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Compound Detail

CHEMBL5572737

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Cc1cc2c(-c3ccc(NC(=O)[C@H](N)CC(C)(C)C)cc3C)ccnc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5572737
Phase Preclinical
Structure Type MOL
InChI Key ODOJVROSIRINJT-LJQANCHMSA-N
5
Targets
17
Activities
2
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

364.5
MW (Da)
4.55
ALogP
3
HBA
3
HBD
83.8
PSA (Ų)
0.63
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C22H28N4O
MW 364.49
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.68

Activity Summary

IC50 13 meas. best 7.92
Kd 4 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Citron Rho-interacting kinase
CHEMBL5579
 Kd 9.52 8.77 0.3 4
Citron Rho-interacting kinase
CHEMBL5579
 IC50 7.92 7.71 12.0 3
AP2-associated protein kinase 1
CHEMBL3830
 IC50 6.67 6.1833 212.0 3
BMP-2-inducible protein kinase
CHEMBL4522
 IC50 6.04 6.04 902.0 2
MAP kinase-interacting serine/threonine-protein kinase 2
CHEMBL4204
 IC50 5.66 5.5267 2180.0 3
Homeodomain-interacting protein kinase 4
CHEMBL1075167
 IC50 5.64 5.64 2275.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 10.2 uM.hr Rattus norvegicus
AUC 7.3 uM.hr Rattus norvegicus
AUC 90.5 uM.hr Mus musculus
AUC 7.71 uM.hr Mus musculus
CL 4.4 mL.min-1.kg-1 Rattus norvegicus
Cmax 5800.0 nM Rattus norvegicus
Cmax 12300.0 nM Rattus norvegicus
Cmax 12900.0 nM Mus musculus
Cmax 1020.0 nM Mus musculus
F 72.0 % Rattus norvegicus
Fu 0.0052 - Homo sapiens
Fu 0.0026 - Rattus norvegicus
T1/2 4.3 hr Rattus norvegicus
T1/2 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Citron Rho-interacting kinase Kd = 0.3 nM 9.52 NanoLuc NanoBRET (CITKD) -
Citron Rho-interacting kinase Kd = 0.3 nM 9.52 Binding affinity to NanoLuc fused-CITK kinase domain (unknown origin) expressed ... 38330278
Citron Rho-interacting kinase Kd = 9.5 nM 8.02 NanoLuc NanoBRET (CIT) -
Citron Rho-interacting kinase Kd = 9.5 nM 8.02 Binding affinity to NanoLuc fused-CITK (unknown origin) expressed in HEK293T cel... 38330278
Citron Rho-interacting kinase IC50 = 12.0 nM 7.92 Eurofins Radiometric Activity Assay GST-CITKKD -
Citron Rho-interacting kinase IC50 = 12.0 nM 7.92 Inhibition of human recombinant CITK kinase domain assessed as phosphorylation o... 38330278
Citron Rho-interacting kinase IC50 = 51.0 nM 7.29 Promega NanoBRET (CIT) -
AP2-associated protein kinase 1 IC50 = 212.0 nM 6.67 Eurofins KinomeScan follow up (AAK1) -
AP2-associated protein kinase 1 IC50 = 212.0 nM 6.67 Inhibition of human AAK1 incubated for 120 mins by [33P]-gammaATP based Radiomet... 38330278
BMP-2-inducible protein kinase IC50 = 902.0 nM 6.04 Inhibition of human BIKE incubated for 120 mins by [33P]-gammaATP based Radiomet... 38330278
BMP-2-inducible protein kinase IC50 = 902.0 nM 6.04 Eurofins KinomeScan follow up (BIKE) -
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 2180.0 nM 5.66 Inhibition of human full length recombinant MNK2 incubated for 120 mins by [33P]... 38330278
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 2180.0 nM 5.66 Eurofins KinomeScan follow up (MNK2) -
Homeodomain-interacting protein kinase 4 IC50 = 2275.0 nM 5.64 Inhibition of human full length recombinant HIPK4 using RRRFRPASPLRGP as substra... 38330278
Homeodomain-interacting protein kinase 4 IC50 = 2275.0 nM 5.64 Eurofins KinomeScan follow up (HIPK4) -
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 5500.0 nM 5.26 Promega NanoBRET (MKNK2) -
AP2-associated protein kinase 1 IC50 = 6200.0 nM 5.21 Promega NanoBRET (AAK1) -

Literature References

PubMed DOI Target Context # Activities
38330278 10.1021/acs.jmedchem.3c01807 ADMET 17
- 10.6019/CHEMBL5723584 Citron Rho-interacting kinase 7
38330278 10.1021/acs.jmedchem.3c01807 HeLa 6
38330278 10.1021/acs.jmedchem.3c01807 Citron Rho-interacting kinase 5
- 10.6019/CHEMBL5723584 MAP kinase-interacting serine/threonine-protein kinase 2 3
- 10.6019/CHEMBL5723584 BMP-2-inducible protein kinase 3
- 10.6019/CHEMBL5723584 AP2-associated protein kinase 1 3
- 10.6019/CHEMBL5723584 Homeodomain-interacting protein kinase 4 3
- 10.6019/CHEMBL5723584 Serine/threonine-protein kinase 17B 3
- 10.6019/CHEMBL5723584 Aurora kinase A 2
- 10.6019/CHEMBL5723584 Protein kinase C beta type 2
38330278 10.1021/acs.jmedchem.3c01807 Unchecked 2
- 10.6019/CHEMBL5723584 Insulin receptor 2
- 10.6019/CHEMBL5723584 Tyrosine-protein kinase HCK 2
- 10.6019/CHEMBL5723584 Activated CDC42 kinase 1 2
- 10.6019/CHEMBL5723584 Insulin-like growth factor 1 receptor 2
- 10.6019/CHEMBL5723584 Aurora kinase B 2
- 10.6019/CHEMBL5723584 Tyrosine-protein kinase Lck 2
- 10.6019/CHEMBL5723584 cGMP-dependent protein kinase 1 2
- 10.6019/CHEMBL5723584 Cyclin-dependent kinase 5/CDK5 activator 1 2

Data from ChEMBL 36 via Core Engine