IMPPAT Phytochemical information: 
Thalicogenin A1
Thalicogenin A1
Summary

SMILES: OC[C@]1(C)[C@@H](O)CC[C@]23[C@H]1CC[C@@H]1[C@@]3(C2)CC[C@]2([C@@]1(C)C[C@@H]([C@@H]2[C@@H]([C@@H]1CCC(O1)(C)C)C)O)C
InChI: InChI=1S/C30H50O4/c1-18(20-9-11-25(2,3)34-20)24-19(32)15-28(6)22-8-7-21-26(4,17-31)23(33)10-12-29(21)16-30(22,29)14-13-27(24,28)5/h18-24,31-33H,7-17H2,1-6H3/t18-,19+,20+,21+,22+,23+,24+,26+,27-,28+,29-,30+/m1/s1
InChIKey: DFTJVPYGDNTPTD-XDRHZMJUSA-N
DeepSMILES: OC[C@]C)[C@@H]O)CC[C@@][C@H]6CC[C@@H][C@@]6C7)CC[C@][C@@]6C)C[C@@H][C@@H]5[C@@H][C@@H]CCCO5)C)C)))))C)))O))))C
Scaffold Graph/Node/Bond level: C1COC(CC2CCC3C2CCC24CC25CCCCC5CCC34)C1
Scaffold Graph/Node level: C1COC(CC2CCC3C2CCC24CC25CCCCC5CCC34)C1
Scaffold Graph level: C1CCC(CC2CCC3C2CCC24CC25CCCCC5CCC34)C1
Functional groups: CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Cycloartane triterpenoids
Synonymous chemical names:
thalicogenin
External chemical identifiers:
CID:CID_21606557
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Thalicogenin A1
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 474.73
Log P RDKit 5.32
Topological polar surface area (Å2) RDKit 69.92
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 12
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 30
Shape complexity RDKit 1
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 5
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Thalicogenin A1
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
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 0.52
Thalicogenin A1
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.74
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 Yes