A database of some S,N,N,N′-tetrasubstituted isothiourea derivatives possessing neuroprotective properties was successfully clustered in order to study the quantitative structure – activity relationship. Clustering by k-means was carried out in the factor space of topological descriptors. The identified clusters were combined according to analyses of intra- and intercluster distances. The initial number of clusters in the k-means clustering was determined from the number of iterations for which a solution was obtained. The homogeneity of the database and the identified clusters was estimated by using a coefficient of molecular diversity. A plot of the database compounds as points in factor space led to a conclusion about the successful applicability of the proposed clustering approach.
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Acknowledgments
The work was performed with support from the Russian Science Foundation Project No. 14 – 23 – 00160. Equipment of the Center for Collective Use, IPAC, RAS (contract No. 14.621.21.0008, identifier REMEFI62114X0008) was used in the work.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 51, No. 4, pp. 20 – 29, April, 2017.
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Andreeva, E.P., Proshin, A.N., Serkov, I.V. et al. Application of Molecular Topological Descriptors for Clustering a Database of Isothiourea Derivatives in Studying Structure – Activity Relationships. Pharm Chem J 51, 262–271 (2017). https://doi.org/10.1007/s11094-017-1595-2
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DOI: https://doi.org/10.1007/s11094-017-1595-2