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

• ChemBase ID: 121397
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: C12C(=O)N(CC31OC(C2C(=O)O)C=C3)C(CC)C
• Canonical SMILES: CC(N1CC23C(C1=O)C(C(O2)C=C3)C(=O)O)CC
• InChI: InChI=1S/C13H17NO4/c1-3-7(2)14-6-13-5-4-8(18-13)9(12(16)17)10(13)11(14)15/h4-5,7-10H,3,6H2,1-2H3,(H,16,17)
• InChIKey: XTVCCEKQOMHQJX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162215750
• PubChem CID: 2772035

CALCULATED PROPERTIES

• Acid pKa: 4.239937
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.8295302
• LogD (pH = 7.4): -2.5544553
• Log P: 0.45143437
• Molar Refractivity: 63.6429 cm^3
• Polarizability: 24.738775 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true