IMPPAT Phytochemical information: 
Bismahanine
Bismahanine
Summary

SMILES: CC(=CCCC1(C)C=Cc2c(O1)c(C)cc1c2[nH]c2c1cc(c(c2)O)c1c(O)ccc2c1[nH]c1c2cc(c2c1C=CC(O2)(C)CCC=C(C)C)C)C
InChI: InChI=1S/C46H48N2O4/c1-25(2)11-9-17-45(7)19-15-30-40-34(22-28(6)43(30)51-45)32-23-35(38(50)24-36(32)47-40)39-37(49)14-13-29-33-21-27(5)44-31(41(33)48-42(29)39)16-20-46(8,52-44)18-10-12-26(3)4/h11-16,19-24,47-50H,9-10,17-18H2,1-8H3
InChIKey: DUWZYYIUQUHQBX-UHFFFAOYSA-N
DeepSMILES: CC=CCCCC)C=CccO6)cC)ccc6[nH]cc5cccc6)O))ccO)cccc6[nH]cc5cccc6C=CCO6)C)CCC=CC)C))))))))))C)))))))))))))))))))))))))))))C
Scaffold Graph/Node/Bond level: C1=Cc2c(ccc3c2[nH]c2ccc(-c4cccc5c4[nH]c4c6c(ccc45)OCC=C6)cc23)OC1
Scaffold Graph/Node level: C1COC2CCC3C4CC(C5CCCC6C7CCC8OCCCC8C7NC56)CCC4NC3C2C1
Scaffold Graph level: C1CCC2C(C1)CCC1C3CC(C4CCCC5C4CC4C6CCCCC6CCC45)CCC3CC21
Functional groups: c[nH]c; CC=C(C)C; cC=CC; cOC; cO
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:
bismahanine
External chemical identifiers:
CID:CID_10327320; ChEBI:CHEBI:168805
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bismahanine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 692.9
Log P RDKit 12.47
Topological polar surface area (Å2) RDKit 90.5
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 46
Number of heavy atoms RDKit 52
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 32
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 7
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 2
Number of aromatic rings RDKit 6
Total number of rings RDKit 8
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 8
Bismahanine
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 Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.125367
Bismahanine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Insoluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -1.83
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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