IMPPAT Phytochemical information: 
4-Methoxy-3-[(quinolin-8-yloxy)methyl]benzaldehyde
4-Methoxy-3-[(quinolin-8-yloxy)methyl]benzaldehyde
Summary

SMILES: COc1ccc(cc1COc1cccc2c1nccc2)C=O
InChI: InChI=1S/C18H15NO3/c1-21-16-8-7-13(11-20)10-15(16)12-22-17-6-2-4-14-5-3-9-19-18(14)17/h2-11H,12H2,1H3
InChIKey: KAIREKLWZOZJFY-UHFFFAOYSA-N
DeepSMILES: COcccccc6COcccccc6nccc6))))))))))))))C=O
Scaffold Graph/Node/Bond level: c1ccc(COc2cccc3cccnc23)cc1
Scaffold Graph/Node level: C1CCC(COC2CCCC3CCCNC32)CC1
Scaffold Graph level: C1CCC(CCC2CCCC3CCCCC32)CC1
Functional groups: cOC; cnc; cC=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
4-methoxy-3-(8-quinolinyloxy-methyl)benzaldehyde
External chemical identifiers:
CID:CID_590877; ZINC:ZINC000002573201; MolPort-000-156-996
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
4-Methoxy-3-[(quinolin-8-yloxy)methyl]benzaldehyde
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 293.32
Log P RDKit 3.63
Topological polar surface area (Å2) RDKit 48.42
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
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 16
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.11
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
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
4-Methoxy-3-[(quinolin-8-yloxy)methyl]benzaldehyde
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 0.67
4-Methoxy-3-[(quinolin-8-yloxy)methyl]benzaldehyde
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.00
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No