Physicochemical Properties
| Molecular Formula | C24H16FN5O |
| Molecular Weight | 409.415147781372 |
| Exact Mass | 409.133 |
| CAS # | 2123491-32-5 |
| PubChem CID | 129318964 |
| Appearance | White to off-white solid powder |
| LogP | 4.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 31 |
| Complexity | 631 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | FC1C=CC(=CC=1)[C@H](C)N1C2C(=CN=C3C=CC(C4C=CC5=C(C=4)N=CO5)=CC=23)N=N1 |
| InChi Key | BHKVSOQUPYXVRZ-AWEZNQCLSA-N |
| InChi Code | InChI=1S/C24H16FN5O/c1-14(15-2-6-18(25)7-3-15)30-24-19-10-16(4-8-20(19)26-12-22(24)28-29-30)17-5-9-23-21(11-17)27-13-31-23/h2-14H,1H3/t14-/m0/s1 |
| Chemical Name | 5-[1-[(1S)-1-(4-fluorophenyl)ethyl]triazolo[4,5-c]quinolin-8-yl]-1,3-benzoxazole |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | The strongest inhibitory kinase is CLK1 (IC50: 2 nM). With the exception of CLK1, only two kinases have IC50 values less than 100 nM: CLK2 (IC50: 31 nM) and CLK4 (IC50: 8 nM). DYRK1A has the strongest off-target of all the kinases. It was also investigated whether CLK1-IN-1 could cause autophagy in human ovarian cancer cell lines, BNL CL.2 and SKOV-3. A clear dose dependence was observed in the impact of CLK1-IN-1 on yellow LC3 spots, with the maximum effect observed at a dose of 10 μM. Additionally, compared to cells treated with DMSO, the number of red LC3 puncta (mRFP signal 35 only) increased in cells treated with CLK1-IN-1, indicating the formation of autolysosomes. Crucially, CLK1-IN-1 promotes SQSTM1/p62 degradation and raises the ratio of red to yellow LC3 dots, both of which show that autophagic flux is induced by CLK1-IN-1 [1]. |
| ln Vivo | When exposed to APAP, the liver is severely injured; however, when treated with CLK1-IN-1 (ip, 30 mg/kg), the liver is significantly protected. The two labeling enzymes were returned to normal levels after therapy with CLK1-IN-1, according to the results [1]. This was achieved by dramatically lowering blood ALT and AST levels. |
| References |
[1]. Discovery of Potent and Selective Inhibitors of Cdc2-Like Kinase 1 (CLK1) as a New Class of Autophagy Inducers. J Med Chem. 2017 Jul 27;60(14):6337-6352. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~25 mg/mL (~61.06 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.11 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4425 mL | 12.2124 mL | 24.4248 mL | |
| 5 mM | 0.4885 mL | 2.4425 mL | 4.8850 mL | |
| 10 mM | 0.2442 mL | 1.2212 mL | 2.4425 mL |