Acifluorfen

Identification

Name
Acifluorfen
Accession Number
DB07338
Type
Small Molecule
Groups
Experimental
Description

Acifluorfen is a protoporphyrinogen oxidase inhibitor.

Structure
Thumb
Synonyms
Not Available
Product Ingredients
IngredientUNIICASInChI Key
Acifluorfen sodium6H07I1G90262476-59-9RVULBHWZFCBODE-UHFFFAOYSA-M
Categories
UNII
OI60IB203A
CAS number
50594-66-6
Weight
Average: 361.657
Monoisotopic: 360.996484661
Chemical Formula
C14H7ClF3NO5
InChI Key
NUFNQYOELLVIPL-UHFFFAOYSA-N
InChI
InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)
IUPAC Name
5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid
SMILES
OC(=O)C1=C(C=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=C1)[N+]([O-])=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProtoporphyrinogen oxidaseNot AvailableMyxococcus xanthus
UProtoporphyrinogen oxidaseNot AvailableBacillus subtilis (strain 168)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0037112
PubChem Compound
44073
PubChem Substance
99443809
ChemSpider
40113
BindingDB
50359942
ChEBI
73172
ChEMBL
CHEMBL222440
HET
ACJ
Wikipedia
Acifluorfen
PDB Entries
2ivd / 3i6d / 3nks / 4ivm / 4ivo

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.000852 mg/mLALOGPS
logP3.87ALOGPS
logP4.55ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)0.86ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area89.67 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity76.65 m3·mol-1ChemAxon
Polarizability28.53 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9272
Blood Brain Barrier+0.609
Caco-2 permeable-0.5183
P-glycoprotein substrateNon-substrate0.8284
P-glycoprotein inhibitor INon-inhibitor0.532
P-glycoprotein inhibitor IINon-inhibitor0.9293
Renal organic cation transporterNon-inhibitor0.9051
CYP450 2C9 substrateNon-substrate0.7269
CYP450 2D6 substrateNon-substrate0.8308
CYP450 3A4 substrateSubstrate0.5723
CYP450 1A2 substrateInhibitor0.5804
CYP450 2C9 inhibitorInhibitor0.6488
CYP450 2D6 inhibitorNon-inhibitor0.888
CYP450 2C19 inhibitorNon-inhibitor0.6309
CYP450 3A4 inhibitorNon-inhibitor0.6903
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6193
Ames testAMES toxic0.7196
CarcinogenicityNon-carcinogens0.5257
BiodegradationNot ready biodegradable0.9883
Rat acute toxicity2.4433 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7548
hERG inhibition (predictor II)Non-inhibitor0.8153
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-MSNot Available
Mass Spectrum (Electron Ionization)MSsplash10-03di-7559000000-e737ad0bfc1539f2b020
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014i-0209000000-e0ae2e76a9ed3a665f91
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-0920000000-45419e5ed3c77076fe28
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-0910000000-e79c927ca121a2728105
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-0910000000-5d702697e77d71c956dc
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-0900000000-acce9cd35c0b6ecbfe72
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0006-1900000000-0ac96d69a66a1c6b06ea
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0006-0009000000-36cf1b8605b4060a67c9
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0fk9-0097000000-435191fe46a075001c02
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0490000000-29ca940ce1fb7466f30e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00fr-1960000000-72299fc4ced8b0568174
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0059-1910000000-fb24acfb053c8e942e6b
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0059-1900000000-d17eb40e209a756eee16

Taxonomy

Description
This compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylethers
Direct Parent
Diphenylethers
Alternative Parents
Nitrobenzoic acids and derivatives / Diarylethers / Trifluoromethylbenzenes / Benzoic acids / Nitrobenzenes / Phenoxy compounds / Phenol ethers / Benzoyl derivatives / Nitroaromatic compounds / Chlorobenzenes
show 12 more
Substituents
Diphenylether / Nitrobenzoate / Diaryl ether / Trifluoromethylbenzene / Nitrobenzene / Benzoic acid or derivatives / Benzoic acid / Phenoxy compound / Phenol ether / Nitroaromatic compound
show 28 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
C-nitro compound, organofluorine compound, aromatic ether, monocarboxylic acid, organochlorine compound, benzoic acids (CHEBI:73172)

Targets

Kind
Protein
Organism
Myxococcus xanthus
Pharmacological action
Unknown
General Function
Oxygen-dependent protoporphyrinogen oxidase activity
Specific Function
Catalyzes the 6-electron oxidation of protoporphyrinogen-IX to form protoporphyrin-IX.
Gene Name
hemY
Uniprot ID
P56601
Uniprot Name
Protoporphyrinogen oxidase
Molecular Weight
49387.12 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]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Oxygen-dependent protoporphyrinogen oxidase activity
Specific Function
Catalyzes the 6-electron oxidation of protoporphyrinogen-IX to form protoporphyrin-IX. Also oxidizes the pathway intermediate coproporphyrinogen-III.
Gene Name
hemY
Uniprot ID
P32397
Uniprot Name
Protoporphyrinogen oxidase
Molecular Weight
51202.545 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 15:20 / Updated on October 01, 2018 16:57