IMPPAT Phytochemical information: 
Clausenolide
Clausenolide
Summary

SMILES: O[C@H]1C[C@@]2(C)[C@@H](OC(=O)[C@@H]3[C@@]2([C@]2(C1[C@]1(C)C(CC2=O)C(O[C@]1(C)O)(C)C)C)O3)c1cocc1
InChI: InChI=1S/C25H32O8/c1-20(2)14-9-15(27)23(5)16(22(14,4)24(6,29)33-20)13(26)10-21(3)17(12-7-8-30-11-12)31-19(28)18-25(21,23)32-18/h7-8,11,13-14,16-18,26,29H,9-10H2,1-6H3/t13-,14?,16?,17-,18+,21-,22-,23+,24-,25+/m0/s1
InChIKey: ABUJYLRTXBVIRH-KNFPJBQWSA-N
DeepSMILES: O[C@H]C[C@@]C)[C@@H]OC=O)[C@@H][C@@]6[C@]C%10[C@]C)CCC6=O)))CO[C@]5C)O)))C)C)))))C))O3)))))ccocc5
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)C2CCC3C4COCC4CC(=O)C3C23OC13
Scaffold Graph/Node level: OC1CC2COCC2C2CCC3C(C4CCOC4)OC(O)C4OC34C12
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C4CCCC4CC(C)C3C23CC13
Functional groups: CO; C[C@]12CCOC(=O)[C@H]1O2; CC(=O)C; CO[C@](C)(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: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
clausenolide
External chemical identifiers:
CID:CID_5458600
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Clausenolide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 460.52
Log P RDKit 2.52
Topological polar surface area (Å2) RDKit 118.73
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
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 19
Shape complexity RDKit 0.76
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Clausenolide
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 Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.484807
Clausenolide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.29
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes