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
ChemSpider
44208837
ChEMBL
CHEMBL3989939
Predicted Properties
PropertyValueSource
Water Solubility0.238 mg/mLALOGPS
logP2.07ALOGPS
logP2.44Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)10.94Chemaxon
pKa (Strongest Basic)0.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area86 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity122.96 m3·mol-1Chemaxon
Polarizability41.38 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon