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Compound Detail

CHEMBL1673046

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CCOc1cc(N2CCC(O)CC2)ccc1Nc1ncc2c(n1)N(C)c1ccccc1C(=O)N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1673046
Phase Preclinical
Structure Type MOL
InChI Key QAPAJIZPZGWAND-UHFFFAOYSA-N
18
Targets
48
Activities
3
Assay Types
24
PK Parameters
20
Publications
0
Known Names

Molecular Properties

474.6
MW (Da)
3.94
ALogP
8
HBA
2
HBD
94.1
PSA (Ų)
0.57
QED
0
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 C26H30N6O3
MW 474.57
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -1.09

Activity Summary

IC50 29 meas. best 7.34
Kd 18 meas. best 7.1
EC50 1 meas. best 6.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leucine-rich repeat serine/threonine-protein kinase 2
CHEMBL1075104
 IC50 7.34 7.285 46.0 2
Mitogen-activated protein kinase 7
CHEMBL5332
 IC50 7.28 6.4775 52.3 8
Unchecked
CHEMBL612545
 Kd 7.1 7.1 80.0 1
Mitogen-activated protein kinase 7
CHEMBL5332
 Kd 7.1 7.1 80.0 4
Serine/threonine-protein kinase DCLK2
CHEMBL5519
 Kd 6.72 6.72 190.0 2
Bromodomain-containing protein 4
CHEMBL1163125
 Kd 6.69 6.18 205.0 4
Mitogen-activated protein kinase 7
CHEMBL5332
 EC50 6.62 6.62 240.0 1
Serine/threonine-protein kinase PLK4
CHEMBL3788
 Kd 6.22 6.22 600.0 2
Bromodomain testis-specific protein
CHEMBL1795185
 Kd 6.17 5.67 675.0 3
Serine/threonine-protein kinase DCLK1
CHEMBL5683
 IC50 6.14 6.14 716.0 1
Non-receptor tyrosine-protein kinase TNK1
CHEMBL5334
 Kd 6.05 6.05 890.0 2
MM1.S
CHEMBL4296471
 IC50 5.68 5.68 2100.0 1
Non-receptor tyrosine-protein kinase TNK1
CHEMBL5334
 IC50 5.0 5.0 10000.0 2
HL-60
CHEMBL383
 IC50 4.97 4.97 10590.0 1
Activated CDC42 kinase 1
CHEMBL4599
 IC50 4.75 4.75 18000.0 2
Ribosomal protein S6 kinase alpha-1
CHEMBL2553
 IC50 4.58 4.5433 26000.0 3
Ribosomal protein S6 kinase alpha-2
CHEMBL3906
 IC50 4.54 4.54 29000.0 1
Phosphatidylinositol 4-kinase beta
CHEMBL3268
 IC50 4.47 4.47 34000.0 1
Phosphatidylinositol 4-kinase alpha
CHEMBL3667
 IC50 4.44 4.44 36000.0 2
Focal adhesion kinase 1
CHEMBL2695
 IC50 4.41 4.41 39000.0 2
Ribosomal protein S6 kinase alpha-3
CHEMBL2345
 IC50 4.33 4.3233 47000.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 658.0 ng.hr.mL-1 Rattus norvegicus
AUC 903.0 ng.hr.mL-1 Rattus norvegicus
AUC 901.68 ng.hr.mL-1 Rattus norvegicus
AUC 659.65 ng.hr.mL-1 Rattus norvegicus
CL 25.5 mL.min-1.kg-1 Rattus norvegicus
CL 37.0 mL.min-1.kg-1 Rattus norvegicus
CL 37.0 mL.min-1.kg-1 Rattus norvegicus
CL 26.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 925.05 nM Rattus norvegicus
Cmax 520.47 nM Rattus norvegicus
Cmax 522.0 nM Rattus norvegicus
Cmax 927.0 nM Rattus norvegicus
F 68.6 % Rattus norvegicus
F 68.0 % Mus musculus
F 69.0 % Rattus norvegicus
MRT 2.2 hr Rattus norvegicus
MRT 4.8 hr Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
Tmax 0.08 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 46.0 nM 7.34 Inhibition of recombinant human GST-tagged LRRK2 catalytic domain (970 to 2527 r... 32530623
Mitogen-activated protein kinase 7 IC50 = 52.3 nM 7.28 Inhibition of ERK5 (unknown origin) by ADP-Glo kinase assay 37751283
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 59.0 nM 7.23 Inhibition of LRRK2 G2019S mutant (unknown origin) using LRRKtide as substrate i... 24239623
Mitogen-activated protein kinase 7 Kd = 80.0 nM 7.1 Affinity Biochemical interaction (ATP-binding displacement assay) EUB0000122b MA... -
Mitogen-activated protein kinase 7 Kd = 80.0 nM 7.1 Selectivity interaction (Kinase panel (ATP-site competition binding assay)) EUB0... -
Mitogen-activated protein kinase 7 Kd = 80.0 nM 7.1 Binding affinity to ERK5 (unknown origin) assessed as dissociation constant by A... 20832753
Unchecked Kd = 80.0 nM 7.1 In vitro Erk5 : In vitro Erk5 binding assay: Ambit Kd values in nanomolar. Kd va... -
Mitogen-activated protein kinase 7 Kd = 80.0 nM 7.1 In vitro Erk5 : In vitro Erk5 binding assay: Ambit Kd values in nanomolar. Kd va... -
Serine/threonine-protein kinase DCLK2 Kd = 190.0 nM 6.72 Binding affinity to DCAMKL2 (unknown origin) assessed as dissociation constant b... 20832753
Serine/threonine-protein kinase DCLK2 Kd = 190.0 nM 6.72 Selectivity interaction (Kinase panel (ATP-site competition binding assay)) EUB0... -
Mitogen-activated protein kinase 7 IC50 = 200.0 nM 6.7 Inhibition of His-tagged MAP2K5 activated N-terminal GST-tagged recombinant huma... 30563338
Bromodomain-containing protein 4 Kd = 205.0 nM 6.69 Binding affinity to recombinant human N-terminal hexaHis-tagged BRD4 expressed i... 34710325
Mitogen-activated protein kinase 7 IC50 = 240.0 nM 6.62 Inhibition of EGF-induced BMK1 autophosphorylation in human HeLa cells by SDS-PA... 21412406
Mitogen-activated protein kinase 7 IC50 = 240.0 nM 6.62 Inhibition of ERK5 (unknown origin) 37002872
Mitogen-activated protein kinase 7 EC50 = 240.0 nM 6.62 Inhibition of EGF-stimulated ERK5 autophosphorylation in human HeLa cells preinc... 24239623
Mitogen-activated protein kinase 7 IC50 = 300.0 nM 6.52 Inhibition of ERK5 in human HeLa cells incubated for 15 mins prior to ATP additi... 31212132
Mitogen-activated protein kinase 7 IC50 = 364.0 nM 6.44 Inhibition of N-terminal 6His-tagged human ERK5 expressed in baculovirus infecte... 24239623
Serine/threonine-protein kinase PLK4 Kd = 600.0 nM 6.22 Binding affinity to PLK4 (unknown origin) assessed as dissociation constant by A... 20832753
Serine/threonine-protein kinase PLK4 Kd = 600.0 nM 6.22 Selectivity interaction (Kinase panel (ATP-site competition binding assay)) EUB0... -
Bromodomain testis-specific protein Kd = 675.0 nM 6.17 Binding affinity to recombinant human N-terminal hexaHis-tagged BRDT expressed i... 34710325

Literature References

PubMed DOI Target Context # Activities
20832753 10.1016/j.ccr.2010.08.008 Unchecked 92
20832753 10.1016/j.ccr.2010.08.008 ADMET 37
20832753 10.1016/j.ccr.2010.08.008 Serine/threonine-protein kinase PLK1 16
20832753 10.1016/j.ccr.2010.08.008 Cyclin-dependent kinase 2 16
20832753 10.1016/j.ccr.2010.08.008 Ribosomal protein S6 kinase alpha-3 16
20832753 10.1016/j.ccr.2010.08.008 Ribosomal protein S6 kinase alpha-1 14
20832753 10.1016/j.ccr.2010.08.008 Mitogen-activated protein kinase 7 13
20832753 10.1016/j.ccr.2010.08.008 Phosphatidylinositol 5-phosphate 4-kinase type-2 alpha 13
20832753 10.1016/j.ccr.2010.08.008 Serine/threonine-protein kinase Sgk3 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
20832753 10.1016/j.ccr.2010.08.008 Ribosomal protein S6 kinase alpha-5 12
21412406 10.1021/ml100304b Rattus norvegicus 12
- 10.6019/CHEMBL4689842 Fibroblast 10
- 10.6019/CHEMBL4689842 U2OS 9
- 10.6019/CHEMBL5724696 U2OS 8
20832753 10.1016/j.ccr.2010.08.008 Tyrosine-protein kinase CSK 8
20832753 10.1016/j.ccr.2010.08.008 Cyclin-dependent kinase 9 8
20832753 10.1016/j.ccr.2010.08.008 Serine/threonine-protein kinase Chk1 8
20832753 10.1016/j.ccr.2010.08.008 Phosphatidylinositol 4-kinase beta 8

Data from ChEMBL 36 via Core Engine