DF2726   Click here for help

GtoPdb Ligand ID: 12231

Synonyms: DF2726 (acid form) | DF2726A (sodium salt)
Compound class: Synthetic organic
Comment: DF2726 is a non-competitive, negative allosteric modulator of CXCL8 (IL-8) signalling via its endogenous chemokine receptors CXCR1 and CXCR2 [1]. Its chemical structure was claimed in patent EP3192504A1 [2], and it appears to be structurally related to DF2755A. Activation of the IL-8 pathway has been linked to the development of chemotherapy-induced neuropathic pain. It is predicted that inhibition of this mechanism might offer clinical utility for cancer patients who experience chemotherapy-induced peripheral neuropathy [1].
DF2726A refers to the sodium salt formulation that is used for in vitro and in vivo studies.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 90.46
Molecular weight 330.33
XLogP 3.41
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(c1ccc(cc1)Nc1scc(n1)C(F)(F)F)(C)C
Isomeric SMILES CC(C(=O)O)(C)c1ccc(cc1)Nc1scc(n1)C(F)(F)F
InChI InChI=1S/C14H13F3N2O2S/c1-13(2,11(20)21)8-3-5-9(6-4-8)18-12-19-10(7-22-12)14(15,16)17/h3-7H,1-2H3,(H,18,19)(H,20,21)
InChI Key TVKXUJXIOMUVFS-UHFFFAOYSA-N