IMPPAT Phytochemical information: 
4H-1-Benzopyran-4-one, 2-(3-furanyl)-

4H-1-Benzopyran-4-one, 2-(3-furanyl)-
Summary

SMILES: O=c1cc(oc2c1cccc2)c1cocc1
InChI: InChI=1S/C13H8O3/c14-11-7-13(9-5-6-15-8-9)16-12-4-2-1-3-10(11)12/h1-8H
InChIKey: LGUHQIOUFDSZTE-UHFFFAOYSA-N
DeepSMILES: O=cccocc6cccc6)))))))ccocc5
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccoc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCOC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCC2)CC2CCCCC12
Functional groups: c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
4h-1-benzopyran-4-one
External chemical identifiers:
CID:CID_3913820; ZINC:ZINC000001506285; SureChEMBL:SCHEMBL13855896
Chemical structure download


4H-1-Benzopyran-4-one, 2-(3-furanyl)-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 212.2
Log P RDKit 3.05
Topological polar surface area (Å2) RDKit 43.35
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 3
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 13
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 1
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 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
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 3


4H-1-Benzopyran-4-one, 2-(3-furanyl)-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.62


4H-1-Benzopyran-4-one, 2-(3-furanyl)-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -5.73
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No