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

• ChemBase ID: 189236
• Molecular Formular: C18H17NO4
• Molecular Mass: 311.33188
• Monoisotopic Mass: 311.11575803
• SMILES: [C@@]123[C@H](C(=O)N(C2CC=C)c2ccccc2)C([C@@H](O1)C=C3)C(=O)O
• Canonical SMILES: C=CCC1N(C(=O)[C@H]2[C@]31C=C[C@H](O3)C2C(=O)O)c1ccccc1
• InChI: InChI=1S/C18H17NO4/c1-2-6-13-18-10-9-12(23-18)14(17(21)22)15(18)16(20)19(13)11-7-4-3-5-8-11/h2-5,7-10,12-15H,1,6H2,(H,21,22)/t12-,13?,14?,15+,18-/m1/s1
• InChIKey: CVIIEVKDNDVREO-XKKOKPIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,7R)-4-oxo-3-phenyl-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)-4-oxo-3-phenyl-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: 164245146
• PubChem CID: 16397281

CALCULATED PROPERTIES

• Acid pKa: 4.1507635
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5277763
• LogD (pH = 7.4): -1.1731801
• Log P: 1.8931656
• Molar Refractivity: 83.317 cm^3
• Polarizability: 32.1773 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: Rare Derivatives of Natural Compounds