compound 53 [PMID: 33038794]   Click here for help

GtoPdb Ligand ID: 11960

PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a small molecule activator of STING taht was designed by Curadev Pharma for immunomodulatory potential [2]. It targets a pocket in the protein's transmembrane domain [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 49.41
Molecular weight 490.11
XLogP 5.94
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Fc1cc(F)c(c(c1)F)CNC(=O)c1ccc2c(c1)N(Cc1c(F)cccc1Cl)C(=O)C2(C)C
Isomeric SMILES Clc1c(CN2C(=O)C(c3ccc(cc23)C(=O)NCc2c(cc(cc2F)F)F)(C)C)c(ccc1)F
InChI InChI=1S/C25H19ClF4N2O2/c1-25(2)17-7-6-13(23(33)31-11-15-20(29)9-14(27)10-21(15)30)8-22(17)32(24(25)34)12-16-18(26)4-3-5-19(16)28/h3-10H,11-12H2,1-2H3,(H,31,33)
InChI Key OEBVYNULNKSONR-UHFFFAOYSA-N
References
1. Lu D, Shang G, Li J, Lu Y, Bai XC, Zhang X. (2022)
Activation of STING by targeting a pocket in the transmembrane domain.
Nature, 604 (7906): 557-562. [PMID:35388221]
2. Pryde DC, Middya S, Banerjee M, Shrivastava R, Basu S, Ghosh R, Yadav DB, Surya A. (2021)
The discovery of potent small molecule activators of human STING.
Eur J Med Chem, 209: 112869. [PMID:33038794]