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Compound Detail

CHEMBL393929

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O=C1N=C(NCc2cccs2)S/C1=C\c1ccc2ncccc2c1

Basic Information

ChEMBL ID CHEMBL393929
Phase Preclinical
Structure Type MOL
InChI Key XOLMRFUGOINFDQ-YBEGLDIGSA-N
260
Targets
583
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

351.5
MW (Da)
4.06
ALogP
5
HBA
1
HBD
54.4
PSA (Ų)
0.72
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H13N3OS2
MW 351.46
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -2.06

Activity Summary

IC50 577 meas. best 7.72
Ki 6 meas. best 7.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 1
CHEMBL308
IC50 7.72 6.1567 19.0 6
Cyclin-dependent kinase 1
CHEMBL308
Ki 7.46 7.46 35.0 1
Unchecked
CHEMBL612545
Ki 7.46 7.46 35.0 1
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
IC50 7.33 7.33 47.0 1
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
IC50 6.73 6.73 186.0 1
CDK2/Cyclin A2
CHEMBL3038469
IC50 6.6 6.6 253.0 1
Protein kinase C delta type
CHEMBL2996
Ki 6.5 6.5 320.0 1
Cyclin-dependent kinase 2
CHEMBL301
Ki 6.47 6.47 340.0 1
Glycogen synthase kinase-3
CHEMBL2095188
Ki 6.3 6.3 500.0 1
SNU1
CHEMBL614931
IC50 6.14 6.14 731.0 1
Aurora kinase B
CHEMBL2185
IC50 6.09 6.09 815.0 1
H4
CHEMBL1075452
IC50 5.94 5.94 1158.8 1
PA-1
CHEMBL614949
IC50 5.91 5.91 1226.5 1
Aurora kinase A
CHEMBL4722
IC50 5.89 5.89 1300.0 1
T98G
CHEMBL614775
IC50 5.86 5.86 1368.1 1
SW1710
CHEMBL1075590
IC50 5.79 5.79 1614.1 1
U-251
CHEMBL615022
IC50 5.79 5.79 1637.7 1
ALL-PO
CHEMBL2366294
IC50 5.72 5.72 1908.1 1
SK-N-DZ
CHEMBL1075579
IC50 5.7 5.7 2018.8 1
Mitogen-activated protein kinase 1
CHEMBL4040
Ki 5.7 5.7 2000.0 1
A4-Fuk
CHEMBL2366356
IC50 5.69 5.69 2056.0 1
639-V
CHEMBL1075383
IC50 5.64 5.64 2275.4 1
Hs-578T
CHEMBL614645
IC50 5.64 5.64 2278.0 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
IC50 5.61 5.61 2480.0 1
UMUC3
CHEMBL612799
IC50 5.56 5.56 2739.4 1
BPH-1
CHEMBL2366131
IC50 5.53 5.53 2974.6 1
5637
CHEMBL612565
IC50 5.51 5.51 3085.3 1
8-MG-BA
CHEMBL2366115
IC50 5.5 5.5 3140.5 1
HCT-116
CHEMBL394
IC50 5.5 5.105 3200.0 2
LB1047-RCC
CHEMBL2366136
IC50 5.49 5.49 3235.0 1
KOSC-2
CHEMBL1075481
IC50 5.46 5.46 3446.6 1
COR-L88
CHEMBL2366329
IC50 5.46 5.46 3475.8 1
PSN1
CHEMBL614241
IC50 5.39 5.39 4108.1 1
LXF-289 cell line
CHEMBL614107
IC50 5.38 5.38 4217.6 1
MN-60
CHEMBL2366070
IC50 5.36 5.36 4376.2 1
NEC8
CHEMBL2366340
IC50 5.35 5.35 4470.8 1
SJSA-1
CHEMBL2366298
IC50 5.34 4.76 4550.0 2
NCI-H2405
CHEMBL1075539
IC50 5.32 5.32 4744.9 1
YH-13
CHEMBL2366164
IC50 5.32 5.32 4757.8 1
SK-MEL-2
CHEMBL614917
IC50 5.29 5.29 5096.3 1
GAMG
CHEMBL1075447
IC50 5.27 5.27 5371.5 1
NB13
CHEMBL2366225
IC50 5.27 5.27 5327.9 1
NCI-H1792
CHEMBL1075525
IC50 5.26 5.26 5479.5 1
HGC-27
CHEMBL1075463
IC50 5.24 5.24 5730.8 1
KP-4
CHEMBL1075482
IC50 5.24 5.24 5698.2 1
GCT
CHEMBL1075448
IC50 5.23 5.23 5851.2 1
PFSK-1
CHEMBL1075560
IC50 5.23 5.23 5861.7 1
A 172
CHEMBL614512
IC50 5.23 5.23 5907.9 1
HN
CHEMBL1075465
IC50 5.22 5.22 5971.0 1
HO-1-N-1
CHEMBL1075466
IC50 5.22 5.22 5954.2 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 1 IC50 = 19.0 nM 7.72 Inhibition of CDK1 22326168
Unchecked Ki = 35.0 nM 7.46 Inhibition of CDK1/cyclinB 17303421
Cyclin-dependent kinase 1 Ki = 35.0 nM 7.46 Inhibition of CDK1 17303421
Cyclin-dependent kinase 1/cyclin B1 IC50 = 47.0 nM 7.33 Inhibition of His-tagged CDK1/cyclin B1 (unknown origin) expressed in Baculoviru... 30234987
Cyclin-dependent kinase 2/cyclin E1 IC50 = 186.0 nM 6.73 Inhibition of His-tagged CDK2/cyclin E (unknown origin) expressed in Baculovirus... 30234987
CDK2/Cyclin A2 IC50 = 253.0 nM 6.6 Inhibition of GST-tagged CDK2/cyclin A2 (unknown origin) expressed in Escherichi... 30234987
Protein kinase C delta type Ki = 320.0 nM 6.5 Inhibition of PKCd 17303421
Cyclin-dependent kinase 2 Ki = 340.0 nM 6.47 Inhibition of CDK2 17303421
Glycogen synthase kinase-3 Ki = 500.0 nM 6.3 Inhibition of GSKp1 17303421
SNU1 IC50 = 730.95 nM 6.14 SANGER: Inhibition of human NCI-SNU-1 cell growth in a cell viability assay. -
Aurora kinase B IC50 = 815.0 nM 6.09 Inhibition of GST-tagged AURORA B (unknown origin) expressed in baculovirus infe... 30234987
Cyclin-dependent kinase 1 IC50 = 1040.0 nM 5.98 Antiproliferative activity against human H460a cells 17303421
Cyclin-dependent kinase 1 IC50 = 1140.0 nM 5.94 Antiproliferative activity against human HCT116 cells 17303421
Cyclin-dependent kinase 1 IC50 = 1140.0 nM 5.94 Antiproliferative activity against human MDA435 cells 17303421
H4 IC50 = 1158.75 nM 5.94 SANGER: Inhibition of human H4 cell growth in a cell viability assay. -
PA-1 IC50 = 1226.54 nM 5.91 SANGER: Inhibition of human PA-1 cell growth in a cell viability assay. -
Aurora kinase A IC50 = 1300.0 nM 5.89 Inhibition of GST-tagged AURORA A (unknown origin) expressed in baculovirus infe... 30234987
T98G IC50 = 1368.12 nM 5.86 SANGER: Inhibition of human T98G cell growth in a cell viability assay. -
U-251 IC50 = 1637.71 nM 5.79 SANGER: Inhibition of human U251 cell growth in a cell viability assay. -
SW1710 IC50 = 1614.08 nM 5.79 SANGER: Inhibition of human SW1710 cell growth in a cell viability assay. -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724801 U2OS 320
- 10.6019/CHEMBL5724801 HEK-293T 320
- 10.6019/CHEMBL5724801 Fibroblast 320
- 10.6019/CHEMBL5303304 U2OS 8
17303421 10.1016/j.bmcl.2007.01.081 Cyclin-dependent kinase 1 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL5303304 HEK-293T 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL5303304 Fibroblast 2
17303421 10.1016/j.bmcl.2007.01.081 Tyrosine-protein kinase Fyn 1
- 10.6019/CHEMBL1201861 DSH1 1
- 10.6019/CHEMBL1201861 DOK 1
22326168 10.1016/j.bmcl.2012.01.019 Aurora kinase A 1
17303421 10.1016/j.bmcl.2007.01.081 SJSA-1 1
17303421 10.1016/j.bmcl.2007.01.081 Ephrin type-B receptor 3 1
17303421 10.1016/j.bmcl.2007.01.081 Mitogen-activated protein kinase 1 1
17303421 10.1016/j.bmcl.2007.01.081 Protein kinase C delta type 1
17303421 10.1016/j.bmcl.2007.01.081 Serine/threonine-protein kinase AKT 1
17303421 10.1016/j.bmcl.2007.01.081 Ribosomal protein S6 kinase alpha-3 1

Data from ChEMBL 36 via Core Engine