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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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 316.3
XLogP 2.7
No. Lipinski's rules broken 0
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[4-[[4-(trifluoromethyl)-1,3-thiazol-2-yl]amino]phenyl]propanoic acid
Synonyms Click here for help
DF 2755A | DF-2755A
Database Links Click here for help
ChEMBL Ligand CHEMBL4520228
GtoPdb PubChem SID 473153818
PubChem CID 45110932
Search Google for chemical match using the InChIKey OUGCUPYREMACGK-ZETCQYMHSA-N
Search Google for chemicals with the same backbone OUGCUPYREMACGK
UniChem Compound Search for chemical match using the InChIKey OUGCUPYREMACGK-ZETCQYMHSA-N
UniChem Connectivity Search for chemical match using the InChIKey OUGCUPYREMACGK-ZETCQYMHSA-N