IMPPAT Phytochemical information: 
Oxostephabenine
Oxostephabenine
Summary

SMILES: CO[C@H]1[C@@H](OC(=O)c2ccccc2)CC23C4(C1(OC)O[C@H](C4)c1c3cc3c(c1)OCO3)N(C)C(=O)C2
InChI: InChI=1S/C27H27NO8/c1-28-22(29)13-25-11-21(35-24(30)15-7-5-4-6-8-15)23(31-2)27(32-3)26(25,28)12-20(36-27)16-9-18-19(10-17(16)25)34-14-33-18/h4-10,20-21,23H,11-14H2,1-3H3/t20-,21+,23+,25?,26?,27?/m1/s1
InChIKey: RENGMXWYDJJRAP-AVUAEGJXSA-N
DeepSMILES: CO[C@H][C@@H]OC=O)cccccc6))))))))CCCC6OC))O[C@H]C5)cc7cccc6)OCO5)))))))))))NC)C=O)C5
Scaffold Graph/Node/Bond level: O=C1CC23CC(OC(=O)c4ccccc4)CC4OC(CC42N1)c1cc2c(cc13)OCO2
Scaffold Graph/Node level: OC1CC23CC(OC(O)C4CCCCC4)CC4OC(CC42N1)C1CC2OCOC2CC13
Scaffold Graph level: CC1CC23CC4CC2CC(CC(C)C2CCCCC2)CC3(C1)C1CC2CCCC2CC41
Functional groups: COC; CC(=O)N(C)C; cC(=O)OC; COC(C)(C)OC; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Hasubanan alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Hasubanan alkaloids|Isoquinoline alkaloids
Synonymous chemical names:
oxostephabenine
External chemical identifiers:
CID:CID_181354
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Oxostephabenine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 493.51
Log P RDKit 2.72
Topological polar surface area (Å2) RDKit 92.76
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.48
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Oxostephabenine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.6
Oxostephabenine
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 -7.91
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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