elubirixin   Click here for help

GtoPdb Ligand ID: 8499

Synonyms: SB 656933 | SB-656933 | SB656933
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Elubirixin (SB-656933) is reported as a CXCR2 selective antagonist [1-2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 119.15
Molecular weight 462.03
XLogP 3.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(Nc1cccc(c1Cl)F)Nc1ccc(c(c1O)S(=O)(=O)N1CCNCC1)Cl
Isomeric SMILES O=C(Nc1cccc(c1Cl)F)Nc1ccc(c(c1O)S(=O)(=O)N1CCNCC1)Cl
InChI InChI=1S/C17H17Cl2FN4O4S/c18-10-4-5-13(23-17(26)22-12-3-1-2-11(20)14(12)19)15(25)16(10)29(27,28)24-8-6-21-7-9-24/h1-5,21,25H,6-9H2,(H2,22,23,26)
InChI Key YQYFEGTYCUQBEI-UHFFFAOYSA-N
References
1. Bachelerie F, Ben-Baruch A, Burkhardt AM, Combadiere C, Farber JM, Graham GJ, Horuk R, Sparre-Ulrich AH, Locati M, Luster AD et al.. (2014)
International Union of Pharmacology. LXXXIX. Update on the extended family of chemokine receptors and introducing a new nomenclature for atypical chemokine receptors.
Pharmacol. Rev., 66 (1): 1-79. [PMID:24218476]
2. Lazaar AL, Sweeney LE, MacDonald AJ, Alexis NE, Chen C, Tal-Singer R. (2011)
SB-656933, a novel CXCR2 selective antagonist, inhibits ex vivo neutrophil activation and ozone-induced airway inflammation in humans.
Br J Clin Pharmacol, 72 (2): 282-93. [PMID:21426372]
3. Moss RB, Mistry SJ, Konstan MW, Pilewski JM, Kerem E, Tal-Singer R, Lazaar AL, CF2110399 Investigators. (2013)
Safety and early treatment effects of the CXCR2 antagonist SB-656933 in patients with cystic fibrosis.
J. Cyst. Fibros., 12 (3): 241-8. [PMID:22995323]