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

• ChemBase ID: 119560
• Molecular Formular: C18H17NO6
• Molecular Mass: 343.33068
• Monoisotopic Mass: 343.10558727
• SMILES: C12C(=O)N(CC31OC(C2C(=O)O)C=C3)C(c1cc2c(OCO2)cc1)C
• Canonical SMILES: OC(=O)C1C2C=CC3(C1C(=O)N(C3)C(c1ccc3c(c1)OCO3)C)O2
• InChI: InChI=1S/C18H17NO6/c1-9(10-2-3-11-13(6-10)24-8-23-11)19-7-18-5-4-12(25-18)14(17(21)22)15(18)16(19)20/h2-6,9,12,14-15H,7-8H2,1H3,(H,21,22)
• InChIKey: LCPQTKFZJSZOCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162107665
• PubChem CID: 4914407

CALCULATED PROPERTIES

• Acid pKa: 3.726438
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.85345346
• LogD (pH = 7.4): -2.3748176
• Log P: 0.9198106
• Molar Refractivity: 84.7498 cm^3
• Polarizability: 33.14387 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: 2 Isomers
• Classification: Derivatives & analogs of Natural Compounds