Computational Methods Applied in Physical-Chemistry Property Relationships of Thiophene Derivatives

Belaidi, Salah; Belaidi, Houmam; Bouzidi, Djemoui

doi:10.1166/jctn.2015.3952

Cited by 15 publications

(15 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For that, compound 6H has a good aqueous solubility and a bad absorption and permeability and vice versa for compound 5H. Furthermore, the logP values of compounds 2H, 3H, 4H, 5H, 7H, 8H and 9H are in the range of optimal values (0 < logP < 3) [34]. From all the above, one can state that these compounds have a good oral bioavailability and an optimal biological activity.…”

Section: Compmentioning

confidence: 95%

“…When these rules are applied to a certain potential drug molecule; it imposes restrictions on partition coefficient of the molecule between water and octanol, number of hydrogen bond donors (HBD) and hydrogen bond acceptors (HBA), log P, and molecular weight (MW). Such rules include these conditions and limits on drug-likeness parameters [34,72]. Compounds which do not satisfy two or more of these rules should not be considered for further development as a drug.…”

Section: Drug Likeness Screeningmentioning

confidence: 99%

“…Quantitative Structure Activity Relationships (QSARs) [8,25,[31][32][33][34][35][36] attempt to establish a correlation between the physicochemical parameters of chemical structures and their biological activity. There is a general principle of medicinal chemistry on which QSAR is based which connects the biological activity of a compound to its molecular structure, which states that structurally similar molecules may have similar biological activities [37].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Density Functional Theory, Chemical Reactivity, Pharmacological Potential and Molecular Docking of Dihydrothiouracil-Indenopyridopyrimidines with Human-DNA Topoisomerase II

Elshakre

Noamaan

Moustafa

et al. 2020

IJMS

View full text Add to dashboard Cite

In this work, three computational methods (Hatree-Fock (HF), Møller–Plesset 2 (MP2), and Density Functional Theory (DFT)) using a variety of basis sets are used to determine the atomic and molecular properties of dihydrothiouracil-based indenopyridopyrimidine (TUDHIPP) derivatives. Reactivity descriptors of this system, including chemical potential (µ), chemical hardness (η), electrophilicity (ω), condensed Fukui function and dual descriptors are calculated at B3LYP/6-311++ G (d,p) to identify reactivity changes of these molecules in both gas and aqueous phases. We determined the molecular electrostatic surface potential (MESP) to determine the most active site in these molecules. Molecular docking study of TUDHIPP with topoisomerase II α and β is performed, predicting binding sites and binding energies with amino acids of both proteins. Docking studies of TUDHIPP versus etoposide suggest their potential as antitumor candidates. We have applied Lipinski, Veber’s rules and analysis of the Golden triangle and structure activity/property relationship for a series of TUDHIPP derivatives indicate that the proposed compounds exhibit good oral bioavailability. The comparison of the drug likeness descriptors of TUDHIPP with those of etoposide, which is known to be an antitumor drug, indicates that TUDHIPP can be considered as an antitumor drug. The overall study indicates that TUDHIPP has comparable and even better descriptors than etoposide proposing that it can be as effective antitumor drug, especially 2H, 6H and 7H compounds.

show abstract

Section: Compmentioning

confidence: 95%

Section: Drug Likeness Screeningmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Density Functional Theory, Chemical Reactivity, Pharmacological Potential and Molecular Docking of Dihydrothiouracil-Indenopyridopyrimidines with Human-DNA Topoisomerase II

Elshakre

Noamaan

Moustafa

et al. 2020

IJMS

View full text Add to dashboard Cite

show abstract

“…8 Density functional theory methods [9][10][11][12][13][14] offer an alternative use of inexpensive computational methods which could handle relatively large molecules. [15][16][17][18][19][20] Quantitative structure-activity relationships (QSAR) [21][22][23][24][25] are attempts to correlate molecular structure, or properties derived from molecular structure, with a particular kind of chemical or biochemical activity. The kind of activity is a function of the interest of the user.…”

Section: Introductionmentioning

confidence: 99%

QSAR Studies and Structure Property/Activity Relationships Applied in Pyrazine Derivatives as Antiproliferative Agents Against the BGC823

Soualmia¹,

Belaidi

Tchouar³

et al. 2021

ACSi

Self Cite

View full text Add to dashboard Cite

Electronic structures, the effect of the substitution, structure physicochemical property/activity relationships and drug-likeness applied in pyrazine derivatives, have been studied at ab initio (HF, MP2) and B3LYP/DFT (density functional theory) levels. In the paper, the calculated values, i.e., NBO (natural bond orbitals) charges, bond lengths, dipole moments, electron affinities, heats of formation and quantitative structure-activity relationships (QSAR) properties are presented. For the QSAR studies, we used multiple linear regression (MLR) and artificial neural network (ANN) tatistical modeling. The results show a high correlation between experimental and predicted activity values, indicating the validation and the good quality of the derived QSAR models. In addition, statistical analysis reveals that the ANN technique with (9-4-1) architecture is more significant than the MLR model. The virtual screening based on the molecular similarity method and applicability domain of QSAR allowed the discovery of novel anti-proliferative activity candidates with improved activity.

show abstract

“…In last decades, quantitative Structure-Activity Relationships (QSAR) [13], have been applied in many areas enabling to prevent time consuming and cost during the analysis of biological activities of interest. The main hypothesis involved in any QSAR is the assumption that the variation of the behavior of chemical compounds, as expressed by any experimentally measured biological or physicochemical property, can be correlated with numerical entities related to some aspect of the chemical structure termed molecular descriptors [14][15][16].…”

Section: Introductionmentioning

confidence: 99%

Quantitative Structure-Activity Relationships of 1.2.3 Triazole Derivatives as Aromatase Inhibition Activity

Ouassaf

Belaidi

Benbrahim

et al. 2020

Turkish Computational and Theoretical Chemistry

Self Cite

View full text Add to dashboard Cite

Aromatase is an estrogen biosynthesis enzyme belonging to the cytochrome P450 family that catalyzes the rate-limiting step of converting androgens to estrogens. As it is pertinent toward tumor cell growth promotion aromatase is a lucrative therapeutic target for breast cancer. In the pursuit of robust aromatase inhibitors, a set of thirty 1-substituted mono-and bis-benzonitrile or phenyl analogs of 1.2.3triazole letrozole were employed in quantitative structure activity relationship (QSAR) study using multiple linear regression (MLR).The results demonstrated good predictive ability for the MLR model. After dividing the dataset into training and test set. The models were statistically robust internally (R 2 = 0.982) and the model predictability was tested by several parameters, including the external criteria (R 2 pred = 0.851. CCC= 0.946). Insights gained from the present study are anticipated to provide pertinent information contributing to the origins of aromatase inhibitory activity and therefore aid in our on-going quest for aromatase inhibitors with robust properties.

show abstract

Computational Methods Applied in Physical-Chemistry Property Relationships of Thiophene Derivatives

Cited by 15 publications

References 0 publications

Density Functional Theory, Chemical Reactivity, Pharmacological Potential and Molecular Docking of Dihydrothiouracil-Indenopyridopyrimidines with Human-DNA Topoisomerase II

Density Functional Theory, Chemical Reactivity, Pharmacological Potential and Molecular Docking of Dihydrothiouracil-Indenopyridopyrimidines with Human-DNA Topoisomerase II

QSAR Studies and Structure Property/Activity Relationships Applied in Pyrazine Derivatives as Antiproliferative Agents Against the BGC823

Quantitative Structure-Activity Relationships of 1.2.3 Triazole Derivatives as Aromatase Inhibition Activity

Contact Info

Product

Resources

About