DUBs-IN-2 is a novel and potent inhibitor of Deubiquitinating Enzyme (DUB) USP7 and USP8 with an IC50 of 0.28 μM for USP8.
Physicochemical Properties
| Molecular Formula | C15H9N5O |
| Molecular Weight | 275.2649 |
| Exact Mass | 275.081 |
| CAS # | 924296-19-5 |
| Related CAS # | DUB-IN-3;924296-17-3 |
| PubChem CID | 57831016 |
| Appearance | Light yellow to yellow solid powder |
| Density | 1.36±0.1 g/cm3 (20 °C, 760 mmHg) |
| Boiling Point | 555.7±60.0 °C (760 mmHg) |
| LogP | 1.989 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Heavy Atom Count | 21 |
| Complexity | 527 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | CCO/N=C\1/C2=CC=CC=C2C3=NC(=C(N=C31)C#N)C#N |
| InChi Key | VKVAJBRQGBRHIK-ZHZULCJRSA-N |
| InChi Code | InChI=1S/C15H9N5O/c1-2-21-20-14-10-6-4-3-5-9(10)13-15(14)19-12(8-17)11(7-16)18-13/h3-6H,2H2,1H3/b20-14- |
| Chemical Name | (9Z)-9-ethoxyiminoindeno[1,2-b]pyrazine-2,3-dicarbonitrile |
| 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 | DUBs-IN-2 (compound 22 e) has an IC50 of 0.28 μM, making it a strong inhibitor of USP8, but USP7 remains unaffected at >100 μM. With an IC50 value of 0.5-1.5μM, DUBs-IN-2 decreases the viability of the PC-3 prostate cancer cell line and the HCT116 colon cell line[1]. |
| References |
[1]. Synthesis and biological evaluation of 9-oxo-9H-indeno[1,2-b]pyrazine-2,3-dicarbonitrile analogues as potential inhibitors of deubiquitinating enzymes. ChemMedChem. 2010 Apr 6;5(4):552-8. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~16.67 mg/mL (~60.56 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 1 mg/mL (3.63 mM) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 + to the above solution and mix evenly; then add 450 μL of 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: 1.5 mg/mL (5.45 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.6329 mL | 18.1646 mL | 36.3293 mL | |
| 5 mM | 0.7266 mL | 3.6329 mL | 7.2659 mL | |
| 10 mM | 0.3633 mL | 1.8165 mL | 3.6329 mL |