Refametinib

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Refametinib
Accession Number
DB06309
Type
Small Molecule
Groups
Investigational
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
BAY 869766 / BAY 8697661 / BAY-869766 / BAY-8697661 / BAY86-9766 / RDEA 119 / RDEA-119 / RDEA119
Categories
UNII
JPX07AFM0N
CAS number
923032-37-5
Weight
Average: 572.337
Monoisotopic: 572.008970485
Chemical Formula
C19H20F3IN2O5S
InChI Key
RDSACQWTXKSHJT-NSHDSACASA-N
InChI
InChI=1S/C19H20F3IN2O5S/c1-30-15-7-13(21)16(22)18(24-14-3-2-10(23)6-12(14)20)17(15)25-31(28,29)19(4-5-19)8-11(27)9-26/h2-3,6-7,11,24-27H,4-5,8-9H2,1H3/t11-/m0/s1
IUPAC Name
N-{3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]-6-methoxyphenyl}-1-[(2S)-2,3-dihydroxypropyl]cyclopropane-1-sulfonamide
SMILES
[H][[email protected]@](O)(CO)CC1(CC1)S(=O)(=O)NC1=C(OC)C=C(F)C(F)=C1NC1=C(F)C=C(I)C=C1

Pharmacology

Indication

Investigated for use/treatment in cancer/tumors (unspecified).

Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action

RDEA119 is a potent, non-ATP competitive, highly selective inhibitor of MEK. RDEA119 is a highly potent and selective inhibitor of mitogen-activated ERK kinase (MEK), a key component of the RAS/RAF/MEK/ERK pathway that is commonly defective in human tumors. The MEK1/2 pathway is important in cell cycle regulation in inflammatory bowel disease, including ulcerative colitis and Crohn's disease. RDEA119 was shown to reduce damage to colonic tissue in two different mouse models of colitis, murine trinitrobenzene sulfonic acid (TNBS) colitis model and murine dextran sulfate sodium (DSS) colitis model. [Ardea Biosciences Inc. Press release]

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
  1. Link [Link]
External Links
ChemSpider
25058723
HET
VRA
PDB Entries
3e8n

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedNot AvailableDrug Interactions1
1CompletedNot AvailableNeoplasms1
1CompletedTreatmentCancer, Advanced1
1CompletedTreatmentNeoplasms1
1TerminatedTreatmentNeoplasms1
1, 2CompletedTreatmentCancer, Advanced1
2Active Not RecruitingTreatmentHepatocellular,Carcinoma1
2CompletedTreatmentBiliary Tract Cancer1
2CompletedTreatmentHepatocellular,Carcinoma1

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 Solubility0.0818 mg/mLALOGPS
logP3.11ALOGPS
logP2.57ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)7.21ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.89 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity116.29 m3·mol-1ChemAxon
Polarizability46.34 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Sulfanilides
Direct Parent
Sulfanilides
Alternative Parents
Aminophenyl ethers / Methoxyanilines / Anisoles / Phenoxy compounds / Methoxybenzenes / Alkyl aryl ethers / Fluorobenzenes / Iodobenzenes / Aryl fluorides / Aryl iodides
show 12 more
Substituents
Sulfanilide / Aminophenyl ether / Methoxyaniline / Anisole / Phenoxy compound / Phenol ether / Aniline or substituted anilines / Methoxybenzene / Alkyl aryl ether / Fluorobenzene
show 30 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Drug created on March 19, 2008 10:23 / Updated on January 05, 2018 16:03