Exploring chemistry features of favipiravir in octanol/water solutions

Abstract

Favipiravir (Fav) has become a well-known drug for medication of patients by appearance of COVID-19. Heterocyclic structure and connected peptide group could make changes for Fav yielding different features from those required features. Therefore, it is indeed a challenging task to prepare a Fav compound with specific features of desired function. In this work, existence of eight Fav structures by tautomeric formations and peptide group rotations were obtained using density functional theory (DFT) optimization calculations. Gas phase, octanol solution, and water solution were employed to show impact of solution on features of Fav besides obtaining partition coefficients (LogP) for Fav compounds. Significant impacts of solutions were seen on features of Fav with the obtained LogP order: Fav-7 > Fav-8 > Fav-4 > Fav-3 > Fav-2 > Fav-5 > Fav-1 > Fav-6. As a consequence, internal changes yielded significant impacts on features of Fav affirming its carful medication of COVID-19 patients.

Untitled

“…The values of calculated Gibbs' free energy (G) of molecules in gas phase and each of 1-octanol and water solvent environments were converted into ΔGSolvent using Equation 5. Next, the values of LogP were obtained using Equation 6 at the room temperature (T) 298.15 K and the general gas constant (R) 0.00199 kcal/Kmol [79]. The results of ΔG and LogP were summarized in Table 2.…”