Identification
Name1-(3-HYDROXYPROPYL)-2-[(3-NITROBENZOYL)AMINO]-1H-BENZIMIDAZOL-5-YL PIVALATE
Accession NumberDB08590
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 440.4492
Monoisotopic: 440.16958452
Chemical FormulaC22H24N4O6
InChI KeyCEAYRKIZESVQSN-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-nitrobenzamido)-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
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Interleukin-1 receptor-associated kinase 4ProteinunknownNot AvailableHumanQ9NWZ3 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0152 mg/mLALOGPS
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 Area139.27 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity118.19 m3·mol-1ChemAxon
Polarizability46.79 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9119
Blood Brain Barrier-0.7391
Caco-2 permeable-0.663
P-glycoprotein substrateSubstrate0.7994
P-glycoprotein inhibitor INon-inhibitor0.6762
P-glycoprotein inhibitor IIInhibitor0.5067
Renal organic cation transporterNon-inhibitor0.8134
CYP450 2C9 substrateNon-substrate0.8069
CYP450 2D6 substrateNon-substrate0.8059
CYP450 3A4 substrateSubstrate0.6492
CYP450 1A2 substrateNon-inhibitor0.7164
CYP450 2C9 inhibitorNon-inhibitor0.614
CYP450 2D6 inhibitorNon-inhibitor0.8635
CYP450 2C19 inhibitorNon-inhibitor0.595
CYP450 3A4 inhibitorInhibitor0.7739
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8162
Ames testAMES toxic0.5997
CarcinogenicityNon-carcinogens0.7503
BiodegradationNot ready biodegradable0.9064
Rat acute toxicity2.6008 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7268
hERG inhibition (predictor II)Inhibitor0.5613
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassBenzimidazoles
Direct ParentBenzimidazoles
Alternative ParentsBenzamides / Nitrobenzenes / Benzoyl derivatives / Nitroaromatic compounds / N-substituted imidazoles / Heteroaromatic compounds / Secondary carboxylic acid amides / Carboxylic acid esters / Alkanolamines / Azacyclic compounds
SubstituentsNitrobenzene / Benzamide / Benzimidazole / Benzoic acid or derivatives / Nitroaromatic compound / Benzoyl / N-substituted imidazole / Benzenoid / Monocyclic benzene moiety / Imidazole
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein serine/threonine kinase activity
Specific Function:
Serine/threonine-protein kinase that plays a critical role in initiating innate immune response against foreign pathogens. Involved in Toll-like receptor (TLR) and IL-1R signaling pathways (PubMed:17878374). Is rapidly recruited by MYD88 to the receptor-signaling complex upon TLR activation to form the Myddosome together with IRAK2. Phosphorylates initially IRAK1, thus stimulating the kinase ac...
Gene Name:
IRAK4
Uniprot ID:
Q9NWZ3
Molecular Weight:
51529.285 Da
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:10592235 ]
Drug created on September 15, 2010 15:33 / Updated on June 11, 2017 21:19