| Identification | Back Directory | [Name]
AAK1 inhibitor 1 | [CAS]
2247894-32-0 | [Synonyms]
SGC AAK1 1
AAK1 inhibitor 1
Cyclopropanecarboxamide, N-[6-[3-[[(diethylamino)sulfonyl]amino]phenyl]-1H-indazol-3-yl]-
AAK1,BMP2K,pathway,kinase,Inhibitor,inhibit,associated,SGCAAK11,Wnt,SGC-AAK-1-1,AP2,SGC AAK1 1 | [Molecular Formula]
C21H25N5O3S | [MDL Number]
MFCD31689256 | [MOL File]
2247894-32-0.mol | [Molecular Weight]
427.52 |
| Chemical Properties | Back Directory | [density ]
1.424±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
7.30±0.50(Predicted) | [color ]
Light brown to khaki | [InChI]
1S/C21H25N5O3S/c1-3-26(4-2)30(28,29)25-17-7-5-6-15(12-17)16-10-11-18-19(13-16)23-24-20(18)22-21(27)14-8-9-14/h5-7,10-14,25H,3-4,8-9H2,1-2H3,(H2,22,23,24,27) | [InChIKey]
UCBIQZUJJSVQHL-UHFFFAOYSA-N | [SMILES]
CCN(CC)S(NC1=CC=CC(C2=CC(NN=C3NC(C4CC4)=O)=C3C=C2)=C1)(=O)=O |
| Hazard Information | Back Directory | [Uses]
SGC-AAK1-1 is a potent and selective AAK1 (AP2 associated kinase 1) inhibitor with an IC50 of 270 nM and a Ki of 9 nM. SGC-AAK1-1 also potently inhibits BMP2K. SGC-AAK1-1 is used to study Wnt pathway related to AAK1[1]. | [Biological Activity]
SGC-AAK1-1 is an ATP-competitive kinase inhibitor against AP2-associated protein kinase 1/AAK1 and BMP-2-inducible protein kinase/BIKE/BMP2K (Ki = 9.1 & 17 nMrespectivelyby ATP site fluorescent tracer displacement assay; AAK1 IC50 = 270 nM by coupled enzyme assay). SGC-AAK1-1 downregulates cellular AP2M1 Thr156 phosphorylation level in a dose-dependent manner (ECmax ∼12.5 μM) without detectable cytotoxicity. Selectivity profiling identifies only 5 additional kinases among a panel of ∼400 with >50% inhibition by 1 μM SGC-AAK1-1 (KD = 72 nM/RIOK1290 nM/RIOK3260 nM/PIP5K1C880 nM/CDKL1960 nM/MYLK2 by DiscoverX KINOMEscan). SGC-AAK1-1N is a structure analog and the recommended negative control (IC50 = 11 μM by AAK1 activity assay; KD = 8.8 μM/AAK1 & >10 μM/BIKE vs. KD = 26 nM/AAK1 & 930 nM/BIKE with SGC-AAK1-1 by DiscoverX). For characterization details of SGC-AAK1-1please visit the [storage]
Store at -20°C | [References]
[1] Agajanian MJ, et al. WNT Activates the AAK1 Kinase to Promote Clathrin-Mediated Endocytosis of LRP6 and Establish a Negative Feedback Loop. Cell Rep. 2019 Jan 2;26(1):79-93.e8. DOI:10.1016/j.celrep.2018.12.023 |
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