PF-543   

GtoPdb Ligand ID: 6623

Synonyms: compound 22a [PMID: 22397330] | PF 543 | sphingosine kinase 1 Inhibitor II
Compound class: Synthetic organic
Comment: PF-543 is a selective inhibitor of sphingosine kinase-1 [2]. It is >100-fold selective for SphK1 over the SphK2 isoform.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 75.22
Molecular weight 465.2
XLogP 4.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC1CCCN1Cc1ccc(cc1)COc1cc(C)cc(c1)CS(=O)(=O)c1ccccc1
Isomeric SMILES OC[C@H]1CCCN1Cc1ccc(cc1)COc1cc(C)cc(c1)CS(=O)(=O)c1ccccc1
InChI InChI=1S/C27H31NO4S/c1-21-14-24(20-33(30,31)27-7-3-2-4-8-27)16-26(15-21)32-19-23-11-9-22(10-12-23)17-28-13-5-6-25(28)18-29/h2-4,7-12,14-16,25,29H,5-6,13,17-20H2,1H3/t25-/m1/s1
InChI Key NPUXORBZRBIOMQ-RUZDIDTESA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
sphingosine kinase 1 Hs Inhibitor Inhibition 8.4 pKi - 2
pKi 8.4 (Ki 3.6x10-9 M) [2]
sphingosine kinase 1 Hs Inhibitor Inhibition 8.6 – 8.7 pIC50 - 1-2
pIC50 8.7 (IC50 2x10-9 M) [2]
pIC50 8.6 (IC50 2.7x10-9 M) [1]
sphingosine kinase 2 Hs Inhibitor Inhibition 6.4 pIC50 - 1
pIC50 6.4 (IC50 3.56x10-7 M) [1]