IMPPAT Phytochemical information: 
Isoflavone

Isoflavone
Summary

SMILES: O=c1c(coc2c1cccc2)c1ccccc1
InChI: InChI=1S/C15H10O2/c16-15-12-8-4-5-9-14(12)17-10-13(15)11-6-2-1-3-7-11/h1-10H
InChIKey: GOMNOOKGLZYEJT-UHFFFAOYSA-N
DeepSMILES: O=cccocc6cccc6))))))))cccccc6
Scaffold Graph/Node/Bond level: O=c1c(-c2ccccc2)coc2ccccc12
Scaffold Graph/Node level: OC1C(C2CCCCC2)COC2CCCCC21
Scaffold Graph level: CC1C2CCCCC2CCC1C1CCCCC1
Functional groups: c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Isoflav-2-enes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Isoflavones
Synonymous chemical names:
isoflavone, 3-phenyl-4h-1-benzopyran-4-one
External chemical identifiers:
CID:CID_72304; ChEMBL:CHEMBL366460; ChEBI:CHEBI:18220; ZINC:ZINC000000895390; FDASRS:OVO2KUW8H8; SureChEMBL:SCHEMBL8028; MolPort-005-934-033
Chemical structure download


Isoflavone
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


Isoflavone
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


Isoflavone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -5.40
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


Isoflavone
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_000269ENSG00000197838CYP2A131553ChEMBL
TAR_EXP_000266ENSG00000198077CYP2A71549ChEMBL
TAR_EXP_000265ENSG00000255974CYP2A61548ChEMBL
TAR_EXP_000264ENSG00000138061CYP1B11545ChEMBL
TAR_EXP_000278ENSG00000197446CYP2F11572ChEMBL
TAR_EXP_000279ENSG00000134716CYP2J21573ChEMBL
TAR_EXP_000262ENSG00000140465CYP1A11543ChEMBL
TAR_EXP_000270ENSG00000197408CYP2B61555ChEMBL
TAR_EXP_000170ENSG00000186104CYP2R1120227ChEMBL
TAR_EXP_000143ENSG00000155016CYP2U1113612ChEMBL
TAR_EXP_000128ENSG00000186526CYP4F811283ChEMBL
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL
TAR_EXP_000018ENSG00000282301CYP3A7-CYP3A51P100861540ChEMBL
TAR_EXP_000283ENSG00000142973CYP4B11580ChEMBL
TAR_EXP_000665ENSG00000167600CYP2S129785ChEMBL
TAR_EXP_000272ENSG00000138115CYP2C81558ChEMBL
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL
TAR_EXP_000840ENSG00000186529CYP4F34051ChEMBL
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL
TAR_EXP_000275ENSG00000108242CYP2C181562ChEMBL
TAR_EXP_001176ENSG00000073067CYP2W154905ChEMBL
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL
TAR_EXP_001500ENSG00000021461CYP3A4364816ChEMBL
TAR_EXP_001791ENSG00000186115CYP4F28529ChEMBL
TAR_EXP_000282ENSG00000187048CYP4A111579ChEMBL
TAR_EXP_000281ENSG00000106258CYP3A51577ChEMBL
TAR_EXP_000277ENSG00000130649CYP2E11571ChEMBL
TAR_EXP_000623ENSG00000162365CYP4A22284541ChEMBL