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CHEMBL3359181

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NS(=O)(=O)c1c(F)c(F)c(S(=O)(=O)CCO)c(NC2CCCCCCC2)c1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3359181
Phase Preclinical
Structure Type MOL
InChI Key HFJJAVOBUVMVFQ-UHFFFAOYSA-N
12
Targets
27
Activities
1
Assay Types
5
PK Parameters
17
Publications
0
Known Names

Molecular Properties

444.5
MW (Da)
2.04
ALogP
6
HBA
3
HBD
126.6
PSA (Ų)
0.58
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H23F3N2O5S2
MW 444.50
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -0.78

Activity Summary

Kd 27 meas. best 10.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 12
CHEMBL3242
 Kd 10.35 8.675 0.0 4
Carbonic anhydrase 9
CHEMBL3594
 Kd 10.3 9.0467 0.1 3
Carbonic anhydrase 14
CHEMBL3510
 Kd 9.8 9.8 0.2 1
Carbonic anhydrase 7
CHEMBL2326
 Kd 8.77 7.8767 1.7 3
Carbonic anhydrase 13
CHEMBL3912
 Kd 8.7 8.1733 2.0 3
Carbonic anhydrase 2
CHEMBL205
 Kd 8.32 7.5775 4.8 4
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Kd 8.25 8.25 5.6 1
Carbonic anhydrase 4
CHEMBL3729
 Kd 7.6 7.6 25.0 1
Carbonic anhydrase 6
CHEMBL3025
 Kd 7.02 7.02 95.0 1
Carbonic anhydrase 1
CHEMBL261
 Kd 6.25 6.12 560.0 3
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Kd 5.6 5.6 2500.0 1
Carbonic anhydrase 3
CHEMBL2885
 Kd 4.4 4.4 40000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 6.6 10'7/M/s Homo sapiens
Ka 1.8 10'6/M/s Homo sapiens
Ka 4.0 10'6/M/s Homo sapiens
Ka 1.2 10'6/M/s Homo sapiens
Ka 1.2 10'7/M/s Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 12 Kd = 0.045 nM 10.35 Binding affinity to CA12 (unknown origin) assessed as intrinsic thermodynamic eq... 29466001
Carbonic anhydrase 9 Kd = 0.05 nM 10.3 Inhibition of human carbonic anhydrase 9 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 14 Kd = 0.16 nM 9.8 Inhibition of human carbonic anhydrase 14 at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 7 Kd = 1.7 nM 8.77 Binding affinity to CA7 (unknown origin) assessed as intrinsic thermodynamic equ... 29466001
Carbonic anhydrase 9 Kd = 2.0 nM 8.7 Inhibition of chimeric carbonic anhydrase 9 (unknown origin) expressing with ful... 25358084
Carbonic anhydrase 13 Kd = 2.0 nM 8.7 Binding affinity to human N-terminal full length His-tagged CA13 (1 to 262 resid... 29466001
Carbonic anhydrase 12 Kd = 3.3 nM 8.48 Inhibition of human carbonic anhydrase 12 at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 13 Kd = 3.6 nM 8.44 Inhibition of human carbonic anhydrase 13 at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 2 Kd = 4.8 nM 8.32 Binding affinity to human full length His-tagged CA2 (1 to 260 residues) express... 29466001
Carbonic anhydrase 5B, mitochondrial Kd = 5.6 nM 8.25 Inhibition of human carbonic anhydrase 5B at pH7 and 37 degC by fluorescent ther... 25358084
Carbonic anhydrase 12 Kd = 6.7 nM 8.17 Inhibition of chimeric carbonic anhydrase 12 (unknown origin) expressing with fu... 25358084
Carbonic anhydrase 9 Kd = 7.3 nM 8.14 Inhibition of chimeric carbonic anhydrase 9 (unknown origin) expressing with ful... 25358084
Carbonic anhydrase 7 Kd = 9.8 nM 8.01 Inhibition of human carbonic anhydrase 7 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 12 Kd = 20.0 nM 7.7 Inhibition of human carbonic anhydrase 12 at pH7 and 37 degC by isothermal titra... 25358084
Carbonic anhydrase 4 Kd = 25.0 nM 7.6 Inhibition of human carbonic anhydrase 4 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 2 Kd = 29.0 nM 7.54 Inhibition of human carbonic anhydrase 2 at pH7 and 25 degC by stopped-flow kine... 25358084
Carbonic anhydrase 13 Kd = 42.0 nM 7.38 Inhibition of human carbonic anhydrase 13 at pH7 and 37 degC by isothermal titra... 25358084
Carbonic anhydrase 2 Kd = 59.0 nM 7.23 Inhibition of human carbonic anhydrase 2 at pH7 and 37 degC by isothermal titrat... 25358084
Carbonic anhydrase 2 Kd = 60.0 nM 7.22 Inhibition of human carbonic anhydrase 2 at pH7 and 37 degC by fluorescent therm... 25358084
Carbonic anhydrase 6 Kd = 95.0 nM 7.02 Inhibition of human carbonic anhydrase 6 at pH7 and 37 degC by fluorescent therm... 25358084

Literature References

PubMed DOI Target Context # Activities
25358084 10.1021/jm501003k Carbonic anhydrase 9 6
25358084 10.1021/jm501003k Carbonic anhydrase 12 4
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 12 3
25358084 10.1021/jm501003k Carbonic anhydrase 1 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 7 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 13 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 2 3
29466001 10.1021/acs.jmedchem.7b01408 Carbonic anhydrase 9 3
25358084 10.1021/jm501003k Carbonic anhydrase 13 3
25358084 10.1021/jm501003k Carbonic anhydrase 2 3
25358084 10.1021/jm501003k Carbonic anhydrase 7 2
25358084 10.1021/jm501003k Carbonic anhydrase 6 1
25358084 10.1021/jm501003k Carbonic anhydrase 14 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
25358084 10.1021/jm501003k Carbonic anhydrase 3 1

Data from ChEMBL 36 via Core Engine