Secondary metabolite: Demalonyl fomitopsin H



Demalonyl fomitopsin H
Summary
Molecular formula: C32H50O5
SMILES: C[C@@H]1CC2(OCC(=O)[C@H]([C@@H]2C)C)OC[C@]23[C@@H]1CC[C@@]3(C)C1=C(C[C@H]2O)[C@@]2(C)CC[C@H](C(C2CC1)(C)C)O
InChI: InChI=1S/C32H50O5/c1-18-15-32(20(3)19(2)24(33)16-36-32)37-17-31-21(18)10-13-30(31,7)22-8-9-25-28(4,5)26(34)11-12-29(25,6)23(22)14-27(31)35/h18-21,25-27,34-35H,8-17H2,1-7H3/t18-,19+,20+,21-,25?,26-,27-,29-,30+,31+,32?/m1/s1
InChIKey: AXHOBTFZUYASHN-JDVSLVPVSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Triterpenoids
Synonymous chemical names:
demalonyl fomitopsin h
Chemical structure download



Demalonyl fomitopsin H
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 514.75
Log P RDKit 5.67
Topological polar surface area (Å2) RDKit 75.99
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 37
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 0.34
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 29
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.91
Shape complexity RDKit 0.91
Number of rotatable bonds SwissADME 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
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 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6



Demalonyl fomitopsin H
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Good
Egan filter RDKit Good
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 2
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.41



Demalonyl fomitopsin H
ADMET 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 -5.57
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




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