CYM-50308   Click here for help

GtoPdb Ligand ID: 10311

Synonyms: CYM 50308 | CYM50308
Compound class: Synthetic organic
Comment: Potent and selective sphingosine-1-phosphate receptor 4 (S1P4) agonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 71.61
Molecular weight 405.13
XLogP 3.01
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COCCN=C1SC(=Cc2cc(n(c2C)c2ccc(cc2F)F)C)C(=O)N1C
Isomeric SMILES COCCN=C1S/C(=C\c2cc(n(c2C)c2ccc(cc2F)F)C)/C(=O)N1C
InChI InChI=1S/C20H21F2N3O2S/c1-12-9-14(13(2)25(12)17-6-5-15(21)11-16(17)22)10-18-19(26)24(3)20(28-18)23-7-8-27-4/h5-6,9-11H,7-8H2,1-4H3/b18-10-,23-20?
InChI Key BKQZKTRCUAWRHT-ONBPWHQPSA-N
References
1. Urbano M, Guerrero M, Velaparthi S, Crisp M, Chase P, Hodder P, Schaeffer MT, Brown S, Rosen H, Roberts E. (2011)
Discovery, synthesis and SAR analysis of novel selective small molecule S1P4-R agonists based on a (2Z,5Z)-5-((pyrrol-3-yl)methylene)-3-alkyl-2-(alkylimino)thiazolidin-4-one chemotype.
Bioorg Med Chem Lett, 21 (22): 6739-45. [PMID:21982495]