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Compound Detail

CHEMBL1272187

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NS(=O)(=O)c1cc(C(=O)Cn2cnc3ccccc32)ccc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1272187
Phase Preclinical
Structure Type MOL
InChI Key XXDZSNJTAQNIAQ-UHFFFAOYSA-N
12
Targets
42
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

349.8
MW (Da)
2.22
ALogP
5
HBA
1
HBD
95.0
PSA (Ų)
0.73
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 C15H12ClN3O3S
MW 349.80
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -2.12

Activity Summary

Kd 42 meas. best 9.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Kd 9.6 9.6 0.2 1
Carbonic anhydrase 6
CHEMBL3025
 Kd 9.0 7.575 1.0 2
Carbonic anhydrase 14
CHEMBL3510
 Kd 8.74 7.63 1.8 2
Carbonic anhydrase 9
CHEMBL3594
 Kd 8.59 7.2 2.6 5
Carbonic anhydrase 4
CHEMBL3729
 Kd 8.51 7.325 3.1 2
Carbonic anhydrase 2
CHEMBL205
 Kd 8.31 6.7317 4.9 6
Carbonic anhydrase 7
CHEMBL2326
 Kd 8.23 6.7283 5.8 6
Carbonic anhydrase 12
CHEMBL3242
 Kd 8.17 6.78 6.8 5
Carbonic anhydrase 13
CHEMBL3912
 Kd 8.02 6.83 9.5 4
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Kd 7.59 6.535 25.9 2
Carbonic anhydrase 1
CHEMBL261
 Kd 6.79 5.5075 161.0 4
Carbonic anhydrase 3
CHEMBL2885
 Kd 6.12 6.12 750.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 3.3 10'8/M/s Homo sapiens
Ka 3.1 10'7/M/s Homo sapiens
Ka 2.1 10'7/M/s Homo sapiens
Ka 2.1 10'7/M/s Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 5A, mitochondrial Kd = 0.25 nM 9.6 Binding affinity to recombinant human full length N-terminal His6-tagged mitocho... 29305297
Carbonic anhydrase 6 Kd = 1.01 nM 9.0 Binding affinity to recombinant human N-terminal His6-tagged carbonic anhydrase ... 29305297
Carbonic anhydrase 14 Kd = 1.83 nM 8.74 Binding affinity to recombinant human N-terminal His6-tagged carbonic anhydrase ... 29305297
Carbonic anhydrase 9 Kd = 2.6 nM 8.59 Binding affinity to human CA9 catalytic domain expressed in mammalian expression... 29466001
Carbonic anhydrase 4 Kd = 3.07 nM 8.51 Binding affinity to recombinant human N-terminal His6-tagged carbonic anhydrase ... 29305297
Carbonic anhydrase 9 Kd = 3.64 nM 8.44 Binding affinity to recombinant human carbonic anhydrase 9 (1 to 260 residues) e... 29305297
Carbonic anhydrase 2 Kd = 4.9 nM 8.31 Binding affinity to human full length His-tagged CA2 (1 to 260 residues) express... 29466001
Carbonic anhydrase 7 Kd = 5.84 nM 8.23 Binding affinity to recombinant human N-terminal His-tagged carbonic anhydrase 7... 29305297
Carbonic anhydrase 12 Kd = 6.8 nM 8.17 Binding affinity to CA12 (unknown origin) assessed as intrinsic thermodynamic eq... 29466001
Carbonic anhydrase 13 Kd = 9.46 nM 8.02 Binding affinity to recombinant human full length N-terminal His-tagged carbonic... 29305297
Carbonic anhydrase 2 Kd = 11.1 nM 7.96 Binding affinity to recombinant human full length N-terminal His-tagged carbonic... 29305297
Carbonic anhydrase 7 Kd = 13.0 nM 7.89 Binding affinity to CA7 (unknown origin) assessed as intrinsic thermodynamic equ... 29466001
Carbonic anhydrase 12 Kd = 12.8 nM 7.89 Binding affinity to recombinant human carbonic anhydrase 12 (1 to 260 residues) ... 29305297
Carbonic anhydrase 5B, mitochondrial Kd = 25.9 nM 7.59 Binding affinity to recombinant human full length N-terminal His6-tagged mitocho... 29305297
Carbonic anhydrase 13 Kd = 110.0 nM 6.96 Binding affinity to human recombinant CA13 by fluorescence-based thermal shift a... 26805033
Carbonic anhydrase 1 Kd = 161.0 nM 6.79 Binding affinity to recombinant human N-terminal His6-tagged carbonic anhydrase ... 29305297
Carbonic anhydrase 9 Kd = 300.0 nM 6.52 Binding affinity to human recombinant CA9 catalytic domain by fluorescence-based... 26805033
Carbonic anhydrase 14 Kd = 303.0 nM 6.52 Binding affinity to recombinant human N-terminal His6-tagged carbonic anhydrase ... 29305297
Carbonic anhydrase 7 Kd = 330.0 nM 6.48 Binding affinity to human recombinant CA7 by fluorescence-based thermal shift as... 26805033
Carbonic anhydrase 9 Kd = 460.0 nM 6.34 Binding affinity to human recombinant CA9 catalytic domain after 30 secs by surf... 26805033

Literature References

PubMed DOI Target Context # Activities
26805033 10.1021/acs.jmedchem.5b01723 Carbonic anhydrase 1 4
26805033 10.1021/acs.jmedchem.5b01723 Carbonic anhydrase 2 4
26805033 10.1021/acs.jmedchem.5b01723 Carbonic anhydrase 7 4
26805033 10.1021/acs.jmedchem.5b01723 Carbonic anhydrase 9 4
26805033 10.1021/acs.jmedchem.5b01723 Carbonic anhydrase 12 4
26805033 10.1021/acs.jmedchem.5b01723 Carbonic anhydrase 13 4
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 9 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 2 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 7 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 12 3
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 6 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 4 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 7 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 9 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 12 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 13 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 14 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 5B, mitochondrial 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 3 2
29305297 10.1016/j.bmc.2017.12.035 Carbonic anhydrase 5A, mitochondrial 2

Data from ChEMBL 36 via Core Engine