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Compound Detail

CHEMBL17

DICHLORPHENAMIDE
💊 Approved Drug
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💊 Approved Drug
NS(=O)(=O)c1cc(Cl)c(Cl)c(S(N)(=O)=O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL17
Name DICHLORPHENAMIDE
Phase Approved
Structure Type MOL
InChI Key GJQPMPFPNINLKP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Daranide Dichlorphenamide Diclofenamida Diclofenamide Keveyis Oratrol
30
Targets
393
Activities
2
Assay Types
0
PK Parameters
20
Publications
6
Known Names
4
Indications
4
Mechanisms

Molecular Properties

305.2
MW (Da)
0.29
ALogP
4
HBA
2
HBD
120.3
PSA (Ų)
0.82
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1958
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C6H6Cl2N2O4S2
MW 305.16
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -1.56

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Carbonic anhydrase I inhibitor INHIBITOR Carbonic anhydrase 1 ✓ ✓
Carbonic anhydrase II inhibitor INHIBITOR Carbonic anhydrase 2 ✓ ✓
Carbonic anhydrase XII inhibitor INHIBITOR Carbonic anhydrase 12 ✓ ✓
Carbonic anhydrase IV inhibitor INHIBITOR Carbonic anhydrase 4 ✓ ✓

Indications

Glaucoma Hypokalemic Periodic Paralysis Myotonic Disorders Paralysis, Hyperkalemic Periodic

ATC Classification

S01EC02
diclofenamide
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 382 meas. best 8.22
IC50 11 meas. best 7.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 7
CHEMBL2326
 Ki 8.22 7.6714 6.0 7
Carbonic anhydrase 2
CHEMBL205
 Ki 8.1 7.4179 8.0 92
Unchecked
CHEMBL612545
 Ki 8.07 6.3891 8.5 44
Carbonate dehydratase
CHEMBL3745586
 Ki 8.07 8.07 8.5 1
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 7.68 7.5733 21.0 6
Carbonic anhydrase 13
CHEMBL2186
 Ki 7.64 7.34 23.0 6
Carbonic anhydrase 13
CHEMBL3912
 Ki 7.64 7.64 23.0 1
Carbonic anhydrase, alpha family
CHEMBL3621035
 Ki 7.61 7.61 24.8 1
Carbonic anhydrase 1
CHEMBL261
 Ki 7.6 5.9624 25.0 87
Carbonic anhydrase 9
CHEMBL3594
 Ki 7.47 7.3053 34.0 45
Carbonic anhydrase 2
CHEMBL205
 IC50 7.42 7.408 38.0 5
Carbonic anhydrase 1
CHEMBL261
 IC50 7.42 6.42 38.0 3
Carbonic anhydrase 12
CHEMBL3242
 Ki 7.3 7.2979 50.0 24
Carbonic anhydrase 9
CHEMBL3594
 IC50 7.3 7.3 50.0 1
Astrosclerin-3
CHEMBL1944499
 Ki 7.21 7.21 62.0 1
Carbonic anhydrase
CHEMBL1649055
 Ki 7.1 7.1 79.0 1
Carbonic anhydrase 6
CHEMBL3025
 Ki 7.1 7.0617 79.0 6
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 7.09 6.3483 81.0 6
Carbonic anhydrase 15
CHEMBL5973
 Ki 7.02 7.02 95.0 2
Carbonic anhydrase 4
CHEMBL3729
 Ki 7.02 5.185 95.0 6
Carbonic anhydrase
CHEMBL5931
 Ki 6.99 6.99 103.0 1
Carbonic anhydrase
CHEMBL6185
 Ki 6.95 6.95 112.0 1
Carbonic anhydrase
CHEMBL3932
 Ki 6.82 6.77 150.0 2
Carbonic anhydrase 14
CHEMBL3510
 Ki 6.46 6.3878 345.0 9
Carbonic anhydrase
CHEMBL4211
 Ki 6.44 6.43 363.0 2
Carbonic anhydrase 4
CHEMBL281
 IC50 6.42 6.42 380.0 2
Carbonic anhydrase 4
CHEMBL281
 Ki 6.42 6.42 380.0 13
Alpha carbonic anhydrase
CHEMBL1075028
 Ki 6.37 6.37 431.0 2
Delta carbonic anhydrase
CHEMBL3097982
 Ki 6.34 6.34 458.0 1
AGAP002992-PA
CHEMBL3399914
 Ki 6.2 6.2 630.0 1
Beta-carbonic anhydrase 1
CHEMBL5631
 Ki 6.06 6.06 872.0 1
Carbonic anhydrase
CHEMBL5337
 Ki 6.04 6.04 909.0 3
Carbonic anhydrase 2
CHEMBL1697676
 Ki 5.92 5.92 1203.0 2
Carbonic anhydrase 2
CHEMBL6068
 Ki 5.7 5.7 2010.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 7 Ki = 6.0 nM 8.22 Inhibition of human full length carbonic anhydrase 7 by stopped flow CO2 hydrase... 18359629
Carbonic anhydrase 2 Ki = 8.0 nM 8.1 Inhibitory potency against human cloned Carbonic anhydrase II expressed in Esche... 15603956
Unchecked Ki = 8.5 nM 8.07 Inhibition of Sulfurihydrogenibium yellowstonense YO3AOP1 recombinant carbonic a... 22883029
Carbonate dehydratase Ki = 8.5 nM 8.07 Inhibition of recombinant Sulfurihydrogenibium yellowstonense YO3AOP1 carbonic a... 26691758
Carbonic anhydrase 2 Ki = 9.0 nM 8.05 Inhibition of human full length carbonic anhydrase 2 by stopped flow CO2 hydrase... 18359629
Carbonic anhydrase 5B, mitochondrial Ki = 21.0 nM 7.68 Inhibition of human recombinant CA5B mitochondrial isoform by stopped-flow CO2 h... 21300547
Carbonic anhydrase 5B, mitochondrial Ki = 21.0 nM 7.68 Inhibition of human carbonic anhydrase 5B by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 5B, mitochondrial Ki = 21.0 nM 7.68 Inhibitory activity against human recombinant mitochondrial isozyme CA VB 16302824
Carbonic anhydrase 5B, mitochondrial Ki = 21.0 nM 7.68 Inhibition of human cloned CA5B by stopped-flow CO2 hydration method 17125255
Carbonic anhydrase 5B, mitochondrial Ki = 21.0 nM 7.68 Inhibition of human carbonic anhydrase 5B 17475500
Carbonic anhydrase 13 Ki = 23.0 nM 7.64 Inhibition of human recombinant cytosolic carbonic anhydrase 13 preincubated for... 21620713
Carbonic anhydrase 13 Ki = 23.0 nM 7.64 Inhibition of mouse carbonic anhydrase 13 by stopped flow CO2 hydration method 20590092
Carbonic anhydrase 13 Ki = 23.0 nM 7.64 Inhibition of mouse carbonic anhydrase 13 17475500
Carbonic anhydrase 13 Ki = 23.0 nM 7.64 Inhibition of murine CA13 by stopped-flow CO2 hydration method 17125255
Carbonic anhydrase 13 Ki = 23.0 nM 7.64 Ki value against murine carbonic anhydrase XIII 15686895
Carbonic anhydrase 13 Ki = 23.0 nM 7.64 Inhibitory activity against murine carbonic anhydrase XIII (mCA XIII) by using C... 15203157
Carbonic anhydrase, alpha family Ki = 24.8 nM 7.61 Inhibition of recombinant Thiomicrospira crunogena XCL-2 carbonic anhydrase by s... 26691758
Carbonic anhydrase 1 Ki = 25.0 nM 7.6 Inhibitory potency against human cloned Carbonic anhydrase I expressed in Escher... 15603956
Carbonic anhydrase 7 Ki = 26.5 nM 7.58 Ki value against human carbonic anhydrase VII 15686895
Carbonic anhydrase 7 Ki = 26.0 nM 7.58 Inhibition of human recombinant cytosolic carbonic anhydrase 7 preincubated for ... 21620713

Literature References

PubMed DOI Target Context # Activities
26145821 10.1016/j.bmc.2015.06.050 Unchecked 8
26832216 10.1016/j.bmcl.2016.01.023 Unchecked 4
25913118 10.1016/j.bmcl.2015.04.007 Unchecked 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
21470859 10.1016/j.bmcl.2011.03.055 Unchecked 4
21852133 10.1016/j.bmcl.2011.07.090 Unchecked 4
25773015 10.1016/j.bmc.2015.02.045 Unchecked 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
15546717 10.1016/j.bmcl.2004.09.085 Carbonic anhydrase 3
26174556 10.1016/j.bmcl.2015.06.079 Unchecked 3
24792813 10.1016/j.bmc.2014.04.006 Unchecked 3
25129169 10.1016/j.bmc.2014.07.048 Unchecked 3
17540563 10.1016/j.bmcl.2007.05.045 Unchecked 3
22424239 10.1021/jm300203r Carbonic anhydrase 2 2
19846301 10.1016/j.bmcl.2009.10.009 Carbonic anhydrase 2 2
24314394 10.1016/j.bmcl.2013.11.021 Unchecked 2
21757360 10.1016/j.bmc.2011.06.038 Unchecked 2
22883029 10.1016/j.bmc.2012.07.024 Unchecked 2
24316122 10.1016/j.bmcl.2013.11.030 Unchecked 2
22424239 10.1021/jm300203r NON-PROTEIN TARGET 2

Data from ChEMBL 36 via Core Engine