(5S)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide

Identification

Generic Name
(5S)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide
DrugBank Accession Number
DB06892
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 452.1671
Monoisotopic: 451.984470295
Chemical Formula
C15H12F3IN2O3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDual specificity mitogen-activated protein kinase kinase 1Not 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 iodobenzenes. These are aromatic compounds containing one or more iodine atoms attached to a benzene.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Halobenzenes
Direct Parent
Iodobenzenes
Alternative Parents
Fluorobenzenes / Aryl fluorides / Aryl iodides / Secondary ketimines / Azomethines / Vinyl fluorides / Propargyl-type 1,3-dipolar organic compounds / Carboxylic acids and derivatives / Fluoroalkenes / Hydrocarbon derivatives
show 7 more
Substituents
Alcohol / Alkyl fluoride / Alkyl halide / Aromatic homomonocyclic compound / Aryl fluoride / Aryl halide / Aryl iodide / Azomethine / Carbonyl group / Carboxylic acid derivative
show 22 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
BDLJJGJCIWWATJ-OOHURIHSSA-N
InChI
InChI=1S/C15H12F3IN2O3/c16-10-3-2-9(15(23)21-24-6-5-22)14(13(10)18)20-12-4-1-8(19)7-11(12)17/h1-4,7,13,22H,5-6H2,(H,21,23)/b20-14-/t13-/m1/s1
IUPAC Name
(5S,6Z)-4,5-difluoro-6-[(2-fluoro-4-iodophenyl)imino]-N-(2-hydroxyethoxy)cyclohexa-1,3-diene-1-carboxamide
SMILES
[H][C@@]1(F)C(F)=CC=C(C(=O)NOCCO)\C1=N\C1=C(F)C=C(I)C=C1

References

General References
Not Available
PubChem Compound
46937033
PubChem Substance
99443363
ChemSpider
25057328
ZINC
ZINC000100034955
PDBe Ligand
1CX
PDB Entries
3dy7

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 Solubility0.0156 mg/mLALOGPS
logP2.71ALOGPS
logP2.77Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)8.14Chemaxon
pKa (Strongest Basic)-2.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area70.92 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity92.99 m3·mol-1Chemaxon
Polarizability34.91 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8056
Blood Brain Barrier+0.8717
Caco-2 permeable-0.5832
P-glycoprotein substrateNon-substrate0.5649
P-glycoprotein inhibitor IInhibitor0.8055
P-glycoprotein inhibitor IINon-inhibitor0.6036
Renal organic cation transporterNon-inhibitor0.7835
CYP450 2C9 substrateNon-substrate0.7935
CYP450 2D6 substrateNon-substrate0.8047
CYP450 3A4 substrateNon-substrate0.5126
CYP450 1A2 substrateInhibitor0.5632
CYP450 2C9 inhibitorNon-inhibitor0.6155
CYP450 2D6 inhibitorNon-inhibitor0.8065
CYP450 2C19 inhibitorNon-inhibitor0.5562
CYP450 3A4 inhibitorNon-inhibitor0.5184
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7154
Ames testNon AMES toxic0.5
CarcinogenicityNon-carcinogens0.6722
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5088 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9756
hERG inhibition (predictor II)Inhibitor0.6452
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-MSsplash10-004i-2009300000-050d7f7d7365434490dd
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fb9-0009500000-a636783a248457b6b17e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udj-0006900000-1061c5e40d0624ca33d3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-0f65f1fd96dd2f562d51
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0007-0009100000-1d17fcab004b2a51fd8c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052r-0927300000-4d803849071061aba2c6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1900000000-ab5c94f3fcb09f25193d
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]-187.73807
predicted
DeepCCS 1.0 (2019)
[M+H]+190.09605
predicted
DeepCCS 1.0 (2019)
[M+Na]+197.0449
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Receptor signaling protein tyrosine phosphatase activity
Specific Function
Dual specificity protein kinase which acts as an essential component of the MAP kinase signal transduction pathway. Binding of extracellular ligands such as growth factors, cytokines and hormones t...
Gene Name
MAP2K1
Uniprot ID
Q02750
Uniprot Name
Dual specificity mitogen-activated protein kinase kinase 1
Molecular Weight
43438.65 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 21:17 / Updated at June 12, 2020 16:52