compound 4d [PMID: 2296036]   Click here for help

GtoPdb Ligand ID: 2969

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 59.42
Molecular weight 419.19
XLogP 5.26
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCc1nc(cc(c1CCC1CC(O)CC(=O)O1)c1ccc(cc1)F)c1ccccc1
Isomeric SMILES CCc1nc(cc(c1CCC1C[C@@H](O)CC(=O)O1)c1ccc(cc1)F)c1ccccc1
InChI InChI=1S/C26H26FNO3/c1-2-24-22(13-12-21-14-20(29)15-26(30)31-21)23(17-8-10-19(27)11-9-17)16-25(28-24)18-6-4-3-5-7-18/h3-11,16,20-21,29H,2,12-15H2,1H3/t20-,21?/m1/s1
InChI Key PNHBRYIAJCYNDA-VQCQRNETSA-N
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: In vitro inhibition of HMG-CoA reductase
Conditions: Concentration of substrates: NADP=50mM HMG-CoA=0.91mM. Rat liver enzyme