IMPPAT Phytochemical information: 
Scopadulin
Scopadulin
Summary

SMILES: O=C(c1ccccc1)O[C@@H]1C[C@H]2C[C@@H]3C[C@@]2([C@@]2([C@@H]1[C@@](C)(CCC2)C(=O)O)C)CC[C@@]3(C)O
InChI: InChI=1S/C27H36O5/c1-24(23(29)30)10-7-11-25(2)21(24)20(32-22(28)17-8-5-4-6-9-17)15-18-14-19-16-27(18,25)13-12-26(19,3)31/h4-6,8-9,18-21,31H,7,10-16H2,1-3H3,(H,29,30)/t18-,19-,20-,21+,24-,25+,26-,27+/m1/s1
InChIKey: GXCQICDRLAVBPY-BDHNHABWSA-N
DeepSMILES: O=Ccccccc6))))))O[C@@H]C[C@H]C[C@@H]C[C@@]5[C@@][C@@H]9[C@@]C)CCC6)))C=O)O))))C))CC[C@@]6C)O
Scaffold Graph/Node/Bond level: O=C(OC1CC2CC3CCCC2(C3)C2CCCCC12)c1ccccc1
Scaffold Graph/Node level: OC(OC1CC2CC3CCCC2(C3)C2CCCCC12)C1CCCCC1
Scaffold Graph level: CC(CC1CC2CC3CCCC2(C3)C2CCCCC12)C1CCCCC1
Functional groups: cC(=O)OC; CC(=O)O; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Podocarpane diterpenoids
Synonymous chemical names:
Scopadulin, scopadulin
External chemical identifiers:
CID:CID_11385155; ZINC:ZINC000136097155
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Scopadulin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 440.58
Log P RDKit 5.07
Topological polar surface area (Å2) RDKit 83.83
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Scopadulin
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 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 0.641256
Scopadulin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Moderately 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 -5.32
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 Yes
P-glycoprotein substrate SwissADME Yes