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Compound Detail

CHEMBL601464

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O=C(Cc1ccc(O)c(Cl)c1)NCCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL601464
Phase Preclinical
Structure Type MOL
InChI Key RKDFOLFWZFYJCY-UHFFFAOYSA-N
7
Targets
7
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

289.8
MW (Da)
2.95
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.89
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 C16H16ClNO2
MW 289.76
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.74

Activity Summary

Ki 6 meas. best 6.1
IC50 1 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-carbonic anhydrase 1
CHEMBL5631
 Ki 6.1 6.1 800.0 1
Carbonic anhydrase 2
CHEMBL1697676
 Ki 6.09 6.09 810.0 1
Carbonic anhydrase
CHEMBL5337
 Ki 6.03 6.03 930.0 1
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)
CHEMBL5767
 Ki 6.01 6.01 970.0 1
17-beta-hydroxysteroid dehydrogenase type 2
CHEMBL2789
 IC50 5.8 5.8 1570.0 1
Carbonic anhydrase 1
CHEMBL261
 Ki 5.02 5.02 9600.0 1
Carbonic anhydrase 2
CHEMBL205
 Ki 5.01 5.01 9800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-carbonic anhydrase 1 Ki = 800.0 nM 6.1 Inhibition of Mycobacterium tuberculosis recombinant Rv1284 beta-carbonic anhydr... 21332115
Carbonic anhydrase 2 Ki = 810.0 nM 6.09 Inhibition of Cryptococcus neoformans recombinant Can2 beta-carbonic anhydrase a... 21332115
Carbonic anhydrase Ki = 930.0 nM 6.03 Inhibition of Candida albicans recombinant Nce103 beta-carbonic anhydrase after ... 21332115
PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) Ki = 970.0 nM 6.01 Inhibition of Mycobacterium tuberculosis recombinant Rv3273 beta-carbonic anhydr... 21332115
17-beta-hydroxysteroid dehydrogenase type 2 IC50 = 1570.0 nM 5.8 Inhibition of human 17beta-HSD2 expressed in HEK293 cell lysates incubated for 1... 28319389
Carbonic anhydrase 1 Ki = 9600.0 nM 5.02 Inhibition of human recombinant alpha-carbonic anhydrase 1 after 15 mins by stop... 21332115
Carbonic anhydrase 2 Ki = 9800.0 nM 5.01 Inhibition of human recombinant alpha-carbonic anhydrase 2 after 15 mins by stop... 21332115

Literature References

PubMed DOI Target Context # Activities
21332115 10.1021/jm1013242 Unchecked 8
19962903 10.1016/j.bmc.2009.11.021 Unchecked 4
21332115 10.1021/jm1013242 Carbonic anhydrase 2 2
28319389 10.1021/acs.jnatprod.6b00950 Unchecked 1
28319389 10.1021/acs.jnatprod.6b00950 17-beta-hydroxysteroid dehydrogenase type 1 1
28319389 10.1021/acs.jnatprod.6b00950 17-beta-hydroxysteroid dehydrogenase type 2 1
25803573 10.1021/np500856u Trypanosoma brucei brucei 1
25803573 10.1021/np500856u LNCaP 1
25803573 10.1021/np500856u Plasmodium falciparum 1
21332115 10.1021/jm1013242 Carbonic anhydrase 1 1
21332115 10.1021/jm1013242 Carbonic anhydrase 1
21332115 10.1021/jm1013242 Beta-carbonic anhydrase 1 1
21332115 10.1021/jm1013242 PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 1 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 2 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 5A, mitochondrial 1
19962903 10.1016/j.bmc.2009.11.021 Carbonic anhydrase 5B, mitochondrial 1

Data from ChEMBL 36 via Core Engine