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Compound Detail

CHEMBL1241473

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COc1cc(Nc2ncc([N+](=O)[O-])c(Nc3ccccc3C(N)=O)n2)cc(OC)c1OC

Basic Information

ChEMBL ID CHEMBL1241473
Phase Preclinical
Structure Type MOL
InChI Key FLEAYYMORDPWAJ-UHFFFAOYSA-N
97
Targets
98
Activities
1
Assay Types
0
PK Parameters
2
Publications
0
Known Names

Molecular Properties

440.4
MW (Da)
3.00
ALogP
10
HBA
3
HBD
163.8
PSA (Ų)
0.33
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20N6O6
MW 440.42
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.23

Activity Summary

Ki 98 meas. best 8.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycogen synthase kinase-3 alpha
CHEMBL2850
Ki 8.5 8.5 3.2 1
Casein kinase II subunit alpha
CHEMBL3629
Ki 8.4 8.4 4.0 1
Aurora kinase B
CHEMBL2185
Ki 8.2 8.2 6.3 1
Glycogen synthase kinase-3 beta
CHEMBL262
Ki 8.2 8.2 6.3 1
Focal adhesion kinase 1
CHEMBL2695
Ki 8.2 8.2 6.3 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
Ki 8.2 8.2 6.3 1
MAP kinase-activated protein kinase 2
CHEMBL2208
Ki 8.2 8.2 6.3 1
Insulin receptor
CHEMBL1981
Ki 8.2 8.2 6.3 1
Serine/threonine-protein kinase Nek4
CHEMBL5819
Ki 8.2 8.2 6.3 1
Cell division cycle 7-related protein kinase
CHEMBL5443
Ki 8.2 8.2 6.3 1
Mitogen-activated protein kinase kinase kinase kinase 2
CHEMBL5330
Ki 8.1 8.1 7.9 1
MAP/microtubule affinity-regulating kinase 3
CHEMBL5600
Ki 8.1 8.1 7.9 1
Protein-tyrosine kinase 2-beta
CHEMBL5469
Ki 8.1 8.1 7.9 1
5'-AMP-activated protein kinase catalytic subunit alpha-1
CHEMBL4045
Ki 8.1 8.1 7.9 1
Tyrosine-protein kinase Blk
CHEMBL2250
Ki 8.0 8.0 10.0 1
Mitogen-activated protein kinase 8
CHEMBL2276
Ki 8.0 8.0 10.0 1
Serine/threonine-protein kinase PLK4
CHEMBL3788
Ki 8.0 8.0 10.0 1
Serine/threonine-protein kinase PLK1
CHEMBL3024
Ki 7.92 7.91 12.0 2
Dual specificity protein kinase CLK4
CHEMBL4203
Ki 7.9 7.9 12.6 1
Serine/threonine-protein kinase PLK3
CHEMBL4897
Ki 7.9 7.9 12.6 1
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
Ki 7.9 7.9 12.6 1
Tyrosine-protein kinase Fyn
CHEMBL1841
Ki 7.9 7.9 12.6 1
Mitogen-activated protein kinase kinase kinase kinase 4
CHEMBL6166
Ki 7.8 7.8 15.8 1
Mitogen-activated protein kinase 9
CHEMBL4179
Ki 7.8 7.8 15.8 1
STE20-like serine/threonine-protein kinase
CHEMBL4202
Ki 7.8 7.8 15.8 1
Serine/threonine-protein kinase MARK2
CHEMBL3831
Ki 7.8 7.8 15.8 1
Cyclin-dependent kinase 2
CHEMBL301
Ki 7.8 7.8 15.8 1
Tyrosine-protein kinase ITK/TSK
CHEMBL2959
Ki 7.8 7.8 15.8 1
Homeodomain-interacting protein kinase 2
CHEMBL4576
Ki 7.7 7.7 19.9 1
Cyclin-dependent kinase 1
CHEMBL308
Ki 7.7 7.7 19.9 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
Ki 7.7 7.7 19.9 1
Serine/threonine-protein kinase Nek2
CHEMBL3835
Ki 7.7 7.7 19.9 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
Ki 7.7 7.7 19.9 1
Vascular endothelial growth factor receptor 1
CHEMBL1868
Ki 7.7 7.7 19.9 1
Insulin-like growth factor 1 receptor
CHEMBL1957
Ki 7.6 7.6 25.1 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Ki 7.6 7.6 25.1 1
Tyrosine-protein kinase Lyn
CHEMBL3905
Ki 7.6 7.6 25.1 1
Tyrosine-protein kinase JAK2
CHEMBL2971
Ki 7.6 7.6 25.1 1
Cyclin-dependent kinase 5
CHEMBL4036
Ki 7.6 7.6 25.1 1
Fibroblast growth factor receptor 1
CHEMBL3650
Ki 7.5 7.5 31.6 1
Interleukin-1 receptor-associated kinase 4
CHEMBL3778
Ki 7.5 7.5 31.6 1
Dual specificity protein kinase CLK2
CHEMBL4225
Ki 7.5 7.5 31.6 1
Serine/threonine-protein kinase 3
CHEMBL4708
Ki 7.5 7.5 31.6 1
Serine/threonine-protein kinase PAK 4
CHEMBL4482
Ki 7.5 7.5 31.6 1
Vascular endothelial growth factor receptor 2
CHEMBL279
Ki 7.5 7.5 31.6 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
Ki 7.5 7.5 31.6 1
Tyrosine-protein kinase receptor UFO
CHEMBL4895
Ki 7.4 7.4 39.8 1
Hepatocyte growth factor receptor
CHEMBL3717
Ki 7.4 7.4 39.8 1
Maternal embryonic leucine zipper kinase
CHEMBL4578
Ki 7.4 7.4 39.8 1
Tyrosine-protein kinase Lck
CHEMBL258
Ki 7.4 7.4 39.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycogen synthase kinase-3 alpha Ki = 3.162 nM 8.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Casein kinase II subunit alpha Ki = 3.981 nM 8.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Focal adhesion kinase 1 Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Glycogen synthase kinase-3 beta Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cell division cycle 7-related protein kinase Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase Nek4 Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Insulin receptor Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
MAP kinase-activated protein kinase 2 Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aurora kinase B Ki = 6.31 nM 8.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
5'-AMP-activated protein kinase catalytic subunit alpha-1 Ki = 7.943 nM 8.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Protein-tyrosine kinase 2-beta Ki = 7.943 nM 8.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Mitogen-activated protein kinase kinase kinase kinase 2 Ki = 7.943 nM 8.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
MAP/microtubule affinity-regulating kinase 3 Ki = 7.943 nM 8.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Mitogen-activated protein kinase 8 Ki = 10.0 nM 8.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase PLK4 Ki = 10.0 nM 8.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Tyrosine-protein kinase Blk Ki = 10.0 nM 8.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase PLK1 Ki = 12.0 nM 7.92 Inhibition of recombinant GST-tagged PLK1 using biotin-ahx-AKMETTFYDDALNASFLPSEK... 23103095
Dual specificity protein kinase CLK4 Ki = 12.59 nM 7.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase PLK1 Ki = 12.59 nM 7.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

PubMed DOI Target Context # Activities
17028580 10.1038/nchembio826 BSC-1 1
23103095 10.1016/j.bmcl.2012.10.009 Serine/threonine-protein kinase PLK1 1

Data from ChEMBL 36 via Core Engine