Amino substituted nitrogen heterocycle ureas as kinase insert domain containing receptor (KDR) inhibitors: Performance of structure–activity relationship approaches

Yilmaz, Hayriye; Sizochenko, Natalia; Rasulev, Bakhtiyor; Toropov, Andrey A.; Güzel, Yahya; Кузьмин, Виктор Евгеньевич; Leszczyńska, Danuta; Leszczyński, Jerzy

doi:10.1016/j.jfda.2015.03.001

Cited by 7 publications

(4 citation statements)

References 28 publications

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“…4.Why, during the configuration of isomerization, does the enantiomer not always pass through an achiral boundary? Antiviral activity, antimicrobial activity and antitumor activity Pharmacokinetic Parameter [25], [41][42][43][44][45] Affinity for different biological targets [46][47][48][49][50][51][52][53] Different types of toxicity [44], [54][55][56][57][58][59][60][61][62][63][64][65]…”

Section: The Methodology Of Sirmsmentioning

confidence: 99%

Simplex representation of molecular structure as universal QSAR/QSPR tool

et al. 2021

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We review the development and application of the Simplex approach for the solution of various QSAR/QSPR problems. The general concept of the simplex method and its varieties are described. The advantages of utilizing this methodology, especially for the interpretation of QSAR/QSPR models, are presented in comparison to other fragmentary methods of molecular structure representation. The utility of SiRMS is demonstrated not only in the standard QSAR/QSPR applications, but also for mixtures, polymers, materials, and other complex systems. In addition to many different types of biological activity (antiviral, antimicrobial, antitumor, psychotropic, analgesic, etc.), toxicity and bioavailability, the review examines the simulation of important properties, such as water solubility, lipophilicity, as well as luminescence, and thermodynamic properties (melting and boiling temperatures, critical parameters, etc.). This review focuses on the stereochemical description of molecules within the simplex approach and details the possibilities of universal molecular stereo-analysis and stereochemical configuration description, along with stereo-isomerization mechanism and molecular fragment “topography” identification.

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Section: The Methodology Of Sirmsmentioning

confidence: 99%

Simplex representation of molecular structure as universal QSAR/QSPR tool

et al. 2021

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“…The descriptors generated by PaDEL software included some similar to those generated by DRAGON as well as additional fingerprint counts. The descriptors generated by HiTQSAR, called simplex representation of molecular structure (SiRMS) [42,44,45], represent fragmental-type simplex descriptors, with different types of atom differentiation such as partial charges, electronegativity, van der Waals forces, and so on. In the present study we performed calculations for fragments with lengths of 2 to 5 atoms.…”

Section: Methodsmentioning

confidence: 99%

In vivo toxicity of nitroaromatics: A comprehensive quantitative structure–activity relationship study

Gooch

Sizochenko

Rasulev

et al. 2017

Enviro Toxic and Chemistry

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The toxicity data of 90 nitroaromatic compounds related to their 50% lethal dose concentration for rats (LD50) were analyzed to develop quantitative structure-activity relationship (QSAR) models. Quantum-chemically calculated descriptors together with molecular descriptors generated by DRAGON, PaDEL, and HiT-QSAR software were utilized to build QSAR models. Quality and validity of the models were determined by internal and external validation techniques. The results show that the toxicity of nitroaromatic compounds depends on various factors, such as the number of nitro-groups, the topological state, and the presence of certain structural fragments. The developed models based on the largest (to date) dataset of nitroaromatics in vivo toxicity showed a good predictive ability. The results provide important input that could be applied in a preliminary assessment of nitroaromatic compounds' toxicity to mammals. Environ Toxicol Chem 2017;36:2227-2233. © 2017 SETAC.

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“…Inhibitory effects have been at the forefront of many quantitative structure-activity relationship (QSAR) and pharmacophore studies [6][7][8][9][10][11][12][13][14]. Back to early 80's, well-known Corwin Hansch analyzed the structure-activity relation of triazines inhibiting DHFR [6].…”

Section: Introductionmentioning

confidence: 99%

A DFT-based QSAR study on inhibition of human dihydrofolate reductase

Karabulut

Sizochenko

Orhan

et al. 2016

Journal of Molecular Graphics and Modelling

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Diaminopyrimidine derivatives are frequently used as inhibitors of human dihydrofolate reductase, for example in treatment of patients whose immune system are affected by human immunodeficiency virus. Forty-seven dicyclic and tricyclic potential inhibitors of human dihydrofolate reductase were analyzed using the quantitative structure-activity analysis supported by DFT-based and DRAGON-based descriptors. The developed model yielded an RMSE deviation of 1.1 a correlation coefficient of 0.81. The prediction set was characterized by R=0.60 and RMSE=3.59. Factors responsible for inhibition process were identified and discussed. The resulting model was validated via cross validation and Y-scrambling procedure. From the best model, we found several mass-related descriptors and Sanderson electronegativity-related descriptors that have the best correlations with the investigated inhibitory concentration. These descriptors reflect results from QSAR studies based on characteristics of human dihydrofolate reductase inhibitors.

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Amino substituted nitrogen heterocycle ureas as kinase insert domain containing receptor (KDR) inhibitors: Performance of structure–activity relationship approaches

Cited by 7 publications

References 28 publications

Simplex representation of molecular structure as universal QSAR/QSPR tool

Simplex representation of molecular structure as universal QSAR/QSPR tool

In vivo toxicity of nitroaromatics: A comprehensive quantitative structure–activity relationship study

A DFT-based QSAR study on inhibition of human dihydrofolate reductase

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