DF2755A   Click here for help

GtoPdb Ligand ID: 12230

Synonyms: DF 2755A | DF-2755A
Compound class: Synthetic organic
Comment: DF2755A inhibits CXCL8 (IL-8) signalling via its endogenous chemokine receptors CXCR1 and CXCR2 [2]. It does not alter the binding affinity of CXCL8 for either receptor, indicating that it is behaving as a negative allosteric modulator (NAM). 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].
We show the carboxylic acid parent form for this compound, but DF2755A is used as the sodium salt.
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 316.3
XLogP 2.7
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 C[C@@H](c1ccc(cc1)Nc1scc(n1)C(F)(F)F)C(=O)O
Isomeric SMILES C[C@H](C(=O)O)c1ccc(Nc2nc(cs2)C(F)(F)F)cc1
InChI InChI=1S/C13H11F3N2O2S/c1-7(11(19)20)8-2-4-9(5-3-8)17-12-18-10(6-21-12)13(14,15)16/h2-7H,1H3,(H,17,18)(H,19,20)/t7-/m0/s1
InChI Key OUGCUPYREMACGK-ZETCQYMHSA-N

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