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

• ChemBase ID: 188583
• Molecular Formular: C19H18ClNO4
• Molecular Mass: 359.80352
• Monoisotopic Mass: 359.09243574
• SMILES: [C@@]123[C@H](C(=O)N(C2CC=C)c2ccc(cc2)Cl)C([C@@H](O1)C=C3)C(=O)OC
• Canonical SMILES: COC(=O)C1[C@@H]2C=C[C@@]3([C@@H]1C(=O)N(C3CC=C)c1ccc(cc1)Cl)O2
• InChI: InChI=1S/C19H18ClNO4/c1-3-4-14-19-10-9-13(25-19)15(18(23)24-2)16(19)17(22)21(14)12-7-5-11(20)6-8-12/h3,5-10,13-16H,1,4H2,2H3/t13-,14?,15?,16+,19-/m1/s1
• InChIKey: RQCWAQWAWPQZFH-GDWAVCMYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164244493
• PubChem CID: 16397141

CALCULATED PROPERTIES

• Acid pKa: 12.693584
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.6431043
• LogD (pH = 7.4): 2.6431022
• Log P: 2.6431043
• Molar Refractivity: 92.8909 cm^3
• Polarizability: 36.15903 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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