IMPPAT Phytochemical information: 
Scutegalin B
Scutegalin B
Summary

SMILES: C/C=C(/C(=O)O[C@H]1O[C@@H]2C[C@H]3[C@@]1([C@@H](OC(=O)C)[C@H](O)[C@H]([C@]3(C)CC[C@H]1CCO[C@H]1O)C)[C@@]1(C2)OC1)\C
InChI: InChI=1S/C27H40O9/c1-6-14(2)22(30)36-24-27-19(11-18(35-24)12-26(27)13-33-26)25(5,9-7-17-8-10-32-23(17)31)15(3)20(29)21(27)34-16(4)28/h6,15,17-21,23-24,29,31H,7-13H2,1-5H3/b14-6+/t15-,17+,18-,19-,20-,21+,23-,24-,25+,26+,27+/m1/s1
InChIKey: YBXJRCICJBWNDE-XSBFJPEBSA-N
DeepSMILES: C/C=C/C=O)O[C@H]O[C@@H]C[C@H][C@@]6[C@@H]OC=O)C)))[C@H]O)[C@H][C@]6C)CC[C@H]CCO[C@H]5O)))))))))C))))[C@@]C6)OC3)))))))))))\C
Scaffold Graph/Node/Bond level: C1CC(CCC2CCOC2)C2CC3CC4(CO4)C2(C1)CO3
Scaffold Graph/Node level: C1CC(CCC2CCOC2)C2CC3CC4(CO4)C2(C1)CO3
Scaffold Graph level: C1CCC(CCC2CCCC34CCC(CC23)CC42CC2)C1
Functional groups: C[C@@]1(C)CO1; C/C=C(\C)C(=O)O[C@H](C)OC; CC(=O)OC; CO; CO[C@@H](O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty acid esters
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
Scutegalin B, scutegalin b
External chemical identifiers:
CID:CID_44558986; ChEMBL:CHEMBL452746; ZINC:ZINC000044307558
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Scutegalin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 508.61
Log P RDKit 2.47
Topological polar surface area (Å2) RDKit 124.05
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.41
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.85
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 4
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 2
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Scutegalin 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 2
Ghose filter RDKit Failed
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 0.316252
Scutegalin B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.47
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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