IMPPAT Phytochemical information: 
2H-1-Benzopyran-2-one, 6-methoxy-7-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-
2H-1-Benzopyran-2-one, 6-methoxy-7-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-
Summary

SMILES: COc1cc2ccc(=O)oc2cc1Oc1ccc2c(c1)oc(=O)cc2
InChI: InChI=1S/C19H12O6/c1-22-16-8-12-4-7-19(21)25-15(12)10-17(16)23-13-5-2-11-3-6-18(20)24-14(11)9-13/h2-10H,1H3
InChIKey: VBINWHFILLFRGB-UHFFFAOYSA-N
DeepSMILES: COcccccc=O)oc6cc%10Occcccc6)oc=O)cc6
Scaffold Graph/Node/Bond level: O=c1ccc2ccc(Oc3ccc4ccc(=O)oc4c3)cc2o1
Scaffold Graph/Node level: OC1CCC2CCC(OC3CCC4CCC(O)OC4C3)CC2O1
Scaffold Graph level: CC1CCC2CCC(CC3CCC4CCC(C)CC4C3)CC2C1
Functional groups: cOC; c=O; coc; cOc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Simple coumarins
Synonymous chemical names:
lasiocephalin, Lasiocephalin
External chemical identifiers:
CID:CID_630669; ZINC:ZINC000032287269
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2H-1-Benzopyran-2-one, 6-methoxy-7-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 336.3
Log P RDKit 3.7
Topological polar surface area (Å2) RDKit 78.88
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
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 18
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.05
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 4
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
2H-1-Benzopyran-2-one, 6-methoxy-7-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-
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 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.530833
2H-1-Benzopyran-2-one, 6-methoxy-7-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.94
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No