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B3LYP/cc-pVDZ generated the best N-(5-((4-ethylpiperazin-1-yl)methyl)pyridin-2-yl)-5-fluoro-4-(4-fluoro-1-isopropyl-2-methyl-1H-benzo[d] imidazol-6-yl) pyrimidin-2-amine (TA) results. The NBO study shows that the LP (1) N16 to π*(C17-N19) has the highest stabilization energy at 53.86 kcal/mol. Electron localization and delocalization areas are confirmed by wavefunction studies. The Gaussian-16w software establishes thermodynamic properties for a titled compound which is confirmed by various solvents. The frontier molecular orbital studies we confirmed by gas phase have the highest bond gap value which is 4.02 eV. The titled compound nitrogen is the nucleophilic attack (blue color) and oxygen is the electrophilic attack (red color), which is confirmed by MEP study. In non-linear optical (NLO) study water solvent shows the highest dipole moment activity, due to the solvent's interaction the gas phase dipole moment is lower. The docking study showed the greatest binding affinity score of −5.28 kcal/mol. [ABSTRACT FROM AUTHOR]

• The (E)-2-hydroxy-5-(((4-(N-(thiazol-2-yl) sulfamoyl) phenyl) imino) methyl) benzoic acid is an optical material, because it is showing good fluorescence spectrum. • Electronic properties, FMO and MEP were analysed by using different solvents. • Using the DLPNO-CCSD(T), the most stable dissociation energies are confirmed in 5FSATH-water complex. • The active sites and interaction were determined using ELF, LOL, and RDG. • The antimicrobial activity confirms our synthesized compound moderate activity. The molecular docking experiment showed 5FSATH had an extremely high binding affinity score. The Schiff base (5FSATH) was synthesized and characterized by different experimental techniques. In the context of local energy decomposition analysis (LED), the binding energy of 5FSATH-water interaction is determined to be -15.63 kcal/mol, while the bond distance between the two objects is measured to be 1.9781 A°. The absorption spectrum was recorded using different solvents like DMSO, water, and chloroform. The experimental absorption spectrum wavelengths 206, 220, and 300 nm, were recorded from DMSO solvent. In the emission (fluorescence) spectrum we observed three different wavelengths such as 352, 510, and 609 nm. For the calculated NMR spectrum, used the standard GIAO method and DMSO as the solvent. The HOMO-LUMO analysis indicates the charge transfer within the molecule, it is calculated by different solvents. NBO confirms the synthesized compound stability, hyper conjugative interaction, and charge delocalization. To test for antibacterial and antifungal activity, an agar disc well diffusion method is utilized. Synthesized compound tested against Escherichia coli, Candida albicans, Staphylococcus aureus, and Streptococcus pneumoniae microorganisms. Amoxicillin was used as the reference drug for testing antibacterial and antifungal activity. According to the findings of the antimicrobial activity, the result of the molecular docking experiment showed that the compound 5FSATH had an extremely high binding affinity score. [Display omitted] [ABSTRACT FROM AUTHOR]

A- and D-ring-modified luotonin-inspired heterocycles have been synthesized and were evaluated for their activity against the viability of four cancer cell lines in vitro, namely, MCF7, HCT116, JURKAT, and NCI-H460. The analysis of results indicated that two of the synthesized derivatives displayed good inhibition against the growth of the human colon cancer HCT116 cell line, with potencies lower than but in the same order of magnitude as camptothecin (CPT). These two luotonin analogues also showed an activity similar to that of the highly potent alkaloid CPT as inhibitors of topoisomerase I and also inhibited topoisomerase II. These results show that complete planarity is not a strict requirement for topoisomerase inhibition by luotonin-related compounds, paving the way to the design of analogues with improved solubility. [ABSTRACT FROM AUTHOR]

Abstract A new and convenient approach has been deviced for the practical synthesis of structurally robust, four different pseudoenantiomeric amino Tf-amido organocatalysts with the unique cis - and trans -substituted 1,2-cis-cyclohexanediamine structures. These pseudoenantiomeric organocatalysts are easily prepared by the Diels-Alder strategy of 2-phenyl-1,3-butadiene and maleic anhydride, and their chemical behavior was investigated by their application to asymmetric aldol synthesis for the practical synthesis of both enantiomeric aldols. Graphical abstract Image 1 [ABSTRACT FROM AUTHOR]

• Dispiropyrrolidines synthesized in excellent yield via cycloaddition strategy. • Compounds were elucidated by spectroscopic and single crystal X-ray analysis. • Molecular packing and structure reactivity descriptors were investigated. • Compounds assayed for their antimicrobial activity against K. pneumonia strains. • Antimicrobial efficacy was also performed through molecular docking study. A regio and stereoselective synthesis of a new class of spirooxindolopyrrolidine embedded indandione heterocycles was obtained in excellent yield employing a three-component cascade reaction protocol. The key step for this protocol is a 1,3-dipolar cycloaddition reaction involving azomethine ylide generated in situ from isatin and l -phenylalanine. The structure of newly synthesized compound was assigned based on the NMR spectroscopic analysis and the stereo/regiochemistry was undoubtable assigned by single crystal X-ray diffraction analysis. Further, the structural determination of the compound was assigned through density functional theory (DFT) and Hirshfeld surface analysis. It is found that the compound was highly stabilized by intermolecular interactions such as X-H-H-X (X = C and O) and also by hydrogen bonding interaction. The synthesized compounds were assayed for their antibacterial activity against five different clinical bacterial strains of K. pneumoniae and found that the compound possessing chloro‑substitution on aryl ring showed significant activity against tested K. pneumoniae strains. [Display omitted] [ABSTRACT FROM AUTHOR]

A series of hexahydro-1,6-naphthyridines were synthesized in good yields by the reaction of 3,5-bis[(E)-arylmethylidene]tetrahydro-4(1H)-pyridinones with cyanoacetamide in the presence of sodium ethoxide under simple mixing at ambient temperature for 6–10 minutes and were assayed for their acetylcholinesterase (AChE) inhibitory activity using colorimetric Ellman’s method. Compound 4e with methoxy substituent at ortho-position of the phenyl rings displayed the maximum inhibitory activity with IC50 value of 2.12 μM. Molecular modeling simulation of 4e was performed using three-dimensional structure of Torpedo californica AChE (TcAChE) enzyme to disclose binding interaction and orientation of this molecule into the active site gorge of the receptor. [ABSTRACT FROM AUTHOR]

• Structurally diverse spirooxindole-pyrrolidine molecular scaffolds achieved. • Their molecular structures were elucidated from NMR, X-ray and DFT studies. • Hirshfeld analysis was performed to determine different intermolecular contacts. • DFT computed parameters are in good agreement with experimental findings. Structurally diverse highly functionalized flouro- and nitro - substituted spirooxindole-pyrrolidine heterocyclic hybrids have been achieved in good yields. The molecular structure of these diverse spiroheterocyclic hybrids was elucidated by spectroscopic analysis and further confirmed by single crystal X-ray crystallographic studies and density functional theory (DFT) calculations. Analysis of molecular packing for these hybrids was performed using Hirshfeld analysis. Geometric parameters calculated by DFT are in good agreement with the experimental data obtained from X-ray crystallography. Structurally diverse highly functionalized flouro- and nitro - substituted spirooxindole-pyrrolidine molecular scaffolds have been achieved and their molecular structures were elucidated by NMR spectroscopy and X-ray crystallographic studies. Geometric parameters calculated by DFT are in good agreement with the experimental data obtained from the X-ray crystallography. [Display omitted] [ABSTRACT FROM AUTHOR]

• Manuscript reports a new Schiff's base synthesized from sulfanilamide and ethyl-methyl ketone. • Highest dipole moment value observed in water solvent, when compare to gas phase and DMSO. • Lowest bond gap vale observed in water solvent. PES study reported with maximum energy is -1041.90885634 (Hartree). • Detailed vibrational spectral and potential energy distribution analysis reported. • The electronic spectra and MESP performed with gas phase and various solvent phase. The compound 4-(butan-2-ylideneamino)benzenesulfonamide (EMKNI) was subjected to spectroscopic investigations, both experimental and theoretical in nature. The research study was conducted at two distinct levels. The initial stage involved the acquisition of experimental data, including FT-IR, NMR (1H, 13C), absorption (UV) and fluorescence spectral data. The subsequent stage involved the execution of theoretical calculations (UV) at the TD-DFT/WB97XD/cc-pVDZ basis set. The vibrational analysis was done for each vibrational modes using potential energy vibrational analysis (PED). A comparison was made between the theoretical NMR and the corresponding experimental data. In NLO study the water solvent showed highest NLO property, due to solvent effect. The emission study was done and showed two different wavelengths. A TD-DFT was made between water, DMSO and gas phase and experimental absorption wavelengths (λ) made in DMSO solvent. Furthermore, the FMO and MEP study were made using the different solvents such as water, DMSO and gas phase. The topological analysis studies were done such as ELF, LOL and RDG. The docking study was done and identify the highest binding energy score. [Display omitted] [ABSTRACT FROM AUTHOR]

• Synthesis of structurally intriguing fused pyrroloquinoline hybrid heterocycle in excellent yield. • Compound was achieved via one-pot cascade protocol under eco-friendly solvent free condition. • Compound was assigned by spectroscopic and single crystal X-ray diffraction analysis. • Molecular packing and structure reactivity descriptors were investigated via computational studies. • Compound showed significant antimicrobial activity against tested bacterial and fungal pathogens. Synthesis of a structurally complex hitherto unexplored novel class of pyrene fused pyrroloquinolinone was achieved in excellent yield via an environmental friendly solid-state melt reaction condition employing multicomponent cascade protocol which involves 1,3-dipolar cycloaddition and subsequent double annulation process. The 1,3-dipole component was derived in situ from diketone and α-amino acid, whereas the Baylis-Hillman adduct synthesized from pyrene-1-carbaldehyde was utilized as a dipolarophile. Structure of the compound was elucidated by 1H and 13C NMR spectroscopic analysis and further confirmed through single crystal X-ray diffraction and the molecular packing was described by using Hirshfeld surface analysis. The structure-reactivity descriptors of the synthesized compound were examined through DFT calculations. The pyrroloquinoline was evaluated for its antibacterial activity against three multi drug resistant bacterial and two fungal pathogens. The MIC value of the tested microbial pathogens were exhibited with minimum (0.156 mg/mL) and maximum (1.250 mg/mL). The antimicrobial results disclosed that compound 6 is considered as a potent candidate for effective therapeutic applications. [ABSTRACT FROM AUTHOR]

[Display omitted] • The 4-(butan-2-ylideneamino)-N-(thiazol-2-yl) benzenesulfonamide (EMKTH) is an optical material, because it is showing good fluorescence spectrum. • Electronic properties (TD-DFT in IEFPCM solvation model) were analysed by using different solvents. • The active sites and interaction were determined using ELF, LOL, and RDG. • The molecular electrostatic potential, frontier molecular orbital analysis also carried out. A new class of Schiff base, 4-(butan-2-ylideneamino)-N-(thiazol-2-yl) benzenesulfonamide (EMKTH) was synthesized from sulfathiazole by simple condensation with methyl ethyl ketone. The molecular structure was characterized by infrared, 1H and 13C NMR, and UV–visible spectroscopic studies. These results were compared with theoretical values. Density functional theory (DFT) calculations were performed to determine the structure and reactivity of the molecule. Further, HOMO-LUMO, MEP, and NBO calculations were performed on this system to examine the electronic and chemical properties of this EMKTH system. The UV spectra were analyzed at ambient temperature to determine the electronic absorption maximum using TD-DFT. In the UV study, there was more solvent interaction in the solvent phase than in the gas phase, which is where the maximum wavelength was observed. Docking simulations were performed on the target protein (1W3R) in order to evaluate the binding affinity of EMKTH. It was found that the target protein had a larger energy of −3.99 kcal/mol. The findings showed that there is a significant correlation between the experimental and theoretical values. The molecule's effective charge transfer mechanism, which accounts for its high chemical reactivity, was suggested by a small orbital gap. The synthesized molecule EMKTH exhibited both intra- and intermolecular charge transfer capabilities in line with the NBO results. Analysis of the EMKTH compound's molecular electrostatic potential (MEP) revealed its reactive sites. [ABSTRACT FROM AUTHOR]

• Highly functionalized α,β-unsaturated carbonyl compounds were achieved in good yields. • Molecular structure was elucidated by NMR spectroscopic and X-ray crystallographic studies. • Molecular packing was performed to determine different intermolecular contacts using Hirshfeld analysis. • DFT calculations are used in order to predict the electronic properties of studied compounds. Highly functionalized N -1-(2-pyridinylmethyl)-3,5-bis[(E)-methoxy/fluorophenylmethylidene]-tetrahydro-4(1 H)-pyridinones (5a and 5b) have been synthesized in good yields. The molecular structure of the synthesized compounds was elucidated by NMR spectroscopy and further confirmed by single crystal X-ray crystallographic studies. The Hirshfeld analysis reveals that the molecular packing of 5a is mainly controlled by N...H (4.9%), C...H (30.6%) and H...H (52.4%) contacts whereas the molecules are packed by strong F...H (16.8−16.9 %), N...H (5.4%) and O...H (5.2−5.4%) as well as weak C...C (3.9−4.5%), H...H (39.7−39.9%) and C...H (24.8−25.8%) contacts in 5b. DFT calculations are used in order to predict the electronic properties of studied compounds. The NMR data obtained experimentally correlated well with the calculated findings. Highly functionalized α,β-unsaturated carbonyl compounds have been achieved in good yields. Structural elucidation was accomplished with the help of NMR spectroscopy and X-ray crystallographic studies. Molecular packing was performed to determine the different intermolecular contacts using Hirshfeld topology analysis. DFT calculations were also performed to evaluate the structural aspects of these compounds. Image, graphical abstract [ABSTRACT FROM AUTHOR]

• Synthesis and characterization of new class of 2,5-disubstituted 1,3,4-oxadiazoles. • The structural determination was investigated through single crystal X-ray diffraction analysis. • The intercontacts of the crystal structure was studied through Hirshfeld surface analysis. • The structure and reactivity of the oxadiazole compounds have been analysed through DFT calculation. • Compounds displayed strong binding affinity with targeted COX-2 enzyme has been recognized via molecular docking study. A new class of hitherto unexplored 1, 3, 4-oxadiazoles, OXA2a and OXA2b has been synthesized in excellent yields and characterized by IR, NMR and mass spectroscopic studies. Further, the compounds have also been identified clearly with the aid of single crystal X-ray diffraction analysis. In the crystal structure, there is a short intramolecular C H•••O contact forming S(5) ring motif in OXA2a and OXA2b. The crystal packing of OXA2a is stabilized by the C H•••π intermolecular interactions and in the crystal packing of OXA2b , the adjacent molecules are linked via C H•••N intermolecular hydrogen bonds. The intercontacts in the crystal structure are investigated through computational method using Hirshfeld surfaces. In addition, the structure and reactivity of the oxadiazole compounds have been analysed through DFT calculations. Further, both the compounds displayed strong binding affinity with targeted COX-2 enzyme which has been recognized via molecular docking study. [ABSTRACT FROM AUTHOR]