IMPPAT Phytochemical information: 
Licoagrodin
Licoagrodin
Summary

SMILES: CC(=CCc1cc(ccc1O)[C@@]12Oc3cc(O)c(cc3C(=O)[C@H]2[C@@H]2[C@]3(O1)[C@H](Oc1c2ccc(c1)O)Oc1c3ccc(c1CC=C(C)C)O)CC=C(C)C)C
InChI: InChI=1S/C45H44O9/c1-23(2)7-10-26-19-28(12-17-34(26)47)45-40(41(50)32-20-27(11-8-24(3)4)36(49)22-38(32)53-45)39-31-15-13-29(46)21-37(31)51-43-44(39,54-45)33-16-18-35(48)30(42(33)52-43)14-9-25(5)6/h7-9,12-13,15-22,39-40,43,46-49H,10-11,14H2,1-6H3/t39-,40-,43-,44+,45-/m1/s1
InChIKey: IUNNUKJWKPJUCQ-AHJAKLPMSA-N
DeepSMILES: CC=CCcccccc6O))))[C@]OcccO)ccc6C=O)[C@H]%10[C@@H][C@]O%13)[C@H]Occ6cccc6)O)))))))Occ5cccc6CC=CC)C)))))O))))))))))))))CC=CC)C)))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1c2ccccc2OC2(c3ccccc3)OC34c5ccccc5OC3Oc3ccccc3C4C12
Scaffold Graph/Node level: OC1C2CCCCC2OC2(C3CCCCC3)OC34C(OC5CCCCC5C3C12)OC1CCCCC14
Scaffold Graph level: CC1C2CCCCC2CC2(C3CCCCC3)CC34C(CC5CCCCC5C3C12)CC1CCCCC14
Functional groups: CC=C(C)C; cO; cO[C@@H](C)Oc; cO[C@@](c)(C)OC; cC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Coumaronochromones
Synonymous chemical names:
licoagrodin(biflavonoids), licoagrodin
External chemical identifiers:
CID:CID_637141; ChEMBL:CHEMBL2437368; ChEBI:CHEBI:172812; ZINC:ZINC000085511003
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Licoagrodin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 728.84
Log P RDKit 8.9
Topological polar surface area (Å2) RDKit 134.91
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 45
Number of heavy atoms RDKit 54
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.11
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 31
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.31
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
Licoagrodin
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.137686
Licoagrodin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Insoluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -3.93
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Licoagrodin
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_001308ENSG00000175354PTPN25771ChEMBL
TAR_EXP_000329ENSG00000108861DUSP31845ChEMBL
TAR_EXP_001306ENSG00000196396PTPN15770BindingDB, ChEMBL