IMPPAT Phytochemical information: 
Garcilivin C
Garcilivin C
Summary

SMILES: CC1=C[C@H]([C@](CC1)(C)/C=C/c1cc(O)c2c(c1O)oc1c(c2=O)cccc1O)c1cc(O)c2c(c1O)oc1c(c2=O)cccc1O
InChI: InChI=1S/C36H28O10/c1-16-9-11-36(2,12-10-17-14-24(39)26-29(42)18-5-3-7-22(37)32(18)45-34(26)28(17)41)21(13-16)20-15-25(40)27-30(43)19-6-4-8-23(38)33(19)46-35(27)31(20)44/h3-8,10,12-15,21,37-41,44H,9,11H2,1-2H3/b12-10+/t21-,36-/m0/s1
InChIKey: XYRCPMXSIHHGSO-VDSQSLJXSA-N
DeepSMILES: CC=C[C@H][C@]CC6))C)/C=C/cccO)ccc6O))occc6=O))cccc6O))))))))))))))))cccO)ccc6O))occc6=O))cccc6O
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2cc(C=CC3CCC=CC3c3ccc4c(=O)c5ccccc5oc4c3)ccc12
Scaffold Graph/Node level: OC1C2CCCCC2OC2CC(CCC3CCCCC3C3CCC4C(C3)OC3CCCCC3C4O)CCC21
Scaffold Graph level: CC1C2CCCCC2CC2CC(CCC3CCCCC3C3CCC4C(C3)CC3CCCCC3C4C)CCC21
Functional groups: CC(=CC)C; cO; coc; c=O; c/C=C/C
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 C, garcilivin c
External chemical identifiers:
CID:CID_10031809; ChEMBL:CHEMBL499445; ZINC:ZINC000049889144
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Garcilivin C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 620.61
Log P RDKit 6.98
Topological polar surface area (Å2) RDKit 181.8
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 6
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 1
Number of aliphatic heterocycles RDKit 0
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 C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
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 0.07
Garcilivin C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -4.92
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