STING agonist 2   Click here for help

GtoPdb Ligand ID: 10127

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: This compound is a potent agonist of the stimulator of interferon genes (STING) protein, which is an intracellular detector/receptor of pathogen-derived and self DNA in the cytosol [2]. It was designed to be a systemically active immune-modifying anti-cancer therapeutic, with the potential to outperfom existing modified cyclic dinucleotide-based cGAMP (the endogenous STING agonist) development compounds, which are generally active by intratumoral delivery in a restricted range of accessible tumours. It is one of the chemical structures claimed in GlaxoSmithKline's patent WO2017175147A1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 15
Topological polar surface area 215.66
Molecular weight 678.31
XLogP 2.83
No. Lipinski's rules broken 2
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Canonical SMILES CCn1nc(cc1C(=O)Nc1nc2c(n1CCCCn1c(NC(=O)c3cc(nn3CC)C)nc3c1ccc(c3)C(=O)N)ccc(c2)C(=O)N)C
Isomeric SMILES CCn1nc(cc1C(=O)Nc1nc2c(n1CCCCn1c(NC(=O)c3cc(nn3CC)C)nc3c1ccc(c3)C(=O)N)ccc(c2)C(=O)N)C
InChI InChI=1S/C34H38N12O4/c1-5-45-27(15-19(3)41-45)31(49)39-33-37-23-17-21(29(35)47)9-11-25(23)43(33)13-7-8-14-44-26-12-10-22(30(36)48)18-24(26)38-34(44)40-32(50)28-16-20(4)42-46(28)6-2/h9-12,15-18H,5-8,13-14H2,1-4H3,(H2,35,47)(H2,36,48)(H,37,39,49)(H,38,40,50)
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Compound class Synthetic organic
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GtoPdb PubChem SID 381118837
PubChem CID 132000066
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