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Compound Detail

CHEMBL3612337

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O=C(Cn1cnc([N+](=O)[O-])n1)Nc1ccc(Oc2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3612337
Phase Preclinical
Structure Type MOL
InChI Key NKCSKQXNXXSKRK-UHFFFAOYSA-N
8
Targets
21
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

339.3
MW (Da)
2.62
ALogP
7
HBA
1
HBD
112.2
PSA (Ų)
0.55
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H13N5O4
MW 339.31
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.93

Activity Summary

IC50 21 meas. best 7.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma cruzi
CHEMBL368
 IC50 7.19 7.19 65.0 2
Leishmania donovani
CHEMBL367
 IC50 6.57 6.57 270.0 2
Trypanosoma brucei brucei
CHEMBL612851
 IC50 5.87 5.7867 1350.0 3
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.57 5.57 2700.0 2
Mycobacterium tuberculosis
CHEMBL360
 IC50 5.05 4.3057 8900.0 7
Vero
CHEMBL391
 IC50 4.41 4.41 39000.0 1
ADMET
CHEMBL612558
 IC50 4.05 4.05 89000.0 1
L6
CHEMBL614793
 IC50 4.04 4.04 92000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma cruzi IC50 = 65.0 nM 7.19 Trypanocidal activity against Trypanosoma cruzi Tulahuen C4 amastigotes intra-pe... 27543881
Trypanosoma cruzi IC50 = 65.0 nM 7.19 Antiparasitic activity against amastigote stage of Trypanosoma cruzi Tulahuen C4... 26344593
Leishmania donovani IC50 = 270.0 nM 6.57 Antiparasitic activity against axenic amastigote stage of Leishmania donovani MH... 26344593
Leishmania donovani IC50 = 271.0 nM 6.57 Antiprotozoal activity against Leishmania donovani MHOM/ET/67/L82 alamar blue st... 27543881
Trypanosoma brucei brucei IC50 = 1350.0 nM 5.87 Antiparasitic activity against wild type blood stream form of Trypanosoma brucei... 26344593
Trypanosoma brucei brucei IC50 = 1370.0 nM 5.86 Antiparasitic activity against blood stream form of Trypanosoma brucei brucei ov... 26344593
Trypanosoma brucei brucei IC50 = 2340.0 nM 5.63 Antiparasitic activity against blood stream form of Trypanosoma brucei brucei ov... 26344593
Trypanosoma brucei rhodesiense IC50 = 2700.0 nM 5.57 Antiparasitic activity against trypomastigote stage of Trypanosoma brucei rhodes... 26344593
Trypanosoma brucei rhodesiense IC50 = 2720.0 nM 5.57 Antiprotozoal activity against Trypanosoma brucei rhodesiense STIB900 trypomasti... 27543881
Mycobacterium tuberculosis IC50 = 8900.0 nM 5.05 Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 afte... 28993106
Vero IC50 = 39000.0 nM 4.41 Cytotoxicity against African green monkey Vero cells after 2 days by CellTiter-G... 28993106
Mycobacterium tuberculosis IC50 = 55000.0 nM 4.26 Antitubercular activity against rifampicin-resistant Mycobacterium tuberculosis ... 28993106
Mycobacterium tuberculosis IC50 = 65000.0 nM 4.19 Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 afte... 28993106
Mycobacterium tuberculosis IC50 = 66000.0 nM 4.18 Antitubercular activity against isoniazid-resistant Mycobacterium tuberculosis I... 28993106
Mycobacterium tuberculosis IC50 = 70000.0 nM 4.16 Antitubercular activity against rifampicin-resistant Mycobacterium tuberculosis ... 28993106
Mycobacterium tuberculosis IC50 = 70000.0 nM 4.16 Antitubercular activity against fluoroquinolone-resistant Mycobacterium tubercul... 28993106
Mycobacterium tuberculosis IC50 = 73000.0 nM 4.14 Antitubercular activity against isoniazid-resistant Mycobacterium tuberculosis H... 28993106
ADMET IC50 = 89000.0 nM 4.05 Cytotoxicity against mouse peritoneal macrophages 26344593
L6 IC50 = 92000.0 nM 4.04 Cytotoxicity against rat L6 cells assessed as growth inhibition after 72 hrs by ... 26344593
L6 IC50 = 92000.0 nM 4.04 Cytotoxicity against rat L6 cells after 2 days by CellTiter-Glo luminescent cell... 28993106

Literature References

PubMed DOI Target Context # Activities
28993106 10.1016/j.bmc.2017.09.037 Mycobacterium tuberculosis 23
26344593 10.1016/j.bmc.2015.08.014 Trypanosoma brucei brucei 4
26344593 10.1016/j.bmc.2015.08.014 Unchecked 3
26344593 10.1016/j.bmc.2015.08.014 Leishmania donovani 3
26344593 10.1016/j.bmc.2015.08.014 ADMET 3
27543881 10.1016/j.ejmech.2016.08.002 Unchecked 3
26344593 10.1016/j.bmc.2015.08.014 Trypanosoma cruzi 2
27543881 10.1016/j.ejmech.2016.08.002 Trypanosoma cruzi 2
26344593 10.1016/j.bmc.2015.08.014 Trypanosoma brucei rhodesiense 1
26344593 10.1016/j.bmc.2015.08.014 L6 1
28993106 10.1016/j.bmc.2017.09.037 Vero 1
28993106 10.1016/j.bmc.2017.09.037 L6 1
27543881 10.1016/j.ejmech.2016.08.002 L6 1
27543881 10.1016/j.ejmech.2016.08.002 Leishmania donovani 1
27543881 10.1016/j.ejmech.2016.08.002 Trypanosoma brucei rhodesiense 1
27543881 10.1016/j.ejmech.2016.08.002 No relevant target 1

Data from ChEMBL 36 via Core Engine