(R)-5-diphosphomevalonate   

GtoPdb Ligand ID: 3047

Synonyms: mevalonate 5-diphosphate
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 190.44
Molecular weight 308.01
XLogP -3.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CC(CCOP(=O)(OP(=O)(O)O)O)(O)C
Isomeric SMILES OC(=O)C[C@@](CCOP(=O)(OP(=O)(O)O)O)(O)C
InChI InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m1/s1
InChI Key SIGQQUBJQXSAMW-ZCFIWIBFSA-N
Natural/Endogenous Targets
Target
phosphomevalonate kinase
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
diphosphomevalonate decarboxylase 3-7
phosphomevalonate kinase 1-2
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
phosphomevalonate kinase Hs Inhibitor Competitive 4.8 pKi - 2
pKi 4.8 (Ki 1.8x10-5 M) [2]
Conditions: ATP concentration constant and saturating, 42-105µM mevalonate 5-phosphate