CHIR-124

Identification

Generic Name
CHIR-124
DrugBank Accession Number
DB06852
Background

CHIR-124 is a potent inhibitor of Chk1 that potentiates the cytotoxicity of topoisomerase I poisons in vitro and in vivo.

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 419.907
Monoisotopic: 419.151288058
Chemical Formula
C23H22ClN5O
Synonyms
Not Available
External IDs
  • CHIR-124

Pharmacology

Indication

Not Available

Pharmacology
Accelerate your drug discovery research with the industry’s only fully connected ADMET dataset, ideal for:
Machine Learning
Data Science
Drug Discovery
Accelerate your drug discovery research with our fully connected ADMET dataset
Learn more
Contraindications & Blackbox Warnings
Contraindications
Contraindications & Blackbox Warnings
With our commercial data, access important information on dangerous risks, contraindications, and adverse effects.
Learn more
Our Blackbox Warnings cover Risks, Contraindications, and Adverse Effects
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase Chk1Not AvailableHumans
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

Adverse Effects
Medicalerrors
Reduce medical errors
and improve treatment outcomes with our comprehensive & structured data on drug adverse effects.
Learn more
Reduce medical errors & improve treatment outcomes with our adverse effects data
Learn more
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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
4-aminoquinolines / Chloroquinolines / Hydroquinolines / Benzimidazoles / Quinuclidines / Aminopiperidines / Secondary alkylarylamines / Pyridinones / Aminopyridines and derivatives / Aryl chlorides
show 12 more
Substituents
3-aminopiperidine / 4-aminoquinoline / Amine / Aminopyridine / Aminoquinoline / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Azole
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
5K64W8EU3E
CAS number
405168-58-3
InChI Key
MOVBBVMDHIRCTG-LJQANCHMSA-N
InChI
InChI=1S/C23H22ClN5O/c24-14-5-6-16-15(11-14)21(25-19-12-29-9-7-13(19)8-10-29)20(23(30)28-16)22-26-17-3-1-2-4-18(17)27-22/h1-6,11,13,19H,7-10,12H2,(H,26,27)(H2,25,28,30)/t19-/m1/s1
IUPAC Name
4-{[(3S)-1-azabicyclo[2.2.2]octan-3-yl]amino}-3-(1H-1,3-benzodiazol-2-yl)-6-chloro-1,2-dihydroquinolin-2-one
SMILES
ClC1=CC2=C(NC(=O)C(C3=NC4=CC=CC=C4N3)=C2N[C@@H]2CN3CCC2CC3)C=C1

References

General References
Not Available
PubChem Compound
11502647
PubChem Substance
99443323
ChemSpider
23270845
BindingDB
50185219
ChEMBL
CHEMBL377312
ZINC
ZINC000033295958
PDBe Ligand
12C
PDB Entries
2gdo

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0266 mg/mLALOGPS
logP3.74ALOGPS
logP2.62ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)7.95ChemAxon
pKa (Strongest Basic)7.48ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area73.05 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity119.22 m3·mol-1ChemAxon
Polarizability44.27 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9952
Blood Brain Barrier+0.7625
Caco-2 permeable-0.5993
P-glycoprotein substrateSubstrate0.7229
P-glycoprotein inhibitor IInhibitor0.6826
P-glycoprotein inhibitor IIInhibitor0.7397
Renal organic cation transporterInhibitor0.5517
CYP450 2C9 substrateNon-substrate0.8137
CYP450 2D6 substrateNon-substrate0.6135
CYP450 3A4 substrateSubstrate0.7138
CYP450 1A2 substrateInhibitor0.8026
CYP450 2C9 inhibitorInhibitor0.7338
CYP450 2D6 inhibitorNon-inhibitor0.5696
CYP450 2C19 inhibitorInhibitor0.8694
CYP450 3A4 inhibitorInhibitor0.5428
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.921
Ames testNon AMES toxic0.5
CarcinogenicityNon-carcinogens0.8925
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7326 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8178
hERG inhibition (predictor II)Inhibitor0.8659
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

Targets

Drugtargets
Accelerate your drug discovery research
with our fully connected ADMET & drug target dataset.
Learn more
Accelerate your drug discovery research with our ADMET & drug target dataset
Learn more
Kind
Protein
Organism
Humans
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. [Article]

Drug created on September 15, 2010 21:17 / Updated on June 12, 2020 16:52