5,7-Dichlorokynurenic acid

Identification

Generic Name
5,7-Dichlorokynurenic acid
DrugBank Accession Number
DB01931
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 258.058
Monoisotopic: 256.964648445
Chemical Formula
C10H5Cl2NO3
Synonyms
  • 5,7-Dcka
  • 5,7-Dichloroquinurenic acid
  • 5,7-Dichorokynurenic acid

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlutamate receptor ionotropic, NMDA 1Not 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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Quinoline carboxylic acids
Direct Parent
Quinoline carboxylic acids
Alternative Parents
Chloroquinolines / Hydroquinolones / Hydroquinolines / Pyridinecarboxylic acids / Aryl chlorides / Benzenoids / Vinylogous halides / Vinylogous amides / Heteroaromatic compounds / Azacyclic compounds
show 8 more
Substituents
Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Carboxylic acid / Carboxylic acid derivative / Chloroquinoline / Dihydroquinoline / Dihydroquinolone
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
T61ORK73PY
CAS number
131123-76-7
InChI Key
BGKFPRIGXAVYNX-UHFFFAOYSA-N
InChI
InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
IUPAC Name
5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid
SMILES
OC(=O)C1=CC(O)=C2C(Cl)=CC(Cl)=CC2=N1

References

General References
Not Available
PubChem Compound
1779
PubChem Substance
46504992
ChemSpider
1714
BindingDB
50001266
ChEBI
107660
ChEMBL
CHEMBL50267
ZINC
ZINC000008660423
Guide to Pharmacology
GtP Drug Page
PDBe Ligand
DK1
Wikipedia
5,7-Dichlorokynurenic_acid
PDB Entries
1pbq

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 Solubility0.156 mg/mLALOGPS
logP3.63ALOGPS
logP3.08Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)3.69Chemaxon
pKa (Strongest Basic)0.38Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area70.42 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity58.45 m3·mol-1Chemaxon
Polarizability22.69 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9936
Blood Brain Barrier+0.7292
Caco-2 permeable+0.5994
P-glycoprotein substrateNon-substrate0.6884
P-glycoprotein inhibitor INon-inhibitor0.986
P-glycoprotein inhibitor IINon-inhibitor0.963
Renal organic cation transporterNon-inhibitor0.875
CYP450 2C9 substrateNon-substrate0.7818
CYP450 2D6 substrateNon-substrate0.793
CYP450 3A4 substrateNon-substrate0.633
CYP450 1A2 substrateNon-inhibitor0.7037
CYP450 2C9 inhibitorNon-inhibitor0.9571
CYP450 2D6 inhibitorNon-inhibitor0.9569
CYP450 2C19 inhibitorNon-inhibitor0.9465
CYP450 3A4 inhibitorNon-inhibitor0.964
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9225
Ames testNon AMES toxic0.9601
CarcinogenicityNon-carcinogens0.9402
BiodegradationNot ready biodegradable0.9711
Rat acute toxicity1.8389 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9525
hERG inhibition (predictor II)Non-inhibitor0.906
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0bti-2490000000-1cfe05fd4fcb2381c60b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-a0bbd6dd1aade4e83158
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-8a7d6a6949fafc4b3817
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4r-0090000000-f06cae1ddd09e864e0f4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0290000000-e27802540ae32ef24eb5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-1690000000-8c9ed0a0a94e29e12171
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-0930000000-98f59520974f254a3de2
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-152.35567
predicted
DeepCCS 1.0 (2019)
[M+H]+154.75124
predicted
DeepCCS 1.0 (2019)
[M+Na]+160.71004
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Voltage-gated cation channel activity
Specific Function
NMDA receptor subtype of glutamate-gated ion channels with high calcium permeability and voltage-dependent sensitivity to magnesium. Mediated by glycine. This protein plays a key role in synaptic p...
Gene Name
GRIN1
Uniprot ID
Q05586
Uniprot Name
Glutamate receptor ionotropic, NMDA 1
Molecular Weight
105371.945 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 at June 13, 2005 13:24 / Updated at June 12, 2020 16:52