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Compound Detail

CHEMBL186422

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O=c1ccc2ccccc2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL186422
Phase Preclinical
Structure Type MOL
InChI Key LISFMEBWQUVKPJ-UHFFFAOYSA-N
11
Targets
25
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

145.2
MW (Da)
1.53
ALogP
1
HBA
1
HBD
32.9
PSA (Ų)
0.60
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H7NO
MW 145.16
Aromatic Rings 2
Heavy Atoms 11
NP-Likeness -0.44

Activity Summary

Ki 24 meas. best 7.48
IC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 6
CHEMBL3025
 Ki 7.48 7.48 33.0 2
Carbonic anhydrase 14
CHEMBL3510
 Ki 7.44 7.44 36.0 2
Carbonic anhydrase 13
CHEMBL3912
 Ki 7.19 7.19 65.0 2
Carbonic anhydrase 9
CHEMBL3594
 Ki 7.09 7.09 82.0 3
Carbonic anhydrase 12
CHEMBL3242
 Ki 7.03 7.03 93.0 3
Carbonic anhydrase 4
CHEMBL3729
 Ki 6.44 6.44 360.0 2
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 6.39 6.39 410.0 2
Carbonic anhydrase 7
CHEMBL2326
 Ki 6.38 6.38 420.0 2
Carbonic anhydrase 3
CHEMBL2885
 Ki 6.24 6.24 570.0 2
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 6.12 6.12 750.0 2
Carbonic anhydrase 1
CHEMBL261
 Ki 5.21 5.21 6230.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 6 Ki = 33.0 nM 7.48 Inhibition of human recombinant carbonic anhydrase 6 preincubated for 15 mins to... 22365761
Carbonic anhydrase 6 Ki = 33.0 nM 7.48 Inhibition of human recombinant carbonic anhydrase 6 preincubated for 15 mins to... 22365761
Carbonic anhydrase 14 Ki = 36.0 nM 7.44 Inhibition of human recombinant carbonic anhydrase 14 preincubated for 15 mins t... 22365761
Carbonic anhydrase 14 Ki = 36.0 nM 7.44 Inhibition of human recombinant carbonic anhydrase 14 preincubated for 15 mins t... 22365761
Carbonic anhydrase 13 Ki = 65.0 nM 7.19 Inhibition of human recombinant carbonic anhydrase 13 preincubated for 15 mins t... 22365761
Carbonic anhydrase 13 Ki = 65.0 nM 7.19 Inhibition of human recombinant carbonic anhydrase 13 preincubated for 15 mins t... 22365761
Carbonic anhydrase 9 Ki = 82.0 nM 7.09 Inhibition of human recombinant carbonic anhydrase 9 preincubated for 15 mins to... 22365761
Carbonic anhydrase 9 Ki = 82.0 nM 7.09 Inhibition of human recombinant carbonic anhydrase 9 preincubated for 15 mins to... 22365761
Carbonic anhydrase 9 Ki = 82.0 nM 7.09 Inhibition of recombinant human carbonic anhydrase 9 incubated 15 mins prior to ... 30258546
Carbonic anhydrase 12 Ki = 93.0 nM 7.03 Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins t... 22365761
Carbonic anhydrase 12 Ki = 93.0 nM 7.03 Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins t... 22365761
Carbonic anhydrase 12 Ki = 93.0 nM 7.03 Inhibition of recombinant human carbonic anhydrase 12 incubated 15 mins prior to... 30258546
Carbonic anhydrase 4 Ki = 360.0 nM 6.44 Inhibition of human recombinant carbonic anhydrase 4 preincubated for 15 mins to... 22365761
Carbonic anhydrase 4 Ki = 360.0 nM 6.44 Inhibition of human recombinant carbonic anhydrase 4 preincubated for 15 mins to... 22365761
Carbonic anhydrase 5A, mitochondrial Ki = 410.0 nM 6.39 Inhibition of human recombinant carbonic anhydrase 5A preincubated for 15 mins t... 22365761
Carbonic anhydrase 5A, mitochondrial Ki = 410.0 nM 6.39 Inhibition of human recombinant carbonic anhydrase 5A preincubated for 15 mins t... 22365761
Carbonic anhydrase 7 Ki = 420.0 nM 6.38 Inhibition of human recombinant carbonic anhydrase 7 preincubated for 15 mins to... 22365761
Carbonic anhydrase 7 Ki = 420.0 nM 6.38 Inhibition of human recombinant carbonic anhydrase 7 preincubated for 15 mins to... 22365761
Carbonic anhydrase 3 Ki = 570.0 nM 6.24 Inhibition of human recombinant carbonic anhydrase 3 preincubated for 15 mins to... 22365761
Carbonic anhydrase 3 Ki = 570.0 nM 6.24 Inhibition of human recombinant carbonic anhydrase 3 preincubated for 15 mins to... 22365761

Literature References

PubMed DOI Target Context # Activities
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 2 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 14 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 13 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 9 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 12 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 4 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 5A, mitochondrial 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 7 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 3 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 5B, mitochondrial 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 1 2
22365761 10.1016/j.bmcl.2012.01.129 Carbonic anhydrase 6 2
31922756 10.1021/acs.jmedchem.9b01492 Neutrophil cytosol factor 1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
15481978 10.1021/jm049533z Tyrosine-protein kinase TEC 1
21189019 10.1021/jm101266s Tyrosinase 1
21189019 10.1021/jm101266s Lethal factor 1
21189019 10.1021/jm101266s Matrix metalloproteinase-9 1
21189019 10.1021/jm101266s 72 kDa type IV collagenase 1
21189019 10.1021/jm101266s Nitric oxide synthase, inducible 1

Data from ChEMBL 36 via Core Engine