IMPPAT Phytochemical information: 
2-(Chloromethyl)-2,3-dihydro-4(1H)-quinolinone

2-(Chloromethyl)-2,3-dihydro-4(1H)-quinolinone
Summary

SMILES: ClCC1CC(=O)c2c(N1)cccc2
InChI: InChI=1S/C10H10ClNO/c11-6-7-5-10(13)8-3-1-2-4-9(8)12-7/h1-4,7,12H,5-6H2
InChIKey: XQWCPANZPKIATM-UHFFFAOYSA-N
DeepSMILES: ClCCCC=O)ccN6)cccc6
Scaffold Graph/Node/Bond level: O=C1CCNc2ccccc21
Scaffold Graph/Node level: OC1CCNC2CCCCC12
Scaffold Graph level: CC1CCCC2CCCCC12
Functional groups: CCl; cNC; cC(=O)C
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: Anthranilic acid alkaloids
NP Classifier Class: Quinoline alkaloids
Synonymous chemical names:
2-chloromethyl)-2,3-dihydro-4(1h)-quinolinone
External chemical identifiers:
CID:CID_589579
Chemical structure download


2-(Chloromethyl)-2,3-dihydro-4(1H)-quinolinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 195.65
Log P RDKit 2.29
Topological polar surface area (Å2) RDKit 29.1
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 1
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


2-(Chloromethyl)-2,3-dihydro-4(1H)-quinolinone
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 0.697138


2-(Chloromethyl)-2,3-dihydro-4(1H)-quinolinone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.04
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