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Compound Detail

CHEMBL4465866

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CO[C@@H]1[C@H](NCCOCCOCCOCCNC(=O)CCC2=[N+]3C(=Cc4c(C)cc(C)n4[B-]3(F)F)C=C2)C[C@H]2O[C@]1(C)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4

Basic Information

ChEMBL ID CHEMBL4465866
Phase Preclinical
Structure Type MOL
InChI Key NXSJMRCTGYTSTK-SQHKIPTKSA-N
201
Targets
201
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

901.8
MW (Da)

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C49H54BF2N7O7
MW 901.82

Activity Summary

Kd 201 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform
CHEMBL4004
Kd 9.0 9.0 1.0 1
Mitogen-activated protein kinase kinase kinase 9
CHEMBL2872
Kd 8.7 8.7 2.0 1
Calcium/calmodulin-dependent protein kinase kinase 2
CHEMBL5284
Kd 8.7 8.7 2.0 1
Mitogen-activated protein kinase kinase kinase 11
CHEMBL2708
Kd 8.52 8.52 3.0 1
Serine/threonine-protein kinase SIK1
CHEMBL6082
Kd 8.52 8.52 3.0 1
Ribosomal protein S6 kinase alpha-3
CHEMBL2345
Kd 8.4 8.4 4.0 1
Calcium/calmodulin-dependent protein kinase type II subunit delta
CHEMBL2801
Kd 8.4 8.4 4.0 1
Non-receptor tyrosine-protein kinase TNK1
CHEMBL5334
Kd 8.4 8.4 4.0 1
Serine/threonine-protein kinase pim-3
CHEMBL5407
Kd 8.4 8.4 4.0 1
Serine/threonine-protein kinase SIK2
CHEMBL5699
Kd 8.4 8.4 4.0 1
STE20-like serine/threonine-protein kinase
CHEMBL4202
Kd 8.3 8.3 5.0 1
Serine/threonine-protein kinase PAK 4
CHEMBL4482
Kd 8.3 8.3 5.0 1
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial
CHEMBL4766
Kd 8.3 8.3 5.0 1
Serine/threonine-protein kinase N2
CHEMBL3032
Kd 8.22 8.22 6.0 1
AP2-associated protein kinase 1
CHEMBL3830
Kd 8.22 8.22 6.0 1
Serine/threonine-protein kinase MARK2
CHEMBL3831
Kd 8.22 8.22 6.0 1
LIM domain kinase 1
CHEMBL3836
Kd 8.22 8.22 6.0 1
Serine/threonine-protein kinase 3
CHEMBL4708
Kd 8.22 8.22 6.0 1
Mitogen-activated protein kinase kinase kinase kinase 2
CHEMBL5330
Kd 8.22 8.22 6.0 1
MAP/microtubule affinity-regulating kinase 4
CHEMBL5754
Kd 8.22 8.22 6.0 1
Serine/threonine-protein kinase 4
CHEMBL4598
Kd 8.15 8.15 7.0 1
Serine/threonine-protein kinase MRCK gamma
CHEMBL5615
Kd 8.15 8.15 7.0 1
3-phosphoinositide-dependent protein kinase 1
CHEMBL2534
Kd 8.1 8.1 8.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
Kd 8.1 8.1 8.0 1
Calcium/calmodulin-dependent protein kinase type II subunit gamma
CHEMBL3829
Kd 8.1 8.1 8.0 1
Ribosomal protein S6 kinase alpha-2
CHEMBL3906
Kd 8.1 8.1 8.0 1
Serine/threonine-protein kinase 33
CHEMBL6005
Kd 8.1 8.1 8.0 1
Serine/threonine-protein kinase MARK1
CHEMBL5940
Kd 8.05 8.05 9.0 1
NUAK family SNF1-like kinase 2
CHEMBL5698
Kd 8.0 8.0 10.0 1
Serine/threonine-protein kinase SIK3
CHEMBL6149
Kd 8.0 8.0 10.0 1
Serine/threonine-protein kinase N1
CHEMBL3384
Kd 7.96 7.96 11.0 1
Calcium/calmodulin-dependent protein kinase kinase 1
CHEMBL5256
Kd 7.96 7.96 11.0 1
AMP-activated protein kinase (AMPK) alpha-1/beta-1/gamma-1
CHEMBL2111345
Kd 7.89 7.89 13.0 1
Protein kinase C delta type
CHEMBL2996
Kd 7.89 7.89 13.0 1
MAP/microtubule affinity-regulating kinase 3
CHEMBL5600
Kd 7.89 7.89 13.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
Kd 7.85 7.85 14.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
Kd 7.85 7.85 14.0 1
Calcium/calmodulin-dependent protein kinase type II subunit alpha
CHEMBL4147
Kd 7.82 7.82 15.0 1
Serine/threonine-protein kinase pim-2
CHEMBL4523
Kd 7.82 7.82 15.0 1
NUAK family SNF1-like kinase 1
CHEMBL5784
Kd 7.82 7.82 15.0 1
Ribosomal protein S6 kinase alpha-1
CHEMBL2553
Kd 7.8 7.8 16.0 1
Serine/threonine-protein kinase ULK3
CHEMBL5047
Kd 7.8 7.8 16.0 1
Serine/threonine-protein kinase TBK1
CHEMBL5408
Kd 7.77 7.77 17.0 1
Mitogen-activated protein kinase kinase kinase kinase 1
CHEMBL5749
Kd 7.77 7.77 17.0 1
Testis-specific serine/threonine-protein kinase 1
CHEMBL6003
Kd 7.75 7.75 18.0 1
Calcium/calmodulin-dependent protein kinase type II subunit beta
CHEMBL4121
Kd 7.72 7.72 19.0 1
Serine/threonine-protein kinase Chk1
CHEMBL4630
Kd 7.7 7.7 20.0 1
Ribosomal protein S6 kinase alpha-6
CHEMBL4924
Kd 7.68 7.68 21.0 1
Serine/threonine-protein kinase PAK 6
CHEMBL4311
Kd 7.66 7.66 22.0 1
Rho-associated protein kinase 2
CHEMBL2973
Kd 7.64 7.64 23.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform Kd = 1.0 nM 9.0 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged PHKG1... 31526603
Calcium/calmodulin-dependent protein kinase kinase 2 Kd = 2.0 nM 8.7 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged CAMKK... 31526603
Mitogen-activated protein kinase kinase kinase 9 Kd = 2.0 nM 8.7 Binding affinity to recombinant N-terminal His-FLAG-GST-tagged MAP3K9 (unknown o... 31526603
Mitogen-activated protein kinase kinase kinase 11 Kd = 3.0 nM 8.52 Binding affinity to recombinant N-terminal His-FLAG-GST-tagged MAP3K11 (unknown ... 31526603
Serine/threonine-protein kinase SIK1 Kd = 3.0 nM 8.52 Binding affinity to recombinant full-length N-terminal His-FLAG-tagged SIK1 (unk... 31526603
Serine/threonine-protein kinase pim-3 Kd = 4.0 nM 8.4 Binding affinity to recombinant human full-length N-terminal GST-tagged PIM3 exp... 31526603
Non-receptor tyrosine-protein kinase TNK1 Kd = 4.0 nM 8.4 Binding affinity to recombinant human N-terminal GST-tagged TNK1 (106 to 390 res... 31526603
Calcium/calmodulin-dependent protein kinase type II subunit delta Kd = 4.0 nM 8.4 Binding affinity to recombinant human full-length N-terminal GST-tagged CAMK2D e... 31526603
Serine/threonine-protein kinase SIK2 Kd = 4.0 nM 8.4 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged SIK2 ... 31526603
Ribosomal protein S6 kinase alpha-3 Kd = 4.0 nM 8.4 Binding affinity to recombinant human full length N-terminal GST-tagged RPS6KA3 ... 31526603
Serine/threonine-protein kinase PAK 4 Kd = 5.0 nM 8.3 Binding affinity to recombinant human full-length N-terminal GST-tagged PAK4 exp... 31526603
STE20-like serine/threonine-protein kinase Kd = 5.0 nM 8.3 Binding affinity to recombinant N-terminal His-FLAG-GST-tagged SLK (unknown orig... 31526603
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial Kd = 5.0 nM 8.3 Binding affinity to recombinant human full length N-terminal his-tagged PDK1 exp... 31526603
MAP/microtubule affinity-regulating kinase 4 Kd = 6.0 nM 8.22 Binding affinity to recombinant full-length N-terminal His-FLAG-tagged MARK4 (un... 31526603
Serine/threonine-protein kinase MARK2 Kd = 6.0 nM 8.22 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged MARK2... 31526603
Serine/threonine-protein kinase 3 Kd = 6.0 nM 8.22 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged STK3 ... 31526603
Serine/threonine-protein kinase N2 Kd = 6.0 nM 8.22 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged PKN2 ... 31526603
LIM domain kinase 1 Kd = 6.0 nM 8.22 Binding affinity to truncated human N-terminal GST-tagged LIMK1 (285 to 638 resi... 31526603
AP2-associated protein kinase 1 Kd = 6.0 nM 8.22 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged AAK1 ... 31526603
Mitogen-activated protein kinase kinase kinase kinase 2 Kd = 6.0 nM 8.22 Binding affinity to recombinant full-length N-terminal His-FLAG-GST-tagged MAP4K... 31526603

Literature References

PubMed DOI Target Context # Activities
31526603 10.1016/j.bmcl.2019.126641 Tyrosine-protein kinase ZAP-70 1
31526603 10.1016/j.bmcl.2019.126641 Homeodomain-interacting protein kinase 2 1
31526603 10.1016/j.bmcl.2019.126641 Tyrosine-protein kinase TXK 1
31526603 10.1016/j.bmcl.2019.126641 Proto-oncogene tyrosine-protein kinase ROS 1
31526603 10.1016/j.bmcl.2019.126641 Ephrin type-B receptor 4 1
31526603 10.1016/j.bmcl.2019.126641 Dual specificity mitogen-activated protein kinase kinase 7 1
31526603 10.1016/j.bmcl.2019.126641 Cyclin-dependent kinase 5/CDK5 activator 1 1
31526603 10.1016/j.bmcl.2019.126641 Serine/threonine-protein kinase pim-2 1
31526603 10.1016/j.bmcl.2019.126641 Ephrin type-B receptor 2 1
31526603 10.1016/j.bmcl.2019.126641 cAMP-dependent protein kinase catalytic subunit PRKX 1
31526603 10.1016/j.bmcl.2019.126641 Ephrin type-A receptor 3 1
31526603 10.1016/j.bmcl.2019.126641 Serine/threonine-protein kinase Chk1 1
31526603 10.1016/j.bmcl.2019.126641 Myosin light chain kinase 1
31526603 10.1016/j.bmcl.2019.126641 MAP/microtubule affinity-regulating kinase 4 1
31526603 10.1016/j.bmcl.2019.126641 Serine/threonine-protein kinase MRCK gamma 1
31526603 10.1016/j.bmcl.2019.126641 Ephrin type-A receptor 4 1
31526603 10.1016/j.bmcl.2019.126641 Serine/threonine-protein kinase Chk2 1
31526603 10.1016/j.bmcl.2019.126641 Serine/threonine-protein kinase pim-3 1
31526603 10.1016/j.bmcl.2019.126641 Tyrosine-protein kinase JAK2 1
31526603 10.1016/j.bmcl.2019.126641 Tyrosine-protein kinase ABL1 1

Data from ChEMBL 36 via Core Engine