Table 4.

The binding mode of synthesized N-arylated cyproheptadine derivatives against RAR β target protein (PDB ID: 4JYG).

Compound ID	Docking score	Amino acid residues within 3 Å	Amino acid residues involved in interaction
6a	− 11.506	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Arg265, Ile266, Arg269, Phe279, Ser280, Gly294, Phe295, Leu298, Gly384, Val388, Leu391, Arg387, Met399, Ile403, Met407	Phe279 (π–π)
6b	− 15.324	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Leu259, Leu262, Ile263, Arg265, Ile266, Arg269, Phe279, Ser280, Gly294, Phe295, Leu298, Ile380, Val388, Leu391, Met399, Ile403	Arg269 and Ser280 (H-bond), Phe279 (π–π)
6c	− 15.568	Phe192, Leu259, ILeu262, Ile263, Arg265, le266, Arg269, Trp218, Phe221, Leu224, Ala225, Cys228, Phe279, Ser280, Phe295, Leu298, Ile380, Val388, Leu391, Ile403, Met407	Arg269 and Ser280 (H-bond), Phe279 (π–π)
6d	− 12.22	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Leu259, Leu262, Ile263, Arg265, Ile266, Arg269, Phe279, Ser280, Phe295, Leu298, Ile380, Val388, Leu391, Met399, Ile403	Arg269 and Ser280 (H-bond)
6e	− 11.569	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Leu259, Leu262, Ile263, Arg265, le266, Arg269, Phe279, Ser280, Gly294, Phe295, Leu298, Ile380, Val388, Leu391, Ile403, Met407	Phe279 (π–π)
6f.	− 8.404	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Leu259, Leu262, Ile263, Arg265, ile266, Arg269, Phe279, Phe295, Leu298, Val388, Leu391, Ile403	–
8a	− 12.994	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Leu259, Leu262, Ile263, Arg265, Ile266, Arg269, Phe279, Ser280, Gly294, Phe295, Leu298, Ile380, Gly384, Val388, Leu391, Met399, Ile403	Arg269 and Ser280 (H-bond)
8b	− 14.352	Phe192, Trp218, Phe221, Leu224, Ala225, Cys228, Leu259, Leu262, Ile263, Arg265, Ile266, Arg269, Phe279, Ser280, Phe295, Leu298, Val388, Leu391, Ile403	Arg269 and Ser280 (H-bond), Phe279 (π–π)