3-(2-cyanophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 121502
• Molecular Formular: C16H12N2O4
• Molecular Mass: 296.27748
• Monoisotopic Mass: 296.07970687
• SMILES: C12C(=O)N(CC31OC(C2C(=O)O)C=C3)c1c(C#N)cccc1
• Canonical SMILES: N#Cc1ccccc1N1CC23C(C1=O)C(C(O3)C=C2)C(=O)O
• InChI: InChI=1S/C16H12N2O4/c17-7-9-3-1-2-4-10(9)18-8-16-6-5-11(22-16)12(15(20)21)13(16)14(18)19/h1-6,11-13H,8H2,(H,20,21)
• InChIKey: XHORVXDSTBICDQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162215855
• PubChem CID: 2772099

CALCULATED PROPERTIES

• Acid pKa: 3.1614592
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.6438283
• LogD (pH = 7.4): -2.7823956
• Log P: 0.6695836
• Molar Refractivity: 75.4507 cm^3
• Polarizability: 28.779793 Å^3
• Polar Surface Area: 90.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true