7-{[(3aR,6aS)-2-methyl-octahydrocyclopenta[c]pyrrol-5-yl]methoxy}-N-(3,4-dichloro-2-fluorophenyl)-6-methoxyquinazolin-4-amine

• ChemBase编号: 73299
• 分子式: C24H25Cl2FN4O2
• 平均质量: 491.3853032
• 单一同位素质量: 490.13385964
• SMILES: n1cnc2c(c1Nc1ccc(c(c1F)Cl)Cl)cc(c(c2)OCC1C[C@@H]2[C@H](C1)CN(C2)C)OC
• Canonical SMILES: COc1cc2c(cc1OCC1C[C@@H]3[C@H](C1)CN(C3)C)ncnc2Nc1ccc(c(c1F)Cl)Cl
• InChI: InChI=1S/C24H25Cl2FN4O2/c1-31-9-14-5-13(6-15(14)10-31)11-33-21-8-19-16(7-20(21)32-2)24(29-12-28-19)30-18-4-3-17(25)22(26)23(18)27/h3-4,7-8,12-15H,5-6,9-11H2,1-2H3,(H,28,29,30)/t13?,14-,15+
• InChIKey: HVXKQKFEHMGHSL-GOOCMWNKSA-N

名称和登记号

名称

• IUPAC标准名: 7-{[(3aR,6aS)-2-methyl-octahydrocyclopenta[c]pyrrol-5-yl]methoxy}-N-(3,4-dichloro-2-fluorophenyl)-6-methoxyquinazolin-4-amine
• IUPAC传统名: 7-{[(3aR,6aS)-2-methyl-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]methoxy}-N-(3,4-dichloro-2-fluorophenyl)-6-methoxyquinazolin-4-amine
• 别名: EXEL-7647; XL647

登记号

• CAS号: 651031-01-5
• PubChem SID: 162038219
• PubChem CID: 10458325

理论计算性质

• Acid pKa: 13.4573345
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 1.7662418
• LogD (pH = 7.4): 2.8389034
• Log P: 5.2485213
• 摩尔折射率: 127.7627 cm^3
• 极化性: 50.080173 Å^3
• 极化表面积: 59.51 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

安全信息

• 保存条件: -20°C

药理学性质

• 作用靶点: EGFR(HER)

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1083

Biological Activity:
The activity of EXEL-7647 (XL647), a novel spectrum-selective kinase inhibitor with potent activity against the EGF and vascular endothelial growth factor receptor tyrosine kinase families, against both wild-type (WT) and mutant EGFR in vitro and in vivo[1,2] .EXEL-7647 potently inhibits the EGFR and ErbB2 with IC50 0.3 and 16 nM respectively[2] .EXEL-7647 inhibits cellular proliferation and EGFR pathway activation in the erlotinib-resistant H1975 cell line that harbors a double mutation (L858R and T790M) in the EGFR gene. EXEL-7647 substantially inhibited the growth of H1975 xenograft tumors and reduced both tumor EGFR signaling and tumor vessel density. Additionally, EXEL-7647 substantially inhibited the growth and vascularization of MDAMB-231 xenografts, a model which is more reliant on signaling through vascular endothelial growth factor receptors[2] .References on XL647[1] Clin Cancer Res., 2008 Apr 15, 14(8):2465-75.[2] Clin Cancer Res., 2007 Jun 15, 13(12):3713-23

参考文献

• Trowe T, et al. Clin Cancer Res. 2008 Apr 15;14(8):2465-75.