IMPPAT Phytochemical information: 
Plectrinon B

Plectrinon B
Summary

SMILES: C=CCc1c(O)c(O)c2c(c1O)C(=O)C=C1[C@]2(C)CC(=O)C(=C1C)C
InChI: InChI=1S/C20H20O5/c1-5-6-11-17(23)15-13(21)7-12-9(2)10(3)14(22)8-20(12,4)16(15)19(25)18(11)24/h5,7,23-25H,1,6,8H2,2-4H3/t20-/m0/s1
InChIKey: HNCCCXNPDZSUOK-FQEVSTJZSA-N
DeepSMILES: C=CCccO)cO)ccc6O))C=O)C=C[C@]6C)CC=O)C=C6C))C
Scaffold Graph/Node/Bond level: O=C1C=CC2=CC(=O)c3ccccc3C2C1
Scaffold Graph/Node level: OC1CCC2CC(O)C3CCCCC3C2C1
Scaffold Graph level: CC1CCC2CC(C)C3CCCCC3C2C1
Functional groups: C=CC; cO; cC(=O)C=C1CCC(=O)C(C)=C1C
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: Abeoabietane diterpenoids
Synonymous chemical names:
plectrinon b
Chemical structure download


Plectrinon B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 340.38
Log P RDKit 3.22
Topological polar surface area (Å2) RDKit 94.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Plectrinon B
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 Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.44


Plectrinon B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -6.29
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes