SLC4101431   Click here for help

GtoPdb Ligand ID: 10217

Synonyms: compound 20dd [PMID: 28406646]
Compound class: Synthetic organic
Comment: SLC4101431 is a sphihgosine kinase inhibitor with ~100-fold selectivity for the SK2 isozyme compared to SK1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 145.19
Molecular weight 521.2
XLogP 7.04
No. Lipinski's rules broken 1
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Canonical SMILES NC(=N)N1CCCC1Cc1onc(n1)c1ccc(cc1)Nc1scc(n1)c1ccc(cc1)c1ccccc1
Isomeric SMILES NC(=N)N1CCC[C@H]1Cc1onc(n1)c1ccc(cc1)Nc1scc(n1)c1ccc(cc1)c1ccccc1
InChI InChI=1S/C29H27N7OS/c30-28(31)36-16-4-7-24(36)17-26-34-27(35-37-26)22-12-14-23(15-13-22)32-29-33-25(18-38-29)21-10-8-20(9-11-21)19-5-2-1-3-6-19/h1-3,5-6,8-15,18,24H,4,7,16-17H2,(H3,30,31)(H,32,33)/t24-/m0/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
sphingosine kinase 2 Primary target of this compound Hs Inhibitor Inhibition 7.1 pKi - 1
pKi 7.1 (Ki 9x10-8 M) [1]
sphingosine kinase 1 Hs Inhibitor Inhibition 5.1 pKi - 1
pKi 5.1 (Ki 9x10-6 M) [1]