A Theoretical Study on Three Tautomeric Forms of Lenalidomide with Density Functional Theory

Document Type : Original Article

Authors

• abolghasem shameli ¹
• Shima Jonidei ²

¹ departman of chemistry, university branch omidiyeh, omidiyeh, iran

² Department of Pharmaceutical Chemistry, Faculty of Pharmaceutical Chemistry, Islamic Azad University, Tehran Medical Sciences Branch, Tehran, Iran

Abstract

In this study, the totemic structure, optical and electron properties, electron absorption spectrum, vibrational frequencies, thermodynamic properties and charge distribution of three amide and imidic acid structures of lenalidomide via quantum chemistry calculations using density functional theory (DFT) Time-dependent (TDDFT) hybridization with B3LYP function and base set 6-311 + G ** were investigated. The computational results show that the amide structure of lenalidomide has good quantum properties that can act as a drug. The energies of the amide and imidic acid structures of lenalidomide indicate that the amide structure with little energy difference is more stable than the imidic acid structure. Calculations of excited states show that the structure of the amide lenalidomide has better adsorption properties. The nonlinear optical properties of the amide structure of lenalidomide are also higher than the imidic acid structure of lenalidomide but the chemical hardness of the amide structure is lower than that of the imidic structure, indicating that the reactivity and charge transfer of the amide structure are higher than the imidic acid structure.

Keywords

• Density Functional Theory
• Tautomer
• Lenalidomide
• Adsorption

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