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Compound Detail

CHEMBL5406146

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Cl.O=C(N[C@@H]1CNCC[C@H]1c1ccc(F)c(F)c1)c1cc2c(s1)OCCn1ncc(Br)c1-2

Basic Information

ChEMBL ID CHEMBL5406146
Phase Preclinical
Structure Type MOL
InChI Key QATIZTLQXHYBTO-LWHGMNCYSA-N
Parent Compound CHEMBL5499004
Active Moiety CHEMBL5499004
3
Targets
3
Activities
1
Assay Types
28
PK Parameters
20
Publications
0
Known Names

Molecular Properties

509.4
MW (Da)
3.92
ALogP
6
HBA
2
HBD
68.2
PSA (Ų)
0.56
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H20BrClF2N4O2S
MW 545.84
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.11

Activity Summary

IC50 3 meas. best 10.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 10.64 10.64 0.0 1
Rho-associated protein kinase 2
CHEMBL2973
IC50 8.82 8.82 1.5 1
N2a
CHEMBL614062
IC50 6.54 6.54 290.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 281.4 ng.hr.mL-1 Rattus norvegicus
AUC 315.6 ng.hr.mL-1 Rattus norvegicus
AUC 297.4 ng.hr.mL-1 Rattus norvegicus
AUC 422.5 ng.hr.mL-1 Rattus norvegicus
AUC 481.8 ng.hr.mL-1 Mus musculus
AUC 650.4 ng.hr.mL-1 Mus musculus
AUC 1548.9 ng.hr.mL-1 Mus musculus
AUC 1685.0 ng.hr.mL-1 Mus musculus
CL 53.03 mL.min-1.kg-1 Rattus norvegicus
CL 441.55 mL.min-1.kg-1 Rattus norvegicus
CL 256.24 mL.min-1.kg-1 Mus musculus
CL 98.92 mL.min-1.kg-1 Mus musculus
Cmax 109.94 nM Rattus norvegicus
Cmax 189.05 nM Mus musculus
Cmax 1101.93 nM Mus musculus
F 10.6 % Rattus norvegicus
Fu 0.0313 - Rattus norvegicus
MRT 3.3 hr Rattus norvegicus
MRT 6.6 hr Rattus norvegicus
MRT 6.2 hr Mus musculus
MRT 3.2 hr Mus musculus
T1/2 2.9 hr Rattus norvegicus
T1/2 3.9 hr Rattus norvegicus
T1/2 4.3 hr Mus musculus
T1/2 2.2 hr Mus musculus
Tmax 2.7 hr Rattus norvegicus
Tmax 2.0 hr Mus musculus
Tmax 0.3 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
37749892 10.1021/acs.jmedchem.3c00829 ADMET 36
37749892 10.1021/acs.jmedchem.3c00829 N2a 18
37749892 10.1021/acs.jmedchem.3c00829 Unchecked 3
37749892 10.1021/acs.jmedchem.3c00829 Glycogen synthase kinase-3 beta 2
37749892 10.1021/acs.jmedchem.3c00829 Rho-associated protein kinase 2 2
37749892 10.1021/acs.jmedchem.3c00829 RAC-alpha serine/threonine-protein kinase 2
37749892 10.1021/acs.jmedchem.3c00829 cGMP-dependent protein kinase 1 2
37749892 10.1021/acs.jmedchem.3c00829 cAMP-dependent protein kinase (PKA) 1
37749892 10.1021/acs.jmedchem.3c00829 cAMP-dependent protein kinase catalytic subunit beta 1
37749892 10.1021/acs.jmedchem.3c00829 cGMP-dependent protein kinase 2 1
37749892 10.1021/acs.jmedchem.3c00829 RAC-gamma serine/threonine-protein kinase 1
37749892 10.1021/acs.jmedchem.3c00829 Serine/threonine-protein kinase N1 1
37749892 10.1021/acs.jmedchem.3c00829 Serine/threonine-protein kinase N2 1
37749892 10.1021/acs.jmedchem.3c00829 Ribosomal protein S6 kinase alpha-4 1
37749892 10.1021/acs.jmedchem.3c00829 Ribosomal protein S6 kinase 1
37749892 10.1021/acs.jmedchem.3c00829 RAC-beta serine/threonine-protein kinase 1
37749892 10.1021/acs.jmedchem.3c00829 Protein kinase C eta type 1
37749892 10.1021/acs.jmedchem.3c00829 Serine/threonine-protein kinase Sgk2 1
37749892 10.1021/acs.jmedchem.3c00829 Ribosomal protein S6 kinase alpha-6 1
37749892 10.1021/acs.jmedchem.3c00829 cAMP-dependent protein kinase catalytic subunit PRKX 1

Data from ChEMBL 36 via Core Engine