IMPPAT Phytochemical information: 
Barbatusin
Barbatusin
Summary

SMILES: CC(=O)O[C@@H]1[C@@H](O)C2=C([C@@]3([C@@H]1C(C)(C)C(=O)CC3)C)C(=O)[C@@H]([C@]1(C2=O)C[C@@H]1C)OC(=O)C
InChI: InChI=1S/C24H30O8/c1-10-9-24(10)20(30)14-15(17(29)21(24)32-12(3)26)23(6)8-7-13(27)22(4,5)19(23)18(16(14)28)31-11(2)25/h10,16,18-19,21,28H,7-9H2,1-6H3/t10-,16-,18+,19-,21-,23+,24+/m0/s1
InChIKey: FYXQEJOBAKCJST-IKWYWTGGSA-N
DeepSMILES: CC=O)O[C@@H][C@@H]O)C=C[C@@][C@@H]6CC)C)C=O)CC6)))))C))C=O)[C@@H][C@]C6=O))C[C@@H]3C))))OC=O)C
Scaffold Graph/Node/Bond level: O=C1CCC2C3=C(CCC2C1)C(=O)C1(CC1)CC3=O
Scaffold Graph/Node level: OC1CCC2C(CCC3C2C(O)CC2(CC2)C3O)C1
Scaffold Graph level: CC1CCC2C(CCC3C2C(C)CC2(CC2)C3C)C1
Functional groups: CC(=O)OC; CO; CC1=C(C)C(=O)CCC1=O; CC(=O)C
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: Cycloabietane diterpenoids
Synonymous chemical names:
barbatusin
External chemical identifiers:
CID:CID_71676379; ZINC:ZINC000068601872
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Barbatusin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 446.5
Log P RDKit 1.71
Topological polar surface area (Å2) RDKit 124.04
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 32
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 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.71
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 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Barbatusin
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 0.64
Barbatusin
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 -8.32
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes