(1S,5R,7R)-3-(4-methoxyphenyl)-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: 188684
• Molecular Formular: C19H19NO5
• Molecular Mass: 341.35786
• Monoisotopic Mass: 341.12632271
• SMILES: [C@@]123[C@H](C(=O)N(C2CC=C)c2ccc(cc2)OC)C([C@@H](O1)C=C3)C(=O)O
• Canonical SMILES: COc1ccc(cc1)N1C(=O)[C@H]2[C@]3(C1CC=C)C=C[C@@H](C2C(=O)O)O3
• InChI: InChI=1S/C19H19NO5/c1-3-4-14-19-10-9-13(25-19)15(18(22)23)16(19)17(21)20(14)11-5-7-12(24-2)8-6-11/h3,5-10,13-16H,1,4H2,2H3,(H,22,23)/t13-,14?,15?,16+,19-/m1/s1
• InChIKey: WSHQZPHRZYRCMK-GDWAVCMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,7R)-3-(4-methoxyphenyl)-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-(4-methoxyphenyl)-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: 164244594
• PubChem CID: 16397164

CALCULATED PROPERTIES

• Acid pKa: 3.874897
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.105594434
• LogD (pH = 7.4): -1.4908853
• Log P: 1.7354943
• Molar Refractivity: 89.7802 cm^3
• Polarizability: 34.714596 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds