IMPPAT Phytochemical information: 
Withaperuvin F
Withaperuvin F
Summary

SMILES: CC1=C(C)C(=O)OC(C1)C(C1(O)CC=C2C1(C)CCC1C2CC2C3(C1(C)C(=O)CC(O2)C3O)O)(O)C
InChI: InChI=1S/C28H38O8/c1-13-10-20(36-23(31)14(13)2)26(5,32)27(33)9-7-16-15-11-21-28(34)22(30)18(35-21)12-19(29)25(28,4)17(15)6-8-24(16,27)3/h7,15,17-18,20-22,30,32-34H,6,8-12H2,1-5H3
InChIKey: YZKXYOSYQKJNOD-UHFFFAOYSA-N
DeepSMILES: CC=CC)C=O)OCC6)CCO)CC=CC5C)CCCC6CCCC6C)C=O)CCO7)C6O))))))O)))))))))))))O)C
Scaffold Graph/Node/Bond level: O=C1C=CCC(CC2CC=C3C2CCC2C3CC3OC4CC(=O)C2C3C4)O1
Scaffold Graph/Node level: OC1CCCC(CC2CCC3C2CCC2C3CC3OC4CC(O)C2C3C4)O1
Scaffold Graph level: CC1CCCC(CC2CCC3C2CCC2C3CC3CC4CC(C)C2C3C4)C1
Functional groups: CO; CC1=C(C)C(=O)OCC1; CC=C(C)C; CC(=O)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Ergostane steroids
Synonymous chemical names:
withaperuvin f
External chemical identifiers:
CID:CID_131751560; ChEBI:CHEBI:176194
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Withaperuvin F
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 502.6
Log P RDKit 1.73
Topological polar surface area (Å2) RDKit 133.52
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.39
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.79
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Withaperuvin F
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.33
Withaperuvin F
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.26
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