(1S,5R,7R)-2-(2-methylprop-2-en-1-yl)-4-oxo-3-phenyl-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 189050
• Molecular Formular: C19H19NO4
• Molecular Mass: 325.35846
• Monoisotopic Mass: 325.13140809
• SMILES: [C@]123[C@H](C(=O)N(C1CC(=C)C)c1ccccc1)C([C@@H](O2)C=C3)C(=O)O
• Canonical SMILES: CC(=C)CC1N(C(=O)[C@H]2[C@]31C=C[C@H](O3)C2C(=O)O)c1ccccc1
• InChI: InChI=1S/C19H19NO4/c1-11(2)10-14-19-9-8-13(24-19)15(18(22)23)16(19)17(21)20(14)12-6-4-3-5-7-12/h3-9,13-16H,1,10H2,2H3,(H,22,23)/t13-,14?,15?,16+,19-/m1/s1
• InChIKey: IDZVBZRLNMBRMS-GDWAVCMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,7R)-2-(2-methylprop-2-en-1-yl)-4-oxo-3-phenyl-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1S,5R,7R)-2-(2-methylprop-2-en-1-yl)-4-oxo-3-phenyl-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid

Database IDs

• PubChem SID: 164244960
• PubChem CID: 16397239

CALCULATED PROPERTIES

• Acid pKa: 4.2065244
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.82401395
• LogD (pH = 7.4): -0.89247996
• Log P: 2.1365268
• Molar Refractivity: 87.599 cm^3
• Polarizability: 34.013588 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: 2 Isomers (1:1)
• Classification: Derivatives & analogs of Natural Compounds