compound 27d [PMID: 28231433]   Click here for help

GtoPdb Ligand ID: 10218

Compound class: Synthetic organic
Comment: Compound 27d is a sphingosine kinase inhibitor with selectivity for the SK2 isozyme [1].
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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 9
Topological polar surface area 61.8
Molecular weight 416.21
XLogP 4.2
No. Lipinski's rules broken 0
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Canonical SMILES OCC1CCCN1Cc1ccc(cc1)COc1cccc(c1)NC(=O)c1ccccc1
Isomeric SMILES OC[C@H]1CCCN1Cc1ccc(cc1)COc1cccc(c1)NC(=O)c1ccccc1
InChI InChI=1S/C26H28N2O3/c29-18-24-9-5-15-28(24)17-20-11-13-21(14-12-20)19-31-25-10-4-8-23(16-25)27-26(30)22-6-2-1-3-7-22/h1-4,6-8,10-14,16,24,29H,5,9,15,17-19H2,(H,27,30)/t24-/m1/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 6.8 pIC50 - 1
pIC50 6.8 (IC50 1.45x10-7 M) [1]
sphingosine kinase 1 Hs Inhibitor Inhibition 5.0 pIC50 - 1
pIC50 5.0 (IC50 9.82x10-6 M) [1]