N-(1-benzylpiperidin-4-yl)-6,7-dimethoxy-2-(4-methyl-1,4-diazepan-1-yl)quinazolin-4-amine

• ChemBase ID: 162444
• Molecular Formular: C28H38N6O2
• Molecular Mass: 490.64032
• Monoisotopic Mass: 490.30562449
• SMILES: c12c(nc(nc1cc(c(c2)OC)OC)N1CCN(CCC1)C)NC1CCN(CC1)Cc1ccccc1
• Canonical SMILES: COc1cc2nc(nc(c2cc1OC)NC1CCN(CC1)Cc1ccccc1)N1CCCN(CC1)C
• InChI: InChI=1S/C28H38N6O2/c1-32-12-7-13-34(17-16-32)28-30-24-19-26(36-3)25(35-2)18-23(24)27(31-28)29-22-10-14-33(15-11-22)20-21-8-5-4-6-9-21/h4-6,8-9,18-19,22H,7,10-17,20H2,1-3H3,(H,29,30,31)
• InChIKey: OSXFATOLZGZLSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1-benzylpiperidin-4-yl)-6,7-dimethoxy-2-(4-methyl-1,4-diazepan-1-yl)quinazolin-4-amine
• IUPAC Traditional name: N-(1-benzylpiperidin-4-yl)-6,7-dimethoxy-2-(4-methyl-1,4-diazepan-1-yl)quinazolin-4-amine
• Synonyms: 2-(Hexahydro-4-methyl-1H-1,4-diazepin-1-yl)-6,7-dimethoxy-N-[1-(phenylmethyl)-4-piperidinyl]-4-quinazolinamine Trihydrochloride; BIX 01294 Trihydrochloride

Database IDs

• PubChem SID: 162256579
• PubChem CID: 25150857

CALCULATED PROPERTIES

• Acid pKa: 19.845472
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -2.8925822
• LogD (pH = 7.4): 1.0974369
• Log P: 3.6221442
• Molar Refractivity: 147.588 cm^3
• Polarizability: 56.65572 Å^3
• Polar Surface Area: 65.99 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B591600

G9a-like protein and G9a histone lysine methyltransferase (HMTase) inhibitor that H3K9me2 chromatin levels modulates H3K9me2 levels in mammalian cells and potentiates induction of pluripotent stem cells from somatic cells in vitro.

REFERENCES

• Kubicek, S. et al.: Mol. Cell., 25, 473 (2007)
• Huangfu, D et al.: Nat. Biotechnol., 26, 795 (2007)
• Chang, Y. et al.: Bat. Struct. Mol. Biol., 16, 312 (2007)