6-[(5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)SULFONYL]PYRIDAZIN-3(2H)-ONE

Identification

Name
6-[(5-CHLORO-3-METHYL-1-BENZOFURAN-2-YL)SULFONYL]PYRIDAZIN-3(2H)-ONE
Accession Number
DB07187
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
ARI-809
Categories
Not Available
UNII
U63F8E95J1
CAS number
Not Available
Weight
Average: 324.74
Monoisotopic: 323.997155183
Chemical Formula
C13H9ClN2O4S
InChI Key
FXFPQPNUMWQRAO-UHFFFAOYSA-N
InChI
InChI=1S/C13H9ClN2O4S/c1-7-9-6-8(14)2-3-10(9)20-13(7)21(18,19)12-5-4-11(17)15-16-12/h2-6H,1H3,(H,15,17)
IUPAC Name
6-[(5-chloro-3-methyl-1-benzofuran-2-yl)sulfonyl]-2,3-dihydropyridazin-3-one
SMILES
CC1=C(OC2=CC=C(Cl)C=C12)S(=O)(=O)C1=NNC(=O)C=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAldose reductaseNot 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
6420118
PubChem Substance
99443658
ChemSpider
4925683
BindingDB
16315
ChEMBL
CHEMBL240725
HET
62P
PDB Entries
1z89 / 1z8a

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 Solubility0.0516 mg/mLALOGPS
logP2.6ALOGPS
logP2.23ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)8.5ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area88.74 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity76.66 m3·mol-1ChemAxon
Polarizability30.05 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9451
Blood Brain Barrier-0.506
Caco-2 permeable-0.5352
P-glycoprotein substrateNon-substrate0.8151
P-glycoprotein inhibitor INon-inhibitor0.881
P-glycoprotein inhibitor IINon-inhibitor0.9649
Renal organic cation transporterNon-inhibitor0.8755
CYP450 2C9 substrateNon-substrate0.6705
CYP450 2D6 substrateNon-substrate0.7905
CYP450 3A4 substrateSubstrate0.5487
CYP450 1A2 substrateNon-inhibitor0.5065
CYP450 2C9 inhibitorInhibitor0.6265
CYP450 2D6 inhibitorNon-inhibitor0.82
CYP450 2C19 inhibitorInhibitor0.6778
CYP450 3A4 inhibitorInhibitor0.6033
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8554
Ames testNon AMES toxic0.6934
CarcinogenicityNon-carcinogens0.5477
BiodegradationNot ready biodegradable0.9787
Rat acute toxicity2.3033 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9889
hERG inhibition (predictor II)Non-inhibitor0.8483
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-MSNot Available
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 benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzofurans
Sub Class
Not Available
Direct Parent
Benzofurans
Alternative Parents
Pyridazinones / Benzenoids / Aryl chlorides / Sulfones / Heteroaromatic compounds / Furans / Lactams / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds
show 5 more
Substituents
Benzofuran / Pyridazinone / Aryl chloride / Aryl halide / Pyridazine / Benzenoid / Furan / Sulfone / Sulfonyl / Heteroaromatic compound
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
sulfone, organochlorine compound, 1-benzofurans, pyridazines (CHEBI:47144)

Targets

Details
1. Aldose reductase
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Glyceraldehyde oxidoreductase activity
Specific Function
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name
AKR1B1
Uniprot ID
P15121
Uniprot Name
Aldose reductase
Molecular Weight
35853.125 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 15:19 / Updated on December 01, 2017 15:47