compound 4e [PMID: 7966163]   Click here for help

GtoPdb Ligand ID: 3090

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 6
Rotatable bonds 28
Topological polar surface area 244.68
Molecular weight 827.37
XLogP 5.91
No. Lipinski's rules broken 4
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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)NCCCCCCCCCCCOc1ccccc1)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)NCCCCCCCCCCCOc1ccccc1)C(=O)O)(O)C(=O)O
InChI InChI=1S/C43H57NO15/c1-28(33(56-30(3)45)29(2)27-31-19-13-11-14-20-31)23-24-41-34(46)35(43(59-41,39(51)52)42(54,38(49)50)36(58-41)37(47)48)57-40(53)44-25-17-9-7-5-4-6-8-10-18-26-55-32-21-15-12-16-22-32/h11-16,19-22,29,33-36,46,54H,1,4-10,17-18,23-27H2,2-3H3,(H,44,53)(H,47,48)(H,49,50)(H,51,52)/t29-,33-,34-,35-,36?,41?,42?,43?/m1/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
squalene synthase Rn Inhibitor Inhibition 10.1 pIC50 - 1
pIC50 10.1 (IC50 7x10-11 M) [1]
Description: Tested for inhibition against squalene synthase enzyme in rat liver
Conditions: Substrate concentration: 5µM FPP