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

• ChemBase ID: 119492
• Molecular Formular: C18H19NO4
• Molecular Mass: 313.34776
• Monoisotopic Mass: 313.13140809
• SMILES: C12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)c1ccc(cc1)C(C)C
• Canonical SMILES: CC(c1ccc(cc1)N1C[C@@]23C(C1=O)C([C@@H](O3)C=C2)C(=O)O)C
• InChI: InChI=1S/C18H19NO4/c1-10(2)11-3-5-12(6-4-11)19-9-18-8-7-13(23-18)14(17(21)22)15(18)16(19)20/h3-8,10,13-15H,9H2,1-2H3,(H,21,22)/t13-,14?,15?,18-/m1/s1
• InChIKey: GSGREUANUSWPFE-SEVFCGSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,7R)-4-oxo-3-[4-(propan-2-yl)phenyl]-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: (1S,7R)-3-(4-isopropylphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: (3aS,6R)-2-(4-isopropylphenyl)-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• PubChem SID: 162108067
• PubChem CID: 16394572

CALCULATED PROPERTIES

• Acid pKa: 3.9029844
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.4556777
• LogD (pH = 7.4): -1.1535503
• Log P: 2.0584967
• Molar Refractivity: 83.9199 cm^3
• Polarizability: 32.345978 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true