cometadata/datacite-titles-descriptions-related-identifiers huggingface dataset:
DOI: 10.6084/m9.figshare.17694840
title: Exploring the Detailed Spectroscopic Characteristics, Chemical and Biological Activity of Three Pyrone Derivatives Using Experimental and Theoretical Tools

description: Theoretical investigations of three pharmaceutically active pyrone derivatives, (E)-4-fluoro-N'-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide (FMB), (E)-3-((2-(5-fluoro-2-methylphenyl)hydrazono)methyl)-4H-chromen-4-one (MHC) and (E)-3-((2-(2-trifluoromethyl)phenyl)hydrazono)methyl)-4H-chromen-4-one (TPM) are reported. Molecular geometries, vibrational spectra, molecular electrostatic potential, and electronic properties were investigated using density functional theory. The frontier orbitals analysis gives charge transfer within the pyrones. In order to perform a better description of the FMOs the density of states was determined. The molecular electrostatic potential maps were calculated to provide information on the chemical reactivity of the molecule and also to describe the intermolecular interactions. The descriptors are compared with that of 4-pyrone and chromen-4-one molecules. All these studies including docking studies help a lot in determining the biological activities of pyrone derivatives. Activities of pyrone derivatives are compared with 5-fluorouracil and azathioprine (anti-tumor, anti-proliferative standards) and were found to be higher than reference ones.
DOI: 10.6084/m9.figshare.17694840.v1
title: Exploring the Detailed Spectroscopic Characteristics, Chemical and Biological Activity of Three Pyrone Derivatives Using Experimental and Theoretical Tools

description: Theoretical investigations of three pharmaceutically active pyrone derivatives, (E)-4-fluoro-N'-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide (FMB), (E)-3-((2-(5-fluoro-2-methylphenyl)hydrazono)methyl)-4H-chromen-4-one (MHC) and (E)-3-((2-(2-trifluoromethyl)phenyl)hydrazono)methyl)-4H-chromen-4-one (TPM) are reported. Molecular geometries, vibrational spectra, molecular electrostatic potential, and electronic properties were investigated using density functional theory. The frontier orbitals analysis gives charge transfer within the pyrones. In order to perform a better description of the FMOs the density of states was determined. The molecular electrostatic potential maps were calculated to provide information on the chemical reactivity of the molecule and also to describe the intermolecular interactions. The descriptors are compared with that of 4-pyrone and chromen-4-one molecules. All these studies including docking studies help a lot in determining the biological activities of pyrone derivatives. Activities of pyrone derivatives are compared with 5-fluorouracil and azathioprine (anti-tumor, anti-proliferative standards) and were found to be higher than reference ones.
DOI: 10.6084/m9.figshare.18743680
title: Synthesis, Characterization and Insecticidal Activity against Cotton Leaf Worm of New Heterocyclics Which Scaffold on Hydrazide-Hydrazone Derivative

description: A new hydrazide-hydrazone has been designed and synthesized by combining <i>p</i>-aminoacetophenone with cyanoacetohydrazide followed by acetylation. Afterwards, it was utilized as scaffold to synthesize different arylidenes, heteroarylidenes and heterocycles. The structures of these compounds were proved clearly based on their spectral and analytical data. The insecticidal activity for the newly synthesized compounds was tested against cotton leaf worm (<i>Spodoptera littoralis</i>). The obtained data indicated that, 2,4-dichlorobenzylidenecyanoacetohydrazide derivative <b>14c</b> is the most potent one after methoxyfenozide (LC<sub>50</sub> = 51.75 μg/ml) where its LC<sub>50</sub> was (79.73 μg/ml). Interestingly, we recommended to use arylidene derivative <b>14c</b> in the field of pest control after its formulation.
DOI: 10.6084/m9.figshare.18743680.v1
title: Synthesis, Characterization and Insecticidal Activity against Cotton Leaf Worm of New Heterocyclics Which Scaffold on Hydrazide-Hydrazone Derivative

description: A new hydrazide-hydrazone has been designed and synthesized by combining <i>p</i>-aminoacetophenone with cyanoacetohydrazide followed by acetylation. Afterwards, it was utilized as scaffold to synthesize different arylidenes, heteroarylidenes and heterocycles. The structures of these compounds were proved clearly based on their spectral and analytical data. The insecticidal activity for the newly synthesized compounds was tested against cotton leaf worm (<i>Spodoptera littoralis</i>). The obtained data indicated that, 2,4-dichlorobenzylidenecyanoacetohydrazide derivative <b>14c</b> is the most potent one after methoxyfenozide (LC<sub>50</sub> = 51.75 μg/ml) where its LC<sub>50</sub> was (79.73 μg/ml). Interestingly, we recommended to use arylidene derivative <b>14c</b> in the field of pest control after its formulation.
DOI: 10.6084/m9.figshare.19165335
title: Quantitative Structure Activity Relationship Analysis of Antiviral Activity of PF74 Type HIV-1 Capsid Protein Inhibitors by Simplex Representation of Molecular Structure

description: Human immunodeficiency virus type 1 (HIV-1) capsid protein (CA) plays essential roles in both early and late stages of HIV-1 replication and it is an important target for developing new therapeutic drugs. In the present study, quantitative structure–activity relationships (QSARs) models were developed for a series of 46 derivatives of PF74 CA inhibitors binding to the HIV1 capsid. The Partial least square (PLS) method was applied to obtain QSAR models based on simplex representation of molecular structure (SiRMS). Molecular docking studies were performed to find the optimal conformation of molecules within the binding site, and to compute 3D SiRMS descriptors. The study produced several statistically significant and acceptable QSAR models (<i>R<sup>2</sup></i> = 0.98, <i>Q<sup>2</sup></i> = 0.76–0.78, <i>R<sup>2</sup> predict</i> = 0.84). A consensus model developed from the five excellent PLS QSAR models which was statistically validated for its predictive power using cross-validation, <i>Y</i>-randomization, and applicability domain evaluation procedures. The obtained results have satisfactory statistical parameters within acceptable range. The model interpreted by a reverse analysis identified the molecular fragments that promote and interfere with antiviral activity and the degree to which they influence activity. The influence of the physical–chemical properties of the molecules on antiviral activity was determined. It has been observed that antiviral activity is mainly governed by electrostatic characteristics of molecular structure and hydrophobic factors. The results obtained may further assist in the design of new CA inhibitor compounds and prediction of their activity.
DOI: 10.6084/m9.figshare.19165335.v2
title: Quantitative Structure Activity Relationship Analysis of Antiviral Activity of PF74 Type HIV-1 Capsid Protein Inhibitors by Simplex Representation of Molecular Structure

description: Human immunodeficiency virus type 1 (HIV-1) capsid protein (CA) plays essential roles in both early and late stages of HIV-1 replication and it is an important target for developing new therapeutic drugs. In the present study, quantitative structure–activity relationships (QSARs) models were developed for a series of 46 derivatives of PF74 CA inhibitors binding to the HIV1 capsid. The Partial least square (PLS) method was applied to obtain QSAR models based on simplex representation of molecular structure (SiRMS). Molecular docking studies were performed to find the optimal conformation of molecules within the binding site, and to compute 3D SiRMS descriptors. The study produced several statistically significant and acceptable QSAR models (<i>R<sup>2</sup></i> = 0.98, <i>Q<sup>2</sup></i> = 0.76–0.78, <i>R<sup>2</sup> predict</i> = 0.84). A consensus model developed from the five excellent PLS QSAR models which was statistically validated for its predictive power using cross-validation, <i>Y</i>-randomization, and applicability domain evaluation procedures. The obtained results have satisfactory statistical parameters within acceptable range. The model interpreted by a reverse analysis identified the molecular fragments that promote and interfere with antiviral activity and the degree to which they influence activity. The influence of the physical–chemical properties of the molecules on antiviral activity was determined. It has been observed that antiviral activity is mainly governed by electrostatic characteristics of molecular structure and hydrophobic factors. The results obtained may further assist in the design of new CA inhibitor compounds and prediction of their activity.
DOI: 10.6084/m9.figshare.19096061
title: Theoretical Insights into the Solvation, Electronic, Chemical Properties and Molecular Docking of Some Thiazole Derivatives

description: In the present work, the chemical and electronic properties of a series of thiazole derivatives are presented by means of quantum chemical calculations. Solvation effects in different solvents are determined and for TH9 with acetonitrile the solvent energy is positive (120.80 kcal/mol) and for all other derivatives in different solvents, the solvent energy is less than 5 kcal/mol. Solvation free energies values suggest that chloroform and DMSO solvents may be better for the solubilization of thiazole. NLO and chemical properties are also found for all derivatives and compared. Biological activity is predicted and the binding affinity values from docking studies are reported along with amino acid interaction.
DOI: 10.6084/m9.figshare.19165335.v1
title: Quantitative Structure Activity Relationship Analysis of Antiviral Activity of PF74 Type HIV-1 Capsid Protein Inhibitors by Simplex Representation of Molecular Structure

description: Human immunodeficiency virus type 1 (HIV-1) capsid protein (CA) plays essential roles in both early and late stages of HIV-1 replication and it is an important target for developing new therapeutic drugs. In the present study, quantitative structure–activity relationships (QSARs) models were developed for a series of 46 derivatives of PF74 CA inhibitors binding to the HIV1 capsid. The Partial least square (PLS) method was applied to obtain QSAR models based on simplex representation of molecular structure (SiRMS). Molecular docking studies were performed to find the optimal conformation of molecules within the binding site, and to compute 3D SiRMS descriptors. The study produced several statistically significant and acceptable QSAR models (<i>R<sup>2</sup></i> = 0.98, <i>Q<sup>2</sup></i> = 0.76–0.78, <i>R<sup>2</sup> predict</i> = 0.84). A consensus model developed from the five excellent PLS QSAR models which was statistically validated for its predictive power using cross-validation, <i>Y</i>-randomization, and applicability domain evaluation procedures. The obtained results have satisfactory statistical parameters within acceptable range. The model interpreted by a reverse analysis identified the molecular fragments that promote and interfere with antiviral activity and the degree to which they influence activity. The influence of the physical–chemical properties of the molecules on antiviral activity was determined. It has been observed that antiviral activity is mainly governed by electrostatic characteristics of molecular structure and hydrophobic factors. The results obtained may further assist in the design of new CA inhibitor compounds and prediction of their activity.
DOI: 10.6084/m9.figshare.19096061.v1
title: Theoretical Insights into the Solvation, Electronic, Chemical Properties and Molecular Docking of Some Thiazole Derivatives

description: In the present work, the chemical and electronic properties of a series of thiazole derivatives are presented by means of quantum chemical calculations. Solvation effects in different solvents are determined and for TH9 with acetonitrile the solvent energy is positive (120.80 kcal/mol) and for all other derivatives in different solvents, the solvent energy is less than 5 kcal/mol. Solvation free energies values suggest that chloroform and DMSO solvents may be better for the solubilization of thiazole. NLO and chemical properties are also found for all derivatives and compared. Biological activity is predicted and the binding affinity values from docking studies are reported along with amino acid interaction.
DOI: 10.6084/m9.figshare.19129973
title: DFT Conformational, Wavefunction Based Reactivity Analysis, Docking and MD Simulations of a Carboxamide Derivative with Potential Anticancer Activity

description: The aim of this article is to use electronic structure approaches to investigate the chemical characteristics of <i>N</i>-[2-(diethylamino)ethyl]-5-[(<i>Z</i>)- (5-fluoro-2-oxo-1<i>H</i>-indol-3-ylidene) methyl] − 2,4-dimethyl-1<i>H</i>-pyrrole-3-carboxamide (Sunitinib) (DFDC), a carboxamide derivative with antitumor activity. For the dihedral angle of C13-C9-C16-N6 (160.0°) of DFDC, conformational analysis predicted the lowest energy conformer. Except for heptane, UV absorptions in various solvents and air give nearly identical. The hydrogen atom for which electron density exceeds upper limit of the color scale in localized orbital locator (LOL) analysis, whereas the blue color circles around the selected atoms in DFDC are for oxygen, and there are few carbon atoms with the electron depleted regions between inner and outer valence regions in DFDC. The biological impacts of the reactivity descriptors were addressed. Studies of wavefunction dependent properties such as LOL, electron localization function (ELF), and others provide a wealth of knowledge on electronic properties that is sufficient for predicting the bioactivity. Docking is done with several PDBs due to the anticancer activity of DFDC and bovine serum albumin corresponding to 3V03 yields the highest binding energy and MD simulations of DFDC with 3V03 are investigated in detail.
DOI: 10.6084/m9.figshare.19195787
title: Computational Studies, GERS, Photovoltaic Modelling and Molecular Docking Studies of Diethylstilbestrol and Its Methyl Ether

description: Two very important compounds diethylstilbestrol (DESB) and diethylstilbestrol dimethyl ether (DESME) were studied in the present work. DFT theory with B3LYP functional was used to study the vibrational spectra in detail along with other quantum mechanical studies. The compounds were found to interact with graphene monolayer and the results show that there is enhancement in various physicochemical descriptors and enhancement of Raman modes. Enhancement of polarizability values of molecule-graphene complex systems is responsible for the enhancement in Raman intensity of different vibrational modes. The global reactivity descriptors were found out. The compounds are efficient non-linear active materials. DESB and DESME are docked with androgen receptor for prostate cancer and the amino acid interactions are reported UV spectra were simulated using TD-DFT and is used to predict the light-harvesting efficiency and their ability to act as photo sensitizers in solar cells.
DOI: 10.6084/m9.figshare.19129973.v1
title: DFT Conformational, Wavefunction Based Reactivity Analysis, Docking and MD Simulations of a Carboxamide Derivative with Potential Anticancer Activity

description: The aim of this article is to use electronic structure approaches to investigate the chemical characteristics of <i>N</i>-[2-(diethylamino)ethyl]-5-[(<i>Z</i>)- (5-fluoro-2-oxo-1<i>H</i>-indol-3-ylidene) methyl] − 2,4-dimethyl-1<i>H</i>-pyrrole-3-carboxamide (Sunitinib) (DFDC), a carboxamide derivative with antitumor activity. For the dihedral angle of C13-C9-C16-N6 (160.0°) of DFDC, conformational analysis predicted the lowest energy conformer. Except for heptane, UV absorptions in various solvents and air give nearly identical. The hydrogen atom for which electron density exceeds upper limit of the color scale in localized orbital locator (LOL) analysis, whereas the blue color circles around the selected atoms in DFDC are for oxygen, and there are few carbon atoms with the electron depleted regions between inner and outer valence regions in DFDC. The biological impacts of the reactivity descriptors were addressed. Studies of wavefunction dependent properties such as LOL, electron localization function (ELF), and others provide a wealth of knowledge on electronic properties that is sufficient for predicting the bioactivity. Docking is done with several PDBs due to the anticancer activity of DFDC and bovine serum albumin corresponding to 3V03 yields the highest binding energy and MD simulations of DFDC with 3V03 are investigated in detail.
DOI: 10.6084/m9.figshare.19195787.v1
title: Computational Studies, GERS, Photovoltaic Modelling and Molecular Docking Studies of Diethylstilbestrol and Its Methyl Ether

description: Two very important compounds diethylstilbestrol (DESB) and diethylstilbestrol dimethyl ether (DESME) were studied in the present work. DFT theory with B3LYP functional was used to study the vibrational spectra in detail along with other quantum mechanical studies. The compounds were found to interact with graphene monolayer and the results show that there is enhancement in various physicochemical descriptors and enhancement of Raman modes. Enhancement of polarizability values of molecule-graphene complex systems is responsible for the enhancement in Raman intensity of different vibrational modes. The global reactivity descriptors were found out. The compounds are efficient non-linear active materials. DESB and DESME are docked with androgen receptor for prostate cancer and the amino acid interactions are reported UV spectra were simulated using TD-DFT and is used to predict the light-harvesting efficiency and their ability to act as photo sensitizers in solar cells.
DOI: 10.6084/m9.figshare.19242680
title: Quantum Mechanical Investigation into the Adsorption Pattern of Clomipramine and Methotrimeprazine HCl with Graphene and Fullerene

description: The importance of impurity-related detection and certification in drug manufacture is highlighted in this study, which presents theoretical structural and spectral properties of clomipramine (CPA) and methotrimeprazine HCl (MPH) as well as their adsorption on graphene and fullerene. Investigating adsorption may reveal details about their reactivity, electronic and structural properties. The molecule’s frontier molecular orbitals (FMOs) energies and energy gaps were calculated. Three-dimensional visualization of the electrostatic potential diagrams was mapped. Docking was used to find the binding with the receptors. Enhancement for different wave numbers is seen in the graphene/fullerene complex-molecules assembly. Non-covalent interactions (NCI) can be characterized using topological analysis and the respective isosurfaces. In the CPA-graphene cluster, the graphene system shows strong repulsive non-covalent interactions (red portions). Two small green portions of the isosurface between CPA and graphene frameworks indicate weak non-covalent interactions.
DOI: 10.6084/m9.figshare.19242680.v1
title: Quantum Mechanical Investigation into the Adsorption Pattern of Clomipramine and Methotrimeprazine HCl with Graphene and Fullerene

description: The importance of impurity-related detection and certification in drug manufacture is highlighted in this study, which presents theoretical structural and spectral properties of clomipramine (CPA) and methotrimeprazine HCl (MPH) as well as their adsorption on graphene and fullerene. Investigating adsorption may reveal details about their reactivity, electronic and structural properties. The molecule’s frontier molecular orbitals (FMOs) energies and energy gaps were calculated. Three-dimensional visualization of the electrostatic potential diagrams was mapped. Docking was used to find the binding with the receptors. Enhancement for different wave numbers is seen in the graphene/fullerene complex-molecules assembly. Non-covalent interactions (NCI) can be characterized using topological analysis and the respective isosurfaces. In the CPA-graphene cluster, the graphene system shows strong repulsive non-covalent interactions (red portions). Two small green portions of the isosurface between CPA and graphene frameworks indicate weak non-covalent interactions.
DOI: 10.6084/m9.figshare.19187479
title: Conformational, Reactivity Analysis, Wavefunction-Based Properties, Molecular Docking and Simulations of a Benzamide Derivative with Potential Antitumor Activity-DFT and MD Simulations

description: This report aims to study the chemical properties of a benzamide derivative, <i>N</i>-methyl-2-[[3-[©-2-pyridin-2-ylethenyl]-1<i>H</i>-indazol-6-yl]sulfanyl]benzamide (MPSB), having antitumor activities with the help of electronic structure methods. The conformational analysis predicted the lowest energy conformer for the dihedral angle of C16–C14–S1–C11 (45.0<sup>0</sup>) of MPSB. UV absorptions in different solvents and air give nearly the same values. The highest delocalization regions are around N5–C21 = O<sub>2</sub>, C14–S1–C11 and C7 = C8–N3. The reactivity descriptors were discussed in detail to find biological effects. Wavefunction-dependent properties like LOL, ELF, etc. studies provide a lot of information regarding the electronic properties that are ample for predicting bioactivity. Due to the antitumor activity of MPSB, docking is done with different PDBs and 3AGC gives maximum binding energy and the MD simulations of MPSB with 3AGC are analyzed in detail.
DOI: 10.6084/m9.figshare.19187479.v1
title: Conformational, Reactivity Analysis, Wavefunction-Based Properties, Molecular Docking and Simulations of a Benzamide Derivative with Potential Antitumor Activity-DFT and MD Simulations

description: This report aims to study the chemical properties of a benzamide derivative, <i>N</i>-methyl-2-[[3-[©-2-pyridin-2-ylethenyl]-1<i>H</i>-indazol-6-yl]sulfanyl]benzamide (MPSB), having antitumor activities with the help of electronic structure methods. The conformational analysis predicted the lowest energy conformer for the dihedral angle of C16–C14–S1–C11 (45.0<sup>0</sup>) of MPSB. UV absorptions in different solvents and air give nearly the same values. The highest delocalization regions are around N5–C21 = O<sub>2</sub>, C14–S1–C11 and C7 = C8–N3. The reactivity descriptors were discussed in detail to find biological effects. Wavefunction-dependent properties like LOL, ELF, etc. studies provide a lot of information regarding the electronic properties that are ample for predicting bioactivity. Due to the antitumor activity of MPSB, docking is done with different PDBs and 3AGC gives maximum binding energy and the MD simulations of MPSB with 3AGC are analyzed in detail.
DOI: 10.6084/m9.figshare.19672021
title: <i>N</i>-(Phenylsulfonyl)Benzenesulfonamide: A New Organocatalyst for One-Pot, Solvent-Free Synthesis of Biginelli’s 3,4-Dihydropyrimidine-2(1<i>H</i>)-Thiones

description: This report describes an efficient method for one-pot, three-component coupling of aldehydes, β-ketoesters/β-diketone, and urea/thiourea catalyzed by <i>N</i>-(phenylsulfonyl)benzene sulfonamide (NPBSA) as efficient organocatalyst to afford the corresponding 3,4-dihydropyrimidine-2(1<i>H</i>)-ones/thiones via Biginelli condensation. Novel catalyst, high yields, quick reaction time, solvent-free environment, simple workup, and the ability to tolerate a variety of functional groups are some of the advantages of the current method, providing economic and environmental benefits. The present work also includes the synthesis of active pharmaceutical ingredient Piperasterol as application of the method.