IMPPAT Phytochemical information: 
14-O-Benzoyl-8-ethoxybikhaconine
14-O-Benzoyl-8-ethoxybikhaconine
Summary

SMILES: CCO[C@]12C[C@H](OC)[C@@]3([C@@H]([C@H]1[C@@H](C3)[C@@]13[C@H]4[C@@H]2[C@H](OC)[C@@H]1[C@@](CN4CC)(COC)CC[C@@H]3OC)OC(=O)c1ccccc1)O
InChI: InChI=1S/C34H49NO8/c1-7-35-18-31(19-38-3)15-14-22(39-4)34-21-16-32(37)23(40-5)17-33(42-8-2,25(28(34)35)26(41-6)27(31)34)24(21)29(32)43-30(36)20-12-10-9-11-13-20/h9-13,21-29,37H,7-8,14-19H2,1-6H3/t21-,22+,23+,24-,25+,26+,27-,28-,29-,31+,32+,33-,34+/m1/s1
InChIKey: DEHLDAIYGWHTOY-QXJVXYSCSA-N
DeepSMILES: CCO[C@]C[C@H]OC))[C@@][C@@H][C@H]6[C@@H]C5)[C@@][C@H][C@@H]%10[C@H]OC))[C@@H]5[C@@]CN7CC))))COC)))CC[C@@H]9OC)))))))))))))OC=O)cccccc6)))))))))O
Scaffold Graph/Node/Bond level: O=C(OC1C2CCC3C4CC5C6CCCC5(C(C2)C31)C4NC6)c1ccccc1
Scaffold Graph/Node level: OC(OC1C2CCC3C4CC5C6CCCC5(C(C2)C31)C4NC6)C1CCCCC1
Scaffold Graph level: CC(CC1C2CCC3C4CC5C6CCCC5(C4CC6)C(C2)C13)C1CCCCC1
Functional groups: cC(=O)OC; COC; CO; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
4-o-benzoyl-8-ethoxy-bikhaconine
External chemical identifiers:
CID:CID_102316290; ZINC:ZINC000255205448
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
14-O-Benzoyl-8-ethoxybikhaconine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 599.77
Log P RDKit 3.18
Topological polar surface area (Å2) RDKit 95.92
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 27
Shape complexity RDKit 0.79
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 5
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
14-O-Benzoyl-8-ethoxybikhaconine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.407115
14-O-Benzoyl-8-ethoxybikhaconine
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 -8.14
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes