IMPPAT Phytochemical information: 
Flavone

Flavone
Summary

SMILES: O=c1cc(oc2c1cccc2)c1ccccc1
InChI: InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H
InChIKey: VHBFFQKBGNRLFZ-UHFFFAOYSA-N
DeepSMILES: O=cccocc6cccc6)))))))cccccc6
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCCC12
Functional groups: c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
flavone, 2-phenylchromone
External chemical identifiers:
CID:CID_10680; ChEMBL:CHEMBL275638; ChEBI:CHEBI:42491; ZINC:ZINC000000057674; FDASRS:S2V45N7G3B; SureChEMBL:SCHEMBL18879; MolPort-001-016-955
Chemical structure download


Flavone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 222.24
Log P RDKit 3.46
Topological polar surface area (Å2) RDKit 30.21
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
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 15
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 1
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


Flavone
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 0.630772


Flavone
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 -5.13
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Flavone
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_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL, NPASS
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL, NPASS
TAR_EXP_000270ENSG00000197408CYP2B61555ChEMBL
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL
TAR_EXP_000840ENSG00000186529CYP4F34051ChEMBL
TAR_EXP_000269ENSG00000197838CYP2A131553ChEMBL
TAR_EXP_000983ENSG00000141458NPC14864NPASS
TAR_EXP_000806ENSG00000156113KCNMA13778ChEMBL, NPASS
TAR_EXP_000707ENSG00000117594HSD11B13290ChEMBL, NPASS
TAR_EXP_000759ENSG00000169429CXCL83576NPASS
TAR_EXP_000350ENSG00000106546AHR196ChEMBL, NPASS
TAR_EXP_000395ENSG00000091831ESR12099NPASS
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL
TAR_EXP_000272ENSG00000138115CYP2C81558ChEMBL
TAR_EXP_000428ENSG00000165140FBP12203ChEMBL, NPASS
TAR_EXP_000500ENSG00000275565ALOX5240ChEMBL, NPASS
TAR_EXP_000521ENSG00000022355GABRA12554ChEMBL
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL
TAR_EXP_000523ENSG00000011677GABRA32556ChEMBL
TAR_EXP_000524ENSG00000109158GABRA42557ChEMBL
TAR_EXP_000525ENSG00000186297GABRA52558ChEMBL
TAR_EXP_000526ENSG00000145863GABRA62559ChEMBL, NPASS
TAR_EXP_000527ENSG00000163288GABRB12560ChEMBL
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL
TAR_EXP_000773ENSG00000169083AR367BindingDB, ChEMBL, NPASS
TAR_EXP_000529ENSG00000166206GABRB32562ChEMBL
TAR_EXP_000531ENSG00000102287GABRE2564ChEMBL
TAR_EXP_000532ENSG00000163285GABRG12565ChEMBL
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL
TAR_EXP_000534ENSG00000182256GABRG32567ChEMBL
TAR_EXP_000535ENSG00000094755GABRP2568ChEMBL
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_000623ENSG00000162365CYP4A22284541ChEMBL
TAR_EXP_000637ENSG00000166825ANPEP290ChEMBL, NPASS
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL, NPASS
TAR_EXP_000665ENSG00000167600CYP2S129785ChEMBL
TAR_EXP_000701ENSG00000164120HPGD3248ChEMBL, NPASS
TAR_EXP_000709ENSG00000108786HSD17B13292ChEMBL, NPASS
TAR_EXP_000711ENSG00000086696HSD17B23294ChEMBL, NPASS
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_000530ENSG00000187730GABRD2563ChEMBL
TAR_EXP_000266ENSG00000198077CYP2A71549ChEMBL
TAR_EXP_001080ENSG00000152256PDK15163ChEMBL, NPASS
TAR_EXP_000264ENSG00000138061CYP1B11545BindingDB, ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915ChEMBL, NPASS
TAR_EXP_001735ENSG00000107854TNKS280351ChEMBL, NPASS
TAR_EXP_001736ENSG00000143933CALM2805ChEMBL
TAR_EXP_001791ENSG00000186115CYP4F28529ChEMBL
TAR_EXP_000265ENSG00000255974CYP2A61548ChEMBL
TAR_EXP_001900ENSG00000123595RAB9A9367NPASS
TAR_EXP_001906ENSG00000118777ABCG29429BindingDB, ChEMBL, NPASS
TAR_EXP_000348ENSG00000146648EGFR1956BindingDB, ChEMBL, NPASS
TAR_EXP_000322ENSG00000197635DPP41803BindingDB, ChEMBL, NPASS
TAR_EXP_000285ENSG00000137869CYP19A11588BindingDB, ChEMBL, NPASS
TAR_EXP_000283ENSG00000142973CYP4B11580ChEMBL
TAR_EXP_000282ENSG00000187048CYP4A111579ChEMBL
TAR_EXP_000281ENSG00000106258CYP3A51577ChEMBL
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL, NPASS
TAR_EXP_000279ENSG00000134716CYP2J21573ChEMBL
TAR_EXP_000278ENSG00000197446CYP2F11572ChEMBL
TAR_EXP_000277ENSG00000130649CYP2E11571ChEMBL
TAR_EXP_001691ENSG00000074410CA12771BindingDB, ChEMBL, NPASS
TAR_EXP_001690ENSG00000107159CA9768BindingDB, ChEMBL, NPASS
TAR_EXP_001684ENSG00000104267CA2760BindingDB, ChEMBL, NPASS
TAR_EXP_001683ENSG00000133742CA1759BindingDB, ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001056ENSG00000065989PDE4A5141ChEMBL
TAR_EXP_001057ENSG00000184588PDE4B5142ChEMBL
TAR_EXP_001060ENSG00000105650PDE4C5143ChEMBL, NPASS
TAR_EXP_001061ENSG00000113448PDE4D5144ChEMBL
TAR_EXP_001106ENSG00000085563ABCB15243ChEMBL, NPASS
TAR_EXP_001148ENSG00000172115CYCS54205ChEMBL, NPASS
TAR_EXP_001170ENSG00000112033PPARD5467NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL
TAR_EXP_001176ENSG00000073067CYP2W154905ChEMBL
TAR_EXP_001225ENSG00000268089GABRQ55879ChEMBL
TAR_EXP_001228ENSG00000253729PRKDC5591BindingDB, ChEMBL, NPASS
TAR_EXP_001378ENSG00000143365RORC6097NPASS
TAR_EXP_001461ENSG00000186350RXRA6256NPASS
TAR_EXP_001500ENSG00000021461CYP3A4364816ChEMBL
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001206ENSG00000042088TDP155775NPASS
TAR_EXP_000275ENSG00000108242CYP2C181562ChEMBL
TAR_EXP_001812ENSG00000173273TNKS8658ChEMBL, NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000018ENSG00000282301CYP3A7-CYP3A51P100861540ChEMBL
TAR_EXP_000016ENSG00000254986DPP310072BindingDB
TAR_EXP_000262ENSG00000140465CYP1A11543ChEMBL
TAR_EXP_000128ENSG00000186526CYP4F811283ChEMBL
TAR_EXP_000170ENSG00000186104CYP2R1120227ChEMBL
TAR_EXP_000143ENSG00000155016CYP2U1113612ChEMBL
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL
TAR_EXP_000214ENSG00000282608ADORA3140BindingDB, ChEMBL, NPASS
TAR_EXP_000219ENSG00000143799PARP1142ChEMBL, NPASS