IMPPAT Phytochemical information: 
Digipronin
Digipronin
Summary

SMILES: CO[C@@H]1[C@@H](O)C(O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3C(=O)C[C@]3([C@H]4C(=O)C[C@]3(O)C(=O)C)C)C2)C)O[C@@H]([C@@H]1O)C
InChI: InChI=1S/C28H40O9/c1-13-22(32)24(35-5)23(33)25(36-13)37-16-8-9-26(3)15(10-16)6-7-17-20(26)18(30)11-27(4)21(17)19(31)12-28(27,34)14(2)29/h6,13,16-17,20-25,32-34H,7-12H2,1-5H3/t13-,16+,17-,20-,21-,22+,23-,24+,25?,26+,27+,28+/m1/s1
InChIKey: MBDYRJBBFJLZNT-QAJSNMGSSA-N
DeepSMILES: CO[C@@H][C@@H]O)CO[C@H]CC[C@]C=CC[C@@H][C@@H]6C=O)C[C@][C@H]6C=O)C[C@]5O)C=O)C))))))C))))))))C6))C))))))O[C@@H][C@@H]6O))C
Scaffold Graph/Node/Bond level: O=C1CCC2CC(=O)C3C4CCC(OC5CCCCO5)CC4=CCC3C12
Scaffold Graph/Node level: OC1CCC2CC(O)C3C4CCC(OC5CCCCO5)CC4CCC3C12
Scaffold Graph level: CC1CCC2CC(C)C3C4CCC(CC5CCCCC5)CC4CCC3C12
Functional groups: COC(C)OC; COC; CO; CC=C(C)C; CC(=O)C; CC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroidal glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
14alpha-digipronin, digipronin
External chemical identifiers:
CID:CID_102093803
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Digipronin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 520.62
Log P RDKit 1.49
Topological polar surface area (Å2) RDKit 139.59
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 12
Stereochemical complexity RDKit 0.43
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.82
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Digipronin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
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 0.470532
Digipronin
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 -9.72
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