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Compound Detail

CHEMBL2012582

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COc1cc(C(=O)N2CCC(N3CCN(C)CC3)CC2)ccc1Nc1ncc2c(n1)N(C)c1ccccc1C(=O)N2C

Basic Information

ChEMBL ID CHEMBL2012582
Phase Preclinical
Structure Type MOL
InChI Key IWMCPJZTADUIFX-UHFFFAOYSA-N
6
Targets
31
Activities
4
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

570.7
MW (Da)
3.44
ALogP
9
HBA
1
HBD
97.4
PSA (Ų)
0.49
QED
1
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 C31H38N8O3
MW 570.70
Aromatic Rings 3
Heavy Atoms 42
NP-Likeness -1.21

Activity Summary

IC50 22 meas. best 8.46
Kd 6 meas. best 7.18
EC50 2 meas. best 6.18
Ki 1 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leucine-rich repeat serine/threonine-protein kinase 2
CHEMBL1075104
IC50 8.46 7.553 3.5 20
Leucine-rich repeat serine/threonine-protein kinase 2
CHEMBL1075104
Ki 8.22 8.22 6.0 1
Bromodomain-containing protein 4
CHEMBL1163125
Kd 7.18 7.0167 66.0 3
Bromodomain testis-specific protein
CHEMBL1795185
Kd 6.41 6.1133 390.0 3
MM1.S
CHEMBL4296471
IC50 6.28 6.28 530.0 1
Unchecked
CHEMBL612545
EC50 6.18 6.13 660.0 2
HEK-293T
CHEMBL3706568
IC50 5.55 5.55 2800.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 5.6 mL.min-1.kg-1 Mus musculus
F 49.3 % Mus musculus
F 49.3 % Mus musculus
T1/2 4.5 hr Mus musculus

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 = 3.5 nM 8.46 Inhibition of recombinant LRRK2 (unknown origin) using gamma-32P-ATP assessed as... 25219901
Leucine-rich repeat serine/threonine-protein kinase 2 Ki = 6.0 nM 8.22 Inhibition of GST-tagged LRRK2 (1326 to 2527 amino acids) G2019S mutant (unknown... 23721803
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 6.0 nM 8.22 Inhibition of LRRK2 G2019S mutant expressed in HEK293 cells using nictide and AT... 22335897
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 6.0 nM 8.22 Inhibition of GST-tagged LRRK2 (1326 to 2527 amino acids) G2019S mutant (unknown... 23721803
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 6.0 nM 8.22 Inhibition of LRRK2 (unknown origin) 25915084
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 6.0 nM 8.22 Inhibition of GST-LRRK2 (1326 to 2527 residues) G2019S mutant (unknown origin) e... 32352776
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 6.0 nM 8.22 Inhibition of LRRK2 G2019S mutant in HEK293 cell lysate measured after 15 mins i... 37201428
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 6.0 nM 8.22 Enzyme Assay: Active GST-LRRK2 (1326-2527), GST-LRRK2[G2019S] (1326-2527), GST-L... -
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 7.9 nM 8.1 Inhibition of LRRK2 G2019S mutant (1326 to 252 aa) (unknown origin) stably expre... 25791676
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 8.2 nM 8.09 Inhibitory Effect on LRRK2: After the compound was dissolved in 100% DMSO at 10 ... -
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 13.0 nM 7.89 Enzyme Assay: Active GST-LRRK2 (1326-2527), GST-LRRK2[G2019S] (1326-2527), GST-L... -
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 13.0 nM 7.89 Inhibition of LRRK2 (1326 to 2527 residues) in HEK293 cell lysate measured after... 37201428
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 13.0 nM 7.89 Inhibition of wild-type GST-tagged LRRK2 (1326 to 2527 aa)(unknown origin) stabl... 25791676
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 13.0 nM 7.89 Inhibition of wild-type LRRK2 expressed in HEK293 cells using nictide and [gamma... 22335897
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 13.0 nM 7.89 Inhibition of wild type GST-tagged LRRK2 ((1326 to 2517 amino acids) (unknown or... 23721803
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 20.0 nM 7.7 Inhibition of recombinant catalytic human GST-tagged LLRK2 (970 to 2527 residues... 28688273
Leucine-rich repeat serine/threonine-protein kinase 2 IC50 = 20.0 nM 7.7 Inhibition of recombinant catalytic human GST-tagged LLRK2 G2019S mutant (970 to... 28688273
Bromodomain-containing protein 4 Kd = 66.0 nM 7.18 Binding affinity to recombinant human N-terminal hexaHis-tagged BRD4 expressed i... 34710325
Bromodomain-containing protein 4 Kd = 69.0 nM 7.16 Binding affinity to recombinant human N-terminal hexaHis-tagged BRD4 expressed i... 34710325
Bromodomain-containing protein 4 Kd = 194.0 nM 6.71 Binding affinity to recombinant human N-terminal hexaHis-tagged BRD4 expressed i... 34710325

Literature References

PubMed DOI Target Context # Activities
22335897 10.1016/j.bmcl.2012.01.084 Leucine-rich repeat serine/threonine-protein kinase 2 12
22863203 10.1016/j.bmcl.2012.06.104 Leucine-rich repeat serine/threonine-protein kinase 2 6
25791676 10.1016/j.ejmech.2015.03.003 Unchecked 5
22335897 10.1016/j.bmcl.2012.01.084 Mus musculus 4
34710325 10.1021/acs.jmedchem.1c01096 Serine/threonine-protein kinase PLK1 4
34710325 10.1021/acs.jmedchem.1c01096 Bromodomain testis-specific protein 4
34710325 10.1021/acs.jmedchem.1c01096 Bromodomain-containing protein 4 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
23066449 10.1021/ml300123a Leucine-rich repeat serine/threonine-protein kinase 2 4
25219901 10.1016/j.bmcl.2014.08.049 Leucine-rich repeat serine/threonine-protein kinase 2 3
23721803 10.1016/j.bmcl.2013.04.086 Leucine-rich repeat serine/threonine-protein kinase 2 3
25791676 10.1016/j.ejmech.2015.03.003 Leucine-rich repeat serine/threonine-protein kinase 2 2
37201428 10.1016/j.ejmech.2023.115475 ADMET 2
28688273 10.1016/j.ejmech.2017.06.060 Leucine-rich repeat serine/threonine-protein kinase 2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37201428 10.1016/j.ejmech.2023.115475 Leucine-rich repeat serine/threonine-protein kinase 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
25915084 10.1021/acs.jmedchem.5b00261 Mus musculus 1
25915084 10.1021/acs.jmedchem.5b00261 Leucine-rich repeat serine/threonine-protein kinase 2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine