An initial three-component pharmacophore for specific serotonin-3 receptor ligands.

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Rizzi JP, Nagel AA, Rosen T, McLean S, Seeger T

An initial three-component pharmacophore for specific serotonin-3 receptor ligands.

J Med Chem. 1990 Oct;33(10):2721-5.

PubMed ID

2145434 [ View in PubMed

]

Abstract

With computer modeling, an initial three-component pharmacophore for specific 5-HT3 receptor ligands ICS-205-930 (1), ondansetron (2), zacopride (3), and 3-[2-(guanidinylmethyl)-4-thiazolyl]indol (4) has been identified. Two parts represent electrostatic interactions, one as a hydrogen-bond-donating interaction and the other as a hydrogen-bond-accepting interaction. The third part is represented by a plane in which the lipophilic aromatic groups align. The generation of the pharmacophore relies on the interactions of these ligands with probe atoms representative of a possible hydrogen-bond donor or hydrogen-bond acceptor within the receptor. A carboxylate oxygen was used as a hydrogen-bond-accepting probe and a serine-like hydroxyl was utilized as a hydrogen-bond-donating probe.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Ondansetron	5-hydroxytryptamine receptor 3A	Ki (nM)	16	N/A	N/A	Details