2-[5-クロロ-2-[(1-イソプロピル-3-メチル-1H-ピラゾール-5-イル)アミノ]-4-ピリジニル]-N-メトキシベンズアミド

Gsk-2256098

HCID 46214930

基本情報

CAS: 1224887-10-8
標準SMILES: CONC(=O)c1ccccc1Nc1cc(Nc2cc(C)nn2C(C)C)ncc1Cl
InChIKey: BVAHPPKGOOJSPU-UHFFFAOYSA-N
分子式: C20H23ClN6O2
平均分子量: 414.9 g/mol

概要

GSK2256098 is under investigation in clinical trial NCT02523014 (Vismodegib and FAK Inhibitor GSK2256098 in Treating Patients With Progressive Meningiomas).

名称と識別子

優先名称: Gsk-2256098
IUPAC: 2-[[5-chloro-2-[(5-methyl-2-propan-2-ylpyrazol-3-yl)amino]-4-pyridinyl]amino]-N-methoxybenzamide
現地名: 2-[5-クロロ-2-[(1-イソプロピル-3-メチル-1H-ピラゾール-5-イル)アミノ]-4-ピリジニル]-N-メトキシベンズアミド
英語名: GSK-2256098
分子式: C20H23ClN6O2
分子量: 414.89

名称と別名

1224887-10-8GSK2256098GSK-2256098R7O0O4110G2-[(5-chloro-2-{[3-methyl-1-(propan-2-yl)-1H-pyrazol-5-yl]amino}pyridin-4-yl)amino]-N-methoxybenzamide2-((5-chloro-2-((3-methyl-1-(propan-2-yl)-1H-pyrazol-5-yl)amino)pyridin-4-yl)amino)-N-methoxybenzamideRefChem:144510FAK Inhibitor GSK2256098Focal Adhesion Kinase Inhibitor GSK22560982-((5-Chloro-2-((1-isopropyl-3-methyl-1H-pyrazol-5-yl)amino)pyridin-4-yl)amino)-N-methoxybenzamideMFCD30502650GTPL7939

名称をさらに表示

2-[5-クロロ-2-[(1-イソプロピル-3-メチル-1H-ピラゾール-5-イル)アミノ]-4-ピリジニル]-N-メトキシベンズアミド2-(5-クロロ-2-{[3-メチル-1-(プロパン-2-イル)-1H-ピラゾール-5-イル]アミノ}ピリジン-4-イル)-N-メトキシベンズアミドCS-2424GSK-2256099GSK-2256098, GTPL7939GSK 2256098FAK inhibitor GS2256098GSK2256098, 10 mM in DMSO2-(5-chloro-2-(1-isopropyl-3-methyl-1H-pyrazol-5-ylamino)pyridin-4-ylamino)-N-methoxybenzamide2-[(5-chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]-N(methyloxy)benzamide

2-[[5-chloro-2-[[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino]-4-pyridinyl]amino]-N-methoxybenzamideBenzamide, 2-[[5-chloro-2-[[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino]-4-pyridinyl]amino]-N-methoxy-SCHEMBL691518UNII-R7O0O4110GCHEMBL4742157EX-A671HY-100498Q27077884

データベース識別子

CAS: 1224887-10-8
PubChem CID: 46214930
ChEMBL: CHEMBL4742157
UNII: R7O0O4110G

物性

構造計算による物性

XLogP: 4.5
極性表面積: 93.1 Å²
水素結合供与体数: 3
水素結合受容体数: 6
回転可能結合数: 7
重原子数: 29
形式電荷: 0
複雑度: 539

物理化学的性質

比重(密度): 1.32 · 1.32±0.1 g/cm3(Predicted)
貯蔵温度: -20 °C · Store at -20°C
溶解性: 47.33 · DMSO:47.33(Max Conc. mg/mL);114.08(Max Conc. mM)DMF:30.0(Max Conc. mg/mL);72.31(Max Conc. mM)Ethanol:56.0(Max Conc. mg/mL);134.98(Max Conc. mM)Ethanol:PBS (pH 7.2) (1:4):0.2(Max Conc. mg/mL);0.48(Max Conc. mM)
外見: A crystalline solid
酸解離定数(Pka): 5.24 · 5.24±0.10(Predicted)
色: White to khaki
InChI: InChI=1S/C20H23ClN6O2/c1-12(2)27-19(9-13(3)25-27)24-18-10-17(15(21)11-22-18)23-16-8-6-5-7-14(16)20(28)26-29-4/h5-12H,1-4H3,(H,26,28)(H2,22,23,24)
InChIKey: BVAHPPKGOOJSPU-UHFFFAOYSA-N
SMILES: C(NOC)(=O)C1=CC=CC=C1NC1C(Cl)=CN=C(NC2N(C(C)C)N=C(C)C=2)C=1

安全と法規制

安全データ

注意喚起語: 警告
危険有害性情報: コード危険有害性情報危険有害性クラス区分注意喚起語シンボル P コード H302

化学と産業

応用分野 · 2 件

説明GSK2256098 is an inhibitor of focal adhesion kinase (FAK). It is selective for FAK, inhibiting only FAK greater than 50% in a panel of 261 kinases. GSK2256098 inhibits FAK autophosphorylation at tyrosine 397 (Y397) in OVCAR8 ovarian, U87MG glioblastoma, and A549 lung cancer cell lines (IC50s = 15, 8.5, and 12 nM, respectively). It induces apoptosis and increases PARP levels, decreases viability (IC50 = 25 μM), and inhibits colony formation in L3.6P1 cells. GSK2256098 (75 mg/kg per day) also leads to lower tumor weight and fewer metastases in the Ishikawa orthotopic mouse model of uterine cancer.

使用GSK 2256098 is FAK inhibitor. It can be used in biological study of molecular pathways: endothelial cell FAK-A target for cancer treatment.