IMPPAT Phytochemical information: 
Glabra II

Glabra II
Summary

SMILES: COc1cc(cc2c1OCO2)c1cc(=O)c2c(o1)c1ccoc1cc2
InChI: InChI=1S/C19H12O6/c1-21-16-6-10(7-17-19(16)24-9-23-17)15-8-13(20)11-2-3-14-12(4-5-22-14)18(11)25-15/h2-8H,9H2,1H3
InChIKey: OYCTVEVNYAUZKM-UHFFFAOYSA-N
DeepSMILES: COcccccc6OCO5))))))ccc=O)cco6)cccoc5cc9
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccc3c(c2)OCO3)oc2c1ccc1occc12
Scaffold Graph/Node level: OC1CC(C2CCC3OCOC3C2)OC2C1CCC1OCCC12
Scaffold Graph level: CC1CC(C2CCC3CCCC3C2)CC2C1CCC1CCCC12
Functional groups: cOC; c1cOCO1; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
glabra ii, galbra ii
External chemical identifiers:
CID:CID_15719488; ZINC:ZINC000014677169
Chemical structure download


Glabra II
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 336.3
Log P RDKit 3.94
Topological polar surface area (Å2) RDKit 71.04
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 17
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.11
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
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 5


Glabra II
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 0.55


Glabra II
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.96
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No