Secondary metabolite: Lepiotaprocerin D



Lepiotaprocerin D
Summary
Molecular formula: C30H40O5
SMILES: CC(=C[C@@H]1C[C@@H](C)[C@H]2[C@@H](O1)C[C@@]1([C@]2(C)C[C@@H]2C3=C1CC[C@@H]1[C@@]3(C(=CC(=O)C1(C)C)O2)C)C)C(=O)O
InChI: InChI=1S/C30H40O5/c1-15-10-17(11-16(2)26(32)33)34-19-13-28(5)18-8-9-21-27(3,4)22(31)12-23-30(21,7)25(18)20(35-23)14-29(28,6)24(15)19/h11-12,15,17,19-21,24H,8-10,13-14H2,1-7H3,(H,32,33)/t15-,17+,19+,20-,21+,24+,28+,29-,30-/m1/s1
InChIKey: PHIOHRMDHKHEJV-OWZSQVRFSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Triterpenoids
Synonymous chemical names:
lepiotaprocerin d
Chemical structure download



Lepiotaprocerin D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 480.64
Log P RDKit 5.85
Topological polar surface area (Å2) RDKit 72.83
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 22
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.73
Shape complexity RDKit 0.73
Number of rotatable bonds SwissADME 2
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 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6



Lepiotaprocerin D
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 4
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 2
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4



Lepiotaprocerin D
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Moderately 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 -5.89
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 Yes
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