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Identification
NameCarboxin
Accession NumberDB04657
Typesmall molecule
Groupsexperimental
Description

A systemic agricultural fungicide and seed treatment agent.

Structure
Thumb
Synonyms
SynonymLanguageCode
2,3-Dihydro-5-carboxanilido-6-methyl-1,4-oxathiinNot AvailableNot Available
2,3-Dihydro-6-methyl-5-phenylcarbamoyl-1,4-oxathiinNot AvailableNot Available
CarbathiinNot AvailableNot Available
CarbathiineNot AvailableNot Available
CarboxineNot AvailableNot Available
CBXNot AvailableNot Available
SaltsNot Available
Brand names
NameCompany
KisvaxNot Available
VitavaxNot Available
Brand mixturesNot Available
Categories
CAS number5234-68-4
WeightAverage: 235.302
Monoisotopic: 235.066699355
Chemical FormulaC12H13NO2S
InChI KeyGYSSRZJIHXQEHQ-UHFFFAOYSA-N
InChI
InChI=1S/C12H13NO2S/c1-9-11(16-8-7-15-9)12(14)13-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,13,14)
IUPAC Name
2-methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide
SMILES
CC1=C(SCCO1)C(=O)NC1=CC=CC=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassAnilides
Direct parentAnilides
Alternative parentsSecondary Carboxylic Acid Amides; Polyamines; Enolates; Carboxylic Acids
Substituentscarboxamide group; secondary carboxylic acid amide; carboxylic acid derivative; polyamine; enolate; carboxylic acid; amine; organonitrogen compound
Classification descriptionThis compound belongs to the anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9794
Blood Brain Barrier + 0.9764
Caco-2 permeable + 0.6035
P-glycoprotein substrate Non-substrate 0.6547
P-glycoprotein inhibitor I Inhibitor 0.5183
P-glycoprotein inhibitor II Non-inhibitor 0.9174
Renal organic cation transporter Non-inhibitor 0.7344
CYP450 2C9 substrate Non-substrate 0.655
CYP450 2D6 substrate Non-substrate 0.7929
CYP450 3A4 substrate Substrate 0.5503
CYP450 1A2 substrate Inhibitor 0.6498
CYP450 2C9 substrate Inhibitor 0.5784
CYP450 2D6 substrate Non-inhibitor 0.8963
CYP450 2C19 substrate Inhibitor 0.7341
CYP450 3A4 substrate Non-inhibitor 0.8503
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8491
Ames test Non AMES toxic 0.9133
Carcinogenicity Non-carcinogens 0.8705
Biodegradation Ready biodegradable 0.6897
Rat acute toxicity 2.7064 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9405
hERG inhibition (predictor II) Non-inhibitor 0.8196
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point91.5 °CPhysProp
water solubility147 mg/L (at 20 °C)TOMLIN,C (2003)
logP2.14HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
water solubility5.36e-01 g/lALOGPS
logP1.65ALOGPS
logP1.51ChemAxon
logS-2.6ALOGPS
pKa (strongest acidic)13.24ChemAxon
pKa (strongest basic)-2.1ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area38.33ChemAxon
rotatable bond count2ChemAxon
refractivity69.1ChemAxon
polarizability24.87ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC11255
PubChem Compound21307
PubChem Substance46507275
ChemSpider20027
HETCBE
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial P31040 Details

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

Comments
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Drug created on September 11, 2007 11:49 / Updated on September 16, 2013 17:25