Secondary metabolite: Ganorbiformin A



Ganorbiformin A
Summary
Molecular formula: C32H48O8
SMILES: CC(=O)O[C@H]([C@H]([C@H]1C[C@@](C2=C3[C@@](CC[C@]12C)(O)[C@@]1(C)CCC(=O)C([C@@H]1C[C@H]3O)(C)C)(C)O)C)C/C=C(/C(=O)O)C
InChI: InChI=1S/C32H48O8/c1-17(27(36)37)9-10-22(40-19(3)33)18(2)20-16-31(8,38)26-25-21(34)15-23-28(4,5)24(35)11-12-30(23,7)32(25,39)14-13-29(20,26)6/h9,18,20-23,34,38-39H,10-16H2,1-8H3,(H,36,37)/b17-9+/t18-,20+,21+,22-,23-,29+,30-,31+,32+/m0/s1
InChIKey: DZEJAEGGININJV-FGFSZNLVSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Steroids and steroid derivatives
Sub class: Bile acids, alcohols and derivatives
Synonymous chemical names:
ganorbiformin a
Chemical structure download



Ganorbiformin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 560.73
Log P RDKit 4.35
Topological polar surface area (Å2) RDKit 141.36
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 40
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.28
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 25
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.78
Shape complexity RDKit 0.78
Number of rotatable bonds SwissADME 7
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
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 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4



Ganorbiformin A
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’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 1
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.21



Ganorbiformin A
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.08
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No




Designed by R.P. Vivek-Ananth, M Karthikeyan and Ajaya Kumar Sahoo