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
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
1. Herdendorf TJ, Miziorko HM. (2006)
Phosphomevalonate kinase: functional investigation of the recombinant human enzyme.
Biochemistry, 45 (10): 3235-42. [PMID:16519518]
2. Herdendorf TJ, Miziorko HM. (2007)
Functional evaluation of conserved basic residues in human phosphomevalonate kinase.
Biochemistry, 46 (42): 11780-8. [PMID:17902708]
3. Michihara A, Sawamura M, Nara Y, Ikeda K, Yamori Y. (1997)
Purification and characterization of two mevalonate pyrophosphate decarboxylases from rat liver: a novel molecular species of 37 kDa.
J. Biochem., 122 (3): 647-54. [PMID:9348097]
4. Qiu Y, Gao J, Guo F, Qiao Y, Li D. (2007)
Mutation and inhibition studies of mevalonate 5-diphosphate decarboxylase.
Bioorg. Med. Chem. Lett., 17 (22): 6164-8. [PMID:17888661]
5. Qiu Y, Li D. (2006)
Inhibition of mevalonate 5-diphosphate decarboxylase by fluorinated substrate analogs.
Biochim. Biophys. Acta, 1760 (7): 1080-7. [PMID:16626865]
6. Toth MJ, Huwyler L, Park J. (1996)
Purification of rat liver mevalonate pyrophosphate decarboxylase.
Prep. Biochem. Biotechnol., 26 (1): 47-51. [PMID:8744421]
7. Voynova NE, Fu Z, Battaile KP, Herdendorf TJ, Kim JJ, Miziorko HM. (2008)
Human mevalonate diphosphate decarboxylase: characterization, investigation of the mevalonate diphosphate binding site, and crystal structure.
Arch. Biochem. Biophys., 480 (1): 58-67. [PMID:18823933]