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Compound Detail

CHEMBL2037226

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Cc1ccc(NC(=O)Nc2cc(C(F)(F)F)ccc2F)cc1Nc1ccc2c(c1)NC(=O)/C2=C\c1ccc[nH]1

Basic Information

ChEMBL ID CHEMBL2037226
Phase Preclinical
Structure Type MOL
InChI Key YYDUWLSETXNJJT-MTJSOVHGSA-N
53
Targets
68
Activities
1
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

535.5
MW (Da)
7.36
ALogP
3
HBA
5
HBD
98.0
PSA (Ų)
0.14
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C28H21F4N5O2
MW 535.50
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.56

Activity Summary

IC50 68 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NT-3 growth factor receptor
CHEMBL5608
IC50 8.15 8.15 7.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 8.15 7.4717 7.0 6
High affinity nerve growth factor receptor
CHEMBL2815
IC50 8.1 7.602 8.0 5
BDNF/NT-3 growth factors receptor
CHEMBL4898
IC50 8.05 7.9633 9.0 3
Unchecked
CHEMBL612545
IC50 6.3 5.52 500.0 3
Platelet-derived growth factor receptor beta
CHEMBL2749
IC50 6.06 6.06 870.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
IC50 6.06 6.06 870.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
IC50 6.04 6.02 910.0 2
Mast/stem cell growth factor receptor Kit
CHEMBL2034798
IC50 6.04 6.04 910.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
IC50 5.54 5.54 2900.0 1
Mitogen-activated protein kinase 9
CHEMBL2034797
IC50 5.54 5.54 2900.0 1
ALK tyrosine kinase receptor
CHEMBL4247
IC50 5.47 5.32 3400.0 2
ALK tyrosine kinase receptor
CHEMBL5771
IC50 5.47 5.47 3400.0 1
Tyrosine-protein kinase Fgr
CHEMBL4454
IC50 5.44 5.44 3600.0 1
Tyrosine-protein kinase Fgr
CHEMBL2034795
IC50 5.44 5.44 3600.0 1
Macrophage colony-stimulating factor 1 receptor
CHEMBL5570
IC50 5.4 5.4 4000.0 1
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
IC50 5.4 5.4 4000.0 1
Vascular endothelial growth factor receptor 1
CHEMBL3516
IC50 5.36 5.36 4400.0 1
Vascular endothelial growth factor receptor 1
CHEMBL1868
IC50 5.36 5.36 4400.0 1
Tyrosine-protein kinase ZAP-70
CHEMBL2034801
IC50 5.33 5.33 4700.0 1
Macrophage-stimulating protein receptor
CHEMBL1795170
IC50 5.33 5.33 4700.0 1
Macrophage-stimulating protein receptor
CHEMBL2689
IC50 5.33 5.33 4700.0 1
Tyrosine-protein kinase ZAP-70
CHEMBL2803
IC50 5.33 5.33 4700.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
IC50 5.29 5.29 5100.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL2034796
IC50 5.29 5.29 5100.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2034799
IC50 5.28 5.28 5300.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
IC50 5.28 5.28 5300.0 1
ADMET
CHEMBL612558
IC50 5.25 5.25 5600.0 1
Tyrosine-protein kinase receptor Tie-1
CHEMBL2034800
IC50 5.24 5.24 5700.0 1
Hepatocyte growth factor receptor
CHEMBL5585
IC50 5.24 5.24 5800.0 1
Tyrosine-protein kinase receptor Tie-1
CHEMBL5274
IC50 5.24 5.24 5700.0 1
Ephrin type-B receptor 2
CHEMBL3290
IC50 5.24 5.24 5800.0 1
Ephrin type-B receptor 2
CHEMBL5961
IC50 5.24 5.24 5800.0 1
Hepatocyte growth factor receptor
CHEMBL3717
IC50 5.24 5.24 5800.0 1
Ephrin type-A receptor 3
CHEMBL2034794
IC50 5.23 5.23 5900.0 1
Ephrin type-A receptor 3
CHEMBL4954
IC50 5.23 5.23 5900.0 1
Proto-oncogene tyrosine-protein kinase ROS
CHEMBL2034802
IC50 5.22 5.22 6000.0 1
Proto-oncogene tyrosine-protein kinase ROS
CHEMBL5568
IC50 5.22 5.22 6000.0 1
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL2034793
IC50 5.17 5.17 6700.0 1
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
IC50 5.17 5.17 6700.0 1
Fibroblast growth factor receptor 4
CHEMBL3973
IC50 5.16 5.16 7000.0 1
Fibroblast growth factor receptor 4
CHEMBL3839
IC50 5.16 5.16 7000.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL3074
IC50 5.14 5.14 7300.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
IC50 5.14 5.14 7300.0 1
Tyrosine-protein kinase Lyn
CHEMBL2258
IC50 5.14 5.14 7300.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
IC50 5.14 5.14 7300.0 1
Insulin-like growth factor 1 receptor
CHEMBL5381
IC50 5.12 5.12 7600.0 1
Insulin-like growth factor 1 receptor
CHEMBL1957
IC50 5.12 5.12 7600.0 1
Insulin receptor
CHEMBL1981
IC50 5.1 5.1 8000.0 1
Insulin receptor
CHEMBL3187
IC50 5.1 5.1 8000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3661.21 ng.hr.mL-1 Rattus norvegicus
AUC 5687.01 ng.hr.mL-1 Rattus norvegicus
AUC 7652.29 ng.hr.mL-1 Mus musculus
AUC 10356.57 ng.hr.mL-1 Mus musculus
CL 9.0 mL.min-1.kg-1 Rattus norvegicus
CL 8.2 mL.min-1.kg-1 Mus musculus
Cmax 449.0 nM Rattus norvegicus
Cmax 5196.0 nM Rattus norvegicus
Cmax 1173.0 nM Mus musculus
Cmax 16360.0 nM Mus musculus
F 19.0 % Rattus norvegicus
F 18.0 % Mus musculus
T1/2 7.1 hr Rattus norvegicus
T1/2 7.5 hr Rattus norvegicus
T1/2 4.5 hr Mus musculus
T1/2 4.4 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NT-3 growth factor receptor IC50 = 7.0 nM 8.15 Affinity On-target Cellular interaction: (Proliferation assay (in Ba/F3 cells ex... -
NON-PROTEIN TARGET IC50 = 7.0 nM 8.15 Antiproliferative activity against mouse BA/F3 cells expressing Tel-TRKC 24900443
High affinity nerve growth factor receptor IC50 = 8.0 nM 8.1 Inhibition of TRKA by HTRF assay 24900443
High affinity nerve growth factor receptor IC50 = 8.0 nM 8.1 Affinity Biochemical interaction: (HTRF assay) EUB0000136b NTRK1 -
NON-PROTEIN TARGET IC50 = 9.0 nM 8.05 Antiproliferative activity against mouse BA/F3 cells expressing Tel-TRKB 24900443
BDNF/NT-3 growth factors receptor IC50 = 9.0 nM 8.05 Affinity On-target Cellular interaction: (Proliferation assay (in Ba/F3 cells ex... -
NON-PROTEIN TARGET IC50 = 11.0 nM 7.96 Antiproliferative activity against mouse BA/F3 cells expressing Tel-TRKA 24900443
High affinity nerve growth factor receptor IC50 = 11.0 nM 7.96 Affinity On-target Cellular interaction: (Proliferation assay (in Ba/F3 cells ex... -
BDNF/NT-3 growth factors receptor IC50 = 12.0 nM 7.92 Inhibition of TRKB by HTRF assay 24900443
BDNF/NT-3 growth factors receptor IC50 = 12.0 nM 7.92 Affinity Biochemical interaction: (Caliper microfluidic assay) EUB0000136b NTRK2 -
NON-PROTEIN TARGET IC50 = 17.0 nM 7.77 Antiproliferative activity against rat RIE cells expressing TRKA and NGF 24900443
NON-PROTEIN TARGET IC50 = 42.0 nM 7.38 Antiproliferative activity against mouse BA/F3 cells expressing TRKA and NGF 24900443
High affinity nerve growth factor receptor IC50 = 45.0 nM 7.35 Inhibition of N-terminal GST-tagged human recombinant TRKA G667C mutant (440 to ... 37030091
High affinity nerve growth factor receptor IC50 = 320.0 nM 6.5 Inhibition of N-terminal GST-tagged human recombinant TRKA G595R mutant (440 to ... 37030091
Unchecked IC50 = 500.0 nM 6.3 Inhibition of PDGFR in rat A10 cells 24900443
Platelet-derived growth factor receptor beta IC50 = 870.0 nM 6.06 Selectivity interaction (Cellular Kinase Panel (Ba/F3 cells fused with a Tel dim... -
Platelet-derived growth factor receptor beta IC50 = 870.0 nM 6.06 Inhibition of Tel-fused PDGFRbeta in mouse BA/F3 cells 24900443
Mast/stem cell growth factor receptor Kit IC50 = 910.0 nM 6.04 Inhibition of Tel-fused KIT in mouse BA/F3 cells 24900443
Mast/stem cell growth factor receptor Kit IC50 = 910.0 nM 6.04 Selectivity interaction (Cellular Kinase Panel (Ba/F3 cells fused with a Tel dim... -
Mast/stem cell growth factor receptor Kit IC50 = 1000.0 nM 6.0 Inhibition of c-Kit in human Mo7e cells 24900443

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 262
- 10.6019/CHEMBL4689842 HEK-293T 262
- 10.6019/CHEMBL4689842 U2OS 259
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
24900443 10.1021/ml200261d Rattus norvegicus 9
24900443 10.1021/ml200261d Mus musculus 9
24900443 10.1021/ml200261d NON-PROTEIN TARGET 9
- 10.6019/CHEMBL5724696 U2OS 8
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
37030091 10.1016/j.ejmech.2023.115291 High affinity nerve growth factor receptor 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
24900443 10.1021/ml200261d Unchecked 3
- 10.6019/CHEMBL5209684 MAP/microtubule affinity-regulating kinase 3 3
- 10.6019/CHEMBL5209684 MAP/microtubule affinity-regulating kinase 4 3
24900443 10.1021/ml200261d Mast/stem cell growth factor receptor Kit 2
- 10.6019/CHEMBL5465560 ALK tyrosine kinase receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
24900443 10.1021/ml200261d ADMET 2

Data from ChEMBL 36 via Core Engine