VRT-043198   Click here for help

GtoPdb Ligand ID: 9034

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: VRT-043198 generated from the prodrug belnacasan (VX-765) is a potent and selective inhibitor of caspase-1 from Vertex. When administered orally to mice, it inhibits lipopolysaccharide-induced cytokine secretion and reduces disease severity and the expression of inflammatory mediators in models of rheumatoid arthritis and skin inflammation, suggesting that as a cytokine inhibitor it could be useful for treatment of inflammatory diseases [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 12
Topological polar surface area 158.9
Molecular weight 480.18
XLogP 1.34
No. Lipinski's rules broken 0
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Canonical SMILES O=CC(NC(=O)C1CCCN1C(=O)C(C(C)(C)C)NC(=O)c1ccc(c(c1)Cl)N)CC(=O)O
Isomeric SMILES O=C[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)(C)C)NC(=O)c1ccc(c(c1)Cl)N)CC(=O)O
InChI InChI=1S/C22H29ClN4O6/c1-22(2,3)18(26-19(31)12-6-7-15(24)14(23)9-12)21(33)27-8-4-5-16(27)20(32)25-13(11-28)10-17(29)30/h6-7,9,11,13,16,18H,4-5,8,10,24H2,1-3H3,(H,25,32)(H,26,31)(H,29,30)/t13-,16-,18+/m0/s1
Classification Click here for help
Compound class Synthetic organic
Prodrug belnacasan
Database Links Click here for help
GtoPdb PubChem SID 315661119
PubChem CID 11443029
Search Google for chemical match using the InChIKey SOZONDBMOYWSRW-QANKJYHBSA-N
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