IMPPAT Phytochemical information: 
2-[3-(4-Hydroxyphenyl)propyl]-5-methoxyphenol
2-[3-(4-Hydroxyphenyl)propyl]-5-methoxyphenol
Summary

SMILES: COc1ccc(c(c1)O)CCCc1ccc(cc1)O
InChI: InChI=1S/C16H18O3/c1-19-15-10-7-13(16(18)11-15)4-2-3-12-5-8-14(17)9-6-12/h5-11,17-18H,2-4H2,1H3
InChIKey: MSNVBURPCQDLEP-UHFFFAOYSA-N
DeepSMILES: COcccccc6)O))CCCcccccc6))O
Scaffold Graph/Node/Bond level: c1ccc(CCCc2ccccc2)cc1
Scaffold Graph/Node level: C1CCC(CCCC2CCCCC2)CC1
Scaffold Graph level: C1CCC(CCCC2CCCCC2)CC1
Functional groups: cO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Linear 1,3-diarylpropanoids
ClassyFire Subclass: Cinnamylphenols
NP Classifier Biosynthetic pathway: Polyketides|Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids|Aromatic polyketides
NP Classifier Class: Catechols with side chains|Linear diarylheptanoids
Synonymous chemical names:
broussonin a (2-3-(4-hydroxyphenyl)propyl)-5-methoxy-phenol), broussonin a
External chemical identifiers:
CID:CID_5315502; ChEMBL:CHEMBL465879; ZINC:ZINC000013341109; SureChEMBL:SCHEMBL774802; MolPort-019-937-120
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-[3-(4-Hydroxyphenyl)propyl]-5-methoxyphenol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 258.32
Log P RDKit 3.28
Topological polar surface area (Å2) RDKit 49.69
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 3
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 12
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.25
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 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
2-[3-(4-Hydroxyphenyl)propyl]-5-methoxyphenol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.86
2-[3-(4-Hydroxyphenyl)propyl]-5-methoxyphenol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.08
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No