PFK15   

GtoPdb Ligand ID: 9562

Synonyms: PFK-015
Compound class: Synthetic organic
Comment: PFK15 is a small molecule inhibitor of the metabolic sugar phosphatase PFKFB3 initially investigated for anti-cancer effects [1], and more recently predicted to be of clinical benefit in the management of joint destruction in rheumatoid arthritis [2].
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 42.85
Molecular weight 260.09
XLogP 2.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(c1ccncc1)C=Cc1ccc2c(n1)cccc2
Isomeric SMILES O=C(c1ccncc1)C=Cc1ccc2c(n1)cccc2
InChI InChI=1S/C17H12N2O/c20-17(14-9-11-18-12-10-14)8-7-15-6-5-13-3-1-2-4-16(13)19-15/h1-12H
InChI Key UJJUKZPBUMCSJZ-UHFFFAOYSA-N
References
1. Clem BF, O'Neal J, Tapolsky G, Clem AL, Imbert-Fernandez Y, Kerr 2nd DA, Klarer AC, Redman R, Miller DM, Trent JO et al.. (2013)
Targeting 6-phosphofructo-2-kinase (PFKFB3) as a therapeutic strategy against cancer.
Mol. Cancer Ther., 12 (8): 1461-70. [PMID:23674815]
2. Zou Y, Zeng S, Huang M, Qiu Q, Xiao Y, Shi M, Zhan Z, Liang L, Yang X, Xu H. (2017)
Inhibition of 6-phosphofructo-2-kinase suppresses fibroblast-like synoviocytes-mediated synovial inflammation and joint destruction in rheumatoid arthritis.
Br. J. Pharmacol., 174 (9): 893-908. [PMID:28239846]