compound 69 [PMID: 19136975]   Click here for help

GtoPdb Ligand ID: 8782

Compound class: Synthetic organic
Comment: Compound 69 is a phospholipase D inhibitor with approximately 20-fold selectivity for PLD1 over PLD2 [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 6
Topological polar surface area 70.13
Molecular weight 462.18
XLogP 4.56
No. Lipinski's rules broken 0
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Canonical SMILES CC(NC(=O)c1ccc2c(c1)cccc2)CN1CCC(CC1)n1c(=O)[nH]c2c1ccc(c2)Cl
Isomeric SMILES C[C@H](NC(=O)c1ccc2c(c1)cccc2)CN1CCC(CC1)n1c(=O)[nH]c2c1ccc(c2)Cl
InChI InChI=1S/C26H27ClN4O2/c1-17(28-25(32)20-7-6-18-4-2-3-5-19(18)14-20)16-30-12-10-22(11-13-30)31-24-9-8-21(27)15-23(24)29-26(31)33/h2-9,14-15,17,22H,10-13,16H2,1H3,(H,28,32)(H,29,33)/t17-/m0/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
PLD1 Primary target of this compound Hs Inhibitor Inhibition 7.3 pIC50 - 1
pIC50 7.3 (IC50 4.6x10-8 M) [1]
PLD2 Hs Inhibitor Inhibition 6.0 pIC50 - 1
pIC50 6.0 (IC50 9.33x10-7 M) [1]