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Compound Detail

CHEMBL23174

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NS(=O)(=O)c1ccc(CCNC(=O)c2cc3ccccc3oc2=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL23174
Phase Preclinical
Structure Type MOL
InChI Key HQMMKFBZUNKWAS-UHFFFAOYSA-N
8
Targets
12
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

372.4
MW (Da)
1.41
ALogP
5
HBA
2
HBD
119.5
PSA (Ų)
0.66
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H16N2O5S
MW 372.40
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.13

Activity Summary

Ki 12 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 2
CHEMBL205
 Ki 8.62 8.31 2.4 2
Carbonic anhydrase 12
CHEMBL3242
 Ki 8.05 8.05 9.0 1
Unchecked
CHEMBL612545
 Ki 7.75 5.8367 18.0 3
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 7.36 7.36 43.3 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 7.25 7.25 56.3 1
Carbonic anhydrase 1
CHEMBL261
 Ki 7.18 6.655 66.0 2
Carbonic anhydrase 7
CHEMBL2326
 Ki 7.03 7.03 93.1 1
Carbonic anhydrase 4
CHEMBL3729
 Ki 6.32 6.32 484.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 2 Ki = 2.4 nM 8.62 Inhibition of human recombinant CA2 assessed as inhibition constant incubated fo... 38436571
Carbonic anhydrase 12 Ki = 9.0 nM 8.05 Inhibition of human recombinant CA12 assessed as inhibition constant incubated f... 38436571
Carbonic anhydrase 2 Ki = 10.0 nM 8.0 Inhibition of human cytosolic isozyme Carbonic anhydrase II at 20 degree C 14971907
Unchecked Ki = 18.0 nM 7.75 Inhibition of murine mitochondrial isozyme Carbonic anhydrase V at 20 degrees C 14971907
Carbonic anhydrase 5A, mitochondrial Ki = 43.3 nM 7.36 Inhibition of human recombinant CA5A assessed as inhibition constant incubated f... 38436571
Carbonic anhydrase 5B, mitochondrial Ki = 56.3 nM 7.25 Inhibition of human recombinant CA5B assessed as inhibition constant incubated f... 38436571
Carbonic anhydrase 1 Ki = 66.0 nM 7.18 Inhibition of cloned human cytosolic isozyme Carbonic anhydrase I 14971907
Carbonic anhydrase 7 Ki = 93.1 nM 7.03 Inhibition of human recombinant CA7 assessed as inhibition constant incubated fo... 38436571
Carbonic anhydrase 4 Ki = 484.3 nM 6.32 Inhibition of human recombinant CA4 assessed as inhibition constant incubated fo... 38436571
Carbonic anhydrase 1 Ki = 740.1 nM 6.13 Inhibition of human recombinant CA1 assessed as inhibition constant incubated fo... 38436571
Unchecked Ki = 13169.0 nM 4.88 Inhibition of Plasmodium falciparum recombinant carbonic anhydrase 18805693
Unchecked Ki = 13169.0 nM 4.88 Inhibition of Plasmodium falciparum recombinant carbonic anhydrase 25466203

Literature References

PubMed DOI Target Context # Activities
14971907 10.1021/jm031057+ Unchecked 2
14971907 10.1021/jm031057+ Carbonic anhydrase 1 1
14971907 10.1021/jm031057+ Carbonic anhydrase 2 1
14971907 10.1021/jm031057+ Carbonic anhydrase 4 1
18805693 10.1016/j.bmcl.2008.09.030 Unchecked 1
18805693 10.1016/j.bmcl.2008.09.030 Plasmodium falciparum 1
25466203 10.1016/j.bmcl.2014.10.089 Unchecked 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 1 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 2 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 4 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 5A, mitochondrial 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 5B, mitochondrial 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 7 1
38436571 10.1021/acs.jmedchem.4c00045 Carbonic anhydrase 12 1
38436571 10.1021/acs.jmedchem.4c00045 Amine oxidase [flavin-containing] A 1
38436571 10.1021/acs.jmedchem.4c00045 Amine oxidase [flavin-containing] B 1

Data from ChEMBL 36 via Core Engine