IMPPAT Phytochemical information: 
Atropuroside E
Atropuroside E
Summary

SMILES: OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)CC3=CC[C@@H]4[C@@H]([C@@]23C)CC[C@]2([C@H]4C[C@H]3[C@@H]2[C@H](C)[C@@]2(O3)OCC(=C)C[C@@H]2O)C)[C@@H]([C@H]([C@H]1O)O)O
InChI: InChI=1S/C33H50O11/c1-14-9-23(36)33(41-13-14)15(2)24-21(44-33)11-19-17-6-5-16-10-20(35)25(37)29(32(16,4)18(17)7-8-31(19,24)3)43-30-28(40)27(39)26(38)22(12-34)42-30/h5,15,17-30,34-40H,1,6-13H2,2-4H3/t15-,17+,18-,19-,20+,21-,22+,23-,24-,25-,26-,27-,28+,29+,30-,31-,32-,33-/m0/s1
InChIKey: AWLLOODCAWWYGC-TVCRXYRBSA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@@H][C@@H]O)[C@H]O)CC=CC[C@@H][C@@H][C@@]%106C))CC[C@][C@H]6C[C@H][C@@H]5[C@H]C)[C@@]O5)OCC=C)C[C@@H]6O))))))))))))C))))))))))))))[C@@H][C@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: C=C1CCC2(CC3C(CC4C3CCC3C4CC=C4CCCC(OC5CCCCO5)C43)O2)OC1
Scaffold Graph/Node level: CC1CCC2(CC3C(CC4C3CCC3C4CCC4CCCC(OC5CCCCO5)C43)O2)OC1
Scaffold Graph level: CC1CCC2(CC1)CC1CC3C(CCC4C3CCC3CCCC(CC5CCCCC5)C34)C1C2
Functional groups: CO; C=C(C)C; CO[C@@H](C)OC; CC=C(C)C; CO[C@](C)(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroidal glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Spirostane steroids
Synonymous chemical names:
atroposide e
External chemical identifiers:
CID:CID_11844295; ZINC:ZINC000255197341
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Atropuroside E
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 622.75
Log P RDKit 0.37
Topological polar surface area (Å2) RDKit 178.53
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 33
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 18
Stereochemical complexity RDKit 0.55
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 29
Shape complexity RDKit 0.88
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Atropuroside E
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.22
Atropuroside E
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.72
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