Lenvatinib mesylateProduct ingredient for Lenvatinib
- Name
- Lenvatinib mesylate
- Drug Entry
- Lenvatinib
Lenvatinib is a receptor tyrosine kinase (RTK) inhibitor that inhibits the kinase activities of vascular endothelial growth factor (VEGF) receptors VEGFR1 (FLT1), VEGFR2 (KDR), and VEGFR3 (FLT4). Lenvatinib also inhibits other RTKs that have been implicated in pathogenic angiogenesis, tumor growth, and cancer progression in addition to their normal cellular functions, including fibroblast growth factor (FGF) receptors FGFR1, 2, 3, and 4; the platelet derived growth factor receptor alpha (PDGFRα), KIT, and RET. These receptor tyrosine kinases (RTKs) located in the cell membrane play a central role in the activation of signal transduction pathways involved in the normal regulation of cellular processes, such as cell proliferation, migration, apoptosis and differentiation, and in pathogenic angiogenesis, lymphogenesis, tumour growth and cancer progression. In particular, VEGF has been identified as a crucial regulator of both physiologic and pathologic angiogenesis and increased expression of VEGF is associated with a poor prognosis in many types of cancers.
Lenvatinib is indicated for the treatment of patients with locally recurrent or metastatic, progressive, radioactive iodine (RAI)-refractory differentiated thyroid cancer. Most patients with thyroid cancer have a very good prognosis with treatment (98% 5 year survival rate) involving surgery and hormone therapy. However, for patients with RAI-refractory thyroid cancer, treatment options are limited and the prognosis is poor, leading to a push for the development of more targeted therapies such as lenvatinib.
- Accession Number
- DBSALT001109
- Structure
Structure for Lenvatinib mesylate (DBSALT001109)
- Synonyms
- Lenvatinib mesilate / Lenvatinib mesylate
- UNII
- 3J78384F61
- CAS Number
- 857890-39-2
- Weight
- Average: 522.96
Monoisotopic: 522.097598 - Chemical Formula
- C22H23ClN4O7S
- InChI Key
- HWLFIUUAYLEFCT-UHFFFAOYSA-N
- InChI
- InChI=1S/C21H19ClN4O4.CH4O3S/c1-29-19-10-17-13(9-14(19)20(23)27)18(6-7-24-17)30-12-4-5-16(15(22)8-12)26-21(28)25-11-2-3-11;1-5(2,3)4/h4-11H,2-3H2,1H3,(H2,23,27)(H2,25,26,28);1H3,(H,2,3,4)
- IUPAC Name
- 4-{3-chloro-4-[(cyclopropylcarbamoyl)amino]phenoxy}-7-methoxyquinoline-6-carboxamide; methanesulfonic acid
- SMILES
- CS(O)(=O)=O.COC1=C(C=C2C(OC3=CC=C(NC(=O)NC4CC4)C(Cl)=C3)=CC=NC2=C1)C(N)=O
- External Links
- KEGG Drug
- D09920
- ChemSpider
- 9412807
- ChEBI
- 85995
- ChEMBL
- CHEMBL2105704
- Wikipedia
- Lenvatinib
- Predicted Properties
Property Value Source Water Solubility 0.00622 mg/mL ALOGPS logP 3.03 ALOGPS logP 2.52 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 12.37 Chemaxon pKa (Strongest Basic) 5.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 115.57 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 112.21 m3·mol-1 Chemaxon Polarizability 42.29 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon