IMPPAT Phytochemical information: 
6-Benzoylheteratisine
6-Benzoylheteratisine
Summary

SMILES: CCN1C[C@]2(C)CCC(C34C1C([C@H]([C@H]23)OC(=O)c1ccccc1)[C@@]1(O)CC[C@H]2CC4C1C(=O)O2)OC
InChI: InChI=1S/C29H37NO6/c1-4-30-15-27(2)12-11-19(34-3)29-18-14-17-10-13-28(33,20(18)26(32)35-17)21(24(29)30)22(23(27)29)36-25(31)16-8-6-5-7-9-16/h5-9,17-24,33H,4,10-15H2,1-3H3/t17-,18?,19?,20?,21?,22+,23+,24?,27-,28+,29?/m0/s1
InChIKey: XVVZJDDPRFFKTQ-UIXMDRORSA-N
DeepSMILES: CCNC[C@]C)CCCCC8C[C@H][C@H]95)OC=O)cccccc6)))))))))[C@@]O)CC[C@H]CC9C7C=O)O6))))))))))))OC
Scaffold Graph/Node/Bond level: O=C(OC1C2C3CCC4CC(C3C(=O)O4)C34CCCC(CNC23)C14)c1ccccc1
Scaffold Graph/Node level: OC(OC1C2C3CCC4CC(C3C(O)O4)C34CCCC(CNC23)C14)C1CCCCC1
Scaffold Graph level: CC(CC1C2C3CCC4CC(C)C3C(C4)C34CCCC(CCC23)C14)C1CCCCC1
Functional groups: CC(=O)OC; CN(C)C; COC; cC(=O)OC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzoic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
6-benzoylheteratisine
External chemical identifiers:
CID:CID_5487064
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6-Benzoylheteratisine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 495.62
Log P RDKit 3.05
Topological polar surface area (Å2) RDKit 85.3
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.72
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
6-Benzoylheteratisine
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 2
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 0.642913
6-Benzoylheteratisine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.97
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes