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

• ChemBase ID: 121396
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: [C@@H]12[C@]3(O[C@H](C2C(=O)O)C=C3)CN(C1=O)CC(C)C
• Canonical SMILES: CC(CN1C[C@@]23[C@H](C1=O)C([C@@H](O3)C=C2)C(=O)O)C
• InChI: InChI=1S/C13H17NO4/c1-7(2)5-14-6-13-4-3-8(18-13)9(12(16)17)10(13)11(14)15/h3-4,7-10H,5-6H2,1-2H3,(H,16,17)/t8-,9?,10+,13-/m1/s1
• InChIKey: NBINFMFHODHQHK-STJJODOGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162215749
• PubChem CID: 17577142

CALCULATED PROPERTIES

• Acid pKa: 4.2399373
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.88113236
• LogD (pH = 7.4): -2.6060574
• Log P: 0.3998322
• Molar Refractivity: 63.6957 cm^3
• Polarizability: 24.738775 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true