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Compound Detail

CHEMBL27601

BENZENESULFONAMIDE
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NS(=O)(=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27601
Name BENZENESULFONAMIDE
Phase Preclinical
Structure Type MOL
InChI Key KHBQMWCZKVMBLN-UHFFFAOYSA-N
13
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

157.2
MW (Da)
0.33
ALogP
2
HBA
1
HBD
60.2
PSA (Ų)
0.64
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C6H7NO2S
MW 157.19
Aromatic Rings 1
Heavy Atoms 10
NP-Likeness -1.57

Activity Summary

Ki 18 meas. best 6.75
Kd 9 meas. best 6.08
IC50 2 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 2
CHEMBL2283
 Ki 6.75 5.935 177.8 2
Carbonic anhydrase 2
CHEMBL205
 Ki 6.52 6.02 305.0 4
Carbonic anhydrase 2
CHEMBL1697676
 Ki 6.13 6.13 746.0 1
Carbonic anhydrase 2
CHEMBL205
 Kd 6.08 5.915 839.0 2
Carbonic anhydrase 4
CHEMBL3729
 Ki 5.95 5.95 1120.0 1
Carbonic anhydrase
CHEMBL2095180
 IC50 5.7 5.7 2000.0 1
Carbonic anhydrase
CHEMBL5337
 Ki 5.63 5.63 2360.0 1
Carbonic anhydrase 6
CHEMBL3025
 Ki 5.53 5.53 2970.0 1
Unchecked
CHEMBL612545
 Ki 5.34 5.2033 4530.0 3
Carbonic anhydrase 7
CHEMBL2326
 Kd 5.18 5.18 6670.0 1
Carbonic anhydrase 1
CHEMBL261
 Kd 5.15 5.15 7140.0 1
Unchecked
CHEMBL612545
 IC50 5.04 5.04 9200.0 1
Carbonic anhydrase 13
CHEMBL3912
 Kd 5.0 5.0 10000.0 1
Carbonic anhydrase 1
CHEMBL261
 Ki 4.91 4.655 12360.0 2
Carbonic anhydrase 12
CHEMBL3242
 Kd 4.9 4.9 12500.0 1
Platelet-activating factor acetylhydrolase
CHEMBL3514
 Kd 2.47 2.47 3400000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 2 Ki = 177.83 nM 6.75 Binding affinity to bovine carbonic anhydrase 2 21130650
Carbonic anhydrase 2 Ki = 305.0 nM 6.52 Inhibition of human carbonic anhydrase 2 preincubated for 15 mins measured for 1... 22424239
Carbonic anhydrase 2 Ki = 430.0 nM 6.37 Inhibition of human carbonic anhydrase 2 esterase activity using 4-nitrophenylac... 22230050
Carbonic anhydrase 2 Ki = 746.0 nM 6.13 Inhibition of Cryptococcus neoformans Can2 preincubated for 15 mins measured for... 22424239
Carbonic anhydrase 2 Kd = 839.0 nM 6.08 Binding affinity to carbonic anhydrase-2 (unknown origin) -
Carbonic anhydrase 2 Ki = 1103.0 nM 5.96 Inhibition of cytosolic carbonic anhydrase 2 esterase activity isolated from hum... 26534780
Carbonic anhydrase 4 Ki = 1120.0 nM 5.95 Inhibition of human carbonic anhydrase 4 esterase activity using 4-nitrophenylac... 22230050
Carbonic anhydrase 2 Kd = 1790.0 nM 5.75 Binding affinity to human recombinant CA2 at 37 degC and pH 7.0 by thermal shift... 23394791
Carbonic anhydrase IC50 = 2000.0 nM 5.7 In vitro inhibition of crude dog red blood cell carbonic anhydrase 8340917
Carbonic anhydrase Ki = 2360.0 nM 5.63 Inhibition of Candida albicans CaNce103 preincubated for 15 mins measured for 10... 22424239
Carbonic anhydrase 6 Ki = 2970.0 nM 5.53 Inhibition of human carbonic anhydrase 6 esterase activity using 4-nitrophenylac... 22230050
Unchecked Ki = 4530.0 nM 5.34 Inhibition of GST-tagged Malassezia globosa ATCC 96807/CBS 7966 MG-CA expressed ... 22424239
Carbonic anhydrase 2 Ki = 5870.0 nM 5.23 Inhibition of human esterase activity of carbonic anhydrase 2 using 4-nitropheny... 22974493
Unchecked Ki = 6165.95 nM 5.21 Inhibitory activity against carbonic anhydrase 15482943
Carbonic anhydrase 7 Kd = 6670.0 nM 5.18 Binding affinity to human recombinant CA7 at 37 degC and pH 7.0 by thermal shift... 23394791
Carbonic anhydrase 1 Kd = 7140.0 nM 5.15 Binding affinity to human recombinant CA1 at 37 degC and pH 7.0 by thermal shift... 23394791
Carbonic anhydrase 2 Ki = 7585.78 nM 5.12 Binding affinity to bovine carbonic anhydrase 2 21130650
Unchecked Ki = 8664.0 nM 5.06 Inhibition of sheep kidney esterase activity of carbonic anhydrase using 4-nitro... 22974493
Unchecked IC50 = 9200.0 nM 5.04 Inhibition of Carbonic anhydrase (unknown origin) 36170566
Carbonic anhydrase 13 Kd = 10000.0 nM 5.0 Binding affinity to human recombinant CA13 at 37 degC and pH 7.0 by thermal shif... 23394791

Literature References

PubMed DOI Target Context # Activities
26700575 10.1021/acs.jmedchem.5b01643 Carbonic anhydrase 2 4
423173 10.1021/jm00187a025 Unchecked 3
22424239 10.1021/jm300203r NON-PROTEIN TARGET 2
22424239 10.1021/jm300203r Carbonic anhydrase 2 2
894678 10.1021/jm00218a017 No relevant target 2
27167608 10.1021/acs.jmedchem.6b00212 Platelet-activating factor acetylhydrolase 2
21130650 10.1016/j.bmcl.2010.11.050 Carbonic anhydrase 2 2
11754587 10.1021/jm010289a No relevant target 2
15686888 10.1016/j.bmcl.2004.12.056 No relevant target 1
22230050 10.1016/j.bmcl.2011.12.069 Carbonic anhydrase 4 1
36105338 10.1021/acsmedchemlett.2c00256 Glutaminyl-peptide cyclotransferase 1
15482943 10.1016/j.bmcl.2004.08.051 No relevant target 1
15482943 10.1016/j.bmcl.2004.08.051 Unchecked 1
15482943 10.1016/j.bmcl.2004.08.051 ADMET 1
15686889 10.1016/j.bmcl.2004.12.057 No relevant target 1
15686889 10.1016/j.bmcl.2004.12.057 ADMET 1
10602702 10.1021/jm9910728 Carbonic anhydrase 1
2709382 10.1021/jm00125a005 Carbonic anhydrase 1
3882967 10.1021/jm00381a013 No relevant target 1
8340917 10.1021/jm00067a012 Carbonic anhydrase 1

Data from ChEMBL 36 via Core Engine