2-[(E)-2-(4-acetylphenyl)diazen-1-yl]-2-[(1E)-3,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-1-ylidene]acetamide

• ChemBase ID: 171737
• Molecular Formular: C21H22N4O2
• Molecular Mass: 362.42498
• Monoisotopic Mass: 362.17427596
• SMILES: C\1(=C(\N=N\c2ccc(C(=O)C)cc2)/C(=O)N)/NC(Cc2c1cccc2)(C)C
• Canonical SMILES: NC(=O)/C(=C/1\NC(C)(C)Cc2c1cccc2)/N=N/c1ccc(cc1)C(=O)C
• InChI: InChI=1S/C21H22N4O2/c1-13(26)14-8-10-16(11-9-14)24-25-19(20(22)27)18-17-7-5-4-6-15(17)12-21(2,3)23-18/h4-11,23H,12H2,1-3H3,(H2,22,27)/b19-18+,25-24+
• InChIKey: ZXSRRUROLCGTBS-KEYVSXKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(E)-2-(4-acetylphenyl)diazen-1-yl]-2-[(1E)-3,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-1-ylidene]acetamide
• IUPAC Traditional name: 2-[(E)-2-(4-acetylphenyl)diazen-1-yl]-2-[(1E)-3,3-dimethyl-2,4-dihydroisoquinolin-1-ylidene]acetamide
• Synonyms: 2-[2-(4-Acetylphenyl)diazenyl]-2-(3,4-dihydro-3,3-dimethyl-1(2H)-isoquinolinylidene)-acetamide; 2-[(4-Acetylphenyl)azo]-2-(3,4-dihydro-3,3-dimethyl-1(2H)-isoquinolinylidene)acetamide; IQ 1

Database IDs

• CAS Number: 331001-62-8
• PubChem SID: 164227647
• PubChem CID: 5823908

CALCULATED PROPERTIES

• Acid pKa: 14.896449
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.4225214
• LogD (pH = 7.4): 2.4225948
• Log P: 2.4225957
• Molar Refractivity: 108.2672 cm^3
• Polarizability: 39.576515 Å^3
• Polar Surface Area: 96.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I748570

IQ 1 disrupts Wnt signaling. IQ-1 in conjunction with Wnt3a has been shown to be sufficient to maintain murine embryonic stem cell proliferation in the absence of serum. Binds to the PR72/PR130 subunit of protein phosphatase PP2A preventing β-catenin from

REFERENCES

• Kanai., et al.: The Pharmacogenomics J., 4, 336 (2004)
• Miki., et al.: Stem Cells, 23, 1549 (2004)
• T. Miyabayashi, et al.: Proc. Natl. Acad. Sci., 104, 5668 (2004)
• Luo., et al.: Ann. Neurol., 65, 520 (2004)