IMPPAT Phytochemical information: 
(E)-3-(2-Methylpropylidene)-1(3H)-isobenzofuranone

(E)-3-(2-Methylpropylidene)-1(3H)-isobenzofuranone
Summary

SMILES: CC(/C=C\1/OC(=O)c2c1cccc2)C
InChI: InChI=1S/C12H12O2/c1-8(2)7-11-9-5-3-4-6-10(9)12(13)14-11/h3-8H,1-2H3/b11-7+
InChIKey: LYSNVWBBICAAMS-YRNVUSSQSA-N
DeepSMILES: CC/C=C/OC=O)cc/5cccc6))))))))))C
Scaffold Graph/Node/Bond level: C=C1OC(=O)c2ccccc21
Scaffold Graph/Node level: CC1OC(O)C2CCCCC12
Scaffold Graph level: CC1CC(C)C2CCCCC12
Functional groups: C/C=C1\ccC(=O)O1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Isocoumarans
ClassyFire Subclass: Isobenzofuranones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: Phthalide derivatives
Synonymous chemical names:
3-isobutylidene-phthalide
External chemical identifiers:
CID:CID_6436620; ChEBI:CHEBI:172087
Chemical structure download


(E)-3-(2-Methylpropylidene)-1(3H)-isobenzofuranone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 188.23
Log P RDKit 2.85
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 14
Number of heteroatoms RDKit 2
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 3
Shape complexity RDKit 0.25
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 0
Number of aromatic rings RDKit 1
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


(E)-3-(2-Methylpropylidene)-1(3H)-isobenzofuranone
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 0.633274


(E)-3-(2-Methylpropylidene)-1(3H)-isobenzofuranone
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 -5.34
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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