Home – Home – Jornals – Chemistry for Sustainable Development 2016 number 5

Some parameters of the molecular properties of new benzo[d]thiazole and 1,3,4-thiadiazole derivatives, present at the planning phase of chemical synthesis, were studied. Using the web resources chemicalize.org and molinspiration.com a number of indicators were determined: number of possible stereoisomers and tautomers, molecular refraction, distribution coefficient in the system octanol-water (log P ), polar surface area, number of rotatable bonds, molecular volume, according to the “rule of five” by Lipinski, Ghose, Veber and Muegge filters, lead likeness, and bioavailability. It was found that all the studied compounds satisfy the “rule of five” Lipinski on the following parameters: molecular weight, number of hydrogen bond acceptors, and number of hydrogen bond donors. It was determined that only compound 12 containing electron-releasing groups (CH₃) in the 5th and 6th positions of the benzo[d]thiazole fragment had log P = 5.08 and did not satisfy the “rule of five” by Lipinski on the distribution coefficient in the system octanol -water (log P < 5). However, if instead of log P one uses the indicator miLog P , the compound 12 also satisfies this rule (miLog P = 4.49). It was established that the number of possible tautomers substances varied: most of the derivatives have three tautomeric forms, while compounds 9 and 16, theoretically can have six tautomers. It was determined that the area of the polar surface of benzo[d]thiazole derivatives varied in the limits of 79.29-92.18, and 1,3,4-thiadiazole derivatives - 92.18-101.41. It was found that the number of rotatable bonds of the compounds under investigation varied from 4 to 6. The data obtained about the molecular properties of the compounds are of value at the targeted synthesis.