STING agonist 3   Click here for help

GtoPdb Ligand ID: 10128

Synonyms: compound 3 [PMID: 30405246] | diABZI | diABZI STING agonist-1
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: This compound is an optimised derivative of STING agonist 2 that has improved solubility and improved potency in primary cells [4]. Like agonist 2 it is one of the chemical structures claimed in GlaxoSmithKline's patent WO2017175147A1 [1]. it behaves as a cyclic dinucleotide mimic to activate the STING pathway.

SARS-CoV-2: Preclinical experimental evidence (in mice) suggests that this STING agonist may be effective in controlling infection by a range of SARS-CoV-2 variants, including B.1.351 (the beta variant [3]) [2]. The mechanistic hypothesis is that directly activating STING transiently stimulates interferon (IFN) signalling and circumvents the virus' ability to block IFN activation in infected respiratory epithelial cells, and re-establishes the innate immune response to infection.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 4
Rotatable bonds 20
Topological polar surface area 246.59
Molecular weight 849.4
XLogP 2.36
No. Lipinski's rules broken 2
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Canonical SMILES COc1cc(cc2c1n(CC=CCn1c(NC(=O)c3cc(nn3CC)C)nc3c1c(OCCCN1CCOCC1)cc(c3)C(=O)N)c(n2)NC(=O)c1cc(nn1CC)C)C(=O)N
Isomeric SMILES COc1cc(cc2c1n(C/C=C/Cn1c(NC(=O)c3cc(nn3CC)C)nc3c1c(OCCCN1CCOCC1)cc(c3)C(=O)N)c(n2)NC(=O)c1cc(nn1CC)C)C(=O)N
InChI InChI=1S/C42H51N13O7/c1-6-54-31(19-25(3)49-54)39(58)47-41-45-29-21-27(37(43)56)23-33(60-5)35(29)52(41)12-8-9-13-53-36-30(46-42(53)48-40(59)32-20-26(4)50-55(32)7-2)22-28(38(44)57)24-34(36)62-16-10-11-51-14-17-61-18-15-51/h8-9,19-24H,6-7,10-18H2,1-5H3,(H2,43,56)(H2,44,57)(H,45,47,58)(H,46,48,59)/b9-8+
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 3 [PMID: 30405246] | diABZI | diABZI STING agonist-1
Database Links Click here for help
GtoPdb PubChem SID 381118838
PubChem CID 131986624
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