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Compound Detail

CHEMBL1164165

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O=c1[nH]c(-c2ccc([N+](=O)[O-])cc2)nc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1164165
Phase Preclinical
Structure Type MOL
InChI Key PDSXUXCWTDUVSZ-UHFFFAOYSA-N
10
Targets
15
Activities
1
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

267.2
MW (Da)
2.50
ALogP
4
HBA
1
HBD
88.9
PSA (Ų)
0.57
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 C14H9N3O3
MW 267.24
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness -1.29

Activity Summary

IC50 15 meas. best 6.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Poly [ADP-ribose] polymerase tankyrase-2
CHEMBL6154
 IC50 6.59 6.59 259.0 1
Poly [ADP-ribose] polymerase tankyrase-1
CHEMBL6164
 IC50 5.96 5.96 1100.0 1
Poly [ADP-ribose] polymerase 2
CHEMBL5366
 IC50 5.68 5.68 2064.0 1
NACHT, LRR and PYD domains-containing protein 3
CHEMBL1741208
 IC50 5.3 5.3 5000.0 1
NACHT, LRR and PYD domains-containing protein 3
CHEMBL3779755
 IC50 5.3 5.3 5000.0 2
COLO 205
CHEMBL614561
 IC50 4.92 4.78 12000.0 2
K562
CHEMBL385
 IC50 4.72 4.71 19000.0 2
Beta-glucuronidase
CHEMBL2728
 IC50 4.7 4.7 20100.0 2
Unchecked
CHEMBL612545
 IC50 4.7 4.7 20000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.43 4.405 37000.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 53.7 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Poly [ADP-ribose] polymerase tankyrase-2 IC50 = 259.0 nM 6.59 Inhibition of N-terminal GST-tagged human TNKS-2 (849 to 1166 residues) expresse... 27163581
Poly [ADP-ribose] polymerase tankyrase-1 IC50 = 1100.0 nM 5.96 Inhibition of TNKS-1 (unknown origin) using histone as substrate incubated for 3... 27163581
Poly [ADP-ribose] polymerase 2 IC50 = 2064.0 nM 5.68 Inhibition of human PARP-2 (unknown origin) using histone as substrate incubated... 27163581
NACHT, LRR and PYD domains-containing protein 3 IC50 = 5000.0 nM 5.3 Inhibition of NLRP3 inflammasome activation in LPS-primed mouse J774A.1 cells as... 31699536
NACHT, LRR and PYD domains-containing protein 3 IC50 = 5000.0 nM 5.3 Inhibition of NLRP3 inflammasome activation in LPS-primed mouse J774.A1 cells as... 33984476
NACHT, LRR and PYD domains-containing protein 3 IC50 = 5000.0 nM 5.3 Inhibition of NLRP3 inflammasome in LPS-induced human J774.A1 cells assessed as ... 37573828
COLO 205 IC50 = 12000.0 nM 4.92 Antiproliferative activity against human COLO205 cells by MTT assay 22749421
K562 IC50 = 19000.0 nM 4.72 Antiproliferative activity against human K562 cells by MTT assay 22749421
K562 IC50 = 20000.0 nM 4.7 Antiproliferative activity against human K562 cells by MTT assay 22749421
Beta-glucuronidase IC50 = 20100.0 nM 4.7 Inhibition of beta-glucuronidase activity (unknown origin) assessed as p-nitroph... 24844756
Unchecked IC50 = 20000.0 nM 4.7 Inhibition of Saccharomyces cerevisiae alpha-glucosidase for 15 mins by multipla... 26552899
Beta-glucuronidase IC50 = 20100.0 nM 4.7 Inhibition of beta-glucuronidase (unknown origin) using p-nitrophenyl-beta-d-glu... 31835168
COLO 205 IC50 = 23000.0 nM 4.64 Antiproliferative activity against human COLO205 cells by MTT assay 22749421
MDA-MB-231 IC50 = 37000.0 nM 4.43 Antiproliferative activity against human MDA-MB-231 cells by MTT assay 22749421
MDA-MB-231 IC50 = 42000.0 nM 4.38 Antiproliferative activity against human MDA-MB-231 cells by MTT assay 22749421

Literature References

PubMed DOI Target Context # Activities
27163581 10.1016/j.ejmech.2016.04.041 Poly [ADP-ribose] polymerase tankyrase-2 4
28259840 10.1016/j.ejmech.2017.02.032 Cytochrome P450 1B1 3
28259840 10.1016/j.ejmech.2017.02.032 Cytochrome P450 1A1 3
27163581 10.1016/j.ejmech.2016.04.041 HT-29 3
22749421 10.1016/j.bmcl.2012.06.003 K562 2
26552899 10.1016/j.bmc.2015.10.038 Unchecked 2
- 10.6019/CHEMBL3301361 No relevant target 2
22749421 10.1016/j.bmcl.2012.06.003 MDA-MB-231 2
22749421 10.1016/j.bmcl.2012.06.003 COLO 205 2
24844756 10.1016/j.bmc.2014.04.039 PC-3 1
- 10.6019/CHEMBL3301361 ADMET 1
24844756 10.1016/j.bmc.2014.04.039 Beta-glucuronidase 1
24900625 10.1021/ml400260b Poly [ADP-ribose] polymerase tankyrase-2 1
27163581 10.1016/j.ejmech.2016.04.041 Poly [ADP-ribose] polymerase tankyrase-1 1
27163581 10.1016/j.ejmech.2016.04.041 Poly [ADP-ribose] polymerase 1 1
27163581 10.1016/j.ejmech.2016.04.041 Poly [ADP-ribose] polymerase 2 1
28110817 10.1016/j.bmc.2016.09.042 Unchecked 1
20494587 10.1016/j.bmc.2010.04.083 Thermolysin 1
28259840 10.1016/j.ejmech.2017.02.032 Cytochrome P450 1A2 1
28259840 10.1016/j.ejmech.2017.02.032 Cytochrome P450 2D6 1

Data from ChEMBL 36 via Core Engine