Modeling the structure and reactivity landscapes of a pyrazole-ammonium ionic derivative using wavefunction-dependent characteristics and screening for potential anti-inflammatory activity

Abstract

Spectroscopic investigations of 1-phenyl −2,3-dimethyl-5-oxo-1,2-dihydro-1H-pyrazol-4-ammonium 2[(2-carboxyphenyl) disulfanyl]benzoate (PACB) reported experimentally and theoretically. NH-O interaction is observed and there is a very large downshift for NH-O stretching frequency. Reactive sites are identified from the chemical and electronic properties. For PACB the maximum repulsion was around H33, H55 and H57 atom. LOL shows red regions between C-C and blue around C atoms are surrounded by a delocalized electron cloud. The red ring is a hallmark of electron density depletion from the NCI plot due to electrostatic repulsion and its existences suggests that coordination sphere for PACB is minimally strained around the central ion. Atomic contact energy values and high score of the docking results obtained propose that, PACB may have inhibitory properties and have a significant function in pharmacological chemistry. Molecular dynamics simulation was performed to validate the stability of the title compound with the Bovine thrombin-activatable fibrinolysis inhibitor protein.

Communicated by Ramaswamy H. Sarma

Keywords:

• DFT
• ELF
• LOL
• docking
• pyrazole

Disclosure statement

The authors declare no conflict of interest.

Author contributions

Jamelah S. Al-Otaibi, Shiji Fazil and S. Saral: Experimental setup; Conceptualization, Methodology, Data curation, Writing, Validation. Y. Sheena Mary, Y. Shyma Mary: Conceptualization, Methodology, Data curation, Writing, Software, Validation.

Additional information

Funding

This research was funded by the Deanship of Scientific Research at Princess Nourah bint Abdulrahman University through the Fast-track Research Funding Program.