Pexidartinib hydrochlorideProduct ingredient for Pexidartinib

Name
Pexidartinib hydrochloride
Drug Entry
Pexidartinib

Pexidartinib is a selective tyrosine kinase inhibitor that works by inhibiting the colony-stimulating factor (CSF1)/CSF1 receptor pathway. Pexidartinib was originally developed by Daiichi Sankyo, Inc. and it was approved by the FDA in August 2019 as the first systemic therapy for adult patients with symptomatic tenosynovial giant cell tumor.11 Tenosynovial giant cell tumor is a rare form of non-malignant tumor that causes the synovium and tendon sheaths to thicken and overgrow, leading to damage in surrounding joint tissue.1,11 Debilitating symptoms often follow with tenosynovial giant cell tumors, along with a risk of significant functional limitations and a reduced quality of life in patients.11

While surgical resection is a current standard of care for tenosynovial giant cell tumor, there are tumor types where surgeries are deemed clinically ineffective with a high risk of lifetime recurrence.10 Pexidartinib works by blocking the immune responses that are activated in tenosynovial giant cell tumors. In clinical trials, pexidartinib was shown to promote improvements in patient symptoms and functional outcomes in TGCT.2 Pexidartinib is available in oral formulations and it is commonly marketed as Turalio.11

Accession Number
DBSALT002881
Structure
Synonyms
Pexidartinib HCl / Pexidartinib hydrochloride
External IDs
FP-113
UNII
YS6WAI3XN7
CAS Number
2040295-03-0
Weight
Average: 454.28
Monoisotopic: 453.0734854
Chemical Formula
C20H16Cl2F3N5
InChI Key
CJLUYLRKLUYCEK-UHFFFAOYSA-N
InChI
InChI=1S/C20H15ClF3N5.ClH/c21-15-6-16-14(10-28-19(16)29-11-15)5-12-2-4-18(26-7-12)27-9-13-1-3-17(25-8-13)20(22,23)24;/h1-4,6-8,10-11H,5,9H2,(H,26,27)(H,28,29);1H
IUPAC Name
5-({5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl}methyl)-N-{[6-(trifluoromethyl)pyridin-3-yl]methyl}pyridin-2-amine hydrochloride
SMILES
Cl.FC(F)(F)C1=CC=C(CNC2=NC=C(CC3=CNC4=NC=C(Cl)C=C34)C=C2)C=N1
ChemSpider
64853817
ChEMBL
CHEMBL3989973
Predicted Properties
PropertyValueSource
Water Solubility0.00315 mg/mLALOGPS
logP4.64ALOGPS
logP4.54Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)15.68Chemaxon
pKa (Strongest Basic)6.76Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.49 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity105.89 m3·mol-1Chemaxon
Polarizability39.33 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon