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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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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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

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Similar Ligands Click here for help
DF2755A
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