Secondary metabolite: t-Butyl lucidenate B



t-Butyl lucidenate B
Summary
Molecular formula: C31H46O7
SMILES: CCCCOC(=O)CC[C@H]([C@H]1C[CH](=O)[C@@]2([C@]1(C)[C@H](O)C(=O)C1=C2[C@@H](O)CC2[C@]1(C)CCC(=O)C2(C)C)C)C
InChI: InChI=1S/C31H47O7/c1-8-9-14-38-23(35)11-10-17(2)18-15-22(34)31(7)24-19(32)16-20-28(3,4)21(33)12-13-29(20,5)25(24)26(36)27(37)30(18,31)6/h17-20,22,27,32,37H,8-16H2,1-7H3/t17-,18-,19+,20?,27-,29+,30+,31+/m1/s1
InChIKey: JKAPWPOTVLUNHE-KBAZTBMUSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Lipids and lipid-like molecules
Class: Prenol lipids
Sub class: Triterpenoids
Synonymous chemical names:
t-butyl lucidenate b
Chemical structure download



t-Butyl lucidenate B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 530.7
Log P RDKit 4.36
Topological polar surface area (Å2) RDKit 117.97
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 25
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.81
Shape complexity RDKit 0.81
Number of rotatable bonds SwissADME 8
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 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4



t-Butyl lucidenate B
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
Egan filter RDKit Good
Pfizer’s 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Number of Leadlikeness violations SwissADME 3
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.37



t-Butyl lucidenate B
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.81
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