Secondary metabolite: Fomitellanol A



Fomitellanol A
Summary
Molecular formula: C19H20O5
SMILES: OCC1=CC(=O)[C@H]2C1=Cc1c(O)ccc3c1[C@]2(C)[C@@H](OC(C)C)O3
InChI: InChI=1S/C19H20O5/c1-9(2)23-18-19(3)16-11(10(8-20)6-14(16)22)7-12-13(21)4-5-15(24-18)17(12)19/h4-7,9,16,18,20-21H,8H2,1-3H3/t16-,18+,19-/m1/s1
InChIKey: ORBWSHDOOZYCPR-NZSAHSFTSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Benzenoids
Class: Naphthalenes
Sub class: Naphthols and derivatives
Synonymous chemical names:
fomitellanol a
Chemical structure download



Fomitellanol A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 328.36
Log P RDKit 2.31
Topological polar surface area (Å2) RDKit 75.99
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.16
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 8
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.42
Shape complexity RDKit 0.42
Number of rotatable bonds SwissADME 3
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4



Fomitellanol A
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 Good
GSK 4/400 filter RDKit Good
Number of Leadlikeness violations SwissADME 0
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.89



Fomitellanol A
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.25
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