compound 55 [PMID: 30889352]   Click here for help

GtoPdb Ligand ID: 11145

Compound class: Synthetic organic
Comment: Compound 55 is sphingosine kinase inhibitor [1]. It is selective for SPHK2.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 41.93
Molecular weight 437.18
XLogP 5.48
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES OC[C@H]1CCCN1Cc1ccc(cc1)COc1cccc(c1)OCc1ccc(cc1)Cl
Isomeric SMILES OC[C@H]1CCCN1Cc1ccc(cc1)COc1cccc(c1)OCc1ccc(cc1)Cl
InChI InChI=1S/C26H28ClNO3/c27-23-12-10-22(11-13-23)19-31-26-5-1-4-25(15-26)30-18-21-8-6-20(7-9-21)16-28-14-2-3-24(28)17-29/h1,4-13,15,24,29H,2-3,14,16-19H2/t24-/m1/s1
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 2 Primary target of this compound Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 4.1x10-8 M) [1]
sphingosine kinase 1 Hs Inhibitor Inhibition 5.4 pIC50 - 1
pIC50 5.4 (IC50 4.13x10-6 M) [1]