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Compound Detail

CHEMBL4066819

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COCCNC(=O)c1ccc(Oc2sc(C(N)=O)c3c2-c2sncc2CC3)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4066819
Phase Preclinical
Structure Type MOL
InChI Key NENJFZKQHYXRDQ-UHFFFAOYSA-N
9
Targets
10
Activities
3
Assay Types
19
PK Parameters
20
Publications
0
Known Names

Molecular Properties

430.5
MW (Da)
2.63
ALogP
8
HBA
2
HBD
116.4
PSA (Ų)
0.56
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H18N4O4S2
MW 430.51
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.07

Activity Summary

Kd 6 meas. best 7.6
IC50 3 meas. best 9.34
EC50 1 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK8/Cyclin C
CHEMBL3038474
 IC50 9.34 9.34 0.5 1
Cyclin-C/Cyclin-dependent kinase 19
CHEMBL3883323
 IC50 9.0 9.0 1.0 1
Cyclin-dependent kinase 8
CHEMBL5719
 EC50 8.89 8.89 1.3 1
Cyclin-dependent kinase 19
CHEMBL6002
 Kd 7.6 7.6 25.0 1
Cyclin-dependent kinase 8
CHEMBL5719
 Kd 7.34 7.34 46.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B
CHEMBL5543
 Kd 7.09 7.09 81.0 1
Serine/threonine-protein kinase haspin
CHEMBL1075163
 Kd 7.07 7.07 86.0 1
Mitogen-activated protein kinase kinase kinase 19
CHEMBL6191
 Kd 7.01 7.01 97.0 1
Homeodomain-interacting protein kinase 1
CHEMBL5427
 Kd 6.8 6.8 160.0 1
Cyclin-dependent kinase 9
CHEMBL3116
 IC50 6.57 6.57 270.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 90400.0 ng.hr.mL-1 Mus musculus
AUC 890900.0 ng.hr.mL-1 Mus musculus
CL 18.48 mL.min-1.kg-1 Mus musculus
CL 21.0 mL.min-1.g-1 Homo sapiens
Cmax 841792.29 nM Mus musculus
F 98.5 % Mus musculus
Fu 0.47 - Homo sapiens
Fu 0.48 - Homo sapiens
Fu 0.083 - Homo sapiens
Fu 0.43 - Homo sapiens
Fu 0.41 - Homo sapiens
Fu 0.27 - Homo sapiens
Fu 0.49 - Homo sapiens
Fu 0.32 - Homo sapiens
Fu 0.23 - Homo sapiens
Fu 0.046 - Homo sapiens
MRT 1.93 hr Mus musculus
MRT 2.06 hr Mus musculus
T1/2 2.1 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK8/Cyclin C IC50 = 0.46 nM 9.34 Inhibition of kinase tracer-236 binding to GST-tagged CDK8/CyclinC (unknown orig... 28302507
Cyclin-C/Cyclin-dependent kinase 19 IC50 = 0.99 nM 9.0 Inhibition of kinase tracer-236 binding to GST-tagged CDK19/CyclinC (unknown ori... 28302507
Cyclin-dependent kinase 8 EC50 = 1.3 nM 8.89 Inhibition of CDK8 in human SW620 cells assessed as decrease in STAT1 phosphoryl... 28302507
Cyclin-dependent kinase 19 Kd = 25.0 nM 7.6 Binding affinity to partial length wild-type human CDK19 (M1 to N360 residues) e... 28302507
Cyclin-dependent kinase 8 Kd = 46.0 nM 7.34 Binding affinity to partial length wild-type human CDK8 (M1 to T360residues) exp... 28302507
Dual specificity tyrosine-phosphorylation-regulated kinase 1B Kd = 81.0 nM 7.09 Binding affinity to full length human DYRK1B (M1 to S629 residues) expressed in ... 28302507
Serine/threonine-protein kinase haspin Kd = 86.0 nM 7.07 Binding affinity to partial length wild-type human HASPIN (I452 to K798 residues... 28302507
Mitogen-activated protein kinase kinase kinase 19 Kd = 97.0 nM 7.01 Binding affinity to partial length wild-type human YSK4 (T1019 to H1328 residues... 28302507
Homeodomain-interacting protein kinase 1 Kd = 160.0 nM 6.8 Binding affinity to partial length human HIPK1 (M146 to I555 residues) expressed... 28302507
Cyclin-dependent kinase 9 IC50 = 270.0 nM 6.57 Inhibition of CDK9 (unknown origin) 28302507

Literature References

PubMed DOI Target Context # Activities
28302507 10.1016/j.bmc.2017.02.038 Mus musculus 14
28302507 10.1016/j.bmc.2017.02.038 Cyclin-dependent kinase 8 7
28302507 10.1016/j.bmc.2017.02.038 RPMI-8226 3
28302507 10.1016/j.bmc.2017.02.038 Cyclin-dependent kinase 9 2
28302507 10.1016/j.bmc.2017.02.038 CDK8/Cyclin C 2
28302507 10.1016/j.bmc.2017.02.038 Cyclin-C/Cyclin-dependent kinase 19 2
28302507 10.1016/j.bmc.2017.02.038 Ephrin type-A receptor 3 2
28302507 10.1016/j.bmc.2017.02.038 Homeodomain-interacting protein kinase 1 2
28302507 10.1016/j.bmc.2017.02.038 Mitogen-activated protein kinase kinase kinase 19 2
28302507 10.1016/j.bmc.2017.02.038 Serine/threonine-protein kinase haspin 2
28302507 10.1016/j.bmc.2017.02.038 Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2
28302507 10.1016/j.bmc.2017.02.038 Cyclin-dependent kinase 19 2
28302507 10.1016/j.bmc.2017.02.038 No relevant target 1
28302507 10.1016/j.bmc.2017.02.038 Proto-oncogene tyrosine-protein kinase Src 1
28302507 10.1016/j.bmc.2017.02.038 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1
28302507 10.1016/j.bmc.2017.02.038 Homeodomain-interacting protein kinase 2 1
28302507 10.1016/j.bmc.2017.02.038 MV4-11 1
28302507 10.1016/j.bmc.2017.02.038 Calu-1 1
28302507 10.1016/j.bmc.2017.02.038 Liver 1
28302507 10.1016/j.bmc.2017.02.038 SW480 1

Data from ChEMBL 36 via Core Engine