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Compound Detail

CHEMBL378627

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COc1cc(S(C)(=O)=O)c(OC)cc1CC(=O)Nc1cc(N)c(C#N)c(OC(C)C)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL378627
Phase Preclinical
Structure Type MOL
InChI Key CSDDCHPGQGWRLI-UHFFFAOYSA-N
8
Targets
15
Activities
3
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

448.5
MW (Da)
1.92
ALogP
9
HBA
2
HBD
153.6
PSA (Ų)
0.62
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24N4O6S
MW 448.50
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.35

Activity Summary

Ki 12 meas. best 9.0
IC50 2 meas. best 7.85
EC50 1 meas. best 6.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase 8
CHEMBL2276
 Ki 9.0 8.75 1.0 2
Mitogen-activated protein kinase 9
CHEMBL4179
 Ki 8.5 8.5 3.2 1
c-Jun N-terminal kinase, JNK
CHEMBL2096667
 Ki 8.4 8.4 4.0 1
Mitogen-activated protein kinase 8
CHEMBL2276
 IC50 7.85 7.85 14.0 1
Mitogen-activated protein kinase 10
CHEMBL2637
 Ki 7.75 7.75 18.0 1
Mitogen-activated protein kinase 9
CHEMBL4179
 IC50 7.19 7.19 64.0 1
c-Jun N-terminal kinase, JNK
CHEMBL2096667
 EC50 6.19 6.19 650.0 1
Serine/threonine-protein kinase D2
CHEMBL4900
 Ki 6.02 5.91 950.0 2
Serine/threonine-protein kinase D3
CHEMBL2595
 Ki 6.0 6.0 1000.0 1
Ribosomal protein S6 kinase alpha-3
CHEMBL2345
 Ki 5.48 5.44 3300.0 2
Mitogen-activated protein kinase 1
CHEMBL4040
 Ki 5.41 5.405 3900.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 2200.0 ng.hr.mL-1 Rattus norvegicus
AUC 120.0 ng.hr.mL-1 Rattus norvegicus
CL 50.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 80.0 nM Rattus norvegicus
F 5.7 % Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
T1/2 2.9 hr Rattus norvegicus
Tmax 0.75 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mitogen-activated protein kinase 8 Ki = 1.0 nM 9.0 Inhibition of JNK1-mediated ATF2 phosphorylation 16759099
Mitogen-activated protein kinase 9 Ki = 3.162 nM 8.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Mitogen-activated protein kinase 8 Ki = 3.162 nM 8.5 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
c-Jun N-terminal kinase, JNK Ki = 4.0 nM 8.4 Inhibition of cJun phosphorylation in HepG2 cell line 16759099
Mitogen-activated protein kinase 8 IC50 = 14.0 nM 7.85 Inhibition of JNK1-mediated ATF2 phosphorylation 16759099
Mitogen-activated protein kinase 10 Ki = 18.0 nM 7.75 Inhibition of JNK3-mediated ATF2 phosphorylation 16759099
Mitogen-activated protein kinase 9 IC50 = 64.0 nM 7.19 Inhibition of JNK2-mediated ATF2 phosphorylation 16759099
c-Jun N-terminal kinase, JNK EC50 = 650.0 nM 6.19 Inhibition of cJun phosphorylation in HepG2 cell line 16759099
Serine/threonine-protein kinase D2 Ki = 950.0 nM 6.02 Inhibition of Pkd2 16759099
Serine/threonine-protein kinase D3 Ki = 1000.0 nM 6.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase D2 Ki = 1584.89 nM 5.8 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Ribosomal protein S6 kinase alpha-3 Ki = 3300.0 nM 5.48 Inhibition of RSK2 16759099
Mitogen-activated protein kinase 1 Ki = 3900.0 nM 5.41 Inhibition of ERK2 16759099
Ribosomal protein S6 kinase alpha-3 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Mitogen-activated protein 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
16759099 10.1021/jm060199b Rattus norvegicus 10
16759099 10.1021/jm060199b c-Jun N-terminal kinase, JNK 2
16759099 10.1021/jm060199b Mitogen-activated protein kinase 8 2
16759099 10.1021/jm060199b Aurora kinase B 1
16759099 10.1021/jm060199b Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1
16759099 10.1021/jm060199b Casein kinase I isoform delta 1
16759099 10.1021/jm060199b Casein kinase II 1
16759099 10.1021/jm060199b Serine/threonine-protein kinase Chk2 1
16759099 10.1021/jm060199b Cyclin-dependent kinase 5 1
16759099 10.1021/jm060199b Cyclin-dependent kinase 2 1
16759099 10.1021/jm060199b Activated CDC42 kinase 1 1
16759099 10.1021/jm060199b Cyclin-dependent kinase 1 1
16759099 10.1021/jm060199b Tyrosine-protein kinase Blk 1
16759099 10.1021/jm060199b Aurora kinase A 1
16759099 10.1021/jm060199b Tyrosine-protein kinase ABL1 1
16759099 10.1021/jm060199b AMP-activated protein kinase, AMPK 1
16759099 10.1021/jm060199b RAC-gamma serine/threonine-protein kinase 1
16759099 10.1021/jm060199b RAC-beta serine/threonine-protein kinase 1
16759099 10.1021/jm060199b MAP/microtubule affinity-regulating kinase 3 1
16759099 10.1021/jm060199b RAC-alpha serine/threonine-protein kinase 1

Data from ChEMBL 36 via Core Engine