IMPPAT Phytochemical information: 
(7S)-4-methoxy-7-methyl-7,8-dihydrofuro[2,3-g]isochromen-5-one
(7S)-4-methoxy-7-methyl-7,8-dihydrofuro[2,3-g]isochromen-5-one
Summary

SMILES: COc1c2C(=O)O[C@H](Cc2cc2c1cco2)C
InChI: InChI=1S/C13H12O4/c1-7-5-8-6-10-9(3-4-16-10)12(15-2)11(8)13(14)17-7/h3-4,6-7H,5H2,1-2H3/t7-/m0/s1
InChIKey: LJCCQQNTPLPSNX-ZETCQYMHSA-N
DeepSMILES: COccC=O)O[C@H]Cc6ccc%10cco5))))))))C
Scaffold Graph/Node/Bond level: O=C1OCCc2cc3occc3cc21
Scaffold Graph/Node level: OC1OCCC2CC3OCCC3CC21
Scaffold Graph level: CC1CCCC2CC3CCCC3CC12
Functional groups: cOC; cC(=O)OC; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 2-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Isocoumarins
Synonymous chemical names:
7,8-dihydro-4-methoxy-7-methyl-5h-furo[2,3-g]benzopyran-5-one (dihydro-coriandrin), dihydrocoriandrin
External chemical identifiers:
CID:CID_14134312; ZINC:ZINC000013408187
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(7S)-4-methoxy-7-methyl-7,8-dihydrofuro[2,3-g]isochromen-5-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 232.24
Log P RDKit 2.54
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 13
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.31
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
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
(7S)-4-methoxy-7-methyl-7,8-dihydrofuro[2,3-g]isochromen-5-one
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 0.71
(7S)-4-methoxy-7-methyl-7,8-dihydrofuro[2,3-g]isochromen-5-one
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 -5.86
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No