Selumetinib (CHEM020161)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:51:37 UTC
Update Date2016-11-09 01:16:08 UTC
Accession NumberCHEM020161
Identification
Common NameSelumetinib
ClassSmall Molecule
DescriptionA member of the class of benzimidazoles that is 1-methyl-1H-benzimidazole which is substituted at positions 4, 5, and 6 by fluorine, (4-bromo-2-chlorophenyl)amino, and N-(2-hydroxyethoxy)aminocarbonyl groups, respectively. It is a MEK1 and MEK2 inhibitor.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
ARRY 142886ChEBI
ARRY-142886ChEBI
ARRY142886ChEBI
AZD 6244ChEBI
AZD-6244ChEBI
AZD6244ChEBI
SelumetinibumChEBI
SelumetinibMeSH
Chemical FormulaC17H15BrClFN4O3
Average Molecular Mass457.680 g/mol
Monoisotopic Mass456.000 g/mol
CAS Registry Number606143-52-6
IUPAC Name5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-1,3-benzodiazole-6-carboximidic acid
Traditional Name6-[(4-bromo-2-chlorophenyl)amino]-7-fluoro-N-(2-hydroxyethoxy)-3-methyl-1,3-benzodiazole-5-carboximidic acid
SMILESCN1C=NC2=C1C=C(C(O)=NOCCO)C(NC1=C(Cl)C=C(Br)C=C1)=C2F
InChI IdentifierInChI=1S/C17H15BrClFN4O3/c1-24-8-21-16-13(24)7-10(17(26)23-27-5-4-25)15(14(16)20)22-12-3-2-9(18)6-11(12)19/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26)
InChI KeyCYOHGALHFOKKQC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Benzimidazole
  • Aniline or substituted anilines
  • Bromobenzene
  • Chlorobenzene
  • Halobenzene
  • Aryl bromide
  • Aryl chloride
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • N-substituted imidazole
  • Azole
  • Heteroaromatic compound
  • Vinylogous amide
  • Imidazole
  • Amino acid or derivatives
  • Azacycle
  • Carboxylic acid derivative
  • Secondary amine
  • Organooxygen compound
  • Primary alcohol
  • Organohalogen compound
  • Organobromide
  • Amine
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organochloride
  • Organofluoride
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.042 g/LALOGPS
logP3.73ALOGPS
logP3.41ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)6.49ChemAxon
pKa (Strongest Basic)5.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area91.9 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity103.13 m³·mol⁻¹ChemAxon
Polarizability41.11 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-5003900000-ad7092eb9e18e8c63f94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2009100000-3858abbf1afdf7e8f6f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002b-9006000000-a56224b65db84bc5eb20Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1002900000-035bcb0c187f51cde944Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udl-4009400000-abdf560a6933bf91112dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ug0-4229000000-d09a5ee27c45ba878051Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0000900000-73d7e6711f3af0f387fcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053r-0009800000-9075ace0cdf9bf6369a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0139100000-acd888a1944907e50ac2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0001900000-37aa71a8f8f030f74806Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f6x-4009500000-567c825d54ceb9e7e6a4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-3009000000-6f51161796301c9b94b6Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB11689
HMDB IDHMDB0304858
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSelumetinib
Chemspider ID8303141
ChEBI ID90227
PubChem Compound ID10127622
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20407895
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20978926
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21594619
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22241789
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22343622
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22394161
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22565394
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22972589
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23372439
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23444215
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23942066
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=25322874
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25342139
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25379021
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=25385055
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=25498501
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=25637165
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=25887099
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=26059332
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=26384399
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=26446942