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

• ChemBase ID: 194946
• Molecular Formular: C15H12BrNO4
• Molecular Mass: 350.16408
• Monoisotopic Mass: 348.99496987
• SMILES: [C@H]12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)c1ccc(cc1)Br
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3([C@@H]1C(=O)N(C3)c1ccc(cc1)Br)O2
• InChI: InChI=1S/C15H12BrNO4/c16-8-1-3-9(4-2-8)17-7-15-6-5-10(21-15)11(14(19)20)12(15)13(17)18/h1-6,10-12H,7H2,(H,19,20)/t10-,11?,12+,15-/m1/s1
• InChIKey: PUMJNICRYBBUFL-GSNLGQFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,7R)-3-(4-bromophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1S,5R,7R)-3-(4-bromophenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid

Database IDs

• PubChem SID: 164250856
• PubChem CID: 16398448

CALCULATED PROPERTIES

• Acid pKa: 3.2914746
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.6087024
• LogD (pH = 7.4): -1.8456525
• Log P: 1.5822401
• Molar Refractivity: 77.3519 cm^3
• Polarizability: 29.839653 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds