IMPPAT Phytochemical information: 
Catechol
Catechol
Summary

SMILES: Oc1ccccc1O
InChI: InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H
InChIKey: YCIMNLLNPGFGHC-UHFFFAOYSA-N
DeepSMILES: Occcccc6O
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: Benzenediols
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
(+)-catechol, (+)-pyrocatechol, (+)catechol, catechol, catechol(pyrocatechin), pyrocatechol
Covalent inhibitor with Warhead::
CovPDB:COVPDB623 {covpdbwh_formatted};
External chemical identifiers:
CID:289; ChEMBL:CHEMBL280998; ChEBI:18135; ZINC:ZINC000013512214; FDASRS:LF3AJ089DQ; SureChEMBL:SCHEMBL18351; MolPort-000-871-939
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Catechol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 110.11
Log P RDKit 1.1
Topological polar surface area (Å2) RDKit 40.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 8
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1
Catechol
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4907
Catechol
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.35
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Catechol
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000221403DHDH911
ENSP00000225275MPO727
ENSP00000225371EPX705
ENSP00000262290LPO811
ENSP00000263126AKR1C4835
ENSP00000263321TYR978
ENSP00000265462PRDX5814
ENSP00000277480LCN2896
ENSP00000278715HMBS700
ENSP00000305742LRTOMT961
ENSP00000311032CASP3727
ENSP00000312286PLA2G1B794
ENSP00000319622SULT1C2700
ENSP00000321988SULT1A1700
ENSP00000330237CASP9700
ENSP00000333994HBB700
ENSP00000338742SULT1A2700
ENSP00000343645SULT1A3734
ENSP00000351273CASP8700
ENSP00000354511COMT951
ENSP00000358327CASP7700
ENSP00000370254AKR1C1835
ENSP00000387662GCG800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.