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

• ChemBase ID: 188626
• Molecular Formular: C19H19NO4
• Molecular Mass: 325.35846
• Monoisotopic Mass: 325.13140809
• SMILES: [C@@]123[C@H](C(=O)N(C2CC=C)Cc2ccccc2)C([C@@H](O1)C=C3)C(=O)O
• Canonical SMILES: C=CCC1N(Cc2ccccc2)C(=O)[C@H]2[C@]31C=C[C@H](O3)C2C(=O)O
• InChI: InChI=1S/C19H19NO4/c1-2-6-14-19-10-9-13(24-19)15(18(22)23)16(19)17(21)20(14)11-12-7-4-3-5-8-12/h2-5,7-10,13-16H,1,6,11H2,(H,22,23)/t13-,14?,15?,16+,19-/m1/s1
• InChIKey: RUHYDWNDMDUEBL-GDWAVCMYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164244536
• PubChem CID: 16397154

CALCULATED PROPERTIES

• Acid pKa: 4.2374215
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.6763444
• LogD (pH = 7.4): -1.0479686
• Log P: 1.9596802
• Molar Refractivity: 88.152 cm^3
• Polarizability: 34.023376 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers
• Classification: Rare Derivatives of Natural Compounds