**4. Conclusions**

(d) ionizability surface; between dopamine and SRX.

version of the manuscript.

script.

three receptors more efficiently than the reactant donor (SRX); among all, [(SRX)(TCNQ)] dopamine (CTcD) had the highest binding energy value. Using AutoDock Vina, the molecular dynamics simulation of the 100 ns run revealed that both the SRX-dopamine and CTcD complexes had a stable conformation; however, the CTcD complex was more stable. DFT calculations provided the optimized geometries of the CT complexes. In the context of mounting evidence for the role of DA transmission, such transmission enhancement might be of potential research and clinical benefit. **Supplementary Materials:** The following supporting information can be downloaded at: www.mdpi.com/xxx/s1, Figure S1: 1H-NMR spectrum of all six π–acceptors complexes; Figure S2: The charge transfer complexes between the seproxetine as a donor and picric acid, dinitrobenzene, p-nitrobenzoic acid, 2,6-dichloroquinone-4-chloroimide, 2,6-dibromoquinone-4-chloroimide, and 7,70 ,8,80 -tetracyanoquinodi methane as π-electron acceptors were characterized and studied for interaction with three receptors (serotonin, dopamine, and TrkB kinase receptor). The spectrophotometric analysis confirmed that the charge–transfer interactions between the electrons of the donor and acceptors were 1:1 (SRX: *π*–acceptor). Molecular docking revealed that the CT complex [(SRX)(TCNQ)] interacted with all three receptors more efficiently than the reactant donor (SRX); among all, [(SRX)(TCNQ)]-dopamine (CTcD) had the highest binding energy value. Using AutoDock Vina, the molecular dynamics simulation of the 100 ns run revealed that both the SRX-dopamine and CTcD complexes had a stable conformation; however, the CTcD complex was more stable. DFT calculations provided the optimized geometries of the CT complexes. In the context of mounting evidence for the role of DA transmission, such transmission enhancement might be of potential research and clinical benefit.

Representation of (a) hydrogen binding surface, (b) hydrophobic surface, (c) aromatic surface, and

zahrani), H.A.A. and R.I.F.; data curation, methodology, S.S., M.S.R. and A.G.; software, S.S. and A.S.A.; validation, W.F.A., M.A. and H.A.; formal analysis, M.A., W.F.A., H.A., S.S., M.S.R. and A.G.; investigation, B.M.R. and A.S.A. (Abdulhakeem S. Alamri); writing-original draft preparation, M.S.R., S.S., W.F.A. and A.G.; writing-review and editing, W.F.A., H.A. and A.G.; project administration, B.M.R.; funding acquisition, W.F.A. All authors have read and agreed to the published

**Funding:** The authors extend their appreciation to the Deputyship for Research and Innovation, Ministry of Education in Saudi Arabia for funding this work through project number 1-441-121.

**Data Availability Statement:** All data supporting the reported results are available in the manu-

**Acknowledgments:** The authors extend their appreciation to the Deputyship for Research and Innovation, Ministry of Education in Saudi Arabia for funding this work through project number 1- 441-121. The authors are also grateful to Christian M. Nefzgar, Institute for Molecular Bioscience,

The University of Queensland, Brisbane, QLD, Australia, for his technical support.

**Conflicts of Interest:** The authors declare no conflicts of interest.

**Supplementary Materials:** The following supporting information can be downloaded at: https: //www.mdpi.com/article/10.3390/molecules27103290/s1, Figure S1: <sup>1</sup>H-NMR spectrum of all six π–acceptors complexes; Figure S2: Representation of (a) hydrogen binding surface, (b) hydrophobic surface, (c) aromatic surface, and (d) ionizability surface; between dopamine and SRX.

**Author Contributions:** Conceptualization and visualization, A.A.A., H.H., A.S.A. (Ahmed S. Alzahrani), H.A.A. and R.I.F.; data curation, methodology, S.S., M.S.R. and A.G.; software, S.S. and A.S.A.; validation, W.F.A., M.A. and H.A.; formal analysis, M.A., W.F.A., H.A., S.S., M.S.R. and A.G.; investigation, B.M.R. and A.S.A. (Abdulhakeem S. Alamri); writing—original draft preparation, M.S.R., S.S., W.F.A. and A.G.; writing—review and editing, W.F.A., H.A. and A.G.; project administration, B.M.R.; funding acquisition, W.F.A. All authors have read and agreed to the published version of the manuscript.

**Funding:** The authors extend their appreciation to the Deputyship for Research and Innovation, Ministry of Education in Saudi Arabia for funding this work through project number 1-441-121.

**Data Availability Statement:** All data supporting the reported results are available in the manuscript.

**Acknowledgments:** The authors extend their appreciation to the Deputyship for Research and Innovation, Ministry of Education in Saudi Arabia for funding this work through project number 1-441-121. The authors are also grateful to Christian M. Nefzgar, Institute for Molecular Bioscience, The University of Queensland, Brisbane, QLD, Australia, for his technical support.

**Conflicts of Interest:** The authors declare no conflict of interest.

**Sample Availability:** Samples of the compounds are available from the corresponding author.
