(1S,7R)-3-[4-(ethoxycarbonyl)phenyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 193308
• Molecular Formular: C18H17NO6
• Molecular Mass: 343.33068
• Monoisotopic Mass: 343.10558727
• SMILES: C12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)c1ccc(C(=O)OCC)cc1
• Canonical SMILES: CCOC(=O)c1ccc(cc1)N1C[C@@]23C(C1=O)C([C@@H](O3)C=C2)C(=O)O
• InChI: InChI=1S/C18H17NO6/c1-2-24-17(23)10-3-5-11(6-4-10)19-9-18-8-7-12(25-18)13(16(21)22)14(18)15(19)20/h3-8,12-14H,2,9H2,1H3,(H,21,22)/t12-,13?,14?,18-/m1/s1
• InChIKey: HFONFDOIGODJRZ-PNDQRGPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,7R)-3-[4-(ethoxycarbonyl)phenyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1S,7R)-3-[4-(ethoxycarbonyl)phenyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid

Database IDs

• PubChem SID: 164249218
• PubChem CID: 16398057

CALCULATED PROPERTIES

• Acid pKa: 3.6682706
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.6556842
• LogD (pH = 7.4): -2.1442068
• Log P: 1.1737723
• Molar Refractivity: 86.503 cm^3
• Polarizability: 33.242783 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds