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Compound Detail

CHEMBL4104297

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Nc1nccc(Oc2ccc3c(C(=O)Nc4cccc(C(F)(F)F)c4)cccc3c2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4104297
Phase Preclinical
Structure Type MOL
InChI Key MLLQJNIKDWEEFT-UHFFFAOYSA-N
9
Targets
16
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

424.4
MW (Da)
5.28
ALogP
5
HBA
2
HBD
90.1
PSA (Ų)
0.47
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H15F3N4O2
MW 424.38
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -1.48

Activity Summary

IC50 16 meas. best 9.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HUVEC
CHEMBL613979
 IC50 9.68 9.68 0.2 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 8.77 8.435 1.7 4
BaF3
CHEMBL614524
 IC50 8.4 6.734 4.0 5
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 7.52 7.52 30.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
 IC50 7.52 7.52 30.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
 IC50 7.52 7.52 30.0 1
Vascular endothelial growth factor receptor 2
CHEMBL3337
 IC50 6.78 6.78 165.0 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
 IC50 6.38 6.38 420.0 1
Vascular endothelial growth factor receptor 1
CHEMBL1868
 IC50 6.09 6.09 820.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
F 35.0 % Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HUVEC IC50 = 0.21 nM 9.68 Antiproliferative activity against VEGF-stimulated HUVEC cells assessed as cell ... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 1.7 nM 8.77 Inhibition of KDR (unknown origin) expressed in mouse Ba/F3 cells 29400470
Vascular endothelial growth factor receptor 2 IC50 = 2.9 nM 8.54 Inhibition of VEGF-induced human VEGFR2 autophosphorylation expressed in HUVEC c... 26629594
BaF3 IC50 = 4.0 nM 8.4 Antiproliferative activity against mouse BaF3 cells expressing Tel-KDR-myc1.3 as... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 4.2 nM 8.38 Inhibition of VEGF-induced human VEGFR2 autophosphorylation transfected in CHO c... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 9.0 nM 8.05 Inhibition of human recombinant GST-fused VEGFR2 kinase domain transphosphorylat... 26629594
BaF3 IC50 = 9.0 nM 8.05 Antiproliferative activity against mouse BaF3 cells expressing Tel-PDGFRbeta ass... 26629594
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 30.0 nM 7.52 Inhibition of RET (unknown origin) autophosphorylation expressed in mouse NIH3T3... 26629594
Platelet-derived growth factor receptor beta IC50 = 30.0 nM 7.52 Inhibition of PDGFR (unknown origin) autophosphorylation expressed in mouse BALB... 26629594
Mast/stem cell growth factor receptor Kit IC50 = 30.0 nM 7.52 Inhibition of KIT K642E mutant (unknown origin) autophosphorylation expressed in... 26629594
BaF3 IC50 = 152.0 nM 6.82 Antiproliferative activity against mouse BaF3 cells expressing PTC3-RET assessed... 26629594
Vascular endothelial growth factor receptor 2 IC50 = 165.0 nM 6.78 Inhibition of mouse recombinant GST-fused VEGFR2 kinase domain expressed in bacu... 26629594
Vascular endothelial growth factor receptor 3 IC50 = 420.0 nM 6.38 Inhibition of human recombinant GST-fused VEGFR3 kinase domain transphosphorylat... 26629594
Vascular endothelial growth factor receptor 1 IC50 = 820.0 nM 6.09 Inhibition of human recombinant GST-fused VEGFR1 kinase domain transphosphorylat... 26629594
BaF3 IC50 = 4748.0 nM 5.32 Antiproliferative activity against mouse BaF3 cells expressing Bcr-ABL assessed ... 26629594
BaF3 IC50 = 8271.0 nM 5.08 Antiproliferative activity against mouse BaF3 cells expressing Tel-FGFR3 assesse... 26629594

Literature References

PubMed DOI Target Context # Activities
26629594 10.1021/acs.jmedchem.5b01582 ADMET 14
26629594 10.1021/acs.jmedchem.5b01582 BaF3 12
26629594 10.1021/acs.jmedchem.5b01582 B16-BL6 6
26629594 10.1021/acs.jmedchem.5b01582 Vascular endothelial growth factor receptor 2 4
26629594 10.1021/acs.jmedchem.5b01582 HUVEC 2
26629594 10.1021/acs.jmedchem.5b01582 Mast/stem cell growth factor receptor Kit 2
26629594 10.1021/acs.jmedchem.5b01582 Proto-oncogene tyrosine-protein kinase receptor Ret 2
26629594 10.1021/acs.jmedchem.5b01582 Unchecked 2
26629594 10.1021/acs.jmedchem.5b01582 Serine/threonine-protein kinase B-raf 1
26629594 10.1021/acs.jmedchem.5b01582 Insulin receptor 1
26629594 10.1021/acs.jmedchem.5b01582 Receptor tyrosine-protein kinase erbB-2 1
26629594 10.1021/acs.jmedchem.5b01582 Epidermal growth factor receptor 1
26629594 10.1021/acs.jmedchem.5b01582 Platelet-derived growth factor receptor beta 1
26629594 10.1021/acs.jmedchem.5b01582 RAF proto-oncogene serine/threonine-protein kinase 1
29400470 10.1021/acs.jmedchem.7b01731 Rattus norvegicus 1
26629594 10.1021/acs.jmedchem.5b01582 Tyrosine-protein kinase ABL1 1
26629594 10.1021/acs.jmedchem.5b01582 Angiopoietin-1 receptor 1
26629594 10.1021/acs.jmedchem.5b01582 Vascular endothelial growth factor receptor 1 1
26629594 10.1021/acs.jmedchem.5b01582 Vascular endothelial growth factor receptor 3 1
29400470 10.1021/acs.jmedchem.7b01731 Mus musculus 1

Data from ChEMBL 36 via Core Engine