IMPPAT Phytochemical information: 
2-Isopropenylnaphtho[2,3-b]furan-4,9-dione
2-Isopropenylnaphtho[2,3-b]furan-4,9-dione
Summary

SMILES: CC(=C)c1cc2c(o1)C(=O)c1c(C2=O)cccc1
InChI: InChI=1S/C15H10O3/c1-8(2)12-7-11-13(16)9-5-3-4-6-10(9)14(17)15(11)18-12/h3-7H,1H2,2H3
InChIKey: JIXOWAXGILXNLY-UHFFFAOYSA-N
DeepSMILES: CC=C)cccco5)C=O)ccC6=O))cccc6
Scaffold Graph/Node/Bond level: O=C1c2ccccc2C(=O)c2occc21
Scaffold Graph/Node level: OC1C2CCCCC2C(O)C2OCCC12
Scaffold Graph level: CC1C2CCCCC2C(C)C2CCCC12
Functional groups: cC(=C)C; coc; cC(=O)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
2-isopropenylnaphtho[2,3-b]furan-4,9-dione, 2-isopropenylnaphtho[2,3-b]-furan-4,9-dione
External chemical identifiers:
CID:CID_637335; ChEMBL:CHEMBL484359; SureChEMBL:SCHEMBL16917433
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-Isopropenylnaphtho[2,3-b]furan-4,9-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 238.24
Log P RDKit 3.09
Topological polar surface area (Å2) RDKit 47.28
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 18
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 14
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.07
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
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
2-Isopropenylnaphtho[2,3-b]furan-4,9-dione
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 0.654091
2-Isopropenylnaphtho[2,3-b]furan-4,9-dione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -5.13
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No