IMPPAT Phytochemical information: 
4-(1-Methylpiperidin-4-yl)benzene-1,2-diol

4-(1-Methylpiperidin-4-yl)benzene-1,2-diol
Summary

SMILES: CN1CCC(CC1)c1ccc(c(c1)O)O
InChI: InChI=1S/C12H17NO2/c1-13-6-4-9(5-7-13)10-2-3-11(14)12(15)8-10/h2-3,8-9,14-15H,4-7H2,1H3
InChIKey: JKYGPAJMFOJYKA-UHFFFAOYSA-N
DeepSMILES: CNCCCCC6))cccccc6)O))O
Scaffold Graph/Node/Bond level: c1ccc(C2CCNCC2)cc1
Scaffold Graph/Node level: C1CCC(C2CCNCC2)CC1
Scaffold Graph level: C1CCC(C2CCCCC2)CC1
Functional groups: CN(C)C; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Piperidines
ClassyFire Subclass: Phenylpiperidines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
1-methyl-4[4,5-dihydroxyphenyl]-hexahydropyridine
External chemical identifiers:
CID:CID_610035; ChEMBL:CHEMBL321432; ZINC:ZINC000026943585; SureChEMBL:SCHEMBL8381137
Chemical structure download


4-(1-Methylpiperidin-4-yl)benzene-1,2-diol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 207.27
Log P RDKit 1.91
Topological polar surface area (Å2) RDKit 43.7
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
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 6
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


4-(1-Methylpiperidin-4-yl)benzene-1,2-diol
Drug-likeness
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 0
Ghose filter RDKit Passed
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 0.691244


4-(1-Methylpiperidin-4-yl)benzene-1,2-diol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.44
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes


4-(1-Methylpiperidin-4-yl)benzene-1,2-diol
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001335ENSG00000151552QDPR5860ChEMBL