3-(5-{[4-(AMINOMETHYL)PIPERIDIN-1-YL]METHYL}-1H-INDOL-2-YL)QUINOLIN-2(1H)-ONE

Identification

Name
3-(5-{[4-(AMINOMETHYL)PIPERIDIN-1-YL]METHYL}-1H-INDOL-2-YL)QUINOLIN-2(1H)-ONE
Accession Number
DB07025
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: 386.4894
Monoisotopic: 386.210661474
Chemical Formula
C24H26N4O
InChI Key
KBIHHEGEALBUMT-UHFFFAOYSA-N
InChI
InChI=1S/C24H26N4O/c25-14-16-7-9-28(10-8-16)15-17-5-6-22-19(11-17)13-23(26-22)20-12-18-3-1-2-4-21(18)27-24(20)29/h1-6,11-13,16,26H,7-10,14-15,25H2,(H,27,29)
IUPAC Name
3-(5-{[4-(aminomethyl)piperidin-1-yl]methyl}-1H-indol-2-yl)-1,2-dihydroquinolin-2-one
SMILES
NCC1CCN(CC2=CC3=C(NC(=C3)C3=CC4=CC=CC=C4NC3=O)C=C2)CC1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase Chk1Not 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
10156987
PubChem Substance
99443496
ChemSpider
8332495
BindingDB
50195206
ChEMBL
CHEMBL221735
HET
373
PDB Entries
2hxq

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 Solubility0.00709 mg/mLALOGPS
logP3.41ALOGPS
logP2.77ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)11.76ChemAxon
pKa (Strongest Basic)10.27ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area74.15 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity119.44 m3·mol-1ChemAxon
Polarizability45.42 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9966
Blood Brain Barrier+0.9515
Caco-2 permeable-0.6879
P-glycoprotein substrateSubstrate0.5923
P-glycoprotein inhibitor IInhibitor0.6207
P-glycoprotein inhibitor IIInhibitor0.7814
Renal organic cation transporterInhibitor0.6683
CYP450 2C9 substrateNon-substrate0.8239
CYP450 2D6 substrateNon-substrate0.6309
CYP450 3A4 substrateSubstrate0.5698
CYP450 1A2 substrateInhibitor0.5787
CYP450 2C9 inhibitorNon-inhibitor0.7612
CYP450 2D6 inhibitorInhibitor0.7197
CYP450 2C19 inhibitorNon-inhibitor0.7248
CYP450 3A4 inhibitorInhibitor0.6932
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8776
Ames testNon AMES toxic0.6561
CarcinogenicityNon-carcinogens0.933
BiodegradationNot ready biodegradable0.9917
Rat acute toxicity2.6428 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8838
hERG inhibition (predictor II)Inhibitor0.9264
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 hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Quinolones and derivatives
Direct Parent
Hydroquinolones
Alternative Parents
Hydroquinolines / Indoles / Pyridinones / Aralkylamines / Substituted pyrroles / Piperidines / Benzenoids / Heteroaromatic compounds / Trialkylamines / Lactams
show 6 more
Substituents
Dihydroquinolone / Dihydroquinoline / Indole / Indole or derivatives / Pyridinone / Aralkylamine / Piperidine / Pyridine / Substituted pyrrole / Benzenoid
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine-protein kinase which is required for checkpoint-mediated cell cycle arrest and activation of DNA repair in response to the presence of DNA damage or unreplicated DNA. May also nega...
Gene Name
CHEK1
Uniprot ID
O14757
Uniprot Name
Serine/threonine-protein kinase Chk1
Molecular Weight
54433.115 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:18 / Updated on December 01, 2017 15:45