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Compound Detail

CHEMBL550572

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O=C(/C=C/c1ccc(O)cc1)C[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL550572
Phase Preclinical
Structure Type MOL
InChI Key CRGUBQLNLWTCPK-UDKWCLLRSA-N
10
Targets
13
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

324.3
MW (Da)
-0.79
ALogP
7
HBA
5
HBD
127.5
PSA (Ų)
0.45
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 C16H20O7
MW 324.33
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness 1.47

Activity Summary

Ki 13 meas. best 6.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 6.89 6.1 130.0 3
Carbonic anhydrase 1
CHEMBL261
 Ki 5.43 5.43 3700.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 5.36 5.36 4400.0 1
Carbonic anhydrase 14
CHEMBL3510
 Ki 5.15 5.15 7100.0 1
Carbonic anhydrase 4
CHEMBL3729
 Ki 5.15 5.15 7100.0 1
Carbonic anhydrase 9
CHEMBL3594
 Ki 5.09 5.09 8200.0 1
Carbonic anhydrase 7
CHEMBL2326
 Ki 5.07 5.07 8500.0 1
Carbonic anhydrase 13
CHEMBL3912
 Ki 5.07 5.07 8600.0 1
Carbonic anhydrase 2
CHEMBL205
 Ki 5.06 5.06 8800.0 2
Carbonic anhydrase 12
CHEMBL3242
 Ki 5.06 5.06 8700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 130.0 nM 6.89 Inhibition of Mycobacterium tuberculosis Rv3588c beta-carbonic anhydrase by stop... 23265903
Unchecked Ki = 930.0 nM 6.03 Inhibition of Mycobacterium tuberculosis Rv1284 beta-carbonic anhydrase by stopp... 23265903
Carbonic anhydrase 1 Ki = 3700.0 nM 5.43 Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by CO2 hydrati... 23010455
Unchecked Ki = 4130.0 nM 5.38 Inhibition of Mycobacterium tuberculosis Rv3273 beta-carbonic anhydrase by stopp... 23265903
Carbonic anhydrase 5A, mitochondrial Ki = 4400.0 nM 5.36 Inhibition of human carbonic anhydrase 5A preincubated for 15 mins by CO2 hydrat... 23010455
Carbonic anhydrase 14 Ki = 7100.0 nM 5.15 Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by CO2 hydrat... 23010455
Carbonic anhydrase 4 Ki = 7100.0 nM 5.15 Inhibition of human carbonic anhydrase 4 preincubated for 15 mins by CO2 hydrati... 23010455
Carbonic anhydrase 9 Ki = 8200.0 nM 5.09 Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydrati... 23010455
Carbonic anhydrase 13 Ki = 8600.0 nM 5.07 Inhibition of human carbonic anhydrase 13 preincubated for 15 mins by CO2 hydrat... 23010455
Carbonic anhydrase 7 Ki = 8500.0 nM 5.07 Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by CO2 hydrati... 23010455
Carbonic anhydrase 2 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 2 by stopped flow assay 23265903
Carbonic anhydrase 12 Ki = 8700.0 nM 5.06 Inhibition of human carbonic anhydrase 12 preincubated for 15 mins by CO2 hydrat... 23010455
Carbonic anhydrase 2 Ki = 8800.0 nM 5.06 Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrati... 23010455

Literature References

PubMed DOI Target Context # Activities
23265903 10.1016/j.bmcl.2012.11.085 Mycobacterium tuberculosis 3
23265903 10.1016/j.bmcl.2012.11.085 Unchecked 3
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 9 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 1 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 2 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 3 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 4 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 5A, mitochondrial 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 5B, mitochondrial 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 6 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 7 1
19362832 10.1016/j.bmcl.2009.03.136 Acidic alpha-glucosidase 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 12 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 13 1
23010455 10.1016/j.bmc.2012.09.002 Carbonic anhydrase 14 1
23265903 10.1016/j.bmcl.2012.11.085 Carbonic anhydrase 2 1
19362832 10.1016/j.bmcl.2009.03.136 Glycogen phosphorylase, liver form 1
19362832 10.1016/j.bmcl.2009.03.136 Glucose-6-phosphatase catalytic subunit 1 1

Data from ChEMBL 36 via Core Engine