IMPPAT Phytochemical information: 
Scoparone
Scoparone
Summary

SMILES: COc1cc2oc(=O)ccc2cc1OC
InChI: InChI=1S/C11H10O4/c1-13-9-5-7-3-4-11(12)15-8(7)6-10(9)14-2/h3-6H,1-2H3
InChIKey: GUAFOGOEJLSQBT-UHFFFAOYSA-N
DeepSMILES: COcccoc=O)ccc6cc%10OC
Scaffold Graph/Node/Bond level: O=c1ccc2ccccc2o1
Scaffold Graph/Node level: OC1CCC2CCCCC2O1
Scaffold Graph level: CC1CCC2CCCCC2C1
Functional groups: cOC; coc; c=O
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:
Escoparone, escoparone, Scopoletin methyl ether, 6,7-dimethoxy-coumarin, scopoletin methyl ether, 6,7-dimethylesculetin, 6,7-dimethylaesculetin, aesculetin dimethylether, 67-dimethoxy-2h-1-benzopyran-2-one, aesculetin-dimethyl-ether, scoparone, Scoparone, 6,7-dimethylcoumarin, scoparone (6,7-dimethoxycoumarin), scoparone(6,7-dimethoxycoumarin), 67-dimethoxycoumarin, 6,7-dimethoxycoumarin (ayapin), aesculetin-6,7-dimethyl-ether, aesculetin dimethyl ether, 6,7-dimethoxycoumarin, esculetin dimethyl ether, Esculetin dimethyl ether
External chemical identifiers:
CID:CID_8417; ChEMBL:CHEMBL325864; ChEBI:CHEBI:9055; ZINC:ZINC000000002067; FDASRS:H5841PDT4Y; SureChEMBL:SCHEMBL240777; MolPort-000-881-854
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Scoparone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 206.2
Log P RDKit 1.81
Topological polar surface area (Å2) RDKit 48.67
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 4
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 9
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.18
Number of rotatable bonds RDKit 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
Scoparone
Drug-likeness
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 0.702906
Scoparone
ADME 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 -6.34
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Scoparone
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL
TAR_EXP_000491ENSG00000186318BACE123621BindingDB, ChEMBL, NPASS
TAR_EXP_000417ENSG00000111275ALDH2217ChEMBL
TAR_EXP_000852ENSG00000069535MAOB4129ChEMBL
TAR_EXP_000881ENSG00000087085ACHE43ChEMBL
TAR_EXP_000864ENSG00000143384MCL14170BindingDB, ChEMBL, NPASS