Acridinium and 2-Amino-3-Methylpyridinium Salts: Properties and Potential as Drug Candidates
What is it about?
In the study, the crystal structures of two salts were determined, salt I composed of acridine and 4-nitrobenzoate, and salt II composed of 2-amino-3-methylpyridine and 4-nitrobenzoate. Both salts were found to be protonated at the N atom. The crystal structures of salt I and II reveal hydrogen bonding interactions, with salt I forming a chain through strong hydrogen bonding and weak interactions, while salt II forms an eight-membered R2(8) ring motif. In-silico ADME analysis predicts the drug-likeness properties of both salts, with both having good bioavailability scores and no violation of the Lipinski rules. While both salts exhibit drug-like properties, salt II is considered a potential drug candidate due to its high gastrointestinal absorption and lack of permeation to the brain.
Why is it important?
The study on the crystal structures of salts I and II is important for several reasons. Firstly, cocrystals and salts have a wide range of applications in the pharmaceutical industry, and their design and selection are based on the intermolecular interactions between the API and coformer molecules. Secondly, the formation of salts can modify the stability, solubility, and bioavailability of the API, which is crucial for the development of new drugs. Thirdly, the study provides insights into the properties of acridine and 2-amino-3-methylpyridine as the active pharmaceutical ingredient (API), which can be used in drug discovery and design. Key Takeaways: 1. The crystal structures of salts I and II reveal that both are protonated at the N atom (acridine for I and pyridine for II). 2. The formation of the new salts was confirmed by the molecular structures obtained from the single-crystal X-ray structure analysis. 3. In salt I, the API and coformer form a chain through strong hydrogen bonding, while in salt II, intermolecular interactions form an eight-membered ring motif. 4. The in-silico ADME analysis predicts the drug-like properties of the salts and confirms that both salts have good bioavailability scores and exhibit no violation of the Lipinski rules. 5. Although both salts show drug-like properties, salt II has higher gastrointestinal absorption and no possibility of permeating to the brain, in contrast to salt I, hence it is considered as a potential drug candidate.