IMPPAT Phytochemical information: 
Garcilivin B
Garcilivin B
Summary

SMILES: CC(=CC1CC(C)(/C=C/c2cc(O)c3c(c2O)oc2c(c3=O)cccc2O)Oc2c1ccc1c2oc2c(c1=O)c(O)ccc2O)C
InChI: InChI=1S/C36H28O10/c1-16(2)13-18-15-36(3,46-33-19(18)7-8-21-30(43)26-22(37)9-10-24(39)34(26)45-32(21)33)12-11-17-14-25(40)27-29(42)20-5-4-6-23(38)31(20)44-35(27)28(17)41/h4-14,18,37-41H,15H2,1-3H3/b12-11+
InChIKey: QSAFXQIKPWJREW-VAWYXSNFSA-N
DeepSMILES: CC=CCCCC)/C=C/cccO)ccc6O))occc6=O))cccc6O)))))))))))))))Occ6cccc6occc6=O))cO)ccc6O)))))))))))))))))))C
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2cc(C=CC3CCc4ccc5c(=O)c6ccccc6oc5c4O3)ccc12
Scaffold Graph/Node level: OC1C2CCCCC2OC2CC(CCC3CCC4CCC5C(O)C6CCCCC6OC5C4O3)CCC21
Scaffold Graph level: CC1C2CCCCC2CC2CC(CCC3CCC4CCC5C(C)C6CCCCC6CC5C4C3)CCC21
Functional groups: CC=C(C)C; coc; c=O; c/C=C/C; cO; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Xanthones
NP Classifier Class: Plant xanthones
Synonymous chemical names:
Garcilivin B
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Garcilivin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 620.61
Log P RDKit 7.04
Topological polar surface area (Å2) RDKit 170.8
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 6
Total number of rings RDKit 7
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 7
Garcilivin B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.08
Garcilivin B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.75
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 No
P-glycoprotein substrate SwissADME No