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Compound Detail

CHEMBL521690

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COc1cccc(-c2c(C(=O)N[n+]3c(C)cc(C)cc3C)[nH]c3ccc(S(N)(=O)=O)cc23)c1.[O-][Cl+3]([O-])([O-])[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL521690
Phase Preclinical
Structure Type MOL
InChI Key QUVRQVCYBQIILJ-UHFFFAOYSA-N
Parent Compound CHEMBL1187797
Active Moiety CHEMBL1187797
6
Targets
6
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

465.6
MW (Da)
3.09
ALogP
4
HBA
3
HBD
118.2
PSA (Ų)
0.39
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 C24H25ClN4O8S
MW 565.00
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -0.79

Activity Summary

Ki 6 meas. best 9.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 1
CHEMBL261
 Ki 9.04 9.04 0.9 1
Carbonic anhydrase 2
CHEMBL205
 Ki 8.74 8.74 1.8 1
Unchecked
CHEMBL612545
 Ki 8.08 8.08 8.3 1
Beta-carbonic anhydrase 1
CHEMBL5631
 Ki 8.07 8.07 8.6 1
Carbonic anhydrase
CHEMBL5337
 Ki 6.92 6.92 119.0 1
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)
CHEMBL5767
 Ki 5.55 5.55 2840.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 1 Ki = 0.92 nM 9.04 Inhibition of human recombinant CA1 by stopped flow CO2 hydration assay 19438226
Carbonic anhydrase 2 Ki = 1.8 nM 8.74 Inhibition of human recombinant CA2 by stopped flow CO2 hydration assay 19438226
Unchecked Ki = 8.3 nM 8.08 inhibition of Cryptococcus neoformans recombinant Can2 after 15 mins by stopped-... 20299219
Beta-carbonic anhydrase 1 Ki = 8.6 nM 8.07 Inhibition of Mycobacterium tuberculosis recombinant carbonic anhydrase Rv1284 b... 19438226
Carbonic anhydrase Ki = 119.0 nM 6.92 inhibition of Candida albicans recombinant Nce103 after 15 mins by stopped-flow ... 20299219
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Ki = 2840.0 nM 5.55 Inhibition of Mycobacterium tuberculosis recombinant carbonic anhydrase Rv3273 b... 19438226

Literature References

PubMed DOI Target Context # Activities
19438226 10.1021/jm9004016 Carbonic anhydrase 2 1
19438226 10.1021/jm9004016 Carbonic anhydrase 1 1
19438226 10.1021/jm9004016 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 1
19438226 10.1021/jm9004016 Beta-carbonic anhydrase 1 1
19410461 10.1016/j.bmcl.2009.04.068 Carbonic anhydrase 1 1
19410461 10.1016/j.bmcl.2009.04.068 Carbonic anhydrase 2 1
19410461 10.1016/j.bmcl.2009.04.068 Carbonic anhydrase 9 1
19410461 10.1016/j.bmcl.2009.04.068 Carbonic anhydrase 12 1
20299219 10.1016/j.bmcl.2010.02.103 Unchecked 1
20299219 10.1016/j.bmcl.2010.02.103 Carbonic anhydrase 1

Data from ChEMBL 36 via Core Engine