IMPPAT Phytochemical information: 
Isoliquiritigenin
Isoliquiritigenin
Summary

SMILES: Oc1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O
InChI: InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+
InChIKey: DXDRHHKMWQZJHT-FPYGCLRLSA-N
DeepSMILES: Occcccc6))/C=C/C=O)cccccc6O)))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)c1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)C1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)C1CCCCC1
Functional groups: cO; c/C=C/C(c)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Linear 1,3-diarylpropanoids
ClassyFire Subclass: Chalcones and dihydrochalcones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Chalcones
Synonymous chemical names:
isoliquiritigenin, isoliquirtigenin, 424-trihydroxychalcone, liquiritigenin iso, 4,2',4'-trihydroxy-chalcone, isoliquiritigenin (2-,4 ',4-trihydroxychalcone), Isoliquiritigenin
External chemical identifiers:
CID:CID_638278; ChEMBL:CHEMBL129795; ChEBI:CHEBI:310312; ZINC:ZINC000003869608; FDASRS:B9CTI9GB8F; SureChEMBL:SCHEMBL161168; MolPort-001-741-660
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isoliquiritigenin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 256.26
Log P RDKit 2.7
Topological polar surface area (Å2) RDKit 77.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 4
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 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 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
Isoliquiritigenin
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.58
Isoliquiritigenin
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 -5.61
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Isoliquiritigenin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000346768UGT1A9738
ENSP00000343838UGT1A10738
ENSP00000330237CASP9700
ENSP00000329623BCL2700
ENSP00000311032CASP3721
ENSP00000304845UGT1A1738
ENSP00000302564BCL2L1700
ENSP00000283916TMPRSS11D786
ENSP00000282077PDK1700
ENSP00000260433CYP19A1800
ENSP00000216797NFKBIA700
ENSP00000384273RELA700
ENSP00000362549UGT1A8738
ENSP00000362525UGT1A7738
ENSP00000355759PARP1700
ENSP00000270202AKT1700
ENSP00000416293SLC2A1700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.