Imidazole Based Novel Schiff Base: Synthesis, Characterization, Quantum Chemical Calculations, In Silico Investigation of ADMEt Properties and Molecular Docking Simulations against VEGFR2 Protein

Ömer Dilek

Makale detayları

Imidazole Based Novel Schiff Base: Synthesis, Characterization, Quantum Chemical Calculations, In Silico Investigation of ADMEt Properties and Molecular Docking Simulations against VEGFR2 Protein

Yazarlar:

Ömer Dilek

Yayıncı:

Bitlis Eren University

Ana Başlıklar:

Organic Chemical Synthesis

Dergi:

Bitlis Eren Üniversitesi Fen Bilimleri Dergisi Vol.13 Issue 1, pp.62-78

Belge Tipi:

Makale

Yayın Tarihi:

3/2024

Belge Dili:

İngilizce

Document ID (Org No.):

2001313613

pISSN:

2147-3129

Anahtar kelimeler:

Özet:

 The potential drug candidate novel Schiff base, 2-3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylphenyliminomethylphenol MITPIM was synthesized by the reaction of salicylaldehyde and 3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylaniline which is the precursor of the nilotinib molecule used in the cancer treatment. It was characterizated by using spectroscopic techniques such as 1H-NMR, 13C-NMR, 19F-NMR, FT-IR and UV-Vis. DFT computational technique was used for further investigation. DFTB3LYP method and the 6-311Gd,p basis set were used to determine optimized geometry. Then by using optimized geometry and DFT approach three-dimensional molecular electrostatic potential MEP, vibration frequencies, NMR chemical shift values, HOMOs-LUMOs and molecular orbital energies were calculated. It was observed that the experimental and theoretical datas were in good agreement. The ADME and toxicity properties were investigated by using online servers. According to the results, it was concluded that the MITPIM has low toxicity and high oral bioavailability. Molecular docking simulations of the MITPIM with VEGFR2 protein PDB ID: 2XIR were investigated. According to molecular docking studies, the binding energy of the complex formed by the MITPIM with VEGFR2 protein PDB ID: 2XIR was 9.34 kcalmol and the value was close to nilotinibs binding score which was -9.69 kcalmol. Molecular docking and ADMEt results shown that the newly synthesized MITPIM has the potential to be drug.

 The potential drug candidate novel Schiff base, 2-3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylphenyliminomethylphenol MITPIM was synthesized by the reaction of salicylaldehyde and 3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylaniline which is the precursor of the nilotinib molecule used in the cancer treatment. It was characterizated by using spectroscopic techniques such as 1H-NMR, 13C-NMR, 19F-NMR, FT-IR and UV-Vis. DFT computational technique was used for further investigation. DFTB3LYP method and the 6-311Gd,p basis set were used to determine optimized geometry. Then by using optimized geometry and DFT approach three-dimensional molecular electrostatic potential MEP, vibration frequencies, NMR chemical shift values, HOMOs-LUMOs and molecular orbital energies were calculated. It was observed that the experimental and theoretical datas were in good agreement. The ADME and toxicity properties were investigated by using online servers. According to the results, it was concluded that the MITPIM has low toxicity and high oral bioavailability. Molecular docking simulations of the MITPIM with VEGFR2 protein PDB ID: 2XIR were investigated. According to molecular docking studies, the binding energy of the complex formed by the MITPIM with VEGFR2 protein PDB ID: 2XIR was 9.34 kcalmol and the value was close to nilotinibs binding score which was -9.69 kcalmol. Molecular docking and ADMEt results shown that the newly synthesized MITPIM has the potential to be drug.

 The potential drug candidate novel Schiff base, 2-3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylphenyliminomethylphenol MITPIM was synthesized by the reaction of salicylaldehyde and 3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylaniline which is the precursor of the nilotinib molecule used in the cancer treatment. It was characterizated by using spectroscopic techniques such as 1H-NMR, 13C-NMR, 19F-NMR, FT-IR and UV-Vis. DFT computational technique was used for further investigation. DFTB3LYP method and the 6-311Gd,p basis set were used to determine optimized geometry. Then by using optimized geometry and DFT approach three-dimensional molecular electrostatic potential MEP, vibration frequencies, NMR chemical shift values, HOMOs-LUMOs and molecular orbital energies were calculated. It was observed that the experimental and theoretical datas were in good agreement. The ADME and toxicity properties were investigated by using online servers. According to the results, it was concluded that the MITPIM has low toxicity and high oral bioavailability. Molecular docking simulations of the MITPIM with VEGFR2 protein PDB ID: 2XIR were investigated. According to molecular docking studies, the binding energy of the complex formed by the MITPIM with VEGFR2 protein PDB ID: 2XIR was 9.34 kcalmol and the value was close to nilotinibs binding score which was -9.69 kcalmol. Molecular docking and ADMEt results shown that the newly synthesized MITPIM has the potential to be drug.

 The potential drug candidate novel Schiff base, 2-3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylphenyliminomethylphenol MITPIM was synthesized by the reaction of salicylaldehyde and 3-4-methyl-1H-imidazol-1-yl-5-trifluoromethylaniline which is the precursor of the nilotinib molecule used in the cancer treatment. It was characterizated by using spectroscopic techniques such as 1H-NMR, 13C-NMR, 19F-NMR, FT-IR and UV-Vis. DFT computational technique was used for further investigation. DFTB3LYP method and the 6-311Gd,p basis set were used to determine optimized geometry. Then by using optimized geometry and DFT approach three-dimensional molecular electrostatic potential MEP, vibration frequencies, NMR chemical shift values, HOMOs-LUMOs and molecular orbital energies were calculated. It was observed that the experimental and theoretical datas were in good agreement. The ADME and toxicity properties were investigated by using online servers. According to the results, it was concluded that the MITPIM has low toxicity and high oral bioavailability. Molecular docking simulations of the MITPIM with VEGFR2 protein PDB ID: 2XIR were investigated. According to molecular docking studies, the binding energy of the complex formed by the MITPIM with VEGFR2 protein PDB ID: 2XIR was 9.34 kcalmol and the value was close to nilotinibs binding score which was -9.69 kcalmol. Molecular docking and ADMEt results shown that the newly synthesized MITPIM has the potential to be drug.

Makale detayları

Imidazole Based Novel Schiff Base: Synthesis, Characterization, Quantum Chemical Calculations, In Silico Investigation of ADMEt Properties and Molecular Docking Simulations against VEGFR2 Protein

Yazarlar: Ömer Dilek

Yayıncı: Bitlis Eren University

Ana Başlıklar: Organic Chemical Synthesis

Dergi: Bitlis Eren Üniversitesi Fen Bilimleri Dergisi Vol.13 Issue 1, pp.62-78

Belge Tipi: Makale

Yayın Tarihi: 3/2024

Belge Dili: İngilizce

Document ID (Org No.): 2001313613

pISSN: 2147-3129

Schiff base

Imidazol

ADMEt

DFT

Molecular docking

Sayı

Yazarlar:

Ömer Dilek

Yayıncı:

Bitlis Eren University

Ana Başlıklar:

Organic Chemical Synthesis

Dergi:

Bitlis Eren Üniversitesi Fen Bilimleri Dergisi Vol.13 Issue 1, pp.62-78

Belge Tipi:

Makale

Yayın Tarihi:

3/2024

Belge Dili:

İngilizce

Document ID (Org No.):

2001313613

pISSN:

2147-3129