dimethylallyl diphosphate   Click here for help

GtoPdb Ligand ID: 3049

Synonyms: delta-prenyl diphosphate | di-CH3-allyl-Ppi | dimethylallyl-PP | dimethylallylpyrophosphate | prenyl diphosphate trianion
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 141.4
Molecular weight 242.98
XLogP -1.76
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=CCOP(=O)(OP(=O)([O-])[O-])[O-])C
Isomeric SMILES CC(=CCOP(=O)(OP(=O)([O-])[O-])[O-])C
InChI InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8)/p-3
InChI Key CBIDRCWHNCKSTO-UHFFFAOYSA-K
Natural/Endogenous Targets
Target
mevalonate kinase
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
farnesyl diphosphate synthase 2
geranylgeranyl diphosphate synthase
isopentenyl-diphosphate Δ-isomerase 2
isopentenyl-diphosphate Δ-isomerase 1
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 Competitive 4.7 pKi - 1
pKi 4.7 (Ki 2x10-5 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