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Compound Detail

CHEMBL322970

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O=C1NC(=O)C(c2ccccc2[N+](=O)[O-])=C1Nc1ccc(O)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL322970
Phase Preclinical
Structure Type MOL
InChI Key PQCXVIPXISBFPN-UHFFFAOYSA-N
8
Targets
24
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

359.7
MW (Da)
2.43
ALogP
6
HBA
3
HBD
121.6
PSA (Ų)
0.33
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H10ClN3O5
MW 359.73
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.57

Activity Summary

IC50 20 meas. best 7.47
EC50 3 meas. best 6.13
Ki 1 meas. best 7.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycogen synthase kinase-3 beta
CHEMBL262
 Ki 7.62 7.62 24.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 7.47 7.0889 34.0 9
Glycogen synthase kinase-3 alpha
CHEMBL2850
 IC50 7.11 7.045 78.0 2
Glycogen synthase kinase-3
CHEMBL2095188
 IC50 6.89 6.89 130.0 1
Unchecked
CHEMBL612545
 IC50 6.6 5.8433 250.0 3
Cyclin-dependent kinase 2/cyclin A
CHEMBL2094128
 IC50 6.42 6.42 380.0 1
Plasmodium falciparum
CHEMBL364
 IC50 6.3 5.4 501.2 3
Trypanosoma brucei
CHEMBL612849
 EC50 6.13 6.13 740.0 1
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
 IC50 6.05 6.05 900.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 EC50 4.51 4.425 30620.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycogen synthase kinase-3 beta Ki = 24.0 nM 7.62 Inhibition of GSK3-beta assessed as NADH level after 10 mins by pyruvate kinase/... 20138514
Glycogen synthase kinase-3 beta IC50 = 34.0 nM 7.47 Inhibition of GSK-3beta (unknown origin) 33346659
Glycogen synthase kinase-3 beta IC50 = 50.0 nM 7.3 Inhibition of human recombinant GSK3beta using GSM as substrate incubated for 30... 30996781
Glycogen synthase kinase-3 beta IC50 = 54.0 nM 7.27 Inhibition of human full length GSK3beta expressed in baculovirus in Sf9 insect ... 34098466
Glycogen synthase kinase-3 beta IC50 = 78.0 nM 7.11 Inhibition of human GSK3-beta 18929433
Glycogen synthase kinase-3 beta IC50 = 77.0 nM 7.11 Inhibition of human recombinant GSK3-beta assessed as [gamma33]ATP transfer to b... 20138512
Glycogen synthase kinase-3 alpha IC50 = 78.0 nM 7.11 Inhibition of GSK3alpha 15559249
Glycogen synthase kinase-3 beta IC50 = 81.0 nM 7.09 Inhibition of GSK3beta (unknown origin) activity assessed as fluorescence intens... 36638710
Glycogen synthase kinase-3 beta IC50 = 90.0 nM 7.05 Inhibition of GSK3-beta by luminescent assay 21126094
Glycogen synthase kinase-3 beta IC50 = 104.0 nM 6.98 Inhibition of recombinant GSK3-beta 18324764
Glycogen synthase kinase-3 alpha IC50 = 104.0 nM 6.98 Inhibitory concentration was determined against human glycogen synthase kinase-3... 11266159
Glycogen synthase kinase-3 IC50 = 130.0 nM 6.89 Inhibition of GSK3alpha/beta 15559249
Unchecked IC50 = 250.0 nM 6.6 Inhibition of DsRed-tagged tau deltaK280 mutant C-terminal repeat domain (unknow... 33139110
Glycogen synthase kinase-3 beta IC50 = 380.0 nM 6.42 Inhibitory activity against human glycogen synthase kinase-3beta (GSK3-beta) at ... 12852764
Cyclin-dependent kinase 2/cyclin A IC50 = 380.0 nM 6.42 Inhibition of Cyclin-dependent kinase 2-cyclin A 12852764
Plasmodium falciparum IC50 = 501.19 nM 6.3 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Trypanosoma brucei EC50 = 740.0 nM 6.13 Antitrypanosomal activity against blood stream form of Trypanosoma brucei 427 as... 18644955
Cyclin-dependent kinase 1/cyclin B IC50 = 900.0 nM 6.05 Inhibition of CDK1/cyclinB 15559249
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of Trypanosoma brucei recombinant MBP-fused GSK-3 short isoform expre... 18644955
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
12852764 10.1021/jm021095d Glycogen synthase kinase-3 beta 4
- 10.6019/CHEMBL5058564 U2OS 4
11266159 10.1016/s0960-894x(00)00721-6 Unchecked 3
19734910 10.1038/nchembio.215 Plasmodium falciparum 3

Data from ChEMBL 36 via Core Engine