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

• ChemBase ID: 121682
• Molecular Formular: C12H13NO4
• Molecular Mass: 235.23592
• Monoisotopic Mass: 235.0844579
• SMILES: C12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)C1CC1
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3(C1C(=O)N(C3)C1CC1)O2
• InChI: InChI=1S/C12H13NO4/c14-10-9-8(11(15)16)7-3-4-12(9,17-7)5-13(10)6-1-2-6/h3-4,6-9H,1-2,5H2,(H,15,16)/t7-,8?,9?,12-/m1/s1
• InChIKey: SLJAGZPZSUTGAR-MADAPMTHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162216035
• PubChem CID: 16394731

CALCULATED PROPERTIES

• Acid pKa: 4.0291376
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.8604347
• LogD (pH = 7.4): -3.521026
• Log P: -0.37890646
• Molar Refractivity: 57.1627 cm^3
• Polarizability: 22.207504 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true