MeFSAT | MeFSAT: Medicinal Fungi Secondary metabolites And Therapeutics

Secondary metabolite: Blazeispirol V

Summary

Molecular formula: C28H38O6
SMILES: O=C1CC[C@]2(C(=C1)[C@@H](O)[C@H](C1=C2C=C[C@]2([C@@]31CC[C@@H]2[C@@H]([C@@]1(O3)OC([C@H]([C@H]1O)C)(C)C)C)C)O)C
InChI: InChI=1S/C28H38O6/c1-14-17-9-12-27(34-28(14)23(32)15(2)24(3,4)33-28)20-18(8-11-26(17,27)6)25(5)10-7-16(29)13-19(25)21(30)22(20)31/h8,11,13-15,17,21-23,30-32H,7,9-10,12H2,1-6H3/t14-,15-,17+,21+,22-,23+,25+,26+,27-,28-/m0/s1
InChIKey: GKTIPUYIQKAQLI-XBUYSURHSA-N

Chemical classification

Kingdom: Organic compounds
Super class: Organoheterocyclic compounds
Class: Naphthopyrans

Synonymous chemical names:
blazeispirol v

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	470.61
Log P	RDKit	3.21
Topological polar surface area (Å²)	RDKit	96.22
Number of hydrogen bond acceptors	RDKit	6
Number of hydrogen bond donors	RDKit	3
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	7
Number of sp³ hybridized carbon atoms	RDKit	21
Fraction of sp³ hybridized carbon atoms (Fsp³)	RDKit	0.75
Shape complexity	RDKit	0.75
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	1
Number of saturated heterocycles	RDKit	2
Number of saturated rings	RDKit	3
Number of Smallest Set of Smallest Rings (SSSR)	RDKit	6

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
Egan 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	0.5

ADMET properties

Property name	Tool	Property value
Bioavailability score	SwissADME	0.55
Solubility class [ESOL]	SwissADME	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	-8.34
Number of PAINS structural alerts	SwissADME	0
Number of Brenk structural alerts	SwissADME	0
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