Physicochemical Properties
| Molecular Formula | C25H23FN4O3S |
| Molecular Weight | 478.538527727127 |
| Exact Mass | 478.147 |
| CAS # | 2231098-99-8 |
| PubChem CID | 137628670 |
| Appearance | White to off-white solid powder |
| LogP | 2.4 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 34 |
| Complexity | 924 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | S(C)(N1CCN(C(C2C=NC3C=CC(=CC=3C=2C2C=CC(=CC=2)C2(C#N)CC2)F)=O)CC1)(=O)=O |
| InChi Key | WIXZFNIBMHEUJH-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C25H23FN4O3S/c1-34(32,33)30-12-10-29(11-13-30)24(31)21-15-28-22-7-6-19(26)14-20(22)23(21)17-2-4-18(5-3-17)25(16-27)8-9-25/h2-7,14-15H,8-13H2,1H3 |
| Chemical Name | 1-[4-[6-fluoro-3-(4-methylsulfonylpiperazine-1-carbonyl)quinolin-4-yl]phenyl]cyclopropane-1-carbonitrile |
| 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 | ALDH1A1, hALDH1A3, and hALDH2 are all inhibited by NCT-506, with IC50 values of 0.007±0.001, 16.4±3.99, and 21.5 μM, respectively[1]. With an EC50 of 45.6 μM, NCT-506 (100, 10, 1, 0.1 μM, 6 days) dramatically decreased cell viability in OV-90 cells. NCT-506 inhibited MIA PaCa-2, OV-90, and HT-29 cells with IC50 values of 0.077±0.040, 0.161±0.038, and 0.048±0.022 μM, respectively, in experiments using aldeflu cells [1]. The IC50 values for NCT-506 in combination with paclitaxel were 1202, 924, 870, 411, 102, and 31.8 nM, respectively, at SKOV-506 doses of 0 (DMSO), 1, 3, 10, 20, and 30 μM. correspondingly, 3 TR cells[1]. |
| Cell Assay |
Cell viability assay [1] Cell Types: OV-90 and SKOV-3-TR Cell Tested Concentrations: 100, 10, 1, 0.1 μM Incubation Duration: 6 days for OV-90 cells; 4 days for SKOV-3-TR cells Experimental Results: OV Cell viability was Dramatically diminished in -90 cells, with an EC50 of 45.6 μM. Combination treatment (paclitaxel concentration of 100 nM) diminished cell viability in SKOV-3-TR cells with an EC50 of 11.2 μM. |
| References |
[1]. Discovery of Orally Bioavailable, Quinoline-Based Aldehyde Dehydrogenase 1A1 (ALDH1A1) Inhibitors with Potent Cellular Activity. J Med Chem. 2018 Jun 14;61(11):4883-4903. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~33.33 mg/mL (~69.65 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (5.22 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 | 2.0897 mL | 10.4484 mL | 20.8969 mL | |
| 5 mM | 0.4179 mL | 2.0897 mL | 4.1794 mL | |
| 10 mM | 0.2090 mL | 1.0448 mL | 2.0897 mL |