3-hydroxy-3-methyl-6-phosphohexanoic acid   Click here for help

GtoPdb Ligand ID: 3202

Compound class: Synthetic organic
Comment: An isosteric analogue of (R)-5-phosphomevalonate [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 124.87
Molecular weight 226.06
XLogP -1.32
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)CC(CCCP(=O)(O)O)(O)C
Isomeric SMILES OC(=O)CC(CCCP(=O)(O)O)(O)C
InChI InChI=1S/C7H15O6P/c1-7(10,5-6(8)9)3-2-4-14(11,12)13/h10H,2-5H2,1H3,(H,8,9)(H2,11,12,13)
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 Rn Inhibitor Inhibition 3.8 pKi - 1
pKi 3.8 (Ki 1.45x10-4 M) [1]
Conditions: Concentration of (R)-mevalonate: 50µM. Substrate: inhibitor ratio of 1.45.