Drug–receptor interaction‐based quantitative structure–activity relationship of tetrahydroimidazodiazepinone

Sahu, Vishnu Kumar; Khan, Ahmad Khalid; Singh, Rajesh; Singh, Priyanka

doi:10.1002/qua.21942

Cited by 10 publications

(14 citation statements)

References 26 publications

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“…pK 50 =0.00643485*∆H f -0.0146568*TE+0.421728*εLUMO-1.06071 (12) r CV 2 =0.95416 r 2 =0.969369 This model is developed by combination of ∆H f as first, TE as second, and εHOMO as third descriptors. The predicted biological activity (pK 50 ) from equation (12) is also reported in Table 3. MLR analysis of this set using regression equation (12) provides excellent prediction results.…”

Section: Fourth Setmentioning

confidence: 99%

“…The predicted biological activity (pK 50 ) from equation (12) is also reported in Table 3. MLR analysis of this set using regression equation (12) provides excellent prediction results. The quality of prediction and closeness between observed and predicted activities are well demonstrated by Figure 7, which shows the graphical correlation between the observed and predicted activities.…”

Section: Fourth Setmentioning

confidence: 99%

“…Quantitative Structure Activity Relationship, QSAR, a quantum chemical technique [1][2][3] is known to relate the biological activity of compounds with their molecular structure 4 and has been extensively used as predicting tool in rational drug design [5][6][7][8][9][10] . QSAR is being used in various phenomenon of science and recently it has been used to study the enzyme's inhibition 11,12 . Literature survey reveals that attempts have never been made to explore the inhibition of the enzyme ribonucleoside diphosphate reductase by inhibitors with the help of QSAR.…”

Section: Introductionmentioning

confidence: 99%

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[Retracted] DFT Based QSAR Study of Enzyme Ribonucleoside Diphosphate Reductase

Ansari¹,

Khan²,

Khan³

2009

Journal of Chemistry

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Quantum chemical descriptors such as heat of formation, energy of HOMO, total energy, absolute hardness and chemical potential in different combinations have been used to develop QSAR models of inhibitors of enzyme ribonucleoside diphosphate reductase, RDR. The inhibitors are mainly derivatives of 1-formylisoquinoline thiosemicarbazone and 2-formylpyridine thiosemicarbazone. The values of various descriptors have been evaluated with the help of Win MOPAC 7.21 software using DFT method. Multiple linear regression analysis has been made with the help of above mentioned descriptors using the same software. Regression equations have been found to be successful models as indicated by the regression coefficientr2having the value as high as 0.96 and cross validation coefficientrCV2having the value approaching 0.95. The value of these two coefficients is indicative of high order of reliability for the proposed prediction. The results obtained are also validated on account of the closeness of observed and predicted inhibitory activities. The best combination of descriptors is heat of formation, total energy and energy of HOMO. Thus the prediction of suitability of inhibitors of the enzyme RDR can be made with the help of the best regression equation.

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Section: Fourth Setmentioning

confidence: 99%

Section: Fourth Setmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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[Retracted] DFT Based QSAR Study of Enzyme Ribonucleoside Diphosphate Reductase

Ansari¹,

Khan²,

Khan³

2009

Journal of Chemistry

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“…The values of various parameters to solve modified Klopman softness have been calculated by softness calculator which was developed by Singh research group [4]. Singh et al made Klopman equations applicable for neutral Lewis acids (transition metal salts) and bases (organic molecules) and also extended its application to biological systems for site selectivity and to explain reaction mechanism (markovnikov and anti-markovnikov rule), ligand-receptor interaction of testosterones, estrogens and tetrahydroimidazobenzodiazepinone [19][20][21][22][23].…”

Section: Methodsmentioning

confidence: 99%

Drug-Receptor Interaction of Peptidic HIV-1 Protease: Polar Effect-II

Sahu¹,

Singh²,

Singh³

2022

OJMR

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Klopman described the chemical reaction of metal ions and base ions in term of softness, E ‡ n and E ‡ m, respectively. By simple modification of known methods, Singh et al. made it applicable for neutral Lewis acids (transition metal salts) and bases (organic molecules) and also extended its application to biological systems for site selectivity and to explain reaction mechanism (markovnikov and anti-markovnikov rule), ligand-receptor interaction of testosterones, estrogens and tetrahydroimidazobenzodiazepinone. In this study effective atomic softness E ‡ n(eff) and E ‡ m(eff), and their change ΔE ‡ nm have been used for site selectivity and polar interaction between 51 peptidic HIV-1 protease inhibitors and receptor amino acids. ΔE ‡ nm values derived from drug-receptor interaction show that when one moiety on receptor behaves as nucleophile (O of valine amino acid) at the same time maximum electrophilic site of the drug (C-atom of the maximum E ‡ n(eff) value) orient itself to come close the respective site and make maximum interaction, while when another moiety on receptor behaves as electrophilic site (C of isoleucine amino acid), at the same time maximum nucleophilic site of the drug (O-atom of the maximum E ‡ m(eff) value) also orient itself to come close the respective site and make maximum interaction.

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“…QSAR analysis makes it possible to determine the contributions of various chemical structural elements of the molecules to its physiological effect as well as to detect the potential role of particular derivative. QSAR has recently been used to study the enzyme ' s inhibition 12,13 . Literature survey reveals that attempts have never been made to explore the inhibition of the enzyme acetylcholinesterase, AchE, by inhibitors with the help of QSAR with the parameters we are employing to study.…”

Section: Introductionmentioning

confidence: 99%

Inhibitor Based Comparative QSAR Study of O-phosporylated Oxime Derivatives Against the Enzyme Acetylcholinesterase

Khan¹,

Singh²,

Khan³

2012

Chem Sci Trans

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Quantum chemical reactivity descriptors such as molecular weight, heat of formation, total energy, HOMO energy, LUMO energy, absolute hardness and electronegativity have been used to develop QSAR model of the inhibitors of the enzyme, acetylcholinesterase, AchE. The inhibitors used are O-phosphorylated oxime derivatives. The inhibitory activities of various derivatives against the enzyme, acetylcholinesterase has been taken from literature. The values of various descriptors have been evaluated by using Win MOPAC 7.21 software with the help of PM3, PM5 and DFT methods. Thus three different methods have been employed to certify the reliability of QSAR study. Multiple linear regression analysis has been made with the help of above mentioned descriptors using the same software. Three different sets of regression equations are thus obtained corresponding to the three different methods. The first set of models has been drawn up with the help of PM3 calculations and the best model in this set having the correlation coefficient, r 2 as 0.78 and the cross-validation coefficient, r 2 cv as 0.60 has been chosen as the QSAR model. The second set of models has been drawn up with the help of PM5 calculations and the best model in this set having the correlation coefficient, r 2 as 0.78 and the cross-validation coefficient, r 2 cv as 0.63 has been chosen as the QSAR model. Finally, the third set of models has been developed with the help of DFT calculations for the same series of derivatives by using B88-PW91 GGA energy functional with the DZVP basis set. The best model by DFT method has correlation coefficient, r 2 as 0.79 and cross-validation coefficient, r 2 cv as 0.64 and so this has been chosen as the QSAR model for this method. The DFT models have a higher predictive power than PM3 and PM5 methods as evident from the regression parameters. Present study has also been helpful in developing a relationship between electronegativity and anticholinesterase activity of O-phosphorylated oxime derivatives which has never been studied before.

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Drug–receptor interaction‐based quantitative structure–activity relationship of tetrahydroimidazodiazepinone

Cited by 10 publications

References 26 publications

[Retracted] DFT Based QSAR Study of Enzyme Ribonucleoside Diphosphate Reductase

[Retracted] DFT Based QSAR Study of Enzyme Ribonucleoside Diphosphate Reductase

Drug-Receptor Interaction of Peptidic HIV-1 Protease: Polar Effect-II

Inhibitor Based Comparative QSAR Study of O-phosporylated Oxime Derivatives Against the Enzyme Acetylcholinesterase

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