IMPPAT Phytochemical information: 
Bronianone
Bronianone
Summary

SMILES: C/C(=CCC1CC2(C/C=C(/CCC=C(C)C)C)C(=O)C(CC=C(C)C)C(=O)C(=C2OC1(C)C)C(=O)c1ccc(c(c1)O)O)/CCC=C(C)C
InChI: InChI=1S/C43H58O6/c1-27(2)13-11-15-30(7)18-20-33-26-43(24-23-31(8)16-12-14-28(3)4)40(48)34(21-17-29(5)6)39(47)37(41(43)49-42(33,9)10)38(46)32-19-22-35(44)36(45)25-32/h13-14,17-19,22-23,25,33-34,44-45H,11-12,15-16,20-21,24,26H2,1-10H3/b30-18+,31-23+
InChIKey: ZEWZQRHKUNBKJT-DNTSPUNQSA-N
DeepSMILES: C/C=CCCCCC/C=C/CCC=CC)C)))))C))))C=O)CCC=CC)C))))C=O)C=C6OC%10C)C))))C=O)cccccc6)O))O)))))))))))))))/CCC=CC)C
Scaffold Graph/Node/Bond level: O=C1CC(=O)C2CCCOC2=C1C(=O)c1ccccc1
Scaffold Graph/Node level: OC1CC(O)C(C(O)C2CCCCC2)C2OCCCC12
Scaffold Graph level: CC1CC(C)C(C(C)C2CCCCC2)C2CCCCC12
Functional groups: C/C=C(/C)C; CC(C)=O; CC=C(C)C; cC(=O)C(C(C)=O)=C(C)OC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Meroterpenoids
NP Classifier Class: Polyprenylated cyclic polyketides (Hop meroterpenoids)
Synonymous chemical names:
bronianone
External chemical identifiers:
CID:90470517
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bronianone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 670.93
Log P RDKit 10.63
Topological polar surface area (Å2) RDKit 100.9
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 43
Number of heavy atoms RDKit 49
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 21
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.51
Number of rotatable bonds RDKit 14
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Bronianone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.0672
Bronianone
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME
Solubility class [ESOL] SwissADME
Solubility class [Silicos-IT] SwissADME
Blood Brain Barrier permeation SwissADME
Gastrointestinal absorption SwissADME
Log Kp (Skin permeation, cm/s) SwissADME
Number of PAINS structural alerts SwissADME
Number of Brenk structural alerts SwissADME
CYP1A2 inhibitor SwissADME
CYP2C19 inhibitor SwissADME
CYP2C9 inhibitor SwissADME
CYP2D6 inhibitor SwissADME
CYP3A4 inhibitor SwissADME
P-glycoprotein substrate SwissADME