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

• ChemBase ID: 121679
• Molecular Formular: C15H20N2O4
• Molecular Mass: 292.3303
• Monoisotopic Mass: 292.14230713
• SMILES: C12C(=O)N(C[C@]31O[C@H](C2C(=O)O)C=C3)C1CCN(CC1)C
• Canonical SMILES: CN1CCC(CC1)N1C[C@@]23C(C1=O)C([C@@H](O3)C=C2)C(=O)O
• InChI: InChI=1S/C15H20N2O4/c1-16-6-3-9(4-7-16)17-8-15-5-2-10(21-15)11(14(19)20)12(15)13(17)18/h2,5,9-12H,3-4,6-8H2,1H3,(H,19,20)/t10-,11?,12?,15-/m1/s1
• InChIKey: GTZSZTZSWUSZPY-TVRADYJESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162216032
• PubChem CID: 16394728

CALCULATED PROPERTIES

• Acid pKa: 3.7954016
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -3.5508788
• LogD (pH = 7.4): -3.5743382
• Log P: -3.5469513
• Molar Refractivity: 75.4026 cm^3
• Polarizability: 29.211924 Å^3
• Polar Surface Area: 70.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true