vercirnon   

GtoPdb Ligand ID: 9046

Synonyms: CCX282-B | GSK'786 | GSK1605786 | GSK1605786A | Traficet-EN
Compound class: Synthetic organic
Comment: Vercirnon (CCX282-B) is a selective, potent and orally bioavailable antagonist of the chemokine (C-C motif) receptor 9 (CCR9 chemokine receptor) [1]. It was developed for potential to treat inflammatory bowel disease.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 98.56
Molecular weight 444.09
XLogP 6.45
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc(c(c1)C(=O)c1cc[n+](cc1)[O-])NS(=O)(=O)c1ccc(cc1)C(C)(C)C
Isomeric SMILES Clc1ccc(c(c1)C(=O)c1cc[n+](cc1)[O-])NS(=O)(=O)c1ccc(cc1)C(C)(C)C
InChI InChI=1S/C22H21ClN2O4S/c1-22(2,3)16-4-7-18(8-5-16)30(28,29)24-20-9-6-17(23)14-19(20)21(26)15-10-12-25(27)13-11-15/h4-14,24H,1-3H3
InChI Key JRWROCIMSDXGOZ-UHFFFAOYSA-N
Bioactivity Comments
Vercirnon (CCX282-B) inhibits CCL25-directed chemotaxis of CCR9 expressing cells and markers of disease are normalised in a mouse Crohn's disease model treated with vercirnon [1].
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
CCR9 Hs Allosteric modulator Antagonist 8.2 pIC50 - 1
pIC50 8.2 (IC50 6x10-9 M) [1]
Description: Measuring inhibition of antagonist tracer [3H]CCX807 binding to human Molt-4 cells.