IMPPAT Phytochemical information: 
Glycobismine A
Glycobismine A
Summary

SMILES: CC(=CCc1c(O)c(C2CC(C)(C)Oc3c2c2[nH]c4ccccc4c(=O)c2c(c3)O)c(c2c1n(C)c1c(c2=O)cccc1)O)C
InChI: InChI=1S/C37H34N2O6/c1-18(2)14-15-21-32-30(34(42)20-11-7-9-13-24(20)39(32)5)36(44)28(35(21)43)22-17-37(3,4)45-26-16-25(40)29-31(27(22)26)38-23-12-8-6-10-19(23)33(29)41/h6-14,16,22,40,43-44H,15,17H2,1-5H3,(H,38,41)
InChIKey: MFWOOIANDMHWSJ-UHFFFAOYSA-N
DeepSMILES: CC=CCccO)cCCCC)C)Occ6c[nH]cccccc6c=O)c%10cc%14)O))))))))))))))))))ccc6nC)ccc6=O))cccc6)))))))))O)))))))C
Scaffold Graph/Node/Bond level: O=c1c2ccccc2[nH]c2ccc(C3CCOc4ccc5c(=O)c6ccccc6[nH]c5c43)cc12
Scaffold Graph/Node level: OC1C2CCCCC2NC2CCC(C3CCOC4CCC5C(O)C6CCCCC6NC5C43)CC21
Scaffold Graph level: CC1C2CCCCC2CC2CCC(C3CCCC4CCC5C(C)C6CCCCC6CC5C43)CC21
Functional groups: cn(C)c; CC=C(C)C; cO; c=O; cOC; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Neoflavonoids
ClassyFire Subclass: Prenylated neoflavonoids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
NP Classifier Class: Acridone alkaloids
Synonymous chemical names:
glycobismine a, Glycobismine A
External chemical identifiers:
CID:CID_5462453; ChEBI:CHEBI:5462
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Glycobismine A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 602.69
Log P RDKit 7
Topological polar surface area (Å2) RDKit 124.78
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 45
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 28
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
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
Glycobismine A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Good
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 0.13
Glycobismine A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -3.89
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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