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Compound Detail

CHEMBL3681278

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Cc1nc2cc(-n3ncc(C(=O)c4cc5ccc(CN6CCOCC6)cc5[nH]4)c3N)ccc2[nH]1

Basic Information

ChEMBL ID CHEMBL3681278
Phase Preclinical
Structure Type MOL
InChI Key TVWOUPGUUIDZET-UHFFFAOYSA-N
7
Targets
14
Activities
1
Assay Types
2
PK Parameters
9
Publications
0
Known Names

Molecular Properties

455.5
MW (Da)
3.18
ALogP
7
HBA
3
HBD
117.8
PSA (Ų)
0.35
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H25N7O2
MW 455.52
Aromatic Rings 5
Heavy Atoms 34
NP-Likeness -1.84

Activity Summary

IC50 14 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fibroblast growth factor receptor 1
CHEMBL3650
IC50 8.85 8.84 1.4 3
NON-PROTEIN TARGET
CHEMBL3879801
IC50 8.59 6.99 2.6 2
Fibroblast growth factor receptor 2
CHEMBL4142
IC50 8.47 8.46 3.4 3
Fibroblast growth factor receptor 3
CHEMBL2742
IC50 8.46 8.46 3.5 3
Fibroblast growth factor receptor 4
CHEMBL3973
IC50 7.89 7.89 13.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 6.92 6.92 120.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
IC50 6.52 6.52 300.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.6 mL.min-1.g-1 Homo sapiens
F - % Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fibroblast growth factor receptor 1 IC50 = 1.4 nM 8.85 Enzyme Inhibition Assay: The FGFR1-inhibiting activity was measured based on the... -
Fibroblast growth factor receptor 1 IC50 = 1.4 nM 8.85 Inhibition Kinase Activity Assay: The FGFR1 inhibitory activities of compounds w... -
Fibroblast growth factor receptor 1 IC50 = 1.5 nM 8.82 Inhibition of human FGFR1 by time-resolved fluorescence or time-resolved fluores... 27933954
NON-PROTEIN TARGET IC50 = 2.6 nM 8.59 Antiproliferative activity against human SNU16 cells incubated for 4 days by CCK... 27933954
Fibroblast growth factor receptor 2 IC50 = 3.4 nM 8.47 Enzyme Inhibition Assay: The FGFR2-inhibiting activity was measured based on the... -
Fibroblast growth factor receptor 2 IC50 = 3.4 nM 8.47 Inhibition Kinase Activity Assay: The FGFR2 inhibitory activities of compounds l... -
Fibroblast growth factor receptor 3 IC50 = 3.5 nM 8.46 Inhibition of human FGFR3 by time-resolved fluorescence or time-resolved fluores... 27933954
Fibroblast growth factor receptor 3 IC50 = 3.5 nM 8.46 Enzyme Inhibition Assay: The FGFR3-inhibiting activity was measured based on the... -
Fibroblast growth factor receptor 3 IC50 = 3.5 nM 8.46 Inhibition Kinase Activity Assay: The FGFR3 inhibitory activities of compounds l... -
Fibroblast growth factor receptor 2 IC50 = 3.6 nM 8.44 Inhibition of human FGFR2 by time-resolved fluorescence or time-resolved fluores... 27933954
Fibroblast growth factor receptor 4 IC50 = 13.0 nM 7.89 Inhibition of human FGFR4 by time-resolved fluorescence or time-resolved fluores... 27933954
Vascular endothelial growth factor receptor 2 IC50 = 120.0 nM 6.92 Inhibition of human KDR by time-resolved fluorescence or time-resolved fluoresce... 27933954
Proto-oncogene tyrosine-protein kinase Src IC50 = 300.0 nM 6.52 Inhibition of human SRC by time-resolved fluorescence or time-resolved fluoresce... 27933954
NON-PROTEIN TARGET IC50 = 4100.0 nM 5.39 Antiproliferative activity against human HCT116 cells incubated for 4 days by CC... 27933954

Literature References

PubMed DOI Target Context # Activities
27933954 10.1021/acs.jmedchem.6b01156 NON-PROTEIN TARGET 3
27933954 10.1021/acs.jmedchem.6b01156 ADMET 2
27933954 10.1021/acs.jmedchem.6b01156 Voltage-gated inwardly rectifying potassium channel KCNH2 2
27933954 10.1021/acs.jmedchem.6b01156 Proto-oncogene tyrosine-protein kinase Src 1
27933954 10.1021/acs.jmedchem.6b01156 Vascular endothelial growth factor receptor 2 1
27933954 10.1021/acs.jmedchem.6b01156 Fibroblast growth factor receptor 4 1
27933954 10.1021/acs.jmedchem.6b01156 Fibroblast growth factor receptor 3 1
27933954 10.1021/acs.jmedchem.6b01156 Fibroblast growth factor receptor 2 1
27933954 10.1021/acs.jmedchem.6b01156 Fibroblast growth factor receptor 1 1

Data from ChEMBL 36 via Core Engine