Predictions and correlations of structure activity relationship of some aminoantipyrine derivatives on the basis of theoretical and experimental ground

Abstract

A series of 4-aminoantipyrine derivatives were produced by condensing aromatic primary amine, namely, 4-aminoantipyrine with different aryl carbonyls which occurred cleanly and efficiently without using any catalyst at room temperature. Their structures were confirmed on the basis of 1 H NMR, IR, Mass spectra, and elemental analysis. The synthesized library was screened virtually using versatile bioinformatics parameters owing to the quick access, biological response, and utility of the produced moieties. The virtually screened molecules were subjected to screen practically against certain some strain of microorganisms: Staphylococcus aureus (Gram positive), Pseudomonas vulgaris (Gram positive), Pseudomonas Aeruginosa (Gram negative), and Escherichia coli (Gram negative). A correlation of structure and activities relationship of these compounds with respect to molecular modeling, Lipinski rule of five, drug-likeness, toxicity profiles, and other physico-chemical properties of drugs is described and verified experimentally.

Characterization of Antimicrobial, Antioxidant, and Leishmanicidal Activities of Schiff Base Derivatives of 4-Aminoantipyrine

“…The diversified Schiff base structures and their different mechanisms of action can explain the wide variety of biological activities described for these compounds that deserve more attention as promising candidates for therapies are being more and more delineated. Some of the Schiff bases reported with interesting bioactivities are those derived from 4-aminoantipyrine, and early reports have shown that these compounds have also important antioxidant properties [14], as well as antifungal and antibacterial activity against several microorganisms [30,31,32,33]. However, most of these studies were performed by antibiograms.…”

Efficient Synthesis, Characterization, In Vitro Antibacterial and Antifungal Activity Study and Computational Tool for Prediction of Molecular Properties of Some Novel Schiff's Base via Betti's Protocol and Azetidinones

“…In the rule‐of‐five model, compounds are considered likely to be well absorbed when they possess these attributes—molecular weight <500, cLogP <5, number of H‐bond donors <5, number H‐bond acceptors <10, and number of rotatable bonds <10. Lipophilicity (log P value) and PSA values are two important properties for the prediction of oral bioavailability of drug molecules . Therefore, log P and PSA values for compounds using molinspiration software programs were calculated and compared them with the values obtained for standard drugs ampicillin and fluconazole.…”

“…Thus, molinspiration software program and Osiris calculations were used to predict different theoretical properties such as toxicity risks, solubility, drug likeness, drug score (DS), and lipophicity. Recently, many researchers have use these tools successfully and presented the correlations with the experimentally found pharmacological activities . Herein, the synthesis of 4‐((3‐chloro‐2‐(aryl)‐4‐oxoazetidin‐1‐yl)(aryl)methyl)‐3‐methyl‐1‐phenyl‐1H‐pyrazol‐5(4H)‐one ( 2a , 2b , 2c , 2d , 2e , 2f , 2g ) have been presented.…”

Synthesis and Antiproliferative Activity of C-3 Functionalized Isobenzofuran-1(3H)-ones

“…Values in parentheses represent the ideal values according to Lipinski [ 15 ] and Veber [ 16 ]. Physicochemical parameters were calculated by using Osiris Property Explorer [ 17 ] and Molinspiration [ 18 ], good free computational tools which help to predict pharmacokinetic properties of candidate drugs used by several research groups [ 19 , 20 , 21 , 22 ].…”