5-[Bis(2-bromoethyl)amino]-N-(2,3-dioxopropyl)-2,4-dinitrobenzamide
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Identification
- Generic Name
- 5-[Bis(2-bromoethyl)amino]-N-(2,3-dioxopropyl)-2,4-dinitrobenzamide
- DrugBank Accession Number
- DB04138
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 510.092
Monoisotopic: 507.922924116 - Chemical Formula
- C14H14Br2N4O7
- Synonyms
- 2,4-Dinitro,5-[bis(2-bromoethyl)amino]-N-(2',3'-dioxopropyl)benzamide
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UOxygen-insensitive NAD(P)H nitroreductase Not Available Escherichia coli (strain K12) - 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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 dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Aniline and substituted anilines
- Direct Parent
- Dinitroanilines
- Alternative Parents
- Aminobenzamides / Benzamides / Nitrobenzenes / Benzoyl derivatives / Dialkylarylamines / Nitroaromatic compounds / Nitrogen mustard compounds / Alpha ketoaldehydes / Secondary carboxylic acid amides / Amino acids and derivatives show 9 more
- Substituents
- Aldehyde / Alkyl bromide / Alkyl halide / Allyl-type 1,3-dipolar organic compound / Alpha-ketoaldehyde / Amine / Amino acid or derivatives / Aminobenzamide / Aminobenzoic acid or derivatives / Aromatic homomonocyclic compound show 30 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- LECLJMCDJUEAKI-UHFFFAOYSA-N
- InChI
- InChI=1S/C14H14Br2N4O7/c15-1-3-18(4-2-16)12-5-10(14(23)17-7-9(22)8-21)11(19(24)25)6-13(12)20(26)27/h5-6,8H,1-4,7H2,(H,17,23)
- IUPAC Name
- 5-[bis(2-bromoethyl)amino]-N-(2,3-dioxopropyl)-2,4-dinitrobenzamide
- SMILES
- [H]N(CC(=O)C=O)C(=O)C1=CC(N(CCBr)CCBr)=C(C=C1[N+]([O-])=O)[N+]([O-])=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5287756
- PubChem Substance
- 46505867
- ChemSpider
- 4450059
- ZINC
- ZINC000053684326
- PDBe Ligand
- BEL
- PDB Entries
- 1oon
Clinical Trials
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
Property Value Source Water Solubility 0.00319 mg/mL ALOGPS logP 2.58 ALOGPS logP 2.63 Chemaxon logS -5.2 ALOGPS pKa (Strongest Acidic) 11.38 Chemaxon pKa (Strongest Basic) -3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 152.76 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 102.25 m3·mol-1 Chemaxon Polarizability 38.9 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9537 Blood Brain Barrier + 0.6803 Caco-2 permeable - 0.6188 P-glycoprotein substrate Non-substrate 0.5284 P-glycoprotein inhibitor I Non-inhibitor 0.5769 P-glycoprotein inhibitor II Non-inhibitor 0.631 Renal organic cation transporter Non-inhibitor 0.8266 CYP450 2C9 substrate Non-substrate 0.8499 CYP450 2D6 substrate Non-substrate 0.827 CYP450 3A4 substrate Non-substrate 0.5637 CYP450 1A2 substrate Non-inhibitor 0.71 CYP450 2C9 inhibitor Non-inhibitor 0.6453 CYP450 2D6 inhibitor Non-inhibitor 0.8575 CYP450 2C19 inhibitor Inhibitor 0.5293 CYP450 3A4 inhibitor Inhibitor 0.5337 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6121 Ames test AMES toxic 0.8321 Carcinogenicity Non-carcinogens 0.5265 Biodegradation Not ready biodegradable 0.9925 Rat acute toxicity 2.6340 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.6497 hERG inhibition (predictor II) Inhibitor 0.5
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 188.35405 predictedDeepCCS 1.0 (2019) [M+H]+ 191.61113 predictedDeepCCS 1.0 (2019) [M+Na]+ 200.4262 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Nad(p)h nitroreductase activity
- Specific Function
- Reduction of a variety of nitroaromatic compounds using NADH (and to lesser extent NADPH) as source of reducing equivalents; two electrons are transferred. Capable of reducing nitrofurazone, quinon...
- Gene Name
- nfsB
- Uniprot ID
- P38489
- Uniprot Name
- Oxygen-insensitive NAD(P)H nitroreductase
- Molecular Weight
- 23904.99 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52