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Geometry optimization of steroid sulfatase inhibitors - the influence on the free binding energy with STS

Abstrakt

In the paper we review the application of two techniques (molecular mechanics and quantum mechanics) to study the influence of geometry optimization of the steroid sulfatase inhibitors on the values of descriptors coded their chemical structure and their free binding energy with the STS protein. We selected 22 STS-inhibitors and compared their structures optimized with MM+, PM7 and DFT B3LYP/6–31++G* approaches considering separately the bond lengths, angles, dihedral angles and total energies. We proved that different minimum energy conformers could be generated depending on the choice of the optimization method. However, the results indicated that selection of the geometry optimization method did not affect the optimal STS inhibitor coordinates, and hence the values of molecular descriptors which describe the 3D structure of the molecule. To study the interaction pattern of the STS inhibitors (optimized using different methods) with the target receptor we applied two strategies: AutoDock and PathDock. The docking studies point out that selection of software to docking simulation is one of the crucial factors determining the binding mode of STS inhibitors with their molecular target. Other factor is related to the ligand orientation in the binding pocket. Finally, obtained results indicate that MM+ and PM7 methods (faster and less expensive) could be successfully employed to geometry optimization of the STS inhibitors before their docking procedure as well as for molecular descriptors calculations.

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Accepted albo Published Version
DOI:
Cyfrowy identyfikator dokumentu elektronicznego (otwiera się w nowej karcie) 10.1007/s11224-016-0903-x
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Creative Commons: CC-BY otwiera się w nowej karcie

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Kategoria:
Publikacja w czasopiśmie
Typ:
artykuł w czasopiśmie wyróżnionym w JCR
Opublikowano w:
STRUCTURAL CHEMISTRY nr 28, wydanie 4, strony 1017 - 1032,
ISSN: 1040-0400
Język:
angielski
Rok wydania:
2017
Opis bibliograficzny:
Jagiełło K., Sosnowska A., Supratik K., Demkowicz S., Daśko M., Leszczyński J., Rachoń J., Puzyn T.: Geometry optimization of steroid sulfatase inhibitors - the influence on the free binding energy with STS// STRUCTURAL CHEMISTRY. -Vol. 28, iss. 4 (2017), s.1017-1032
DOI:
Cyfrowy identyfikator dokumentu elektronicznego (otwiera się w nowej karcie) 10.1007/s11224-016-0903-x
Weryfikacja:
Politechnika Gdańska

wyświetlono 167 razy

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