1202757-89-8
1202757-89-8 structure
- Name: AVL-292
- Chemical Name: N-[3-[[5-fluoro-2-[4-(2-methoxyethoxy)anilino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide
- CAS Number: 1202757-89-8
- Molecular Formula: C22H22FN5O3
- Molecular Weight: 423.440
- Catalog: Biochemical Inhibitor Protein tyrosine kinase
- Create Date: 2018-08-13 16:00:28
- Modify Date: 2024-01-04 18:06:37
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Spebrutinib (AVL-292; CC-292) is a covalent, orally active, and highly selective with an IC50 of 0.5 nM.
| Name | N-[3-[[5-fluoro-2-[4-(2-methoxyethoxy)anilino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide |
|---|---|
| Synonyms |
N-{3-[(5-Fluoro-2-{[4-(2-methoxyethoxy)phenyl]amino}-4-pyrimidinyl)amino]phenyl}acrylamide
UNII-DRU6NG543J S7173,CC-292 AVL 292 N-(3-(5-fluoro-2-(4-(2-methoxyethoxy)phenylamino)pyrimidin-4-ylamino)phenyl)acrylamide Spebrutinib 2-Propenamide, N-[3-[[5-fluoro-2-[[4-(2-methoxyethoxy)phenyl]amino]-4-pyrimidinyl]amino]phenyl]- AVL-292 |
| Description | Spebrutinib (AVL-292; CC-292) is a covalent, orally active, and highly selective with an IC50 of 0.5 nM. |
|---|---|
| Related Catalog | |
| Target |
IC50: <0.5 nM (Btk)[1] |
| In Vitro | Spebrutinib (CC-292) is a covalent, highly selective, orally active inhibitor of Btk with IC50 value of 0.5 nM. Spebrutinib also less potently inhibits Yes, c-Src, Brk, Lyn, and Fyn with IC50s of 723 nM, 1.729 μM, 2.43 μM, 4.4 μM, and 7.15 μM, rspectively. Extensive analysis has revealed that the EC50 of Btk occupancy from a Spebrutinib dose-response in Ramos cells (EC50=6 nM) correlated directly with the cellular EC50 of Btk kinase inhibition with Spebrutinib (EC50=8 nM). Furthermore, the concentration at which Spebrutinib inhibits 90% of Btk activity in Ramos cells is 35 nM while the concentration of Spebrutinib required for 90% occupancy of Btk is 39 nM[1]. |
| Cell Assay | Cells are incubated in serum-free RPMI media for 1-1.5 hours. Isolated human B cells are incubated with Spebrutinib at a final concentration of 0.001, 0.01, 0.1 and 1 μM. Ramos cells are incubated with 0.1 nM-3 μM Spebrutinib. Cells are then incubated in the presence of compound for 1 hour at 37°C. Following incubation, cells are centrifuged and resuspended in 100 μL of serum-free RPMI and BCR is stimulated with addition of 5 μg/mL α-human IgM. Samples are centrifuged, washed in phosphate-buffered saline (PBS), and lysed in 100 μL of Cell Extraction Buffer plus 1:10 (v/v) PhosSTOP Phosphatase Inhibitor and 1:10 (v/v) Complete Protease Inhibitor. Antibodies used for immunoblot analysis include P-PLCγ2, PLCγ2 (3871; CST), Syk (2712; CST), P-Syk (2710; CST), Btk, P-Btk, and Tubulin. Membranes are scanned on a Li-Cor Odyssey scanner using infrared fluorescence detection[1]. |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Molecular Formula | C22H22FN5O3 |
| Molecular Weight | 423.440 |
| Exact Mass | 423.170654 |
| PSA | 104.12000 |
| LogP | 2.95 |
| Index of Refraction | 1.655 |
| Hazard Codes | Xi |
|---|
|
~80%
1202757-89-8 |
| Literature: WO2009/158571 A1, ; Page/Page column 190; 192 ; WO 2009/158571 A1 |
| Precursor 2 | |
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| DownStream 0 | |