IMPPAT Phytochemical information: 
Deguelin
Deguelin
Summary

SMILES: COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C=CC(Oc1cc2)(C)C
InChI: InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1
InChIKey: ORDAZKGHSNRHTD-UXHICEINSA-N
DeepSMILES: COcccccc6OC))))OC[C@@H][C@H]6C=O)ccO6)cC=CCOc6cc%10))))C)C
Scaffold Graph/Node/Bond level: O=C1c2ccc3c(c2OC2COc4ccccc4C12)C=CCO3
Scaffold Graph/Node level: OC1C2CCC3OCCCC3C2OC2COC3CCCCC3C21
Scaffold Graph level: CC1C2CCC3CCCCC3C2CC2CCC3CCCCC3C21
Functional groups: cC(C)=O; cC=CC; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Rotenoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Isoflavanones|Rotenoids
Synonymous chemical names:
deguelin
External chemical identifiers:
CID:107935; ChEMBL:CHEMBL393417; ChEBI:4357; ZINC:ZINC000003978987; FDASRS:K5Z93K66IE; SureChEMBL:SCHEMBL73183; MolPort-003-665-481
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Deguelin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 394.42
Log P RDKit 4.01
Topological polar surface area (Å2) RDKit 63.22
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.35
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
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 5
Deguelin
Drug-likeness properties
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.7671
Deguelin
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.06
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Deguelin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000216797NFKBIA800
ENSP00000234111ODC1842
ENSP00000261769CDH1800
ENSP00000264657STAT3700
ENSP00000270202AKT1956
ENSP00000296930NPM1700
ENSP00000300134STAT6700
ENSP00000307235EIF2AK3800
ENSP00000311032CASP3700
ENSP00000324806GSK3B700
ENSP00000338018HIF1A944
ENSP00000344456CTNNB1744
ENSP00000350941SRC700
ENSP00000355759PARP1700
ENSP00000361125VEGFA726
ENSP00000384273RELA700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.