2,2,2-trifluoro-1-{6-hydroxy-5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaen-14-yl}ethan-1-one

• ChemBase ID: 171444
• Molecular Formular: C15H12F3N3O2
• Molecular Mass: 323.2698896
• Monoisotopic Mass: 323.0881613
• SMILES: c12c(ncc(n1)O)cc1c(c2)C2CN(CC1C2)C(=O)C(F)(F)F
• Canonical SMILES: Oc1cnc2c(n1)cc1c(c2)C2CC1CN(C2)C(=O)C(F)(F)F
• InChI: InChI=1S/C15H12F3N3O2/c16-15(17,18)14(23)21-5-7-1-8(6-21)10-3-12-11(2-9(7)10)19-4-13(22)20-12/h2-4,7-8H,1,5-6H2,(H,20,22)
• InChIKey: UPELGARMUSJCPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-1-{6-hydroxy-5,8,14-triazatetracyclo[10.3.1.0^2,^1^1.0^4,^9]hexadeca-2,4,6,8,10-pentaen-14-yl}ethan-1-one
• IUPAC Traditional name: 2,2,2-trifluoro-1-{6-hydroxy-5,8,14-triazatetracyclo[10.3.1.0^2,^1^1.0^4,^9]hexadeca-2,4,6,8,10-pentaen-14-yl}ethanone
• Synonyms: 1,6,7,8,9,10-Hexahydro-8-(trifluoroacetyl)-6,10-methano-2H-pyrazino[2,3-h][3]benzazepin-2-one; Hydroxy Varenicline N-Trifluoroacetate

Database IDs

• CAS Number: 357426-10-9
• PubChem SID: 164227354
• PubChem CID: 71749414

CALCULATED PROPERTIES

• Acid pKa: 11.632823
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.0407717
• LogD (pH = 7.4): 2.0407658
• Log P: 2.040791
• Molar Refractivity: 74.1735 cm^3
• Polarizability: 28.61302 Å^3
• Polar Surface Area: 66.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - H995610

Protected Varenicline metabolite.