PF-543   Click here for help

GtoPdb Ligand ID: 6623

Synonyms: compound 22a [PMID: 22397330] | PF 543 | sphingosine kinase 1 Inhibitor II
PDB Ligand
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.
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2D Structure
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(2R)-1-[(4-{3-[(benzenesulfonyl)methyl]-5-methylphenoxymethyl}phenyl)methyl]pyrrolidin-2-yl]methanol
Synonyms Click here for help
compound 22a [PMID: 22397330] | PF 543 | sphingosine kinase 1 Inhibitor II
Database Links Click here for help
CAS Registry No. 1415562-82-1 (source: Scifinder)
ChEMBL Ligand CHEMBL3134157
GtoPdb PubChem SID 178103236
PubChem CID 66577038
RCSB PDB Ligand GYR
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SynPHARM 78563 (in complex with sphingosine kinase 1)