IMPPAT Phytochemical information: 
Bikoeniquinone a
Bikoeniquinone a
Summary

SMILES: COc1cc(C)/c(=c\2/c(C)c(O)c3=c4c(=Nc3c2O)cccc4)/c2=c3c(=Nc12)cccc3
InChI: InChI=1S/C27H20N2O3/c1-13-12-19(32-3)24-22(15-8-4-6-10-17(15)28-24)20(13)21-14(2)26(30)23-16-9-5-7-11-18(16)29-25(23)27(21)31/h4-12,30-31H,1-3H3/b21-20+
InChIKey: DDBOQXQMTZIAFR-QZQOTICOSA-N
DeepSMILES: COcccC)/c=c/cC)cO)c=cc=Nc5c/9O))))cccc6))))))))))/c=cc=Nc95))cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(c1)=Nc1cc(=c3cccc4c3=c3ccccc3=N4)ccc1=2
Scaffold Graph/Node level: C1CCC2C(C1)NC1CC(C3CCCC4NC5CCCCC5C43)CCC12
Scaffold Graph level: C1CCC2C(C1)CC1CC(C3CCCC4CC5CCCCC5C43)CCC12
Functional groups: cOC; cO; cN=c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
Synonymous chemical names:
bikoeniquinone a, Bikoeniquinone A
External chemical identifiers:
CID:CID_135507215
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bikoeniquinone a
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 420.47
Log P RDKit 4.11
Topological polar surface area (Å2) RDKit 74.41
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
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 24
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.11
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 6
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 6
Bikoeniquinone a
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
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 0.393233
Bikoeniquinone a
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.73
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes