IMPPAT Phytochemical information: 
Isocitric acid
Isocitric acid
Summary

SMILES: OC(=O)CC(C(C(=O)O)O)C(=O)O
InChI: InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)
InChIKey: ODBLHEXUDAPZAU-UHFFFAOYSA-N
DeepSMILES: OC=O)CCCC=O)O))O))C=O)O
Functional groups: CC(=O)O; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tricarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty Acids and Conjugates
NP Classifier Class: Dicarboxylic acids
Synonymous chemical names:
isocitric, isocitric acid, isocitric-acid
External chemical identifiers:
CID:1198; ChEMBL:CHEMBL539669; ChEBI:30887; FDASRS:9RW6G5D4MQ; SureChEMBL:SCHEMBL8373; MolPort-004-964-128
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isocitric acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 192.12
Log P RDKit -1.39
Topological polar surface area (Å2) RDKit 132.13
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.33
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 5
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
Isocitric 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 2
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 0.421
Isocitric 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 Low
Log Kp (Skin permeation, cm/s) SwissADME -8.75
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
Isocitric acid
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000205402DLD900
ENSP00000216254ACO2989
ENSP00000217901IDH3G968
ENSP00000222673OGDH938
ENSP00000258886IREB2826
ENSP00000260985IDH1998
ENSP00000264663NNT940
ENSP00000299518IDH3A973
ENSP00000309477ACO1998
ENSP00000331897IDH2998
ENSP00000335304DLST900
ENSP00000342056CS918
ENSP00000355601EGLN1800
ENSP00000370223IDH3B972
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.