BC-1215   Click here for help

GtoPdb Ligand ID: 12671

Synonyms: BC 1215 | BC1215
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: BC-1215 has been reported as an inhibitor of cytokine release that acts by targeting the ApaG motif in the C-terminal domain of ubiquitin E3 ligase F box component (Fbxo3) [2-4]. It blocks Fbxo3 interaction with the TRAF inhibitory protein Fbxl2, which results in elevation of Fbxl2-mediated degradation of TRAF proteins and ultimately decreases release of pro-inflammatory cytokines from monocytes. BC-1215 maps to compound 005 in patent US20180071232A, in which it is claimed for potential to treat inflammatory respiratory disease or injury [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 48.78
Molecular weight 394.51
XLogP 0.59
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C1=CC(=NC=C1)C2=CC=C(C=C2)CNCCNCC3=CC=C(C=C3)C4=NC=CC=C4
Isomeric SMILES C1=CC=NC(=C1)C2=CC=C(C=C2)CNCCNCC3=CC=C(C=C3)C4=CC=CC=N4
InChI InChI=1S/C26H26N4/c1-3-15-29-25(5-1)23-11-7-21(8-12-23)19-27-17-18-28-20-22-9-13-24(14-10-22)26-6-2-4-16-30-26/h1-16,27-28H,17-20H2
InChI Key IXEPQJQQSLMESJ-UHFFFAOYSA-N
References
1. Chen B, Mallampalli R. (2018)
Compositions and methods for treating respiratory injury or disease.
Patent number: US20180071232A. Assignee: University of Pittsburgh , US Department of Veterans Affairs VA. Priority date: 17/11/2017. Publication date: 15/03/2018.
2. Hung KY, Liao WI, Pao HP, Wu SY, Huang KL, Chu SJ. (2019)
Targeting F-Box Protein Fbxo3 Attenuates Lung Injury Induced by Ischemia-Reperfusion in Rats.
Front Pharmacol, 10: 583. [PMID:31178737]
3. Jeon S, Kang J, Lee SB. (2023)
BC-1215 inhibits ATP-induced IL-1β secretion via the FBXL2-mediated ubiquitination and degradation of not only NLRP3, but also pro-IL-1β in LPS-primed THP-1 cells.
Biochem Biophys Res Commun, 657: 128-135. [PMID:37004285]
4. Mallampalli RK, Coon TA, Glasser JR, Wang C, Dunn SR, Weathington NM, Zhao J, Zou C, Zhao Y, Chen BB. (2013)
Targeting F box protein Fbxo3 to control cytokine-driven inflammation.
J Immunol, 191 (10): 5247-55. [PMID:24123678]