IMPPAT Phytochemical information: 
Withaperuvin H
Withaperuvin H
Summary

SMILES: OC1CS[C@@H]2C3([C@@H](O1)C=CC(=O)[C@]3(C)[C@@H]1[C@@H](C2)[C@]2(O)CC[C@]([C@]2(CC1)C)(O)[C@]([C@H]1CC(=C(C(=O)O1)C)C)(O)C)O
InChI: InChI=1S/C30H42O9S/c1-15-12-21(39-24(33)16(15)2)27(5,34)29(36)11-10-28(35)18-13-22-30(37)20(38-23(32)14-40-22)7-6-19(31)26(30,4)17(18)8-9-25(28,29)3/h6-7,17-18,20-23,32,34-37H,8-14H2,1-5H3/t17-,18+,20-,21+,22-,23?,25-,26-,27-,28+,29+,30?/m0/s1
InChIKey: RALUHIBMVXYCHB-BKHUMHIESA-N
DeepSMILES: OCCS[C@@H]C[C@@H]O7)C=CC=O)[C@]6C)[C@@H][C@@H]C%10)[C@]O)CC[C@][C@]5CC9))C))O)[C@][C@H]CC=CC=O)O6))C))C))))O)C)))))))))))))O
Scaffold Graph/Node/Bond level: O=C1C=CCC(CC2CCC3C2CCC2C3CC3SCCOC4C=CC(=O)C2C43)O1
Scaffold Graph/Node level: OC1CCCC(CC2CCC3C2CCC2C3CC3SCCOC4CCC(O)C2C43)O1
Scaffold Graph level: CC1CCCC(CC2CCC3C2CCC2C3CC3CCCCC4CCC(C)C2C43)C1
Functional groups: CC(O)OC; CC1=C(C)C(=O)OCC1; CSC; CO; CC=CC(=O)C
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 h
External chemical identifiers:
CID:CID_101422962; ChEBI:CHEBI:168660
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Withaperuvin H
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 578.72
Log P RDKit 1.78
Topological polar surface area (Å2) RDKit 153.75
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 40
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 12
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.8
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 H
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.306499
Withaperuvin H
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -9.29
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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