IMPPAT Phytochemical information: 
Plaunol e
Plaunol e
Summary

SMILES: CC(=O)O[C@H](c1cocc1)CC12[C@H](O)OC[C@]34C2C[C@H](O)C=C4C(=O)O[C@@H]3CC1=C
InChI: InChI=1S/C22H24O8/c1-11-5-18-22-10-28-20(26)21(11,8-16(29-12(2)23)13-3-4-27-9-13)17(22)7-14(24)6-15(22)19(25)30-18/h3-4,6,9,14,16-18,20,24,26H,1,5,7-8,10H2,2H3/t14-,16+,17?,18-,20-,21?,22+/m1/s1
InChIKey: CRUGKFQBOCUEHC-LTBDMJEGSA-N
DeepSMILES: CC=O)O[C@H]ccocc5)))))CC[C@H]O)OC[C@@]C6C[C@H]O)C=C6C=O)O[C@@H]9CC%15=C
Scaffold Graph/Node/Bond level: C=C1CC2OC(=O)C3=CCCC4C1(CCc1ccoc1)COCC324
Scaffold Graph/Node level: CC1CC2OC(O)C3CCCC4C1(CCC1CCOC1)COCC234
Scaffold Graph level: CC1CC2CC(C)C3(CCC4CCCC4)CCCC24C1CCCC34
Functional groups: CC(=O)OC; coc; CO[C@@H](O)C; CO; CC=C1CCOC1=O; C=C(C)C
Chemical classification

NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
plaunol e
External chemical identifiers:
CID:CID_177429744
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Plaunol e
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 416.43
Log P RDKit 1.79
Topological polar surface area (Å2) RDKit 115.43
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Plaunol e
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.56
Plaunol e
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 -8.41
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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