IMPPAT Phytochemical information: 
5-Hydroxy-2-(2-phenylethyl)chromen-4-one
5-Hydroxy-2-(2-phenylethyl)chromen-4-one
Summary

SMILES: Oc1cccc2c1c(=O)cc(o2)CCc1ccccc1
InChI: InChI=1S/C17H14O3/c18-14-7-4-8-16-17(14)15(19)11-13(20-16)10-9-12-5-2-1-3-6-12/h1-8,11,18H,9-10H2
InChIKey: OLLHYYCQHNBTQC-UHFFFAOYSA-N
DeepSMILES: Occcccc6c=O)cco6)CCcccccc6
Scaffold Graph/Node/Bond level: O=c1cc(CCc2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(CCC2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(CCC2CCCCC2)CC2CCCCC12
Functional groups: cO; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Chromanes
NP Classifier Class: Chromones
Synonymous chemical names:
5-hydroxy-2-2-phenylethylchromone
External chemical identifiers:
CID:CID_11536299; ChEMBL:CHEMBL479683; SureChEMBL:SCHEMBL16972760
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5-Hydroxy-2-(2-phenylethyl)chromen-4-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 266.3
Log P RDKit 3.28
Topological polar surface area (Å2) RDKit 50.44
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 20
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 15
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 3
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 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
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 3
5-Hydroxy-2-(2-phenylethyl)chromen-4-one
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 0.791064
5-Hydroxy-2-(2-phenylethyl)chromen-4-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.45
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
5-Hydroxy-2-(2-phenylethyl)chromen-4-one
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_000137ENSG00000184984CHRM51133ChEMBL, NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000125ENSG00000101180HRH311255ChEMBL, NPASS
TAR_EXP_000130ENSG00000181072CHRM21129ChEMBL, NPASS
TAR_EXP_001518ENSG00000103546SLC6A26530ChEMBL, NPASS
TAR_EXP_000164ENSG00000116032GRIN3B116444ChEMBL, NPASS
TAR_EXP_000233ENSG00000171873ADRA1D146ChEMBL, NPASS
TAR_EXP_001520ENSG00000108576SLC6A46532ChEMBL, NPASS
TAR_EXP_001606ENSG00000100300TSPO706ChEMBL, NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_000739ENSG00000148680HTR73363ChEMBL, NPASS
TAR_EXP_000738ENSG00000158748HTR63362ChEMBL, NPASS
TAR_EXP_000735ENSG00000166736HTR3A3359BindingDB, ChEMBL, NPASS
TAR_EXP_000734ENSG00000147246HTR2C3358ChEMBL, NPASS
TAR_EXP_000733ENSG00000135914HTR2B3357ChEMBL, NPASS
TAR_EXP_000732ENSG00000102468HTR2A3356ChEMBL, NPASS
TAR_EXP_000730ENSG00000168830HTR1E3354ChEMBL, NPASS
TAR_EXP_000729ENSG00000179546HTR1D3352ChEMBL, NPASS
TAR_EXP_000163ENSG00000198785GRIN3A116443ChEMBL, NPASS
TAR_EXP_000727ENSG00000178394HTR1A3350ChEMBL, NPASS
TAR_EXP_000728ENSG00000135312HTR1B3351ChEMBL, NPASS
TAR_EXP_000324ENSG00000184845DRD11812ChEMBL, NPASS
TAR_EXP_000236ENSG00000170214ADRA1B147ChEMBL, NPASS
TAR_EXP_000239ENSG00000120907ADRA1A148ChEMBL, NPASS
TAR_EXP_000243ENSG00000150594ADRA2A150ChEMBL, NPASS
TAR_EXP_000255ENSG00000184160ADRA2C152ChEMBL, NPASS
TAR_EXP_000261ENSG00000169252ADRB2154ChEMBL, NPASS
TAR_EXP_000703ENSG00000196639HRH13269ChEMBL, NPASS
TAR_EXP_000328ENSG00000169676DRD51816ChEMBL, NPASS
TAR_EXP_000643ENSG00000105464GRIN2D2906ChEMBL, NPASS
TAR_EXP_000639ENSG00000176884GRIN12902ChEMBL, NPASS
TAR_EXP_000640ENSG00000183454GRIN2A2903ChEMBL, NPASS
TAR_EXP_000641ENSG00000273079GRIN2B2904ChEMBL, NPASS
TAR_EXP_000642ENSG00000161509GRIN2C2905ChEMBL, NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS