IMPPAT Phytochemical information: 
Tuberostemospironine
Tuberostemospironine
Summary

SMILES: O=C1CC[C@@H]2N1CCCC[C@@]12OC(=O)[C@H]([C@@H]1O)C
InChI: InChI=1S/C13H19NO4/c1-8-11(16)13(18-12(8)17)6-2-3-7-14-9(13)4-5-10(14)15/h8-9,11,16H,2-7H2,1H3/t8-,9-,11-,13-/m0/s1
InChIKey: FPBTZQXLGBERTH-PZEZNAACSA-N
DeepSMILES: O=CCC[C@@H]N5CCCC[C@]7OC=O)[C@H][C@@H]5O))C
Scaffold Graph/Node/Bond level: O=C1CCC2(CCCCN3C(=O)CCC32)O1
Scaffold Graph/Node level: OC1CCC2(CCCCN3C(O)CCC32)O1
Scaffold Graph level: CC1CCC2(CCCCC3C(C)CCC32)C1
Functional groups: CC(=O)N(C)C; COC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Stemona alkaloids
ClassyFire Subclass: Tuberostemospironine-type alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Stemona alkaloids
Synonymous chemical names:
Tuberostemospironine, tuberostemospironine
External chemical identifiers:
CID:CID_101449918; ZINC:ZINC000095919266
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tuberostemospironine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 253.3
Log P RDKit 0.45
Topological polar surface area (Å2) RDKit 66.84
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.31
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.85
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Tuberostemospironine
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.64
Tuberostemospironine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.75
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No