GSK1795091   Click here for help

GtoPdb Ligand ID: 11150

Synonyms: compound 4 [PMID: 18835160] | CRX-601 | CRX601 | GSK'091 | GSK-1795091
Compound class: Synthetic organic
Comment: GSK1795091 is a dendritic glycolipid TLR4 agonist with potential immunoadjuvant activity [2-3]. Structurally it is a mimetic of bacterial lipid A [1]. TLR4 plays a key role in the activation of the innate immune response. Activating TLR4 stimulates dendritic cells (DCs), monocytes and macrophages to increase production of pro-inflammatory cytokines (IFNγ, TNFα, interleukins (IL), IL-1 beta, -6 and -12). This mechanism produces a Th1 immune response that offers adjuvant potential in combination with tumour antigen vaccines, and a subsequent cytotoxic T-lymphocyte response against the targeted tumour cells. It also enhances the immune response to checkpoint inhibitor cancer therapies.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 6
Rotatable bonds 79
Topological polar surface area 264.75
Molecular weight 1445.13
XLogP 26.84
No. Lipinski's rules broken 4
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InChI InChI=1S/C81H157N2O16P/c1-7-13-19-25-31-37-40-46-52-58-69(93-61-55-49-43-34-28-22-16-10-4)64-74(85)82-72(80(88)89)68-96-81-77(83-75(86)65-70(59-53-47-41-38-32-26-20-14-8-2)94-62-56-50-44-35-29-23-17-11-5)79(78(73(67-84)97-81)99-100(90,91)92)98-76(87)66-71(60-54-48-42-39-33-27-21-15-9-3)95-63-57-51-45-36-30-24-18-12-6/h69-73,77-79,81,84H,7-68H2,1-6H3,(H,82,85)(H,83,86)(H,88,89)(H2,90,91,92)/t69-,70-,71-,72+,73-,77-,78-,79-,81-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
compound 4 [PMID: 18835160] | CRX-601 | CRX601 | GSK'091 | GSK-1795091
Database Links Click here for help
ChEMBL Ligand CHEMBL507938
GtoPdb PubChem SID 434122210
PubChem CID 25127152
Search Google for chemical match using the InChIKey ICLAYQQKWJGHBV-XJZMHMBSSA-N
Search Google for chemicals with the same backbone ICLAYQQKWJGHBV
UniChem Compound Search for chemical match using the InChIKey ICLAYQQKWJGHBV-XJZMHMBSSA-N
UniChem Connectivity Search for chemical match using the InChIKey ICLAYQQKWJGHBV-XJZMHMBSSA-N