QSAR study of <i>N</i>-substituted oseltamivir derivatives as potent avian influenza virus H5N1 inhibitors using quantum chemical descriptors and statistical methods

Chtita, Samir; Aouidate, Adnane; Belhassan, Assia; Ousaa, Abdellah; Taourati, Abdelali Idrissi; Elidrissi, B.; Ghamali, Mounir; Bouachrine, Mohammed; Lakhlifi, Tahar

doi:10.1039/c9nj04909f

Cited by 31 publications

(11 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…30 Hence, molecular docking and quantitative structure–activity relationship (QSAR) are very useful approaches used to confirm and predict biological activity in the process of computer-aided drug discovery. 16,24,31–33…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, characterization,in vitroscreening, molecular docking, 3D-QSAR, and ADME-Tox investigations of novel pyrazole derivatives as antimicrobial agents

et al. 2022

Self Cite

View full text Add to dashboard Cite

show abstract

Section: Introductionmentioning

confidence: 99%

Design, synthesis, characterization,in vitroscreening, molecular docking, 3D-QSAR, and ADME-Tox investigations of novel pyrazole derivatives as antimicrobial agents

et al. 2022

Self Cite

View full text Add to dashboard Cite

show abstract

“…In fact, QSAR study is a theoretical method based on the supposition that there is a relationship between chemical structures called descriptors of chemicals and their biological activities, which can be modeled by a mathematical equation. This QSAR model (activity = f [descriptors]) can be used to predict the activities of new compounds before their synthesis 24–26 . The use of such theoretical strategies can reduce both the time and the cost of developing therapeutic agents for treatment of AD.…”

Section: Introdutionmentioning

confidence: 99%

2D‐QSAR and molecular docking studies of carbamate derivatives to discover novel potent anti‐butyrylcholinesterase agents for Alzheimer's disease treatment

Nour

Abchir

Belaidi

et al. 2021

Bulletin Korean Chem Soc

Self Cite

View full text Add to dashboard Cite

Currently, anti‐butyrylcholinesterase (anti‐BuChE)is among the greatest therapeutic agents for the treatment of Alzheimer's disease. In this research, a series of 36 carbamate derivatives were subjected to a quantitative structure–activity relationships study using DFT and Lipinski's descriptors. Multiple linear regression (MLR) was used to explore the relationships between the structural features of these compounds and BuChE inhibitory activity. In order to generate results applicable in the experimental plan, the Organization of Economic Cooperation and Development guidelines were adopted. The quality of MLR model was evaluated by several statistical parameters including internal and external validation parameters (R2, R2adj, F, VIF, R2test, Q2CV, R2Rand, Q2CV [Rand], and cRp2). The built model displayed a high predictive power (R2test = 0.817). What is more, the internal validation parameters (Q2CV = 0.774; average R2Rand = 0.118; average Q2CV [Rand] = −0.438; cRp2 = 0.820) highlight the robustness of our built model. Besides, the obtained result revealed that anti‐BuChE activity is mainly attributed to the following molecular descriptors: octanol–water partition (log P), highest occupied molecular orbital energy (EHOMO), total energy (ET), and dipole moment (μ). Based on these findings, a series of newer synthesizable compounds with enhanced anti‐BuChE activities were designed and their ADMET and drug‐likeness properties were further predicted to filter out compounds likely to fail during drug development stages. Finally, molecular docking and molecular dynamics were performed to identify the binding types between the best designed compounds and BuChE enzyme.

show abstract

“…We also evaluate two other factors, which are the number of Rotatable bonds (n-ROTB) and Topological polar surface area (TPSA) [ 57 ]. The prediction of these factors allows us to know if the molecule interacts with the receptor in a flexible mode or an inflexible one [ 58 ]. In this study, we evaluate the drug-likeness and pharmacokinetic in silico properties of the molecules to be selected as inhibitory agents of c-Met enzyme activity, using the online SwissADME [ 59 ] and pkCSM [ 60 ] servers, respectively.…”

Section: Methodsmentioning

confidence: 99%

QSAR, molecular docking and ADMET properties in silico studies of novel 4,5,6,7-tetrahydrobenzo[D]-thiazol-2-Yl derivatives derived from dimedone as potent anti-tumor agents through inhibition of C-Met receptor tyrosine kinase

Daoui

Elkhattabi

Chtita

et al. 2021

Heliyon

Self Cite

View full text Add to dashboard Cite

A quantitative structure-activity relationship (QSAR) study is performed on 48 novel 4,5,6,7-tetrahydrobenzo[D]thiazol-2 derivatives as anticancer agents capable of inhibiting c-Met receptor tyrosine kinase. The present study is conducted using multiple linear regression, multiple nonlinear regression and artificial neural networks. Three QSAR models are developed after partitioning the database into two sets (training and test) via the k-means method. The obtained values of the correlation coefficients by the three developed QSAR models are 0.90, 0.91 and 0.92, respectively. The resulting models are validated by using the external validation, leave-one-out crossvalidation, Y-randomization test, and applicability domain methods. Moreover, we evaluated the drug-likeness properties of seven selected molecules based on their observed high activity to inhibit the c-Met receptor. The results of the evaluation showed that three of the seven compounds present drug-like characteristics.In order to identify the important active sites for the inhibition of the c-Met receptor responsible for the development of cancer cell lines, the crystallized form of the Crizotinib-c-Met complex (PDB code: 2WGJ) is used. These sites are used as references in the molecular docking test of the three selected molecules to identify the most suitable molecule for use as a new c-Met inhibitor. A comparative study is conducted based on the evaluation of the predicted properties of ADMET in silico between the candidate molecule and the Crizotinib inhibitor. The comparison results show that the selected molecule can be used as new anticancer drug candidates.

show abstract

QSAR study of N-substituted oseltamivir derivatives as potent avian influenza virus H5N1 inhibitors using quantum chemical descriptors and statistical methods

Abstract: In silico modelling studies were executed on thirty two N-substituted oseltamivir derivatives as inhibitors of influenza virus H5N1.

Cited by 31 publications

References 39 publications

Design, synthesis, characterization,in vitroscreening, molecular docking, 3D-QSAR, and ADME-Tox investigations of novel pyrazole derivatives as antimicrobial agents

Design, synthesis, characterization,in vitroscreening, molecular docking, 3D-QSAR, and ADME-Tox investigations of novel pyrazole derivatives as antimicrobial agents

2D‐QSAR and molecular docking studies of carbamate derivatives to discover novel potent anti‐butyrylcholinesterase agents for Alzheimer's disease treatment

QSAR, molecular docking and ADMET properties in silico studies of novel 4,5,6,7-tetrahydrobenzo[D]-thiazol-2-Yl derivatives derived from dimedone as potent anti-tumor agents through inhibition of C-Met receptor tyrosine kinase

Contact Info

Product

Resources

About