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Compound Detail

CHEMBL102714

SB-216763
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Cn1cc(C2=C(c3ccc(Cl)cc3Cl)C(=O)NC2=O)c2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL102714
Name SB-216763
Phase Preclinical
Structure Type MOL
InChI Key JCSGFHVFHSKIJH-UHFFFAOYSA-N
163
Targets
601
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

371.2
MW (Da)
4.05
ALogP
3
HBA
1
HBD
51.1
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H12Cl2N2O2
MW 371.22
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.65

Activity Summary

IC50 596 meas. best 8.15
EC50 5 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 8.15 7.638 7.0 20
Glycogen synthase kinase-3
CHEMBL2095188
 IC50 7.47 7.295 34.0 2
Glycogen synthase kinase-3 alpha
CHEMBL2850
 IC50 7.47 7.47 34.0 2
Unchecked
CHEMBL612545
 IC50 7.47 6.01 34.0 2
NCI-H526
CHEMBL2366102
 IC50 7.31 7.31 48.9 1
Ribosomal protein S6 kinase alpha-1
CHEMBL2553
 IC50 7.0 7.0 100.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 EC50 6.7 6.7 200.0 1
Unchecked
CHEMBL612545
 EC50 6.7 6.07 200.0 2
HDLM-2
CHEMBL2366231
 IC50 6.68 6.68 209.8 1
Cyclin-dependent kinase 2/cyclin A
CHEMBL2094128
 IC50 6.57 6.57 269.0 1
NCI-H1770
CHEMBL2366171
 IC50 6.53 6.53 293.9 1
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
 IC50 6.26 6.26 550.0 1
Cyclin-dependent kinase 1
CHEMBL308
 IC50 6.26 6.26 550.0 1
HOP-62
CHEMBL614643
 IC50 6.07 6.07 852.6 1
JAR
CHEMBL614587
 IC50 5.92 5.92 1210.4 1
K5
CHEMBL2366152
 IC50 5.81 5.81 1537.0 1
MV4-11
CHEMBL613835
 IC50 5.57 5.57 2696.8 1
Fibroblast
CHEMBL613838
 IC50 5.52 5.52 3000.0 1
BT-549
CHEMBL614072
 IC50 5.28 5.28 5293.8 1
LB2241-RCC
CHEMBL2366330
 IC50 5.19 5.19 6428.7 1
GAMG
CHEMBL1075447
 IC50 5.18 5.18 6654.1 1
HMV-2 cell line
CHEMBL614826
 IC50 5.12 5.12 7676.1 1
Plasmodium falciparum
CHEMBL364
 IC50 5.1 4.96 7943.3 5
NCI-H1993
CHEMBL1075527
 IC50 5.08 5.08 8365.2 1
RS4-11
CHEMBL2366159
 IC50 5.08 5.08 8241.4 1
IST-SL1
CHEMBL2366104
 IC50 5.04 5.04 9020.4 1
SK-OV-3
CHEMBL614925
 IC50 5.04 5.04 9100.2 1
ESS-1
CHEMBL1075444
 IC50 5.02 5.02 9598.7 1
ALL-PO
CHEMBL2366294
 IC50 4.99 4.99 10347.8 1
G-361
CHEMBL614036
 IC50 4.99 4.99 10179.8 1
NB5
CHEMBL2366328
 IC50 4.95 4.95 11215.7 1
NMC-G1
CHEMBL2366349
 IC50 4.93 4.93 11726.4 1
RPMI-7951
CHEMBL612447
 IC50 4.93 4.93 11786.4 1
DU-145
CHEMBL613508
 IC50 4.93 4.93 11653.5 1
NCI-H2009
CHEMBL1075528
 IC50 4.88 4.88 13242.7 1
A2058
CHEMBL613503
 IC50 4.87 4.87 13469.0 1
LoVo
CHEMBL614721
 IC50 4.87 4.87 13377.1 1
D-566MG
CHEMBL2366336
 IC50 4.86 4.86 13948.1 1
QIMR-WIL
CHEMBL2366337
 IC50 4.81 4.81 15639.4 1
S-117
CHEMBL1075568
 IC50 4.79 4.79 16402.2 1
YH-13
CHEMBL2366164
 IC50 4.78 4.78 16686.5 1
IGROV-1
CHEMBL613984
 IC50 4.76 4.76 17200.1 1
BHT-101
CHEMBL1075398
 IC50 4.75 4.75 17609.9 1
MKN-45
CHEMBL614354
 IC50 4.74 4.74 18412.8 1
A498
CHEMBL614516
 IC50 4.71 4.71 19454.9 1
U-266
CHEMBL2366315
 IC50 4.68 4.68 20879.7 1
BFTC-905
CHEMBL1075396
 IC50 4.67 4.67 21187.9 1
Zinc finger protein mex-5
CHEMBL1293319
 EC50 4.67 4.67 21547.0 1
BXPC-3
CHEMBL614530
 IC50 4.67 4.67 21355.4 1
SNU1
CHEMBL614931
 IC50 4.67 4.67 21555.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycogen synthase kinase-3 beta IC50 = 7.0 nM 8.15 Inhibition of Glycogen synthase kinase-3 beta 12941331
Glycogen synthase kinase-3 beta IC50 = 8.35 nM 8.08 Inhibition of recombinant human GSK3beta using YRRAAVPPSPSLSRHSSPHQ(pS)EDEEE as ... 30902399
Glycogen synthase kinase-3 beta IC50 = 8.4 nM 8.08 Inhibition of recombinant human GSK3beta (636 to 661 residues) assessed as reduc... 37054760
Glycogen synthase kinase-3 beta IC50 = 9.0 nM 8.05 Inhibition of GSK3beta 22489897
Glycogen synthase kinase-3 beta IC50 = 9.0 nM 8.05 Inhibition of GSK3beta (unknown origin) 24560539
Glycogen synthase kinase-3 beta IC50 = 11.4 nM 7.94 Inhibition of GSK3beta (unknown origin) pre-incubated for 30 mins followed by UL... 30078314
Glycogen synthase kinase-3 beta IC50 = 11.4 nM 7.94 Inhibition of GSK3beta (unknown origin) pre-incubated for 30 mins followed by UL... 30530190
Glycogen synthase kinase-3 beta IC50 = 20.0 nM 7.7 Inhibition of recombinant human N-terminal His6-tagged GSK3beta H350L mutant exp... 33340937
Glycogen synthase kinase-3 beta IC50 = 19.8 nM 7.7 Inhibition of recombinant human N-terminal His6-tagged GSK-3beta H350L mutant ex... 32950908
Glycogen synthase kinase-3 beta IC50 = 29.0 nM 7.54 Inhibition of human recombinant N-terminal His-tagged GSK3beta expressed in Esch... 34198150
Glycogen synthase kinase-3 alpha IC50 = 34.0 nM 7.47 Inhibition of recombinant human GSK-3 alpha expressed in baculovirus infected Sf... 26751161
Glycogen synthase kinase-3 beta IC50 = 34.0 nM 7.47 Inhibition of GSK3-beta (unknown origin) 36950863
Glycogen synthase kinase-3 IC50 = 34.0 nM 7.47 Inhibition of GSK-3 (unknown origin) 35235745
Glycogen synthase kinase-3 beta IC50 = 34.0 nM 7.47 Inhibition of GSK3beta (unknown origin) 33097303
Glycogen synthase kinase-3 beta IC50 = 34.0 nM 7.47 Inhibition of GSK3beta (unknown origin) 27689729
Glycogen synthase kinase-3 beta IC50 = 33.88 nM 7.47 Inhibition of GSK3beta (unknown origin) expressed in Sf9 cells using GS1 as subs... -
Glycogen synthase kinase-3 alpha IC50 = 34.0 nM 7.47 Inhibition of GSK3alpha 15559249
Glycogen synthase kinase-3 beta IC50 = 34.0 nM 7.47 Displacement of FL-KRREILSRRP[ps]ERYR-NH2 from human recombinant N-terminal His6... 37235865
Glycogen synthase kinase-3 beta IC50 = 34.0 nM 7.47 Inhibition of human GSK3-beta 18929433
Unchecked IC50 = 34.0 nM 7.47 Inhibition of GSK3 17399989

Literature References

PubMed DOI Target Context # Activities
20708937 10.1016/j.bmc.2010.07.045 Glycogen synthase kinase-3 beta 7
19734910 10.1038/nchembio.215 Plasmodium falciparum 5
23591260 10.1016/j.bmc.2013.03.031 Unchecked 4
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C beta type 3
20708937 10.1016/j.bmc.2010.07.045 NON-PROTEIN TARGET 3
37054760 10.1016/j.bmcl.2023.129283 Glycogen synthase kinase-3 beta 2
17850214 10.1042/bj20070797 Unchecked 2
20030405 10.1021/jm9013373 Glycogen synthase kinase-3 beta 2
30616053 10.1016/j.ejmech.2018.12.073 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
28548834 10.1021/acs.jmedchem.7b00395 Glycogen synthase kinase-3 beta 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
30902399 10.1016/j.bmc.2019.03.028 Glycogen synthase kinase-3 beta 2
19338355 10.1021/jm801317h BXPC-3 1
19338355 10.1021/jm801317h HuP-T3 1
19338355 10.1021/jm801317h MIA PaCa-2 1
19338355 10.1021/jm801317h Glycogen synthase kinase-3 beta 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
12941331 10.1016/s0960-894x(03)00644-9 Glycogen synthase kinase-3 beta 1
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C epsilon type 1

Data from ChEMBL 36 via Core Engine