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Compound Detail

CHEMBL1682200

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O=C(O)c1cccc(Nc2ccc([N+](=O)[O-])cc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1682200
Phase Preclinical
Structure Type MOL
InChI Key YRZASYCIZSWCKB-UHFFFAOYSA-N
8
Targets
20
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

258.2
MW (Da)
3.04
ALogP
4
HBA
2
HBD
92.5
PSA (Ų)
0.65
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H10N2O4
MW 258.23
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.26

Activity Summary

IC50 20 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldo-keto reductase family 1 member C3
CHEMBL4681
 IC50 7.52 7.4667 30.0 3
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 6.13 6.13 740.0 3
Aldo-keto reductase family 1 member C2
CHEMBL5847
 IC50 5.47 5.47 3380.0 3
Aldo-keto reductase family 1 member C1
CHEMBL5905
 IC50 5.17 5.17 6740.0 3
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 4.51 4.51 30760.0 2
Unchecked
CHEMBL612545
 IC50 4.51 4.51 30760.0 1
Aldo-keto reductase family 1 member C4
CHEMBL4999
 IC50 4.49 4.49 32700.0 3
Aldo-keto reductase family 1 member B10
CHEMBL5983
 IC50 4.34 4.34 46000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aldo-keto reductase family 1 member C3 IC50 = 30.0 nM 7.52 Inhibition of recombinant AKR1C3 assessed as NADP+ dependent oxidation of S-tetr... 22263837
Aldo-keto reductase family 1 member C3 IC50 = 36.0 nM 7.44 Inhibition of AKR1C3 by fluorimetric method 21277203
Aldo-keto reductase family 1 member C3 IC50 = 36.0 nM 7.44 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -
Prostaglandin G/H synthase 2 IC50 = 740.0 nM 6.13 Inhibition of recombinant COX2 22507964
Prostaglandin G/H synthase 2 IC50 = 740.0 nM 6.13 Inhibition of COX2 expressed in baculovirus infected SF-21 cells assessed as for... 22263837
Prostaglandin G/H synthase 2 IC50 = 740.0 nM 6.13 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -
Aldo-keto reductase family 1 member C2 IC50 = 3400.0 nM 5.47 Inhibition of AKR1C2 by fluorimetric method 21277203
Aldo-keto reductase family 1 member C2 IC50 = 3380.0 nM 5.47 Inhibition of recombinant AKR1C2 assessed as NADP+ dependent oxidation of S-tetr... 22263837
Aldo-keto reductase family 1 member C2 IC50 = 3400.0 nM 5.47 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -
Aldo-keto reductase family 1 member C1 IC50 = 6740.0 nM 5.17 Inhibition of recombinant AKR1C1 assessed as NADP+ dependent oxidation of S-tetr... 22263837
Aldo-keto reductase family 1 member C1 IC50 = 6740.0 nM 5.17 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -
Aldo-keto reductase family 1 member C1 IC50 = 6740.0 nM 5.17 Inhibition of recombinant AKR1C1 assessed as enzyme catalyzed oxidation of S-tet... 22507964
Prostaglandin G/H synthase 1 IC50 = 30760.0 nM 4.51 Inhibition of recombinant COX1 22507964
Unchecked IC50 = 30760.0 nM 4.51 Inhibition of ram seminal vesicle COX1 assessed as formation of PGH2 from PGG2 u... 22263837
Prostaglandin G/H synthase 1 IC50 = 30760.0 nM 4.51 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -
Aldo-keto reductase family 1 member C4 IC50 = 32700.0 nM 4.49 Inhibition of recombinant AKR1C4 assessed as enzyme catalyzed oxidation of S-tet... 22507964
Aldo-keto reductase family 1 member C4 IC50 = 32700.0 nM 4.49 Inhibition of recombinant AKR1C4 assessed as NADP+ dependent oxidation of S-tetr... 22263837
Aldo-keto reductase family 1 member C4 IC50 = 32700.0 nM 4.49 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -
Aldo-keto reductase family 1 member B10 IC50 = 46000.0 nM 4.34 Inhibition of recombinant AKR1B10 assessed as NADP+ dependent reduction of DL-gl... 22263837
Aldo-keto reductase family 1 member B10 IC50 = 46000.0 nM 4.34 Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... -

Literature References

PubMed DOI Target Context # Activities
22263837 10.1021/jm201547v Unchecked 4
22263837 10.1021/jm201547v Aldo-keto reductase family 1 member B1 2
22263837 10.1021/jm201547v Aldo-keto reductase family 1 member C3 2
22507964 10.1016/j.bmcl.2012.03.085 Androgen receptor 1
22263837 10.1021/jm201547v Prostaglandin G/H synthase 2 1
22263837 10.1021/jm201547v Aldo-keto reductase family 1 member B10 1
22263837 10.1021/jm201547v Aldo-keto reductase family 1 member C4 1
22263837 10.1021/jm201547v Aldo-keto reductase family 1 member C1 1
22263837 10.1021/jm201547v Aldo-keto reductase family 1 member C2 1
21277203 10.1016/j.bmcl.2011.01.010 Aldo-keto reductase family 1 member C3 1
22507964 10.1016/j.bmcl.2012.03.085 Unchecked 1
22507964 10.1016/j.bmcl.2012.03.085 Prostaglandin G/H synthase 2 1
22507964 10.1016/j.bmcl.2012.03.085 Prostaglandin G/H synthase 1 1
22507964 10.1016/j.bmcl.2012.03.085 Aldo-keto reductase family 1 member C4 1
22507964 10.1016/j.bmcl.2012.03.085 Aldo-keto reductase family 1 member C1 1
21277203 10.1016/j.bmcl.2011.01.010 Unchecked 1
21277203 10.1016/j.bmcl.2011.01.010 Aldo-keto reductase family 1 member C2 1

Data from ChEMBL 36 via Core Engine