Larotrectinib sulfateProduct ingredient for Larotrectinib
- Name
- Larotrectinib sulfate
- Drug Entry
- Larotrectinib
Larotrectinib is an orally administered inhibitor of tropomyosin receptor kinase (Trk), a receptor tyrosine kinase activated by neurotrophins which is mutated in a variety of cancer cell types and plays an important role in tumor cell growth and survival.8 Upon administration, larotrectinib binds to Trk, thereby preventing neurotrophin-Trk interaction and Trk activation, which results in both the induction of cellular apoptosis and the inhibition of cell growth in tumors that overexpress Trk.8
Larotrectinib was granted accelerated approval by the FDA in November 2018 for the treatment of Trk-positive solid tumors. It was notable for being the second tissue-agnostic chemotherapy ever approved by the FDA.6
- Accession Number
- DBSALT002820
- Structure
- Synonyms
- Not Available
- UNII
- RDF76R62ID
- CAS Number
- 1223405-08-0
- Weight
- Average: 526.52
Monoisotopic: 526.144610017 - Chemical Formula
- C21H24F2N6O6S
- InChI Key
- PXHANKVTFWSDSG-QLOBERJESA-N
- InChI
- InChI=1S/C21H22F2N6O2.H2O4S/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27;1-5(2,3)4/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31);(H2,1,2,3,4)/t14-,18+;/m0./s1
- IUPAC Name
- (3S)-N-{5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl}-3-hydroxypyrrolidine-1-carboxamide; sulfuric acid
- SMILES
- OS(O)(=O)=O.O[C@H]1CCN(C1)C(=O)NC1=C2N=C(C=CN2N=C1)N1CCC[C@@H]1C1=C(F)C=CC(F)=C1
- External Links
- ChemSpider
- 44208837
- ChEMBL
- CHEMBL3989939
- Predicted Properties
Property Value Source Water Solubility 0.238 mg/mL ALOGPS logP 2.07 ALOGPS logP 2.44 Chemaxon logS -3.3 ALOGPS pKa (Strongest Acidic) 10.94 Chemaxon pKa (Strongest Basic) 0.7 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 86 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 122.96 m3·mol-1 Chemaxon Polarizability 41.38 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon