geranylgeranyl diphosphate   Click here for help

GtoPdb Ligand ID: 3052

Synonyms: all-trans-geranylgeranyl diphosphate | all-trans-geranylgeranyl-PP | geranylgeranyl pyrophosphate | geranylgeranyl-PP | GGPP
PDB Ligand
Compound class: Metabolite
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 132.91
Molecular weight 450.19
XLogP 3.71
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(=CCCC(=CCOP(=O)(OP(=O)(O)O)O)C)CCC=C(CCC=C(C)C)C
Isomeric SMILES C/C(=C\CC/C(=C/COP(=O)(OP(=O)(O)O)O)/C)/CC/C=C(/CCC=C(C)C)\C
InChI InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+
InChI Key OINNEUNVOZHBOX-QIRCYJPOSA-N
Natural/Endogenous Targets
Target
geranylgeranyl diphosphate synthase
mevalonate kinase
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
geranylgeranyl diphosphate synthase
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
mevalonate kinase Ligand is endogenous in the given species Hs Inhibitor Feedback inhibition 7.2 pKi - 1
pKi 7.2 (Ki 5.9x10-8 M) [1]
Description: recombinant enzyme expressed in E coli cells. Spectrophotometric assay
Conditions: pH 7.0, 25°C. Saturating concentrations of substrates, 0.16-5mM ATP
geranylgeranyl diphosphate synthase Ligand is endogenous in the given species Hs Inhibitor Feedback inhibition 4.6 pKi - 2
pKi 4.6 (2.5x10-5 M) [2]
Description: recombinant human protein expressed in E coli, in vitro assay
Conditions: The concentration of GGPP varied between 0.4-40µM. pH 7.7, 37°C