The dimethyl sulfoxide (DMSO) solubility data from Enamine and two UCB pharma compound collections were analyzed using 8 different machine learning methods and 12 descriptor sets. The analyzed data sets were highly imbalanced with 1.7-5.8% nonsoluble compounds. The libraries' enrichment by soluble molecules from the set of 10% of the most reliable predictions was used to compare prediction perf...

X-ray structure determination of the enamine (Z)-4-(6'-t-butoxycarbonyl-2',2'-dimethyl-5'-phenyl3'-hexen-3'-yl)morpholine (1) reveals that certain bulky groups may enforce a relative orientation of the molecular subunits without conjugative interaction between the nitrogen lone pair and the olefinic double bond. According to the results of quantum chemical ab initio calculations the experimenta...

FAD-linked oxidases constitute a class of enzymes which catalyze dehydrogenation as a fundamental biochemical reaction, followed by reoxidation of reduced flavin. Here, we present high-resolution crystal structures showing the flavoenzyme 6-hydroxy-l-nicotine oxidase in action. This enzyme was trapped during catalytic degradation of the native substrate in a sequence of discrete reaction states...

Abstract Kinetic resolution provided a highly enantioselective method to access range of 3-aryl-3,4-dihydro-2H-1,4-benzoxazines using n-butyllithium and the chiral ligand sparteine. The enantioenrichment remained high on removing tert-butoxycarbonyl (Boc) protecting group. intermediate organolithium undergoes ring opening an enamine. kinetic was extended give enantiomerically enriched substitut...

An efficient one-pot three-component protocol for the synthesis of novel tetrahydrobenzofuran-chromone conjugates using 3-formylchromones and 1,3-cyclohexandiones in presence a variety alkyl or aryl isocyanides was developed. The reaction sequence consists an initial Knoevenagel condensation aromatic aldehydes with 1,3-cyclohexandione derivatives, followed by [4 + 1] cycloaddition isocyanides, ...