Basic Info

Common NameVamidothion(F05789)
2D Structure
FRCD IDF05789
CAS Number2275-23-2
PubChem CID560193
FormulaC8H18NO4PS2
IUPAC Name

2-(2-dimethoxyphosphorylsulfanylethylsulfanyl)-N-methylpropanamide

InChI Key

LESVOLZBIFDZGS-UHFFFAOYSA-N

InChI

InChI=1S/C8H18NO4PS2/c1-7(8(10)9-2)15-5-6-16-14(11,12-3)13-4/h7H,5-6H2,1-4H3,(H,9,10)

Canonical SMILES

CC(C(=O)NC)SCCSP(=O)(OC)OC

Isomeric SMILES

CC(C(=O)NC)SCCSP(=O)(OC)OC

Synonyms
        
            Vamidothion [BSI:ISO]
        
            VAMIDOTHION
        
            Vamidoate
        
            2275-23-2
        
            Kilval
        
            Trucidor
        
            American cyanamid-43073
        
            Caswell No. 379A
        
            NPH 83
        
            ENT 26,613
        
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassCarboxylic acid derivatives
Intermediate Tree NodesCarboxylic acid amides
Direct ParentSecondary carboxylic acid amides
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsSecondary carboxylic acid amide - Dialkylthioether - Sulfenyl compound - Thioether - Organothiophosphorus compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as secondary carboxylic acid amides. These are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl).

Properties

Property NameProperty Value
Molecular Weight287.329
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Complexity256
Monoisotopic Mass287.041
Exact Mass287.041
XLogP0.3
Formal Charge0
Heavy Atom Count16
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9881
Human Intestinal AbsorptionHIA+0.6459
Caco-2 PermeabilityCaco2-0.5606
P-glycoprotein SubstrateNon-substrate0.8006
P-glycoprotein InhibitorNon-inhibitor0.8299
Non-inhibitor0.8968
Renal Organic Cation TransporterNon-inhibitor0.9115
Distribution
Subcellular localizationMitochondria0.6953
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7295
CYP450 2D6 SubstrateNon-substrate0.8115
CYP450 3A4 SubstrateSubstrate0.5178
CYP450 1A2 InhibitorNon-inhibitor0.7764
CYP450 2C9 InhibitorNon-inhibitor0.7083
CYP450 2D6 InhibitorNon-inhibitor0.9164
CYP450 2C19 InhibitorNon-inhibitor0.6600
CYP450 3A4 InhibitorNon-inhibitor0.7535
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8476
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9706
Non-inhibitor0.9130
AMES ToxicityAMES toxic0.9106
CarcinogensNon-carcinogens0.6700
Fish ToxicityHigh FHMT0.5304
Tetrahymena Pyriformis ToxicityLow TPT0.5790
Honey Bee ToxicityHigh HBT0.8505
BiodegradationReady biodegradable0.6039
Acute Oral ToxicityII0.7697
Carcinogenicity (Three-class)Non-required0.6639

Model Value Unit
Absorption
Aqueous solubility0.8306LogS
Caco-2 Permeability0.4731LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.6211LD50, mol/kg
Fish Toxicity1.4286pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.2045pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
BananaJapan0.05ppm
BarleyJapan0.2ppm
WheatJapan0.2ppm
Other HerbsJapan0.3ppm
Other SpicesJapan0.05ppm
HopJapan0.02ppm
Cacao BeansJapan0.02ppm
Coffee BeansJapan0.02ppm
TeaJapan0.02ppm
Other NutsJapan0.05ppm
WalnutJapan0.05ppm
AlmondJapan0.05ppm
PecanJapan0.05ppm
ChestnutJapan0.05ppm
Ginkgo NutJapan0.05ppm
Other Oil SeedsJapan0.02ppm
RapeseedsJapan0.02ppm
Cotton SeedsJapan0.02ppm
Safflower SeedsJapan0.02ppm
Sesame SeedsJapan0.02ppm