IMPPAT Phytochemical information: 
Scopadulcic acid B
Scopadulcic acid B
Summary

SMILES: O=C(c1ccccc1)O[C@@H]1C[C@H]2CC(=O)[C@@]3(C[C@@]2([C@@]2([C@@H]1[C@@](C)(CCC2)C(=O)O)C)CC3)C
InChI: InChI=1S/C27H34O5/c1-24-12-13-27(16-24)18(15-20(24)28)14-19(32-22(29)17-8-5-4-6-9-17)21-25(2,23(30)31)10-7-11-26(21,27)3/h4-6,8-9,18-19,21H,7,10-16H2,1-3H3,(H,30,31)/t18-,19+,21-,24-,25+,26-,27-/m0/s1
InChIKey: DQBAMWXMUCSBLO-VSQBJKSGSA-N
DeepSMILES: O=Ccccccc6))))))O[C@@H]C[C@H]CC=O)[C@@]C[C@@]6[C@@][C@@H]%10[C@@]C)CCC6)))C=O)O))))C))CC5))))C
Scaffold Graph/Node/Bond level: O=C(OC1CC2CC(=O)C3CCC2(C3)C2CCCCC12)c1ccccc1
Scaffold Graph/Node level: OC1CC2CC(OC(O)C3CCCCC3)C3CCCCC3C23CCC1C3
Scaffold Graph level: CC(CC1CC2CC(C)C3CCC2(C3)C2CCCCC12)C1CCCCC1
Functional groups: cC(=O)OC; CC(=O)C; CC(=O)O
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:
scopadulcic acid b, Scopadulcic acid B
External chemical identifiers:
CID:CID_11729855; ChEMBL:CHEMBL12514; ZINC:ZINC000003795941; FDASRS:ZEO70C5PFT; SureChEMBL:SCHEMBL1231542
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Scopadulcic acid B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 438.56
Log P RDKit 5.28
Topological polar surface area (Å2) RDKit 80.67
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
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 7
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.67
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
Scopadulcic acid B
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 0.649669
Scopadulcic acid B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.25
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes