. Author manuscript; available in PMC: 2018 Jun 11.

Published in final edited form as: J Med Chem. 2008 Jan 18;51(3):603–611. doi: 10.1021/jm070910s

Table 1.

Proposed modes of interaction for sulfonamide-containing 5-HT₆ antagonists.

Aryl’-SO₂-N-Aryl-X- Amine

Feature	Bromidge¹⁴	Pullagurla et al.¹⁷	Hirst et al.¹⁶	Lopez-Rodriguez et al.¹⁵	Current^a
Amine	Asp106 [3.32]	Asp106 [3.32]	Asp106 [3.32]	Asp106 [3.32]	Asp106 [3.32]
Aryl	Trp281 [6.48]	Phe284 [6.51]	Trp281[6.48]	Phe198 [5.48]	Val107 [3.33]
		Phe285 [6.52]	Phe284 [6.51]	Phe285 [6.52]	Leu182 [e2]
			Phe302 [7.35]		Trp281 [6.48]
					Phe284 [6.51]
SO₂	--	Leu182 [e2]	Asn288 [6.55]	Ser193 [5.43]	Ser111 [3.37]
		Gln291 [e3]	Gln216^b	Asn288 [6.55]	Thr196 [5.46]
Aryl’	Phe277 [6.44]	Phe302 [7.35]	Phe188 [5.38]	Val107 [3.33]	Ala157 [4.56]
				Phe188 [5.38]	Ala192 [5.42]
				Ala192 [5.42]	Phe285 [6.52]

Other residues within 5 Å of docked molecules, in 0.5-Å distance increments, are listed in the Supporting Information section.

Both the rat and human receptor contain a glutamine moiety at position 218, but an arginine residue at position 216. Hence, it is uncertain which of the two amino acids was actually identified in this study.