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

• ChemBase ID: 188771
• Molecular Formular: C20H21NO4
• Molecular Mass: 339.38504
• Monoisotopic Mass: 339.14705816
• SMILES: [C@]123[C@H](C(=O)N(C1CC=C)C(c1ccccc1)C)C([C@@H](O2)C=C3)C(=O)O
• Canonical SMILES: C=CCC1N(C(=O)[C@H]2[C@]31C=C[C@H](O3)C2C(=O)O)C(c1ccccc1)C
• InChI: InChI=1S/C20H21NO4/c1-3-7-15-20-11-10-14(25-20)16(19(23)24)17(20)18(22)21(15)12(2)13-8-5-4-6-9-13/h3-6,8-12,14-17H,1,7H2,2H3,(H,23,24)/t12?,14-,15?,16?,17+,20-/m1/s1
• InChIKey: YWYCUWTWYARELT-HKBMZKCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,7R)-4-oxo-3-(1-phenylethyl)-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-(1-phenylethyl)-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: 164244681
• PubChem CID: 16397184

CALCULATED PROPERTIES

• Acid pKa: 4.284195
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1369036
• LogD (pH = 7.4): -0.59818894
• Log P: 2.3762553
• Molar Refractivity: 92.5708 cm^3
• Polarizability: 35.860226 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