NAV

2-[1-(4-CHLORO-PHENYL)-ETHYL]-4,6-DINITRO-PHENOL

Identification

Generic Name
2-[1-(4-CHLORO-PHENYL)-ETHYL]-4,6-DINITRO-PHENOL
DrugBank Accession Number
DB07490
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 322.701
Monoisotopic: 322.035649179
Chemical Formula
C14H11ClN2O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UFumarate reductase flavoprotein subunitNot AvailableEscherichia coli (strain K12)
UFumarate reductase iron-sulfur subunitNot AvailableEscherichia coli (strain K12)
UFumarate reductase subunit CNot AvailableEscherichia coli (strain K12)
UFumarate reductase subunit DNot AvailableEscherichia 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
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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 diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylmethanes
Direct Parent
Diphenylmethanes
Alternative Parents
Dinitrophenols / Nitrobenzenes / Nitroaromatic compounds / Chlorobenzenes / Aryl chlorides / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds
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Substituents
Allyl-type 1,3-dipolar organic compound / Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / C-nitro compound / Chlorobenzene / Dinitrophenol / Diphenylmethane / Halobenzene / Hydrocarbon derivative
show 16 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
MOZUMFSUQQHSCO-MRVPVSSYSA-N
InChI
InChI=1S/C14H11ClN2O5/c1-8(9-2-4-10(15)5-3-9)12-6-11(16(19)20)7-13(14(12)18)17(21)22/h2-8,18H,1H3/t8-/m1/s1
IUPAC Name
2-[(1R)-1-(4-chlorophenyl)ethyl]-4,6-dinitrophenol
SMILES
[H][C@@](C)(C1=CC=C(Cl)C=C1)C1=CC(=CC(=C1O)[N+]([O-])=O)[N+]([O-])=O

References

General References
Not Available
PubChem Compound
446716
PubChem Substance
99443961
ChemSpider
394001
ZINC
ZINC000002043435
PDBe Ligand
BRS
PDB Entries
1kfy

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 Solubility0.0028 mg/mLALOGPS
logP4.35ALOGPS
logP4.53Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.9Chemaxon
pKa (Strongest Basic)-7.7Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area106.51 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity79.77 m3·mol-1Chemaxon
Polarizability29.61 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9633
Blood Brain Barrier+0.5872
Caco-2 permeable+0.5138
P-glycoprotein substrateNon-substrate0.7634
P-glycoprotein inhibitor INon-inhibitor0.722
P-glycoprotein inhibitor IINon-inhibitor0.9456
Renal organic cation transporterNon-inhibitor0.895
CYP450 2C9 substrateNon-substrate0.6168
CYP450 2D6 substrateNon-substrate0.8489
CYP450 3A4 substrateSubstrate0.5511
CYP450 1A2 substrateInhibitor0.7741
CYP450 2C9 inhibitorInhibitor0.8148
CYP450 2D6 inhibitorNon-inhibitor0.8154
CYP450 2C19 inhibitorNon-inhibitor0.5186
CYP450 3A4 inhibitorNon-inhibitor0.6871
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7553
Ames testNon AMES toxic0.8671
CarcinogenicityCarcinogens 0.5656
BiodegradationNot ready biodegradable0.9959
Rat acute toxicity2.9253 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6912
hERG inhibition (predictor II)Non-inhibitor0.89
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0200-3594000000-727428aed9a71f856e42
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]-162.0475
predicted
DeepCCS 1.0 (2019)
[M+H]+165.30754
predicted
DeepCCS 1.0 (2019)
[M+Na]+174.0016
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Fumarate reductase flavoprotein subunit
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Two distinct, membrane-bound, FAD-containing enzymes are responsible for the catalysis of fumarate and succinate interconversion; the fumarate reductase is used in anaerobic growth, and the succina...
Gene Name
frdA
Uniprot ID
P00363
Uniprot Name
Fumarate reductase flavoprotein subunit
Molecular Weight
65971.215 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]
Details2. Fumarate reductase iron-sulfur subunit
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Two distinct, membrane-bound, FAD-containing enzymes are responsible for the catalysis of fumarate and succinate interconversion; the fumarate reductase is used in anaerobic growth, and the succina...
Gene Name
frdB
Uniprot ID
P0AC47
Uniprot Name
Fumarate reductase iron-sulfur subunit
Molecular Weight
27122.805 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]
Details3. Fumarate reductase subunit C
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Seems to be involved in the anchoring of the catalytic components of the fumarate reductase complex to the cytoplasmic membrane.
Gene Name
frdC
Uniprot ID
P0A8Q0
Uniprot Name
Fumarate reductase subunit C
Molecular Weight
15014.91 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]
Details4. Fumarate reductase subunit D
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Succinate dehydrogenase activity
Specific Function
Seems to be involved in the anchoring of the catalytic components of the fumarate reductase complex to the cytoplasmic membrane.
Gene Name
frdD
Uniprot ID
P0A8Q3
Uniprot Name
Fumarate reductase subunit D
Molecular Weight
13106.81 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 21:22 / Updated at June 12, 2020 16:52