Selumetinib sulfateProduct ingredient for Selumetinib

Name
Selumetinib sulfate
Drug Entry
Selumetinib

Activation of the Raf-MEK-ERK signaling pathway is known to be implemented in several types of malignancies, thus, mitogen-activated protein kinase kinase (MEK) inhibitors such as selumetinib are important tools that can target the problematic overactivity of this pathway.6 Results from clinical trials investigating earlier developed MEK inhibitors were underwhelming.6 However, selumetinib demonstrated impressive efficacy and tolerability in Phase I trials, leading to its continued investigation for the treatment of various types of tumors in Phase II trials.6

Currently, the novel MEK 1 / 2 inhibitor, selumetinib, is approved solely for the treatment of Neurofibromatosis type 1 (NF-1) in a limited age group. NF-1 is considered rare with an estimated incidence of 1/3000 individuals.5 It is a genetic, autosomal dominant condition resulting from mutations of the NF1 gene, which can lead to various complications including the development of multiple tumors in the nervous system.3,5 Some patients with this disorder develop plexiform neurofibromas (PN); however, this is considered to be relatively uncommon compared to other variants of NF-1.5 Luckily, the use of selumetinib in patients with NF-1 has shown efficacy in shrinking associated tumors and is linked to other positive clinical outcomes.3

Accession Number
DBSALT002048
Structure
Thumb
Synonyms
Selumetinib sulfate
UNII
807ME4B7IJ
CAS Number
943332-08-9
Weight
Average: 555.76
Monoisotopic: 553.967389
Chemical Formula
C17H17BrClFN4O7S
InChI Key
GRKFGZYYYYISDX-UHFFFAOYSA-N
InChI
InChI=1S/C17H15BrClFN4O3.H2O4S/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;1-5(2,3)4/h2-3,6-8,22,25H,4-5H2,1H3,(H,23,26);(H2,1,2,3,4)
IUPAC Name
5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-N-(2-hydroxyethoxy)-1-methyl-1H-1,3-benzodiazole-6-carboxamide; sulfuric acid
SMILES
OS(O)(=O)=O.CN1C=NC2=C(F)C(NC3=C(Cl)C=C(Br)C=C3)=C(C=C12)C(=O)NOCCO
ChemSpider
17342538
ChEMBL
CHEMBL2105684
Predicted Properties
PropertyValueSource
Water Solubility0.021 mg/mLALOGPS
logP3.24ALOGPS
logP4.27ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)10.26ChemAxon
pKa (Strongest Basic)5.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area88.41 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity102.61 m3·mol-1ChemAxon
Polarizability40.61 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon