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Compound Detail

CHEMBL95692

SB-242235
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COc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCNCC2)n1

Basic Information

ChEMBL ID CHEMBL95692
Name SB-242235
Phase Preclinical
Structure Type MOL
InChI Key PDTYLGXVBIWRIM-UHFFFAOYSA-N
12
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

353.4
MW (Da)
3.08
ALogP
6
HBA
1
HBD
64.9
PSA (Ų)
0.78
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20FN5O
MW 353.40
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.03

Activity Summary

Ki 8 meas. best 7.7
IC50 7 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein kinase C beta type
CHEMBL3045
IC50 7.77 7.77 17.0 1
Mitogen-activated protein kinase 14
CHEMBL260
IC50 7.72 7.3367 19.0 3
Casein kinase I isoform delta
CHEMBL2828
Ki 7.7 7.7 19.9 1
Mitogen-activated protein kinase 14
CHEMBL260
Ki 7.44 7.44 36.0 1
Protein kinase C alpha type
CHEMBL299
IC50 7.08 7.08 83.0 1
Heat shock protein beta-1
CHEMBL5976
IC50 6.8 6.8 160.0 1
PBMC
CHEMBL613107
IC50 6.77 6.77 170.0 1
Casein kinase I isoform alpha
CHEMBL2793
Ki 6.1 6.1 794.3 1
Mitogen-activated protein kinase kinase kinase kinase 4
CHEMBL6166
Ki 6.1 6.1 794.3 1
cAMP-dependent protein kinase catalytic subunit alpha
CHEMBL4101
Ki 5.9 5.9 1258.9 1
Mitogen-activated protein kinase kinase kinase kinase 5
CHEMBL4852
Ki 5.8 5.8 1584.9 1
Serine/threonine-protein kinase D3
CHEMBL2595
Ki 5.5 5.5 3162.3 1
Misshapen-like kinase 1
CHEMBL5518
Ki 5.4 5.4 3981.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein kinase C beta type IC50 = 17.0 nM 7.77 Inhibition of PKC-beta2 kinase 11597418
Mitogen-activated protein kinase 14 IC50 = 19.0 nM 7.72 Inhibition against Mitogen-activated protein kinase p38 alpha 11597418
Casein kinase I isoform delta Ki = 19.95 nM 7.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Mitogen-activated protein kinase 14 Ki = 36.0 nM 7.44 Displacement of rhodamine-green labeled (2-(6-amino-3-imino-3H-xanthen-9-yl)-5-{... 18602262
Mitogen-activated protein kinase 14 IC50 = 40.0 nM 7.4 Inhibitory activity against mitogen activated protein (MAP) kinase p38 alpha. 15012994
Protein kinase C alpha type IC50 = 83.0 nM 7.08 Inhibition of PKCalpha kinase 11597418
Mitogen-activated protein kinase 14 IC50 = 130.0 nM 6.89 Inhibition of p38alpha phosphorylation in IL-1-alpha-stimulated HLF cells 18602262
Heat shock protein beta-1 IC50 = 160.0 nM 6.8 Inhibition of HSP27 phosphorylation in IL-1-alpha-stimulated HLF cells 18602262
PBMC IC50 = 170.0 nM 6.77 Inhibition of LPS-stimulated TNFalpha release in human PBMC by ELISA 18602262
Mitogen-activated protein kinase kinase kinase kinase 4 Ki = 794.33 nM 6.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Casein kinase I isoform alpha Ki = 794.33 nM 6.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
cAMP-dependent protein kinase catalytic subunit alpha Ki = 1258.93 nM 5.9 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Mitogen-activated protein kinase kinase kinase kinase 5 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase D3 Ki = 3162.28 nM 5.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Misshapen-like kinase 1 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
16019946 10.1080/00498250400028197 ADMET 4
18602262 10.1016/j.bmcl.2008.06.028 Mitogen-activated protein kinase 14 3
15801819 10.1021/jm048978k Rattus norvegicus 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
18602262 10.1016/j.bmcl.2008.06.028 Unchecked 2
11597418 10.1016/s0960-894x(01)00570-4 Mitogen-activated protein kinase 14 2
15012994 10.1016/j.bmcl.2003.12.023 Mitogen-activated protein kinase 14 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
18602262 10.1016/j.bmcl.2008.06.028 PBMC 1
18602262 10.1016/j.bmcl.2008.06.028 Heat shock protein beta-1 1
11597418 10.1016/s0960-894x(01)00570-4 Tyrosine-protein kinase Lck 1
11597418 10.1016/s0960-894x(01)00570-4 Epidermal growth factor receptor 1
11597418 10.1016/s0960-894x(01)00570-4 RAF proto-oncogene serine/threonine-protein kinase 1
11597418 10.1016/s0960-894x(01)00570-4 Protein kinase C beta type 1
11597418 10.1016/s0960-894x(01)00570-4 Protein kinase C alpha type 1
11597418 10.1016/s0960-894x(01)00570-4 Cyclin-dependent kinase 1 1
11597418 10.1016/s0960-894x(01)00570-4 Mitogen-activated protein kinase 9 1
11597418 10.1016/s0960-894x(01)00570-4 Mitogen-activated protein kinase 8 1

Data from ChEMBL 36 via Core Engine