IMPPAT Phytochemical information: 
Tuberostemonone
Tuberostemonone
Summary

SMILES: CC[C@@H]1[C@@H]2CCCCN(C2=O)[C@@H](CC(=O)[C@H]2[C@H]1OC(=O)[C@H]2C)[C@@H]1C[C@@H](C(=O)O1)C
InChI: InChI=1S/C22H31NO6/c1-4-13-14-7-5-6-8-23(20(14)25)15(17-9-11(2)21(26)28-17)10-16(24)18-12(3)22(27)29-19(13)18/h11-15,17-19H,4-10H2,1-3H3/t11-,12-,13+,14-,15-,17-,18-,19-/m0/s1
InChIKey: CHQGOWAOLJKTQX-NNCXNHCTSA-N
DeepSMILES: CC[C@@H][C@@H]CCCCNC7=O))[C@@H]CC=O)[C@H][C@H]%12OC=O)[C@H]5C))))))))[C@@H]C[C@@H]C=O)O5))C
Scaffold Graph/Node/Bond level: O=C1CC2C(=O)CC(C3CCC(=O)O3)N3CCCCC(CC2O1)C3=O
Scaffold Graph/Node level: OC1CC2C(O)CC(C3CCC(O)O3)N3CCCCC(CC2O1)C3O
Scaffold Graph level: CC1CCC(C2CC(C)C3CC(C)CC3CC3CCCCC2C3C)C1
Functional groups: CN(C)C(=O)C; CC(=O)C; COC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Lactams
ClassyFire Subclass: Caprolactams
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Stemona alkaloids
Synonymous chemical names:
Tuberostemonone, tuberostemonone
External chemical identifiers:
CID:CID_6426912; ZINC:ZINC000033949476
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tuberostemonone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 405.49
Log P RDKit 2.11
Topological polar surface area (Å2) RDKit 89.98
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.82
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Tuberostemonone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.653874
Tuberostemonone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.30
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 No