IMPPAT Phytochemical information: 
Mevalonic acid
Mevalonic acid
Summary

SMILES: OCC[C@](CC(=O)O)(O)C
InChI: InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1
InChIKey: KJTLQQUUPVSXIM-ZCFIWIBFSA-N
DeepSMILES: OCC[C@]CC=O)O)))O)C
Functional groups: CC(=O)O; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty acids and conjugates
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty Acids and Conjugates
NP Classifier Class: Hydroxy fatty acids
Synonymous chemical names:
mevalonic acid
External chemical identifiers:
CID:439230; ChEMBL:CHEMBL1794734; ChEBI:17710; ZINC:ZINC000000895221; SureChEMBL:SCHEMBL120275
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Mevalonic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 148.16
Log P RDKit -0.41
Topological polar surface area (Å2) RDKit 77.76
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 10
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.83
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0
Mevalonic acid
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.5063
Mevalonic acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.94
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Mevalonic acid
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000220584FDFT1734
ENSP00000221515RETN800
ENSP00000228510MVK994
ENSP00000261693SCARB1825
ENSP00000263341IL1B818
ENSP00000264896SCARB2815
ENSP00000287936HMGCR997
ENSP00000295897ALB823
ENSP00000304283RAC3829
ENSP00000308165CD36800
ENSP00000308227HMGA1910
ENSP00000312652LEP800
ENSP00000322706HMGCS1933
ENSP00000334145F3851
ENSP00000342007CYP1A2786
ENSP00000348461RAC1829
ENSP00000357452PMVK957
ENSP00000363868ABCA1832
ENSP00000368104BMP2824
ENSP00000369050CYP1A1800
ENSP00000379739IPP734
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.