Secondary metabolite: Blazeispirol I



Blazeispirol I
Summary
Molecular formula: C25H34O5
SMILES: OC[C@H]1[C@@H](O)[C@@]2(OC1(C)C)O[C@@]13CC[C@H]([C@@H]2C)[C@@]3(C)C=Cc2c1ccc(c2C)OC
InChI: InChI=1S/C25H34O5/c1-14-16-9-11-23(5)17-10-12-24(23,18(16)7-8-20(14)28-6)30-25(15(17)2)21(27)19(13-26)22(3,4)29-25/h7-9,11,15,17,19,21,26-27H,10,12-13H2,1-6H3/t15-,17+,19-,21+,23+,24-,25-/m0/s1
InChIKey: ZQFUYFFDPNJAJG-MGPHVKMZSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Organoheterocyclic compounds
Class: Naphthopyrans
Synonymous chemical names:
blazeispirol i
Chemical structure download



Blazeispirol I
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 414.54
Log P RDKit 3.78
Topological polar surface area (Å2) RDKit 68.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.28
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 17
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.68
Shape complexity RDKit 0.68
Number of rotatable bonds SwissADME 2
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
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 5



Blazeispirol I
Drug-likeness properties
Property nameToolProperty 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 0
Ghose filter RDKit Passed
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 0.77



Blazeispirol I
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.01
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




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