IMPPAT Phytochemical information: 
Sativanine E
Sativanine E
Summary

SMILES: COc1ccc2cc1/C=C\N=C(O)C(CC(C)C)N=C(C1C(O2)N(CC1)C(=O)C(N(C)C)Cc1c[nH]c2c1cccc2)O
InChI: InChI=1S/C33H41N5O5/c1-20(2)16-27-31(40)34-14-12-21-17-23(10-11-29(21)42-5)43-33-25(30(39)36-27)13-15-38(33)32(41)28(37(3)4)18-22-19-35-26-9-7-6-8-24(22)26/h6-12,14,17,19-20,25,27-28,33,35H,13,15-16,18H2,1-5H3,(H,34,40)(H,36,39)/b14-12-
InChIKey: LKAZEMIPQBVLHK-OWBHPGMISA-N
DeepSMILES: COcccccc6/C=C\N=CO)CCCC)C)))N=CCCO%13)NCC5))C=O)CNC)C))Ccc[nH]cc5cccc6)))))))))))))))O
Scaffold Graph/Node/Bond level: O=C(CCc1c[nH]c2ccccc12)N1CCC2C=NCC=NC=Cc3cccc(c3)OC21
Scaffold Graph/Node level: OC(CCC1CNC2CCCCC12)N1CCC2CNCCNCCC3CCCC(C3)OC21
Scaffold Graph level: CC(CCC1CCC2CCCCC21)C1CCC2CCCCCCCC3CCCC(C3)CC21
Functional groups: cOC; c[nH]c; c/C=C\N=C(O)C; CN=C(O)C; cOC(C)N(C(C)=O)C; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Peptidomimetics
ClassyFire Subclass: Hybrid peptides
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Ansa peptide alkaloids
Synonymous chemical names:
sativanine e, Sativanine E
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Sativanine E
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 587.72
Log P RDKit 5.21
Topological polar surface area (Å2) RDKit 122.98
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 33
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 19
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Sativanine E
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 0.35
Sativanine E
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.35
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes