diflapolin   Click here for help

GtoPdb Ligand ID: 10080

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Diflapolin is reported as the first dual inhibitor of 5-LOX activating protein and soluble epoxide hydrolase [1]. Whilst 5-LOX activating protein facilitates 5-LOX-mediated conversion of arachidonic acid to pro-inflammatory leukotrienes, soluble epoxide hydrolase (sEH) degrades anti-inflammatory epoxyeicosatrienoic acids (EETs). Dual inhibition might therefore offer increased efficacy as an anti-inflammatory intervention compared to single target agents.
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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 7
Topological polar surface area 91.49
Molecular weight 457.04
XLogP 5.12
No. Lipinski's rules broken 1
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Canonical SMILES O=C(Nc1ccc(cc1C)OCc1nc2c(s1)cccc2)Nc1ccc(c(c1)Cl)Cl
Isomeric SMILES O=C(Nc1ccc(cc1C)OCc1nc2c(s1)cccc2)Nc1ccc(c(c1)Cl)Cl
InChI InChI=1S/C22H17Cl2N3O2S/c1-13-10-15(29-12-21-26-19-4-2-3-5-20(19)30-21)7-9-18(13)27-22(28)25-14-6-8-16(23)17(24)11-14/h2-11H,12H2,1H3,(H2,25,27,28)
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Molecular structure representations generated using Open Babel