velusetrag   Click here for help

GtoPdb Ligand ID: 8425

Synonyms: compound 15 [PMID 22959244] | TD-5108
Compound class: Synthetic organic
Comment: Velusetrag is a potent and selective, orally available agonist of the 5-HT4 receptor. The compound is being investigated as a treatment for chronic constipation [6,8] and irritable bowel syndrome [7].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 120.33
Molecular weight 504.24
XLogP 2.68
No. Lipinski's rules broken 0
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Canonical SMILES OC(CN(S(=O)(=O)C)C)CN1C2CCC1CC(C2)NC(=O)c1cc2ccccc2n(c1=O)C(C)C
Isomeric SMILES O[C@@H](CN(S(=O)(=O)C)C)CN1[C@@H]2CC[C@H]1CC(C2)NC(=O)c1cc2ccccc2n(c1=O)C(C)C
InChI InChI=1S/C25H36N4O5S/c1-16(2)29-23-8-6-5-7-17(23)11-22(25(29)32)24(31)26-18-12-19-9-10-20(13-18)28(19)15-21(30)14-27(3)35(4,33)34/h5-8,11,16,18-21,30H,9-10,12-15H2,1-4H3,(H,26,31)/t18?,19-,20+,21-/m0/s1
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Summary of Clinical Use Click here for help
Velusetrag has reached Phase 2 clinical trial.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The 5-HT4 receptor subtype is physiologically and pathophysiologically important for the regulation of intestinal peristalsis and gut motility [1,4-5]. Activation of these receptors in the gut wall enhances the peristaltic reflex [2], relaxes the smooth muscle and increases fluid secretion in the gastrointestinal (GI) tract [3]. All of these actions improve transit in GI functional disorders.