AR-AO-14418

Identification

Generic Name
AR-AO-14418
DrugBank Accession Number
DB01950
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 308.313
Monoisotopic: 308.057925582
Chemical Formula
C12H12N4O4S
Synonyms
Not Available
External IDs
  • AR-0133418
  • AR-014418
  • AR-A014418
  • AR-AO-14418
  • SN 4521
  • SN-4521

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlycogen synthase kinase-3 betaNot 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
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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 nitrothiazoles. These are compounds containing a thiazole ring which bears a nitro group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Thiazoles
Direct Parent
Nitrothiazoles
Alternative Parents
Phenoxy compounds / Anisoles / Nitroaromatic compounds / Methoxybenzenes / 2,5-disubstituted thiazoles / Alkyl aryl ethers / Heteroaromatic compounds / Ureas / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds
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Substituents
2,5-disubstituted 1,3-thiazole / Alkyl aryl ether / Allyl-type 1,3-dipolar organic compound / Anisole / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / C-nitro compound / Carbonic acid derivative / Carbonyl group
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
C-nitro compound, ureas, 1,3-thiazole (CHEBI:46044)
Affected organisms
Not Available

Chemical Identifiers

UNII
87KSH90Q6D
CAS number
487021-52-3
InChI Key
YAEMHJKFIIIULI-UHFFFAOYSA-N
InChI
InChI=1S/C12H12N4O4S/c1-20-9-4-2-8(3-5-9)6-13-11(17)15-12-14-7-10(21-12)16(18)19/h2-5,7H,6H2,1H3,(H2,13,14,15,17)
IUPAC Name
1-[(4-methoxyphenyl)methyl]-3-(5-nitro-1,3-thiazol-2-yl)urea
SMILES
COC1=CC=C(CNC(=O)NC2=NC=C(S2)[N+]([O-])=O)C=C1

References

General References
Not Available
PubChem Compound
448014
PubChem Substance
46507570
ChemSpider
394949
BindingDB
50229962
ChEMBL
CHEMBL259850
ZINC
ZINC000003818778
PDBe Ligand
TMU
PDB Entries
1q5k

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 Solubility0.0119 mg/mLALOGPS
logP2.05ALOGPS
logP2.12Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)7.52Chemaxon
pKa (Strongest Basic)-4.2Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area106.39 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity75.73 m3·mol-1Chemaxon
Polarizability29.9 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9044
Blood Brain Barrier+0.8391
Caco-2 permeable-0.5981
P-glycoprotein substrateNon-substrate0.6028
P-glycoprotein inhibitor INon-inhibitor0.8602
P-glycoprotein inhibitor IINon-inhibitor0.966
Renal organic cation transporterNon-inhibitor0.8572
CYP450 2C9 substrateNon-substrate0.6924
CYP450 2D6 substrateNon-substrate0.8136
CYP450 3A4 substrateNon-substrate0.5606
CYP450 1A2 substrateNon-inhibitor0.5426
CYP450 2C9 inhibitorNon-inhibitor0.5983
CYP450 2D6 inhibitorNon-inhibitor0.8733
CYP450 2C19 inhibitorNon-inhibitor0.6141
CYP450 3A4 inhibitorNon-inhibitor0.7924
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5635
Ames testAMES toxic0.78
CarcinogenicityNon-carcinogens0.8182
BiodegradationNot ready biodegradable0.9642
Rat acute toxicity2.3557 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7989
hERG inhibition (predictor II)Non-inhibitor0.7734
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-MSsplash10-006x-1930000000-e553142c50a77eae2219
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]-184.6450537
predicted
DarkChem Lite v0.1.0
[M-H]-166.70793
predicted
DeepCCS 1.0 (2019)
[M+H]+184.9885537
predicted
DarkChem Lite v0.1.0
[M+H]+170.72758
predicted
DeepCCS 1.0 (2019)
[M+Na]+184.5022537
predicted
DarkChem Lite v0.1.0
[M+Na]+179.54265
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ubiquitin protein ligase binding
Specific Function
Constitutively active protein kinase that acts as a negative regulator in the hormonal control of glucose homeostasis, Wnt signaling and regulation of transcription factors and microtubules, by pho...
Gene Name
GSK3B
Uniprot ID
P49841
Uniprot Name
Glycogen synthase kinase-3 beta
Molecular Weight
46743.865 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. [Article]
  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. [Article]
  3. 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