1-(3-HYDROXYPROPYL)-2-[(3-NITROBENZOYL)AMINO]-1H-BENZIMIDAZOL-5-YL PIVALATE

Identification

Generic Name
1-(3-HYDROXYPROPYL)-2-[(3-NITROBENZOYL)AMINO]-1H-BENZIMIDAZOL-5-YL PIVALATE
DrugBank Accession Number
DB08590
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 440.4492
Monoisotopic: 440.16958452
Chemical Formula
C22H24N4O6
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UInterleukin-1 receptor-associated kinase 4Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds 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).
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzimidazoles
Sub Class
Not Available
Direct Parent
Benzimidazoles
Alternative Parents
Benzamides / Nitrobenzenes / Benzoyl derivatives / Nitroaromatic compounds / N-substituted imidazoles / Heteroaromatic compounds / Secondary carboxylic acid amides / Carboxylic acid esters / Alkanolamines / Azacyclic compounds
show 9 more
Substituents
Alcohol / Alkanolamine / Allyl-type 1,3-dipolar organic compound / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzamide / Benzenoid / Benzimidazole / Benzoic acid or derivatives
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
QOL8WS9UXV
CAS number
Not Available
InChI Key
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-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

References

General References
Not Available
PubChem Compound
11987888
PubChem Substance
99445061
ChemSpider
10160361
BindingDB
50040726
ChEMBL
CHEMBL1236126
PDBe Ligand
T12
PDB Entries
2nru

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0152 mg/mLALOGPS
logP3.51ALOGPS
logP3.98Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)12.43Chemaxon
pKa (Strongest Basic)2.15Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area136.59 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity117.18 m3·mol-1Chemaxon
Polarizability46.84 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
Spectra
SpectrumSpectrum TypeSplash Key
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-226.1823704
predicted
DarkChem Lite v0.1.0
[M-H]-200.07153
predicted
DeepCCS 1.0 (2019)
[M+H]+223.3325704
predicted
DarkChem Lite v0.1.0
[M+H]+202.46709
predicted
DeepCCS 1.0 (2019)
[M+Na]+223.0539704
predicted
DarkChem Lite v0.1.0
[M+Na]+208.37962
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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:...
Gene Name
IRAK4
Uniprot ID
Q9NWZ3
Uniprot Name
Interleukin-1 receptor-associated kinase 4
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. [Article]

Drug created at September 15, 2010 21:33 / Updated at June 12, 2020 16:52