IMPPAT Phytochemical information: 
Bismurrayaquinone A
Bismurrayaquinone A
Summary

SMILES: CC1=C(C2=C(C)C(=O)c3c(C2=O)[nH]c2c3cccc2)C(=O)c2c(C1=O)c1ccccc1[nH]2
InChI: InChI=1S/C26H16N2O4/c1-11-17(25(31)21-19(23(11)29)13-7-3-5-9-15(13)27-21)18-12(2)24(30)20-14-8-4-6-10-16(14)28-22(20)26(18)32/h3-10,27-28H,1-2H3
InChIKey: FKJFKIPTKQPIFB-UHFFFAOYSA-N
DeepSMILES: CC=CC=CC)C=O)ccC6=O))[nH]cc5cccc6))))))))))))C=O)ccC6=O))cccccc6[nH]9
Scaffold Graph/Node/Bond level: O=C1C(C2=CC(=O)c3c([nH]c4ccccc34)C2=O)=CC(=O)c2c1[nH]c1ccccc21
Scaffold Graph/Node level: OC1CC(C2CC(O)C3C4CCCCC4NC3C2O)C(O)C2NC3CCCCC3C12
Scaffold Graph level: CC1CC(C2CC(C)C3C4CCCCC4CC3C2C)C(C)C2CC3CCCCC3C12
Functional groups: CC1=C(C2=C(C)C(=O)ccC2=O)C(=O)ccC1=O; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Carbazoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carbazole alkaloids
Synonymous chemical names:
bismurrayaquinone a
External chemical identifiers:
CID:CID_10364815; ZINC:ZINC000085853404
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bismurrayaquinone A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 420.42
Log P RDKit 4.74
Topological polar surface area (Å2) RDKit 99.86
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 6
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 2
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
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
Bismurrayaquinone 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 0.464478
Bismurrayaquinone A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.82
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No