compound 13b [PMID: 18412317]   Click here for help

GtoPdb Ligand ID: 2988

Compound class: Synthetic organic
Comment: ChEMBL represents this compound without the charges.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 153.21
Molecular weight 484.21
XLogP 2.6
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(CC(CC(=O)[O-])O)C=Cc1c(nc(nc1c1ccc(cc1)F)N(c1nnnn1C)C)C(C)C
Isomeric SMILES O[C@@H](C[C@H](CC(=O)[O-])O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(c1nnnn1C)C)C(C)C
InChI InChI=1S/C23H28FN7O4/c1-13(2)20-18(10-9-16(32)11-17(33)12-19(34)35)21(14-5-7-15(24)8-6-14)26-22(25-20)30(3)23-27-28-29-31(23)4/h5-10,13,16-17,32-33H,11-12H2,1-4H3,(H,34,35)/p-1/b10-9+/t16-,17-/m1/s1
InChI Key KOTLFRFIWUOROR-VEUZHWNKSA-M
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
hydroxymethylglutaryl-CoA reductase Rn Inhibitor Inhibition 9.3 pIC50 - 1
pIC50 9.3 (IC50 5x10-10 M) [1]
Description: In vitro inhibition of HMG-CoA reductase
Conditions: Rat hepatic microsomes, measuring [14C]HMG-CoA to [14C]mevalonic acid