IMPPAT Phytochemical information: 
Plumbazeylanone
Plumbazeylanone
Summary

SMILES: O=C1c2cccc(c2C(=O)C2([C@H]1C[C@@]1([C@@]2(C)C(=O)c2c(C1=O)c(O)ccc2)C)C1=C(C)C(=O)c2c(C1=O)c(O)ccc2)O
InChI: InChI=1S/C34H24O9/c1-14-25(28(40)22-15(26(14)38)7-4-10-19(22)35)34-18(27(39)16-8-5-11-20(36)23(16)31(34)43)13-32(2)30(42)24-17(9-6-12-21(24)37)29(41)33(32,34)3/h4-12,18,35-37H,13H2,1-3H3/t18-,32-,33+,34?/m0/s1
InChIKey: ZNOZTOWEEVMYMJ-OEKPZDJWSA-N
DeepSMILES: O=Ccccccc6C=O)C[C@H]%10C[C@@][C@@]5C)C=O)ccC6=O))cO)ccc6))))))))C))))C=CC)C=O)ccC6=O))cO)ccc6))))))))))))O
Scaffold Graph/Node/Bond level: O=C1C=C(C23C(=O)c4ccccc4C(=O)C2CC2C(=O)c4ccccc4C(=O)C23)C(=O)c2ccccc21
Scaffold Graph/Node level: OC1CC(C23C(O)C4CCCCC4C(O)C2CC2C(O)C4CCCCC4C(O)C23)C(O)C2CCCCC12
Scaffold Graph level: CC1CC(C23C(C)C4CCCCC4C(C)C2CC2C(C)C4CCCCC4C(C)C23)C(C)C2CCCCC12
Functional groups: cC(=O)C; CC1=C(C)C(=O)ccC1=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
ClassyFire Subclass: Naphthoquinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Bisnaphthalenes|Naphthoquinones
Synonymous chemical names:
plumbazeylanone
External chemical identifiers:
CID:CID_100947539
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Plumbazeylanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 576.56
Log P RDKit 4.68
Topological polar surface area (Å2) RDKit 163.11
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 26
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Plumbazeylanone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.373316
Plumbazeylanone
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 -6.29
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes