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

• ChemBase ID: 194821
• Molecular Formular: C21H23NO4
• Molecular Mass: 353.41162
• Monoisotopic Mass: 353.16270822
• SMILES: [C@]123[C@H](C(=O)N(C1CC(=C)C)CCc1ccccc1)C([C@@H](O2)C=C3)C(=O)O
• Canonical SMILES: CC(=C)CC1N(CCc2ccccc2)C(=O)[C@H]2[C@]31C=C[C@H](O3)C2C(=O)O
• InChI: InChI=1S/C21H23NO4/c1-13(2)12-16-21-10-8-15(26-21)17(20(24)25)18(21)19(23)22(16)11-9-14-6-4-3-5-7-14/h3-8,10,15-18H,1,9,11-12H2,2H3,(H,24,25)/t15-,16?,17?,18+,21-/m1/s1
• InChIKey: PQWSQJPHBKAWTP-NZFYCRKHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164250731
• PubChem CID: 16398414

CALCULATED PROPERTIES

• Acid pKa: 4.2729187
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2417688
• LogD (pH = 7.4): -0.4908407
• Log P: 2.4917028
• Molar Refractivity: 97.189 cm^3
• Polarizability: 37.700798 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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