MeFSAT | MeFSAT: Medicinal Fungi Secondary metabolites And Therapeutics

Secondary metabolite: Antcamphorol E

Summary

Molecular formula: C28H42O6
SMILES: C[C@@H](C(=C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CC[C@H]([C@@H]2O)O)C)C(=O)O
InChI: InChI=1S/C28H42O6/c1-14(16(3)26(33)34)6-7-15(2)17-8-9-18-23-21(30)12-19-25(32)20(29)10-11-27(19,4)24(23)22(31)13-28(17,18)5/h15-21,25,29-30,32H,1,6-13H2,2-5H3,(H,33,34)/t15-,16+,17-,18+,19+,20-,21+,25-,27+,28-/m1/s1
InChIKey: GBHCASQTLCYQBV-HFIMNGLHSA-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:
antcamphorol e

Chemical structure download

2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT

Physicochemical properties

Property name	Tool	Property value
Molecular weight (g/mol)	RDKit	474.64
Log P	RDKit	3.88
Topological polar surface area (Å²)	RDKit	115.06
Number of hydrogen bond acceptors	RDKit	5
Number of hydrogen bond donors	RDKit	4
Number of carbon atoms	RDKit	28
Number of heavy atoms	RDKit	34
Number of heteroatoms	RDKit	6
Number of nitrogen atoms	RDKit	0
Number of sulfur atoms	RDKit	0
Number of chiral carbon atoms	RDKit	10
Stereochemical complexity	RDKit	0.36
Number of sp hybridized carbon atoms	RDKit	0
Number of sp² hybridized carbon atoms	RDKit	6
Number of sp³ hybridized carbon atoms	RDKit	22
Fraction of sp³ hybridized carbon atoms (Fsp³)	RDKit	0.79
Shape complexity	RDKit	0.79
Number of rotatable bonds	SwissADME	6
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

Drug-likeness properties

Property name	Tool	Property value
Number of Lipinski’s rule of 5 violations	RDKit	0
Lipinski’s rule of 5 filter	RDKit	Passed
Number of Ghose filter violations	RDKit	1
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	0.43

ADMET properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.56
Solubility class [ESOL]	SwissADME	Moderately soluble
Solubility class [Silicos-IT]	SwissADME	Soluble
Blood Brain Barrier permeation	SwissADME	No
Gastrointestinal absorption	SwissADME	High
Log K_p (Skin permeation, cm/s)	SwissADME	-6.51
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	Yes
P-glycoprotein substrate	SwissADME	Yes