compound 3f [PMID: 7966163]   Click here for help

GtoPdb Ligand ID: 3116

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 26
Topological polar surface area 232.65
Molecular weight 798.35
XLogP 5.74
No. Lipinski's rules broken 3
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Canonical SMILES CC(=O)OC(C(Cc1ccccc1)C)C(=C)CCC12OC(C(=O)O)C(C(O1)(C(C2O)OC(=O)CCCCCCCCCCOc1ccccc1)C(=O)O)(O)C(=O)O
Isomeric SMILES CC(=O)O[C@@H]([C@@H](Cc1ccccc1)C)C(=C)CCC12OC(C(=O)O)C(C(O1)([C@@H]([C@H]2O)OC(=O)CCCCCCCCCCOc1ccccc1)C(=O)O)(O)C(=O)O
InChI InChI=1S/C42H54O15/c1-27(33(54-29(3)43)28(2)26-30-18-12-10-13-19-30)23-24-40-34(45)35(42(57-40,39(50)51)41(52,38(48)49)36(56-40)37(46)47)55-32(44)22-16-8-6-4-5-7-9-17-25-53-31-20-14-11-15-21-31/h10-15,18-21,28,33-36,45,52H,1,4-9,16-17,22-26H2,2-3H3,(H,46,47)(H,48,49)(H,50,51)/t28-,33-,34-,35-,36?,40?,41?,42?/m1/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
squalene synthase Rn Inhibitor Inhibition 9.9 pIC50 - 1
pIC50 9.9 (IC50 1.3x10-10 M) [1]
Description: Tested for inhibition against squalene synthase enzyme in rat liver
Conditions: Substrate concentration: 5µM FPP