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Compound Detail

CHEMBL1614844

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NS(=O)(=O)c1ccc(NC(=O)Nc2cccc([N+](=O)[O-])c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1614844
Phase Preclinical
Structure Type MOL
InChI Key MTGVDZIMBQRGPD-UHFFFAOYSA-N
10
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

336.3
MW (Da)
1.89
ALogP
5
HBA
3
HBD
144.4
PSA (Ų)
0.58
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 C13H12N4O5S
MW 336.33
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -2.05

Activity Summary

Ki 21 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 9
CHEMBL3594
 Ki 9.05 9.05 0.9 3
Carbonic anhydrase 12
CHEMBL3242
 Ki 8.24 8.24 5.7 3
Carbonic anhydrase
CHEMBL6185
 Ki 8.21 8.21 6.1 1
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)
CHEMBL5767
 Ki 8.19 8.19 6.5 1
Carbonic anhydrase 2
CHEMBL205
 Ki 7.82 7.82 15.0 5
Carbonic anhydrase 1
CHEMBL261
 Ki 7.63 7.63 23.4 3
Unchecked
CHEMBL612545
 Ki 7.4 7.305 40.1 2
Beta-carbonic anhydrase 1
CHEMBL5631
 Ki 7.17 7.17 67.1 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 6.86 6.86 138.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 6.84 6.84 146.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 9 Ki = 0.9 nM 9.05 Inhibition of human CA9 by stopped-flow CO2 hydrase assay 24012377
Carbonic anhydrase 9 Ki = 0.9 nM 9.05 Inhibition of human carbonic anhydrase 9 for 15 mins by stopped flow CO2 hydrati... 26810836
Carbonic anhydrase 9 Ki = 0.9 nM 9.05 Inhibition of tumor-associated human carbonic anhydrase 9 preincubated for 15 mi... 21361354
Carbonic anhydrase 12 Ki = 5.7 nM 8.24 Inhibition of tumor-associated human carbonic anhydrase 12 preincubated for 15 m... 21361354
Carbonic anhydrase 12 Ki = 5.7 nM 8.24 Inhibition of human CA12 by stopped-flow CO2 hydrase assay 24012377
Carbonic anhydrase 12 Ki = 5.7 nM 8.24 Inhibition of human carbonic anhydrase 12 for 15 mins by stopped flow CO2 hydrat... 26810836
Carbonic anhydrase Ki = 6.1 nM 8.21 Inhibition of recombinant full length Candida glabrata NCE103 expressed in Esche... 23511020
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Ki = 6.5 nM 8.19 Inhibition of Mycobacterium tuberculosis recombinant beta-carbonic anhydrase Rv3... 21145236
Carbonic anhydrase 2 Ki = 15.0 nM 7.82 Inhibition of human CA2 by stopped-flow CO2 hydrase assay 24012377
Carbonic anhydrase 2 Ki = 15.0 nM 7.82 Inhibition of human CA II 38308950
Carbonic anhydrase 2 Ki = 15.0 nM 7.82 Inhibition of human carbonic anhydrase 2 for 15 mins by stopped flow CO2 hydrati... 26810836
Carbonic anhydrase 2 Ki = 15.0 nM 7.82 Inhibition of human cytosolic carbonic anhydrase 2 preincubated for 15 min by CO... 21361354
Carbonic anhydrase 2 Ki = 15.0 nM 7.82 Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by... 21145236
Carbonic anhydrase 1 Ki = 23.4 nM 7.63 Inhibition of human cytosolic carbonic anhydrase 1 preincubated for 15 min by CO... 21361354
Carbonic anhydrase 1 Ki = 23.4 nM 7.63 Inhibition of human CA1 by stopped-flow CO2 hydrase assay 24012377
Carbonic anhydrase 1 Ki = 23.4 nM 7.63 Inhibition of human carbonic anhydrase 1 for 15 mins by stopped flow CO2 hydrati... 26810836
Unchecked Ki = 40.1 nM 7.4 Inhibition of Candida albicans recombinant beta-carbonic anhydrase preincubated ... 21145236
Unchecked Ki = 62.0 nM 7.21 Inhibition of Cryptococcus neoformans Can2 expressed in Candida albicans RH1 pre... 23511020
Beta-carbonic anhydrase 1 Ki = 67.1 nM 7.17 Inhibition of Mycobacterium tuberculosis recombinant beta-carbonic anhydrase Rv1... 21145236
Carbonic anhydrase 5B, mitochondrial Ki = 138.0 nM 6.86 Inhibition of human CA5B by stopped-flow CO2 hydrase assay 24012377

Literature References

PubMed DOI Target Context # Activities
21145236 10.1016/j.bmcl.2010.11.064 Unchecked 4
38308950 10.1016/j.ejmech.2024.116170 Carbonic anhydrase 2 1
21145236 10.1016/j.bmcl.2010.11.064 Carbonic anhydrase 2 1
26810836 10.1016/j.bmc.2016.01.019 Carbonic anhydrase 2 1
26810836 10.1016/j.bmc.2016.01.019 Carbonic anhydrase 1 1
24012377 10.1016/j.bmc.2013.08.011 Carbonic anhydrase 1 1
24012377 10.1016/j.bmc.2013.08.011 Carbonic anhydrase 2 1
24012377 10.1016/j.bmc.2013.08.011 Carbonic anhydrase 5A, mitochondrial 1
24012377 10.1016/j.bmc.2013.08.011 Carbonic anhydrase 5B, mitochondrial 1
24012377 10.1016/j.bmc.2013.08.011 Carbonic anhydrase 9 1
24012377 10.1016/j.bmc.2013.08.011 Carbonic anhydrase 12 1
23511020 10.1016/j.bmcl.2013.02.092 Unchecked 1
23511020 10.1016/j.bmcl.2013.02.092 Carbonic anhydrase 1
21361354 10.1021/jm101541x Mus musculus 1
21361354 10.1021/jm101541x 4T1 1
21361354 10.1021/jm101541x Carbonic anhydrase 12 1
21361354 10.1021/jm101541x Carbonic anhydrase 9 1
21361354 10.1021/jm101541x Carbonic anhydrase 2 1
21361354 10.1021/jm101541x Carbonic anhydrase 1 1
21145236 10.1016/j.bmcl.2010.11.064 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 1

Data from ChEMBL 36 via Core Engine