Infigratinib hydrochlorideProduct ingredient for Infigratinib

Name
Infigratinib hydrochloride
Drug Entry
Infigratinib

Infigratinib is a pan-fibroblast growth factor receptor (FGFR) kinase inhibitor. By inhibiting the FGFR pathway, which is often aberrated in cancers such as cholangiocarcinoma, infigratinib suppresses tumour growth.1 Cholangiocarcinoma is the most common primary malignancy affecting the biliary tract and the second most common primary hepatic malignancy.2 Infitratinib is a pan-FGFR inhibitor, as it is an ATP-competitive inhibitor of all four FGFR receptor subtypes.1

On May 28, 2021, the FDA granted accelerated approval to infigratinib - under the market name Truseltiq - for the treatment of previously treated, unresectable locally advanced or metastatic cholangiocarcinoma in adults with a fibroblast growth factor receptor 2 (FGFR2) fusion or another rearrangement as detected by an FDA-approved test.5 This approval follows pemigatinib, another FGFR inhibitor approved by the FDA for the same therapeutic indication.

Accession Number
DBSALT002098
Structure
Synonyms
Infigratinib HCl
UNII
WY8VD4RV77
CAS Number
1310746-15-6
Weight
Average: 596.94
Monoisotopic: 595.163221
Chemical Formula
C26H32Cl3N7O3
InChI Key
VBAIJSJSFCXDJB-UHFFFAOYSA-N
InChI
InChI=1S/C26H31Cl2N7O3.ClH/c1-5-34-10-12-35(13-11-34)18-8-6-17(7-9-18)31-21-15-22(30-16-29-21)33(2)26(36)32-25-23(27)19(37-3)14-20(38-4)24(25)28;/h6-9,14-16H,5,10-13H2,1-4H3,(H,32,36)(H,29,30,31);1H
IUPAC Name
3-(2,6-dichloro-3,5-dimethoxyphenyl)-1-(6-{[4-(4-ethylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)-1-methylurea hydrochloride
SMILES
Cl.CCN1CCN(CC1)C1=CC=C(NC2=CC(=NC=N2)N(C)C(=O)NC2=C(Cl)C(OC)=CC(OC)=C2Cl)C=C1
ChemSpider
34995138
Predicted Properties
PropertyValueSource
Water Solubility0.0299 mg/mLALOGPS
logP4.68ALOGPS
logP4.78Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)9.98Chemaxon
pKa (Strongest Basic)8.23Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area95.09 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity152.71 m3·mol-1Chemaxon
Polarizability58.51 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon