-22-10/h1-5,11,13-14H,6-8H2,(H,20,21)/t11-,13?,14?,17-/m1/s1
• InChIKey: QSJZCTAJPCPMKQ-PKNZVCHQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162216033
• PubChem CID: 16394729

CALCULATED PROPERTIES

• Acid pKa: 3.651239
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.3426689
• LogD (pH = 7.4): -2.8212297
• Log P: 0.5032356
• Molar Refractivity: 80.331 cm^3
• Polarizability: 31.319347 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true