Basic Info

Common NamePropaquizafop(F05858)
2D Structure
FRCD IDF05858
CAS Number111479-05-1
PubChem CID16213016
FormulaC22H22ClN3O5
IUPAC Name

2-(propan-2-ylideneamino)oxyethyl (2R)-2-[4-(6-chloroquinoxalin-2-yl)oxyphenoxy]propanoate

InChI Key

FROBCXTULYFHEJ-OAHLLOKOSA-N

InChI

InChI=1S/C22H22ClN3O5/c1-14(2)26-29-11-10-28-22(27)15(3)30-17-5-7-18(8-6-17)31-21-13-24-20-12-16(23)4-9-19(20)25-21/h4-9,12-13,15H,10-11H2,1-3H3/t15-/m1/s1

Canonical SMILES

CC(C(=O)OCCON=C(C)C)OC1=CC=C(C=C1)OC2=CN=C3C=C(C=CC3=N2)Cl

Isomeric SMILES

C[C@H](C(=O)OCCON=C(C)C)OC1=CC=C(C=C1)OC2=CN=C3C=C(C=CC3=N2)Cl

Synonyms
        
            Propaquizafop
        
            Shogun
        
            UNII-24I4RS543N
        
            111479-05-1
        
            CHEBI:82034
        
            24I4RS543N
        
            AGIL
        
            Propaquizafop [ISO]
        
            Ro 17-3664
        
            2-Isopropylideneamino-oxyethyl (R)-2-(4-(6-chloroquinoxalin-2-yloxy)phenoxy)propionate
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
Subclass2-phenoxypropionic acid esters
Intermediate Tree NodesNot available
Direct Parent2-phenoxypropionic acid esters
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents2-phenoxypropionic acid ester - Diaryl ether - Phenoxyacetate - Diazanaphthalene - Quinoxaline - Phenol ether - Phenoxy compound - Alkyl aryl ether - Aryl chloride - Aryl halide - Pyrazine - Heteroaromatic compound - Oxime ether - Carboxylic acid ester - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Organopnictogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organic nitrogen compound - Organooxygen compound - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-phenoxypropionic acid esters. These are aromatic compounds hat contain a phenol ether attached to the C2-atom of a phenylpropionic acid ester.

Properties

Property NameProperty Value
Molecular Weight443.884
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Complexity596
Monoisotopic Mass443.125
Exact Mass443.125
XLogP4.6
Formal Charge0
Heavy Atom Count31
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8162
Human Intestinal AbsorptionHIA+0.9726
Caco-2 PermeabilityCaco2-0.5740
P-glycoprotein SubstrateSubstrate0.5993
P-glycoprotein InhibitorInhibitor0.5058
Inhibitor0.5155
Renal Organic Cation TransporterNon-inhibitor0.6668
Distribution
Subcellular localizationMitochondria0.6299
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8391
CYP450 2D6 SubstrateNon-substrate0.7843
CYP450 3A4 SubstrateSubstrate0.7675
CYP450 1A2 InhibitorInhibitor0.5065
CYP450 2C9 InhibitorNon-inhibitor0.6237
CYP450 2D6 InhibitorNon-inhibitor0.8685
CYP450 2C19 InhibitorInhibitor0.5765
CYP450 3A4 InhibitorNon-inhibitor0.9089
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.6289
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9783
Non-inhibitor0.7252
AMES ToxicityNon AMES toxic0.5273
CarcinogensNon-carcinogens0.7958
Fish ToxicityHigh FHMT0.5000
Tetrahymena Pyriformis ToxicityHigh TPT0.9845
Honey Bee ToxicityLow HBT0.6540
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIV0.6156
Carcinogenicity (Three-class)Non-required0.5351

Model Value Unit
Absorption
Aqueous solubility-3.8023LogS
Caco-2 Permeability0.7349LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9792LD50, mol/kg
Fish Toxicity0.9303pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.7640pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
PeasJapan0.05ppm
MilkJapan0.01ppm
Other Terrestrial Mammals,Edible OffalJapan0.02ppm
Pig,Edible OffalJapan0.02ppm
Cattle,Edible OffalJapan0.02ppm
Other Terrestrial Mammals,KidneyJapan0.02ppm
Pig,KidneyJapan0.02ppm
Cattle,KidneyJapan0.02ppm
Other Terrestrial Mammals,LiverJapan0.02ppm
Pig,LiverJapan0.02ppm
Cattle,LiverJapan0.02ppm
Other Terrestrial Mammals,FatJapan0.02ppm
Pig,FatJapan0.02ppm
Cattle,FatJapan0.02ppm
Other Terrestrial Mammals,MuscleJapan0.02ppm
Pig,MuscleJapan0.02ppm
Cattle,MuscleJapan0.02ppm
Other HerbsJapan0.05ppm
Other SpicesJapan0.05ppm
Other NutsJapan0.05ppm