IMPPAT Phytochemical information: 
5,5'-Oxybis(5-methylene-2-furaldehyde)
5,5'-Oxybis(5-methylene-2-furaldehyde)
Summary

SMILES: O=Cc1ccc(o1)COCc1ccc(o1)C=O
InChI: InChI=1S/C12H10O5/c13-5-9-1-3-11(16-9)7-15-8-12-4-2-10(6-14)17-12/h1-6H,7-8H2
InChIKey: TZTWOBUHCLWLNK-UHFFFAOYSA-N
DeepSMILES: O=Ccccco5)COCcccco5)C=O
Scaffold Graph/Node/Bond level: c1coc(COCc2ccco2)c1
Scaffold Graph/Node level: C1COC(COCC2CCCO2)C1
Scaffold Graph level: C1CCC(CCCC2CCCC2)C1
Functional groups: cC=O; coc; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: Furans
Synonymous chemical names:
5,5'-oxy-dimethylene-bis-(2-furaldehyde)
External chemical identifiers:
CID:CID_12366272; ZINC:ZINC000004566165; SureChEMBL:SCHEMBL278333; MolPort-001-833-756
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5,5'-Oxybis(5-methylene-2-furaldehyde)
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 234.21
Log P RDKit 2.21
Topological polar surface area (Å2) RDKit 69.65
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 5
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 10
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 2
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
5,5'-Oxybis(5-methylene-2-furaldehyde)
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 0.72
5,5'-Oxybis(5-methylene-2-furaldehyde)
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 -7.12
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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