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Compound Detail

CHEMBL1852688

INFIGRATINIB
💊 Approved Drug
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💊 Approved Drug
CCN1CCN(c2ccc(Nc3cc(N(C)C(=O)Nc4c(Cl)c(OC)cc(OC)c4Cl)ncn3)cc2)CC1

Basic Information

ChEMBL ID CHEMBL1852688
Name INFIGRATINIB
Phase Approved
Structure Type MOL
InChI Key QADPYRIHXKWUSV-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Bgj-398 BGJ398 Infigratinib MVP-BGJ398 NVP-BGJ398
42
Targets
129
Activities
2
Assay Types
2
PK Parameters
20
Publications
5
Known Names
15
Indications
1
Mechanisms

Molecular Properties

560.5
MW (Da)
5.35
ALogP
8
HBA
2
HBD
95.1
PSA (Ų)
0.38
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2021
Availability Discontinued
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product Chemical Probe
USAN Stem -tinib
USAN Year 2019

Extended Properties

Molecular Formula C26H31Cl2N7O3
MW 560.49
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness -1.26

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Fibroblast growth factor receptor inhibitor INHIBITOR Fibroblast growth factor receptor

Indications

Neoplasms Neoplasms Cholangiocarcinoma Urinary Bladder Neoplasms Achondroplasia Carcinoma, Squamous Cell Glioblastoma Melanoma Osteomalacia Papillomavirus Infections Paraganglioma Squamous Cell Carcinoma of Head and Neck Breast Neoplasms Gastrointestinal Stromal Tumors Uterine Cervical Neoplasms

ATC Classification

L01EN03
infigratinib
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 128 meas. best 9.23
Ki 1 meas. best 7.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fibroblast growth factor receptor 1
CHEMBL3650
IC50 9.23 8.2695 0.6 21
Fibroblast growth factor receptor 3
CHEMBL2742
IC50 9.18 7.8678 0.7 23
Fibroblast growth factor receptor 2
CHEMBL4142
IC50 9.17 8.144 0.7 15
Fibroblast growth factor receptor 4
CHEMBL3973
IC50 9.09 7.4329 0.8 14
RT-112
CHEMBL614145
IC50 8.21 7.086 6.2 5
CC-LP-1
CHEMBL6066762
IC50 8.14 7.35 7.3 3
Unchecked
CHEMBL612545
IC50 8.12 7.125 7.6 4
SNU-16
CHEMBL613529
IC50 7.91 7.465 12.4 2
Protein smoothened
CHEMBL5971
Ki 7.33 7.33 46.5 1
Huh-7
CHEMBL614039
IC50 7.24 7.17 57.2 2
KATO III stomach cancer cell line
CHEMBL612700
IC50 7.22 7.22 60.3 1
NCI-H716
CHEMBL2366106
IC50 7.18 7.18 65.9 1
Hep 3B2
CHEMBL4296437
IC50 7.07 7.07 85.0 1
BaF3
CHEMBL614524
IC50 6.88 6.18 132.6 2
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 6.75 6.2067 180.0 3
Tyrosine-protein kinase Lyn
CHEMBL3905
IC50 6.52 6.02 300.0 2
Fibroblast growth factor receptor 4
CHEMBL3839
IC50 6.27 6.255 541.0 2
Mast/stem cell growth factor receptor Kit
CHEMBL1936
IC50 6.12 5.86 750.0 2
Tyrosine-protein kinase Yes
CHEMBL2073
IC50 5.96 5.96 1100.0 1
Vascular endothelial growth factor receptor 1
CHEMBL1868
IC50 5.82 5.82 1510.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 5.72 5.72 1900.0 1
Angiopoietin-1 receptor
CHEMBL4128
IC50 5.69 5.69 2051.0 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
IC50 5.68 5.68 2072.0 1
Bcr/Abl fusion protein
CHEMBL2096618
IC50 5.66 5.66 2192.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 5.64 5.64 2300.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 5.61 5.605 2482.0 2
Platelet-derived growth factor receptor alpha
CHEMBL2007
IC50 5.57 5.57 2718.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
IC50 5.54 5.54 2882.0 1
Macrophage-stimulating protein receptor
CHEMBL2689
IC50 5.54 5.54 2891.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
IC50 5.53 5.53 2969.0 1
Hepatocyte growth factor receptor
CHEMBL3717
IC50 5.52 5.52 3011.0 1
Ephrin type-B receptor 1
CHEMBL5072
IC50 5.52 5.52 3039.0 1
ALK tyrosine kinase receptor
CHEMBL4247
IC50 5.51 5.51 3078.0 1
BDNF/NT-3 growth factors receptor
CHEMBL4898
IC50 5.5 5.5 3139.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
IC50 5.49 5.49 3252.0 1
Proto-oncogene tyrosine-protein kinase ROS
CHEMBL5568
IC50 5.49 5.49 3263.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
IC50 5.48 5.48 3303.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
IC50 5.47 5.47 3352.0 1
Insulin receptor
CHEMBL1981
IC50 5.47 5.47 3371.0 1
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
IC50 5.47 5.47 3405.0 1
Serine/threonine-protein kinase B-raf
CHEMBL5145
IC50 5.38 5.38 4142.0 1
Tyrosine-protein kinase SYK
CHEMBL2599
IC50 5.27 5.27 5358.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 28.84 uL.min-1.(10^6cells)-1 Homo sapiens
CL 87.1 uL.min-1.(10^6cells)-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fibroblast growth factor receptor 1 IC50 = 0.59 nM 9.23 Inhibition of N-terminal GST-tagged human FGFR1 cytoplasmic domain (398-822 AA) ... 31846829
Fibroblast growth factor receptor 3 IC50 = 0.66 nM 9.18 Inhibition of wild-type FGFR3 (unknown origin) by radiometric kinase activity as... 35436119
Fibroblast growth factor receptor 2 IC50 = 0.68 nM 9.17 Inhibition of FGFR2 N549H mutant (unknown origin) by radiometric kinase activity... 35436119
Fibroblast growth factor receptor 3 IC50 = 0.7 nM 9.15 Affinity On-target Cellular interaction: (Luciferase bioluminescent assay (Brigh... -
Fibroblast growth factor receptor 1 IC50 = 0.7 nM 9.15 Selectivity interaction (Kinase panel (cellular selectivity, Bright-Glo prolifer... -
Fibroblast growth factor receptor 1 IC50 = 0.8 nM 9.1 Inhibition of phosphorylated FGFR1 (407 to 822 residues) (unknown origin) using ... 30108871
Fibroblast growth factor receptor 4 IC50 = 0.82 nM 9.09 Inhibition of non-phosphorylated N-terminal His6-tagged FGFR4 C552A mutant (G442... 30108871
Fibroblast growth factor receptor 1 IC50 = 0.9 nM 9.05 Inhibition of FGFR1 (unknown origin) 33940465
Fibroblast growth factor receptor 1 IC50 = 0.9 nM 9.05 Affinity Biochemical interaction: (Microfluidic mobility shift readout (Caliper ... -
Fibroblast growth factor receptor 1 IC50 = 0.9 nM 9.05 Selectivity interaction (Kinase panel (Enzymatic assay, microfluidic mobility sh... -
Fibroblast growth factor receptor 1 IC50 = 1.0 nM 9.0 Biochemical Kinase Assay: Recombinant FGFR1 (2.5 nM), or FGFR4 (12 nM) was prepa... -
Fibroblast growth factor receptor 1 IC50 = 1.0 nM 9.0 Inhibition Activity Assay: Recombinant FGFR1 (2.5 nM), FGFR2 (1 nM), FGFR3 (5 nM... -
Fibroblast growth factor receptor 3 IC50 = 1.0 nM 9.0 Selectivity interaction (Kinase panel (Enzymatic assay, microfluidic mobility sh... -
Fibroblast growth factor receptor 3 IC50 = 1.0 nM 9.0 Affinity Biochemical interaction: (Microfluidic mobility shift readout (Caliper ... -
Fibroblast growth factor receptor 3 IC50 = 1.0 nM 9.0 Inhibition of recombinant GST fused FGFR3 (unknown origin) using poly(EY) 4:1 as... 27914362
Fibroblast growth factor receptor 3 IC50 = 1.0 nM 9.0 Inhibition of FGFR3 (unknown origin) 33940465
Fibroblast growth factor receptor 1 IC50 = 1.0 nM 9.0 Biochemical Kinase Assay : Recombinant FGFR1 (2.5 nM), or FGFR4 (12 nM) was prep... -
Fibroblast growth factor receptor 2 IC50 = 1.0 nM 9.0 Inhibition of recombinant FGFR2 (unknown origin) using peptidic substrates in pr... 27914362
Fibroblast growth factor receptor 1 IC50 = 1.0 nM 9.0 Inhibition of recombinant FGFR1 (unknown origin) using peptidic substrates in pr... 27914362
Fibroblast growth factor receptor 2 IC50 = 1.2 nM 8.92 Inhibition of phosphorylated FGFR2 (406 to 821 residues) (unknown origin) using ... 30108871

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 261
- 10.6019/CHEMBL4689842 U2OS 261
- 10.6019/CHEMBL4689842 HEK-293T 260
37156065 10.1016/j.bmc.2023.117275 Bone 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
32930584 10.1021/acs.jmedchem.0c01019 Fibroblast growth factor receptor 4 9
- 10.6019/CHEMBL5444388 Fibroblast growth factor receptor 3 8
- 10.6019/CHEMBL5444388 Fibroblast growth factor receptor 1 8
- 10.6019/CHEMBL5444388 Fibroblast growth factor receptor 2 8
35436119 10.1021/acs.jmedchem.1c01776 BaF3 8
- 10.6019/CHEMBL5465560 Fibroblast growth factor receptor 3 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
28787156 10.1021/acs.jmedchem.7b00794 Protein smoothened 6
- 10.6019/CHEMBL5465560 Fibroblast growth factor receptor 1 5
38267212 10.1021/acs.jmedchem.3c01819 RT-112 5
30108871 10.1039/C7MD00213K Fibroblast growth factor receptor 4 4
35436119 10.1021/acs.jmedchem.1c01776 ADMET 4
32930584 10.1021/acs.jmedchem.0c01019 Unchecked 4
38267212 10.1021/acs.jmedchem.3c01819 CC-LP-1 4

Data from ChEMBL 36 via Core Engine