IMPPAT Phytochemical information: 
7,3'-Dihydroxy-5,4'-dimethoxy-4-phenylcoumarin

7,3'-Dihydroxy-5,4'-dimethoxy-4-phenylcoumarin
Summary

SMILES: COc1cc(O)cc2c1c(cc(=O)o2)c1ccc(c(c1)O)OC
InChI: InChI=1S/C17H14O6/c1-21-13-4-3-9(5-12(13)19)11-8-16(20)23-15-7-10(18)6-14(22-2)17(11)15/h3-8,18-19H,1-2H3
InChIKey: XPCAYUFAARQBKK-UHFFFAOYSA-N
DeepSMILES: COcccO)ccc6ccc=O)o6)))cccccc6)O))OC
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)c2ccccc2o1
Scaffold Graph/Node level: OC1CC(C2CCCCC2)C2CCCCC2O1
Scaffold Graph level: CC1CC2CCCCC2C(C2CCCCC2)C1
Functional groups: cOC; cO; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Neoflavonoids
ClassyFire Subclass: Neoflavones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Neoflavonoids
Synonymous chemical names:
seshadrin, Seshadrin
External chemical identifiers:
CID:CID_10358251; ZINC:ZINC000013340162
Chemical structure download


7,3'-Dihydroxy-5,4'-dimethoxy-4-phenylcoumarin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 314.29
Log P RDKit 2.89
Topological polar surface area (Å2) RDKit 89.13
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 23
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 15
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
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 1
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


7,3'-Dihydroxy-5,4'-dimethoxy-4-phenylcoumarin
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.722606


7,3'-Dihydroxy-5,4'-dimethoxy-4-phenylcoumarin
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.57
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No