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

• ChemBase ID: 195210
• Molecular Formular: C20H19NO6
• Molecular Mass: 369.36796
• Monoisotopic Mass: 369.12123733
• SMILES: [C@]123[C@@H](C(=O)N(C2C(=C)C)Cc2cc4c(OCO4)cc2)C([C@H](O1)C=C3)C(=O)O
• Canonical SMILES: CC(=C)C1N(Cc2ccc3c(c2)OCO3)C(=O)[C@@H]2[C@@]31C=C[C@@H](O3)C2C(=O)O
• InChI: InChI=1S/C20H19NO6/c1-10(2)17-20-6-5-13(27-20)15(19(23)24)16(20)18(22)21(17)8-11-3-4-12-14(7-11)26-9-25-12/h3-7,13,15-17H,1,8-9H2,2H3,(H,23,24)/t13-,15?,16+,17?,20+/m0/s1
• InChIKey: LHVKGGUBSWIYNP-NXOOAULQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164251120
• PubChem CID: 16398526

CALCULATED PROPERTIES

• Acid pKa: 3.8364377
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.12939832
• LogD (pH = 7.4): -1.7076558
• Log P: 1.5376137
• Molar Refractivity: 93.4459 cm^3
• Polarizability: 36.55121 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds