IMPPAT Phytochemical information: 
Tenacigenin A
Tenacigenin A
Summary

SMILES: O[C@H]1CC[C@]2([C@H](C1)CC[C@@]13[C@@H]2[C@@H]2O[C@@](O1)(C)[C@H]1[C@@]([C@@H]2O)([C@]3(O)CC1)C)C
InChI: InChI=1S/C21H32O5/c1-17-7-5-12(22)10-11(17)4-8-20-15(17)14-16(23)18(2)13(6-9-21(18,20)24)19(3,25-14)26-20/h11-16,22-24H,4-10H2,1-3H3/t11-,12-,13+,14-,15+,16+,17-,18-,19+,20-,21+/m0/s1
InChIKey: VGMNNBZQBSKEPP-ZQEUBWAKSA-N
DeepSMILES: O[C@H]CC[C@][C@H]C6)CC[C@@][C@@H]6[C@@H]O[C@@]O6)C)[C@H][C@@][C@@H]6O))[C@]8O)CC5)))C)))))))))))C
Scaffold Graph/Node/Bond level: C1CCC2C(C1)CCC13OC4OC(CC5C4CCC51)C23
Scaffold Graph/Node level: C1CCC2C(C1)CCC13OC4OC(CC5C4CCC51)C23
Scaffold Graph level: C1CCC2C(C1)CCC13CC4CC(CC5C4CCC51)C23
Functional groups: CO; C[C@](C)(OC)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Oxepanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
tenacigenin a, Tenacigenin A
External chemical identifiers:
CID:CID_101377895
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tenacigenin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 364.48
Log P RDKit 1.97
Topological polar surface area (Å2) RDKit 79.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.52
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 1
Number of rotatable bonds RDKit 0
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 4
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Tenacigenin A
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.572917
Tenacigenin A
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 -9.03
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