PC-190723 (PC190723) is a novel and potent antibacterial agent acting as an inhibitor of FtsZ with effectiveness against methicillin- and multi-drug-resistant Staphylococcus aureus. FtsZ is an essential bacterial guanosine triphosphatase and homolog of mammalian β-tubulin that polymerizes and assembles into a ring to initiate cell division. The continuous emergence and rapid spread of a multidrug-resistant strain of bacterial pathogens have demanded the discovery and development of new antibacterial agents. A highly conserved prokaryotic cell division protein FtsZ is considered as a promising target by inhibiting bacterial cytokinesis. Inhibition of FtsZ assembly restrains the cell-division complex known as divisome, which results in filamentation, leading to lysis of the cell.
Physicochemical Properties
| Molecular Formula | C14H8CLF2N3O2S |
| Molecular Weight | 355.7438 |
| Exact Mass | 354.999 |
| CAS # | 951120-33-5 |
| PubChem CID | 25016417 |
| Appearance | Light yellow to yellow solid powder |
| LogP | 4.001 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 23 |
| Complexity | 450 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | O=C(C1C(F)=C(OCC2SC3C(=CC(=CN=3)Cl)N=2)C=CC=1F)N |
| InChi Key | INYJNSBDHOVLAH-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C14H8ClF2N3O2S/c15-6-3-8-14(19-4-6)23-10(20-8)5-22-9-2-1-7(16)11(12(9)17)13(18)21/h1-4H,5H2,(H2,18,21) |
| Chemical Name | 3-[(6-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl)methoxy]-2,6-difluorobenzamide |
| Synonyms | PC 190723 PC190723 PC-190723 |
| 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
| References | An Inhibitor of FtsZ with Potent and Selective Anti-Staphylococcal Activity. Science . 2008 Sep 19;321(5896):1673-5. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~200 mg/mL (~562.19 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 5 mg/mL (14.05 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 50.0 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: ≥ 5 mg/mL (14.05 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 50.0 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: ≥ 5 mg/mL (14.05 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 50.0 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 | 2.8110 mL | 14.0552 mL | 28.1104 mL | |
| 5 mM | 0.5622 mL | 2.8110 mL | 5.6221 mL | |
| 10 mM | 0.2811 mL | 1.4055 mL | 2.8110 mL |