IMPPAT Phytochemical information: 
Desoxycabufiline
Desoxycabufiline
Summary

SMILES: COc1cc2c(cc1c1cc3c(cc1OC)N([C@@H]1[C@]43CCN3C1C[C@H]([C@@H]4C(=O)OC)/C(=C\C)/C3)C)N(C13[C@]42CCN3C/C(=C\C)/[C@@H]([C@H]4C(=O)OC)CC1)C
InChI: InChI=1S/C44H54N4O6/c1-9-24-22-47-15-13-42-30-17-28(36(52-6)21-32(30)45(3)39(42)34(47)18-27(24)37(42)40(49)53-7)29-19-33-31(20-35(29)51-5)43-14-16-48-23-25(10-2)26(38(43)41(50)54-8)11-12-44(43,48)46(33)4/h9-10,17,19-21,26-27,34,37-39H,11-16,18,22-23H2,1-8H3/b24-9-,25-10+/t26-,27?,34?,37+,38-,39-,42?,43-,44?/m0/s1
InChIKey: CVXODHBTCATAHB-LCYLASJLSA-N
DeepSMILES: COcccccc6cccccc6OC))))N[C@@H][C@@]5CCNC6C[C@H][C@@H]8C=O)OC))))/C=C\C))/C6))))))))))C))))))))NC[C@@]5CCN5C/C=C\C))/[C@@H][C@H]8C=O)OC))))CC%10))))))))))C
Scaffold Graph/Node/Bond level: C=C1CN2CCC34CC1CC2C3Nc1ccc(-c2ccc3c(c2)NC25CCC6CC32CCN5CC6=C)cc14
Scaffold Graph/Node level: CC1CN2CCC34CC1CC2C3NC1CCC(C2CCC3C(C2)NC25CCC6CC32CCN5CC6C)CC14
Scaffold Graph level: CC1CC2CCC34CC1CC2C3CC1CCC(C2CCC3C(C2)CC25CCC6CC32CCC5CC6C)CC14
Functional groups: cOC; cN(C)C(C)(C)N(C)C; C/C=C(\C)C; COC(C)=O; cN(C)C; CN(C)C; C/C=C(/C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Pyridoindoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Aspidosperma type|Corynanthe type
Synonymous chemical names:
desoxycabufiline
External chemical identifiers:
CID:CID_134716658; ChEBI:CHEBI:141896
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Desoxycabufiline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 734.94
Log P RDKit 5.52
Topological polar surface area (Å2) RDKit 84.02
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 44
Number of heavy atoms RDKit 54
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 7
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 11
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 5
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 11
Desoxycabufiline
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 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.29
Desoxycabufiline
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 -7.82
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 Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No