Secondary metabolite: 3-Hydroxy-2-oxo-2h-chromene-4,6-dicarboxylic acid



3-Hydroxy-2-oxo-2h-chromene-4,6-dicarboxylic acid
Summary
Molecular formula: C11H6O7
SMILES: OC(=O)c1c(O)c(=O)oc2c1cc(cc2)C(=O)O
InChI: InChI=1S/C11H6O7/c12-8-7(10(15)16)5-3-4(9(13)14)1-2-6(5)18-11(8)17/h1-3,12H,(H,13,14)(H,15,16)
InChIKey: JWBZNSYPSLWKPA-UHFFFAOYSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Phenylpropanoids and polyketides
Class: Coumarins and derivatives
Sub class: Hydroxycoumarins
Synonymous chemical names:
3-hydroxy-2-oxo-2h-chromene-4,6-dicarboxylic acid
Chemical structure download



3-Hydroxy-2-oxo-2h-chromene-4,6-dicarboxylic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 250.16
Log P RDKit 0.9
Topological polar surface area (Å2) RDKit 125.04
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 0
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds SwissADME 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2



3-Hydroxy-2-oxo-2h-chromene-4,6-dicarboxylic acid
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 0.68



3-Hydroxy-2-oxo-2h-chromene-4,6-dicarboxylic acid
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.05
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 No




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