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Compound Detail

CHEMBL2333416

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NS(=O)(=O)c1c(F)c(F)c(SCCO)c(F)c1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2333416
Phase Preclinical
Structure Type MOL
InChI Key DKTDBVHOWVECPE-UHFFFAOYSA-N
12
Targets
36
Activities
3
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

305.3
MW (Da)
0.97
ALogP
4
HBA
2
HBD
80.4
PSA (Ų)
0.49
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 C8H7F4NO3S2
MW 305.27
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.92

Activity Summary

Kd 34 meas. best 10.3
IC50 1 meas. best 8.0
Ki 1 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 13
CHEMBL3912
 Kd 10.3 8.392 0.1 5
Carbonic anhydrase 1
CHEMBL261
 Kd 9.96 9.96 0.1 2
Carbonic anhydrase 7
CHEMBL2326
 Kd 9.72 7.772 0.2 5
Carbonic anhydrase 9
CHEMBL3594
 Kd 9.6 7.8433 0.2 6
Carbonic anhydrase 12
CHEMBL3242
 Kd 9.24 7.1557 0.6 7
Carbonic anhydrase 14
CHEMBL3510
 Kd 8.89 8.89 1.3 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Kd 8.89 8.89 1.3 1
Carbonic anhydrase 2
CHEMBL205
 Ki 8.46 8.46 3.5 1
Carbonic anhydrase 2
CHEMBL205
 Kd 8.17 8.17 6.7 2
Carbonic anhydrase 2
CHEMBL205
 IC50 8.0 8.0 10.0 1
Carbonic anhydrase 6
CHEMBL3025
 Kd 6.7 6.7 200.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Kd 6.48 6.48 330.0 1
Carbonic anhydrase 4
CHEMBL3729
 Kd 6.23 6.23 590.0 1
Carbonic anhydrase 3
CHEMBL2885
 Kd 4.54 4.54 29000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 4.4 10'8/M/s Homo sapiens
Ka 1.5 10'7/M/s Homo sapiens
Ka 8.5 10'6/M/s Homo sapiens
Ka 1.7 10'8/M/s Homo sapiens
Ka 4.3 10'7/M/s Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 13 Kd = 0.05 nM 10.3 Binding affinity to human N-terminal full length His-tagged CA13 (1 to 262 resid... 29466001
Carbonic anhydrase 1 Kd = 0.11 nM 9.96 Binding affinity to human recombinant CA1 at 37 degC and pH 7.0 by thermal shift... 23394791
Carbonic anhydrase 1 Kd = 0.11 nM 9.96 Inhibition of human carbonic anhydrase 1 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 7 Kd = 0.19 nM 9.72 Binding affinity to CA7 (unknown origin) assessed as intrinsic thermodynamic equ... 29466001
Carbonic anhydrase 9 Kd = 0.25 nM 9.6 Binding affinity to human CA9 catalytic domain expressed in mammalian expression... 29466001
Carbonic anhydrase 12 Kd = 0.58 nM 9.24 Binding affinity to CA12 (unknown origin) assessed as intrinsic thermodynamic eq... 29466001
Carbonic anhydrase 5B, mitochondrial Kd = 1.3 nM 8.89 Inhibition of human carbonic anhydrase 5B at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 14 Kd = 1.3 nM 8.89 Inhibition of human carbonic anhydrase 14 at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 2 Ki = 3.5 nM 8.46 Inhibition of human recombinant CA2 incubated for 15 mins by stop flow CO2 hydra... 23394791
Carbonic anhydrase 2 Kd = 6.7 nM 8.17 Inhibition of human carbonic anhydrase 2 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 2 Kd = 6.7 nM 8.17 Binding affinity to human recombinant CA2 at 37 degC and pH 7.0 by thermal shift... 23394791
Carbonic anhydrase 13 Kd = 8.3 nM 8.08 Binding affinity to human recombinant CA13 at 37 degC and pH 7.0 by thermal shif... 23394791
Carbonic anhydrase 13 Kd = 8.3 nM 8.08 Inhibition of human carbonic anhydrase 13 at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 2 IC50 = 10.0 nM 8.0 Inhibition of human recombinant CA2 incubated for 15 mins by stop flow CO2 hydra... 23394791
Carbonic anhydrase 9 Kd = 12.0 nM 7.92 Inhibition of chimeric carbonic anhydrase 9 (unknown origin) expressing with ful... 25358084
Carbonic anhydrase 13 Kd = 18.0 nM 7.75 Inhibition of human carbonic anhydrase 13 at pH7 and 37 degC by isothermal titra... 25358084
Carbonic anhydrase 13 Kd = 18.0 nM 7.75 Binding affinity to human recombinant CA13 at 37 degC and pH 7.0 by isothermal t... 23394791
Carbonic anhydrase 9 Kd = 25.0 nM 7.6 Inhibition of human carbonic anhydrase 9 at pH7 and 25 degC by stopped-flow kine... 25358084
Carbonic anhydrase 9 Kd = 32.0 nM 7.5 Inhibition of human carbonic anhydrase 9 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 7 Kd = 46.0 nM 7.34 Inhibition of human carbonic anhydrase 7 at pH7 and 37 degC by fluorescent therm... 25358084

Literature References

PubMed DOI Target Context # Activities
25358084 10.1021/jm501003k Carbonic anhydrase 9 6
23394791 10.1016/j.bmc.2013.01.008 Carbonic anhydrase 2 4
25358084 10.1021/jm501003k Carbonic anhydrase 12 4
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 7 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 1 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 13 3
25358084 10.1021/jm501003k Carbonic anhydrase 1 3
25358084 10.1021/jm501003k Carbonic anhydrase 2 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 9 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 12 3
25358084 10.1021/jm501003k Carbonic anhydrase 13 3
23394791 10.1016/j.bmc.2013.01.008 Carbonic anhydrase 13 2
25358084 10.1021/jm501003k Carbonic anhydrase 7 2
23394791 10.1016/j.bmc.2013.01.008 Carbonic anhydrase 1 2
23394791 10.1016/j.bmc.2013.01.008 Carbonic anhydrase 7 2
23394791 10.1016/j.bmc.2013.01.008 Carbonic anhydrase 12 2
25358084 10.1021/jm501003k Carbonic anhydrase 6 1
25358084 10.1021/jm501003k Carbonic anhydrase 5B, mitochondrial 1
25358084 10.1021/jm501003k Carbonic anhydrase 5A, mitochondrial 1
25358084 10.1021/jm501003k Carbonic anhydrase 4 1

Data from ChEMBL 36 via Core Engine