Welcome to DrugBank 4.0! If you prefer, you can still go back to version 3.0.
Identification
Name1-(3-HYDROXYPROPYL)-2-[(3-NITROBENZOYL)AMINO]-1H-BENZIMIDAZOL-5-YL PIVALATE
Accession NumberDB08590
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 440.4492
Monoisotopic: 440.16958452
Chemical FormulaC22H24N4O6
InChI KeyInChIKey=CEAYRKIZESVQSN-UHFFFAOYSA-N
InChI
InChI=1S/C22H24N4O6/c1-22(2,3)20(29)32-16-8-9-18-17(13-16)23-21(25(18)10-5-11-27)24-19(28)14-6-4-7-15(12-14)26(30)31/h4,6-9,12-13,27H,5,10-11H2,1-3H3,(H,23,24,28)
IUPAC Name
1-(3-hydroxypropyl)-2-[(3-nitrobenzene)amido]-1H-1,3-benzodiazol-5-yl 2,2-dimethylpropanoate
SMILES
CC(C)(C)C(=O)OC1=CC=C2N(CCCO)C(NC(=O)C3=CC(=CC=C3)[N+]([O-])=O)=NC2=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassPhenol Esters
Direct parentPhenol Esters
Alternative parentsNitrobenzenes; Benzamides; Benzimidazoles; Phenol Ethers; Benzoyl Derivatives; Alkyl Aryl Ethers; N-substituted Imidazoles; Aminoimidazoles; Carboxylic Acid Esters; Secondary Carboxylic Acid Amides; Nitro Compounds; Nitronic Acids; Organic Oxoazanium Compounds; Polyamines; Primary Alcohols; Carboxylic Acids; Enolates
Substituentsbenzoyl; phenol ether; alkyl aryl ether; aminoimidazole; n-substituted imidazole; imidazole; azole; secondary carboxylic acid amide; nitro compound; carboxamide group; carboxylic acid ester; nitronic acid; polyamine; organic oxoazanium; primary alcohol; ether; carboxylic acid derivative; enolate; carboxylic acid; alcohol; amine; organonitrogen compound
Classification descriptionThis compound belongs to the phenol esters. These are aromatic compounds containing a benzene ring substituted by an hydroxyl group and an ester group.
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 + 0.9119
Blood Brain Barrier - 0.7391
Caco-2 permeable - 0.663
P-glycoprotein substrate Substrate 0.7994
P-glycoprotein inhibitor I Non-inhibitor 0.6762
P-glycoprotein inhibitor II Inhibitor 0.5067
Renal organic cation transporter Non-inhibitor 0.8134
CYP450 2C9 substrate Non-substrate 0.8069
CYP450 2D6 substrate Non-substrate 0.8059
CYP450 3A4 substrate Substrate 0.6492
CYP450 1A2 substrate Non-inhibitor 0.7164
CYP450 2C9 substrate Non-inhibitor 0.614
CYP450 2D6 substrate Non-inhibitor 0.8635
CYP450 2C19 substrate Non-inhibitor 0.595
CYP450 3A4 substrate Inhibitor 0.7739
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8162
Ames test AMES toxic 0.5997
Carcinogenicity Non-carcinogens 0.7503
Biodegradation Not ready biodegradable 0.9064
Rat acute toxicity 2.6008 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.7268
hERG inhibition (predictor II) Inhibitor 0.5613
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.52e-02 g/lALOGPS
logP3.51ALOGPS
logP3.98ChemAxon
logS-4.5ALOGPS
pKa (strongest acidic)10.62ChemAxon
pKa (strongest basic)2.39ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count2ChemAxon
polar surface area139.27ChemAxon
rotatable bond count9ChemAxon
refractivity118.19ChemAxon
polarizability46.79ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound11987888
PubChem Substance99445061
ChemSpider10160361
HETT12
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Interleukin-1 receptor-associated kinase 4

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Interleukin-1 receptor-associated kinase 4 Q9NWZ3 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
Drug created on September 15, 2010 15:33 / Updated on September 16, 2013 18:10