IMPPAT Phytochemical information: 
2,4-Benzylidene-d-glucose

2,4-Benzylidene-d-glucose
Summary

SMILES: OCC(C1OC(OC(C1O)C=O)c1ccccc1)O
InChI: InChI=1S/C13H16O6/c14-6-9(16)12-11(17)10(7-15)18-13(19-12)8-4-2-1-3-5-8/h1-5,7,9-14,16-17H,6H2
InChIKey: ROWVONBICVFYHB-UHFFFAOYSA-N
DeepSMILES: OCCCOCOCC6O))C=O))))cccccc6)))))))))O
Scaffold Graph/Node/Bond level: c1ccc(C2OCCCO2)cc1
Scaffold Graph/Node level: C1CCC(C2OCCCO2)CC1
Scaffold Graph level: C1CCC(C2CCCCC2)CC1
Functional groups: CO; cC(OC)OC; CC=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dioxanes
ClassyFire Subclass: 1,3-dioxanes
NP Classifier Biosynthetic pathway: Polyketides|Shikimates and Phenylpropanoids
Synonymous chemical names:
2,4-benzylidene-d-glucose
External chemical identifiers:
CID:CID_570480
Chemical structure download


2,4-Benzylidene-d-glucose
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 268.27
Log P RDKit -0.62
Topological polar surface area (Å2) RDKit 96.22
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.46
Number of rotatable bonds RDKit 4
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


2,4-Benzylidene-d-glucose
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 1
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.629947


2,4-Benzylidene-d-glucose
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.23
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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