IMPPAT Phytochemical information: 
3-Hydroxybutyl-4,5-dihydrophthalide

3-Hydroxybutyl-4,5-dihydrophthalide
Summary

SMILES: OCCCCC1OC(=O)C2=C1CCC=C2
InChI: InChI=1S/C12H16O3/c13-8-4-3-7-11-9-5-1-2-6-10(9)12(14)15-11/h2,6,11,13H,1,3-5,7-8H2
InChIKey: SJBAIKSSHSWSJN-UHFFFAOYSA-N
DeepSMILES: OCCCCCOC=O)C=C5CCC=C6
Scaffold Graph/Node/Bond level: O=C1OCC2=C1C=CCC2
Scaffold Graph/Node level: OC1OCC2CCCCC21
Scaffold Graph level: CC1CCC2CCCCC12
Functional groups: CO; O=C1OCC2=C1C=CCC2
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Isobenzofurans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: Phthalide derivatives
Synonymous chemical names:
3-isobutlidene-3-(a)-4-dihydrophthalide
External chemical identifiers:
CID:CID_121008846
Chemical structure download


3-Hydroxybutyl-4,5-dihydrophthalide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 208.26
Log P RDKit 1.72
Topological polar surface area (Å2) RDKit 46.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 3
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 5
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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


3-Hydroxybutyl-4,5-dihydrophthalide
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 0.564935


3-Hydroxybutyl-4,5-dihydrophthalide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.65
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No