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Compound Detail

CHEMBL241898

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O=[N+]([O-])c1cc([N+](=O)[O-])c2cccnc2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL241898
Phase Preclinical
Structure Type MOL
InChI Key YPEUTQKEMPFPKO-UHFFFAOYSA-N
5
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

235.2
MW (Da)
1.76
ALogP
6
HBA
1
HBD
119.4
PSA (Ų)
0.62
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 C9H5N3O5
MW 235.16
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.91

Activity Summary

IC50 5 meas. best 5.15
Ki 2 meas. best 4.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P388
CHEMBL389
 IC50 5.15 5.15 7140.0 1
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 4.95 4.95 11120.0 1
Tryptophan 2,3-dioxygenase
CHEMBL2140
 IC50 4.64 4.64 22670.0 1
Cathepsin B
CHEMBL4072
 Ki 4.14 4.14 72000.0 1
Unchecked
CHEMBL612545
 IC50 4.09 4.09 82000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P388 IC50 = 7140.0 nM 5.15 Antiproliferative activity against mouse P388 cells by MTT assay 17904844
Indoleamine 2,3-dioxygenase 1 IC50 = 11120.0 nM 4.95 Inhibition of recombinant human IDO1 expressed in Escherichia coli EC538 assesse... 33901770
Tryptophan 2,3-dioxygenase IC50 = 22670.0 nM 4.64 Inhibition of recombinant human TDO2 expressed in Escherichia coli BL21 (DE3) as... 33901770
Cathepsin B Ki = 72000.0 nM 4.14 Uncompetitive inhibition of human recombinant cathepsin B endopeptidase activity... 23252745
Unchecked IC50 = 82000.0 nM 4.09 Inhibition of photosynthesis in spinach chloroplast 17142046

Literature References

PubMed DOI Target Context # Activities
34865870 10.1016/j.ejmech.2021.113975 Unchecked 3
30529546 10.1016/j.ejmech.2018.11.018 Bromodomain-containing protein 4 3
23252745 10.1021/jm301544x Cathepsin B 3
- 10.6019/CHEMBL4296182 Staphylococcus aureus 1
33901770 10.1016/j.bmc.2021.116160 Indoleamine 2,3-dioxygenase 1 1
- 10.6019/CHEMBL4296182 Cryptococcus neoformans 1
- 10.6019/CHEMBL4296182 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4296182 HEK293 1
- 10.6019/CHEMBL4296182 Candida albicans 1
- 10.6019/CHEMBL4296182 Acinetobacter baumannii 1
- 10.6019/CHEMBL4296182 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4296182 Escherichia coli 1
17142046 10.1016/j.bmc.2006.11.020 No relevant target 1
28011425 10.1016/j.ejmech.2016.12.029 Indoleamine 2,3-dioxygenase 1 1
817025 10.1021/jm00226a025 Catechol O-methyltransferase 1
17904844 10.1016/j.bmcl.2007.09.040 No relevant target 1
17904844 10.1016/j.bmcl.2007.09.040 SK-N-MC 1
17904844 10.1016/j.bmcl.2007.09.040 P388 1
17142046 10.1016/j.bmc.2006.11.020 Chlorella vulgaris 1
17142046 10.1016/j.bmc.2006.11.020 SK-N-MC 1

Data from ChEMBL 36 via Core Engine