1-(2,6-Dichlorophenyl)-5-(2,4-Difluorophenyl)-7-Piperidin-4-Yl-3,4-Dihydroquinolin-2(1h)-One

Identification

Name
1-(2,6-Dichlorophenyl)-5-(2,4-Difluorophenyl)-7-Piperidin-4-Yl-3,4-Dihydroquinolin-2(1h)-One
Accession Number
DB01948  (EXPT00157)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 487.368
Monoisotopic: 486.10772516
Chemical Formula
C26H22Cl2F2N2O
InChI Key
VXIYTVJEIXMAQF-UHFFFAOYSA-N
InChI
InChI=1S/C26H22Cl2F2N2O/c27-21-2-1-3-22(28)26(21)32-24-13-16(15-8-10-31-11-9-15)12-20(19(24)6-7-25(32)33)18-5-4-17(29)14-23(18)30/h1-5,12-15,31H,6-11H2
IUPAC Name
1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-7-(piperidin-4-yl)-1,2,3,4-tetrahydroquinolin-2-one
SMILES
FC1=CC=C(C(F)=C1)C1=CC(=CC2=C1CCC(=O)N2C1=C(Cl)C=CC=C1Cl)C1CCNCC1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase 14Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
447725
PubChem Substance
46505375
ChemSpider
394740
BindingDB
15242
ChEMBL
CHEMBL564912
HET
358
PDB Entries
1ove

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000122 mg/mLALOGPS
logP5.52ALOGPS
logP6.28ChemAxon
logS-6.6ALOGPS
pKa (Strongest Acidic)19.58ChemAxon
pKa (Strongest Basic)10.04ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.34 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity127.68 m3·mol-1ChemAxon
Polarizability48.3 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9967
Blood Brain Barrier+0.9964
Caco-2 permeable-0.5499
P-glycoprotein substrateSubstrate0.6635
P-glycoprotein inhibitor IInhibitor0.89
P-glycoprotein inhibitor IINon-inhibitor0.6456
Renal organic cation transporterNon-inhibitor0.5262
CYP450 2C9 substrateNon-substrate0.8079
CYP450 2D6 substrateSubstrate0.5236
CYP450 3A4 substrateSubstrate0.7069
CYP450 1A2 substrateInhibitor0.8155
CYP450 2C9 inhibitorNon-inhibitor0.6626
CYP450 2D6 inhibitorNon-inhibitor0.6122
CYP450 2C19 inhibitorInhibitor0.5747
CYP450 3A4 inhibitorNon-inhibitor0.7261
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8753
Ames testNon AMES toxic0.735
CarcinogenicityNon-carcinogens0.8669
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6895 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8246
hERG inhibition (predictor II)Inhibitor0.8432
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Phenylquinolines
Direct Parent
Phenylquinolines
Alternative Parents
Phenylpiperidines / Hydroquinolones / Hydroquinolines / Dichlorobenzenes / Aralkylamines / Fluorobenzenes / Aryl chlorides / Aryl fluorides / Tertiary carboxylic acid amides / Amino acids and derivatives
show 9 more
Substituents
Phenylquinoline / Phenylpiperidine / Tetrahydroquinolone / Quinolone / Tetrahydroquinoline / 1,3-dichlorobenzene / Halobenzene / Fluorobenzene / Chlorobenzene / Aralkylamine
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organofluorine compound, dichlorobenzene, quinolone, heteroarylpiperidine (CHEBI:47101)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine kinase which acts as an essential component of the MAP kinase signal transduction pathway. MAPK14 is one of the four p38 MAPKs which play an important role in the cascades of cellu...
Gene Name
MAPK14
Uniprot ID
Q16539
Uniprot Name
Mitogen-activated protein kinase 14
Molecular Weight
41292.885 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:50