Molecular Similarity Searching with Different Similarity Coefficients and Different Molecular Descriptors

2017 ◽  
pp. 39-47
Author(s):  
Fouaz Berrhail ◽  
Hacene Belhadef ◽  
Hamza Hentabli ◽  
Faisal Saeed
Keyword(s):  
Molecular Descriptors ◽  
Molecular Similarity ◽  
Similarity Searching ◽  
Similarity Coefficients

Polymorphism of monotropic forms: relationships between thermochemical and structural characteristics

2020 ◽  
Vol 76 (1) ◽  
pp. 65-75 ◽  
Author(s):  
German Perlovich ◽  
Artem Surov
Keyword(s):  
Molecular Descriptors ◽  
Structural Information ◽  
Structural Characteristics ◽  
Conformational Flexibility ◽  
Similarity Coefficients ◽  
Tanimoto Similarity ◽  
Group I ◽  
Bivariate Statistical Analysis ◽  
Polymorphic Forms ◽  
Group Ii

In this work, a database containing thermochemical and structural information about 208 monotropic polymorphic forms has been created and analyzed. Most of the identified compounds (77 cases) have been found to have two polymorphs, 14 compounds have three forms and there are only three examples of systems with four polymorphs. The analysis of density distribution within the database has revealed that only 62 out of 114 metastable polymorphs (referred to as group I) obey the `density rule' proposed by Burger and Ramberger [(1979), Mikrochim. Acta, 72, 259–271], while the remaining 45% of the monotropic systems (group II) violate the rule. A number of physicochemical, structural and molecular descriptors have been used to find and highlight the differences between group I and group II of the polymorphs. Group II is characterized (on average) by higher values of descriptors, which are responsible for conformational flexibility of molecules. An algorithm has been proposed for carrying out bivariate statistical analysis. It implies partitioning the database into structurally related clusters based on Tanimoto similarity coefficients and subsequent analysis of each cluster in terms of the number of hydrogen bonds per molecule.

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