IMPPAT Phytochemical information: 
(Z)-1-Methyl-2-(undec-6-enyl)quinolin-4(1H)-one
(Z)-1-Methyl-2-(undec-6-enyl)quinolin-4(1H)-one
Summary

SMILES: CCCC/C=C\CCCCCc1cc(=O)c2c(n1C)cccc2
InChI: InChI=1S/C21H29NO/c1-3-4-5-6-7-8-9-10-11-14-18-17-21(23)19-15-12-13-16-20(19)22(18)2/h6-7,12-13,15-17H,3-5,8-11,14H2,1-2H3/b7-6-
InChIKey: ILAQTUNYLVMXNW-SREVYHEPSA-N
DeepSMILES: CCCC/C=C\CCCCCccc=O)ccn6C))cccc6
Scaffold Graph/Node/Bond level: O=c1cc[nH]c2ccccc12
Scaffold Graph/Node level: OC1CCNC2CCCCC12
Scaffold Graph level: CC1CCCC2CCCCC12
Functional groups: cn(C)c; C/C=C\C; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Quinolones and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids|Anthranilic acid alkaloids
NP Classifier Class: Acridone alkaloids|Quinoline alkaloids
Synonymous chemical names:
1-methyl-2-[(z)-6-undecenyl]-4(1h)-quinolone, 1-methyl-2-[(z)6-undecenyl]-4(1h)-quinolone
External chemical identifiers:
CID:CID_5319810
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(Z)-1-Methyl-2-(undec-6-enyl)quinolin-4(1H)-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 311.47
Log P RDKit 5.39
Topological polar surface area (Å2) RDKit 22
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 2
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 11
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.48
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
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
(Z)-1-Methyl-2-(undec-6-enyl)quinolin-4(1H)-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.449455
(Z)-1-Methyl-2-(undec-6-enyl)quinolin-4(1H)-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -3.76
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No