2-[1-(2H3)methylpiperidin-4-ylidene]-4,7-diazatricyclo[8.4.0.03,7]tetradeca-1(10),3,5,11,13-pentaene-6-carboxylic acid

• ChemBase ID: 159625
• Molecular Formular: C19H21N3O2
• Molecular Mass: 323.38894
• Monoisotopic Mass: 323.16337693
• SMILES: C1Cn2c(cnc2C(=C2CCN(CC2)C)c2c1cccc2)C(=O)O
• Canonical SMILES: CN1CCC(=C2c3ccccc3CCn3c2ncc3C(=O)O)CC1
• InChI: InChI=1S/C19H21N3O2/c1-21-9-6-14(7-10-21)17-15-5-3-2-4-13(15)8-11-22-16(19(23)24)12-20-18(17)22/h2-5,12H,6-11H2,1H3,(H,23,24)
• InChIKey: HGWYFQCFNPVJKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(^2H₃)methylpiperidin-4-ylidene]-4,7-diazatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3,5,11,13-pentaene-6-carboxylic acid
• IUPAC Traditional name: 2-[1-(^2H₃)methylpiperidin-4-ylidene]-4,7-diazatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3,5,11,13-pentaene-6-carboxylic acid
• Synonyms: 6,11-Dihydro-11-[1-(methyl-d3)-4-piperidinylidene]-5H-Imidazo[2,1-b][3]benzazepine-3-carboxylic Acid; Alcaftadine 3-Carboxylic Acid-d3

Database IDs

• PubChem SID: 162253760
• PubChem CID: 71313067

CALCULATED PROPERTIES

• Acid pKa: 1.0928978
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.960074
• LogD (pH = 7.4): -0.5555033
• Log P: -0.51801646
• Molar Refractivity: 103.5494 cm^3
• Polarizability: 35.37658 Å^3
• Polar Surface Area: 58.36 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A514537

Labelled Alcaftadine 3-Carboxylic Acid, a metabolite of Alcaftadine (A514530).

REFERENCES

• Bohets, H. et al.: J. Ocular Pharmcol. Therap., 27, 187 (2011)