Benzobicyclon

Basic Info

Common NameBenzobicyclon(F05706)
2D Structure
FRCD IDF05706
CAS Number156963-66-5
PubChem CID11236201
FormulaC22H19ClO4S2
IUPAC Name

3-(2-chloro-4-methylsulfonylbenzoyl)-2-phenylsulfanylbicyclo[3.2.1]oct-2-en-4-one

InChI Key

VIXCLRUCUMWJFF-UHFFFAOYSA-N

InChI

InChI=1S/C22H19ClO4S2/c1-29(26,27)16-9-10-17(18(23)12-16)21(25)19-20(24)13-7-8-14(11-13)22(19)28-15-5-3-2-4-6-15/h2-6,9-10,12-14H,7-8,11H2,1H3

Canonical SMILES

CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2=C(C3CCC(C3)C2=O)SC4=CC=CC=C4)Cl

Isomeric SMILES

CS(=O)(=O)C1=CC(=C(C=C1)C(=O)C2=C(C3CCC(C3)C2=O)SC4=CC=CC=C4)Cl

Synonyms
        
            Bicyclo[3.2.1]oct-3-en-2-one,3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)-
        
            Benzobicyclon
        
            156963-66-5
        
            Benzobicyclon [ISO]
        
            SB 500
        
            SCHEMBL117919
        
            DTXSID3057987
        
            CTK4C9226
        
            CHEBI:136658
        
            VIXCLRUCUMWJFF-UHFFFAOYSA-N
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzenesulfonyl compounds
Intermediate Tree NodesNot available
Direct ParentBenzenesulfonyl compounds
Alternative Parents
Molecular FrameworkAromatic homopolycyclic compounds
SubstituentsBenzenesulfonyl group - Aryl thioether - Benzoyl - Aryl ketone - Chlorobenzene - Cyclohexenone - Halobenzene - Aryl chloride - Aryl halide - Vinylogous thioester - Sulfonyl - Sulfone - Vinylogous halide - Thioenolether - Ketone - Sulfenyl compound - Organosulfur compound - Organooxygen compound - Organochloride - Organohalogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Aromatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.

Properties

Property NameProperty Value
Molecular Weight446.96
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Complexity807
Monoisotopic Mass446.041
Exact Mass446.041
XLogP4.4
Formal Charge0
Heavy Atom Count29
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.7234
Human Intestinal AbsorptionHIA+0.9768
Caco-2 PermeabilityCaco2-0.5647
P-glycoprotein SubstrateNon-substrate0.5566
P-glycoprotein InhibitorInhibitor0.5113
Non-inhibitor0.9851
Renal Organic Cation TransporterNon-inhibitor0.7373
Distribution
Subcellular localizationMitochondria0.4506
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6134
CYP450 2D6 SubstrateNon-substrate0.8151
CYP450 3A4 SubstrateSubstrate0.5251
CYP450 1A2 InhibitorInhibitor0.5830
CYP450 2C9 InhibitorInhibitor0.5751
CYP450 2D6 InhibitorNon-inhibitor0.8668
CYP450 2C19 InhibitorInhibitor0.5986
CYP450 3A4 InhibitorInhibitor0.5499
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7711
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9118
Non-inhibitor0.8136
AMES ToxicityNon AMES toxic0.6126
CarcinogensNon-carcinogens0.6786
Fish ToxicityHigh FHMT0.9913
Tetrahymena Pyriformis ToxicityHigh TPT0.9386
Honey Bee ToxicityHigh HBT0.6631
BiodegradationNot ready biodegradable0.8606
Acute Oral ToxicityIII0.4607
Carcinogenicity (Three-class)Non-required0.6171
Model Value Unit
Absorption
Aqueous solubility-3.8547LogS
Caco-2 Permeability1.1184LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7170LD50, mol/kg
Fish Toxicity0.8830pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9792pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Rice(Brown Rice)Japan0.1ppm