compound 18t [PMID: 8246237]   Click here for help

GtoPdb Ligand ID: 2996

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 97.89
Molecular weight 539.23
XLogP 5.59
No. Lipinski's rules broken 1
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Canonical SMILES OC(CC(CC(=O)[O-])O)C=Cc1c2CCCC(c2nn1c1ccc(cc1)F)Cc1ccc(cc1)c1ccccc1
Isomeric SMILES O[C@@H](C[C@H](CC(=O)[O-])O)/C=C/c1c2CCCC(c2nn1c1ccc(cc1)F)Cc1ccc(cc1)c1ccccc1
InChI InChI=1S/C33H33FN2O4/c34-26-13-15-27(16-14-26)36-31(18-17-28(37)20-29(38)21-32(39)40)30-8-4-7-25(33(30)35-36)19-22-9-11-24(12-10-22)23-5-2-1-3-6-23/h1-3,5-6,9-18,25,28-29,37-38H,4,7-8,19-21H2,(H,39,40)/p-1/b18-17+/t25?,28-,29-/m1/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
hydroxymethylglutaryl-CoA reductase Rn Inhibitor Inhibition 8.5 pIC50 - 1
pIC50 8.5 (IC50 3x10-9 M) [1]
Description: Inhibition of HMG-CoA reductase
Conditions: Substrate concentrations: 2.8mM NADPH, 0.1 mM HMG-CoA. Inhibitory activity against partially purified rat liver HMG-CoA reductase in vitro.