Physicochemical Properties
| Molecular Formula | C23H26F3N3O3S |
| Molecular Weight | 481.531054973602 |
| Exact Mass | 481.165 |
| CAS # | 603139-12-4 |
| PubChem CID | 9913088 |
| Appearance | White to off-white solid powder |
| LogP | 5.867 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 33 |
| Complexity | 785 |
| Defined Atom Stereocenter Count | 2 |
| SMILES | CC(C)C[C@@H](C(=O)NCC#N)N[C@@H](C1=CC=C(C=C1)C2=CC=C(C=C2)S(=O)(=O)C)C(F)(F)F |
| InChi Key | VYFDSJLOCIGIKP-SFTDATJTSA-N |
| InChi Code | InChI=1S/C23H26F3N3O3S/c1-15(2)14-20(22(30)28-13-12-27)29-21(23(24,25)26)18-6-4-16(5-7-18)17-8-10-19(11-9-17)33(3,31)32/h4-11,15,20-21,29H,13-14H2,1-3H3,(H,28,30)/t20-,21-/m0/s1 |
| Chemical Name | (2S)-N-(cyanomethyl)-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4-(4-methylsulfonylphenyl)phenyl]ethyl]amino]pentanamide |
| 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 Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| 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 | At IC50 values of 0.2, 178, 264, and 264 for cathepsin K, cathepsin S, cathepsin L, and cathepsin B, respectively, L-873724 (Compound 22) is a strong and specific non-alkaline inhibitor of cathepsin K. 5239 nanometers. Additionally, L-873724 displays IC50 values for Ramos cathepsin S, Hep G2 cathepsin L, and Hep G2 cathepsin B of 95, 1221, and 4807 nM, respectively [1]. L-873724's half-life against rabbit cathepsin K is 0.5 nM [2]. |
| ln Vivo | L-873724 has been shown to be non-lysosomal, orally accessible, and efficacious in a model of rhesus monkey bone resorption 1. |
| References |
[1]. Identification of a potent and selective non-basic cathepsin K inhibitor. Bioorg Med Chem Lett. 2006 Apr 1;16(7):1985-9. [2]. Inhibition of bone resorption by the cathepsin K inhibitor odanacatib is fully reversible. Bone. 2014 Oct;67:269-80. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~207.67 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.19 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 (5.19 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (5.19 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 | 2.0767 mL | 10.3836 mL | 20.7671 mL | |
| 5 mM | 0.4153 mL | 2.0767 mL | 4.1534 mL | |
| 10 mM | 0.2077 mL | 1.0384 mL | 2.0767 mL |