Compound Detail

CHEMBL2323136

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CC(=O)OC[C@H]1O[C@@H](CC(=O)/C=C/c2cccc(O)c2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2323136
Phase	Preclinical
Structure Type	MOL
InChI Key	AABXXZMFZZDFMA-OJAPUXPCSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

492.5

MW (Da)

1.49

ALogP

HBA

HBD

151.7

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H28O11
MW	492.48
Aromatic Rings	1
Heavy Atoms	35
NP-Likeness	1.22

Activity Summary

Ki 15 meas. best 6.06

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	6.06	5.43	870.0	3
Carbonic anhydrase 9 CHEMBL3594	Ki	5.48	5.48	3300.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.41	5.41	3900.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	5.34	5.34	4600.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.29	5.29	5100.0	1
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	5.16	5.16	6900.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.15	5.15	7100.0	2
Carbonic anhydrase 7 CHEMBL2326	Ki	5.15	5.15	7100.0	1
Carbonic anhydrase 13 CHEMBL3912	Ki	5.14	5.14	7200.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	5.11	5.11	7700.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	5.11	5.11	7800.0	1
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	5.02	5.02	9500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	870.0	nM	6.06	Inhibition of Mycobacterium tuberculosis Rv3588c beta-carbonic anhydrase by stop...	23265903
Carbonic anhydrase 9	Ki	=	3300.0	nM	5.48	Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydrati...	23010455
Unchecked	Ki	=	3800.0	nM	5.42	Inhibition of Mycobacterium tuberculosis Rv1284 beta-carbonic anhydrase by stopp...	23265903
Carbonic anhydrase 12	Ki	=	3900.0	nM	5.41	Inhibition of human carbonic anhydrase 12 preincubated for 15 mins by CO2 hydrat...	23010455
Carbonic anhydrase 14	Ki	=	4600.0	nM	5.34	Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by CO2 hydrat...	23010455
Carbonic anhydrase 1	Ki	=	5100.0	nM	5.29	Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by CO2 hydrati...	23010455
Carbonic anhydrase 5B, mitochondrial	Ki	=	6900.0	nM	5.16	Inhibition of human carbonic anhydrase 5B preincubated for 15 mins by CO2 hydrat...	23010455
Carbonic anhydrase 2	Ki	=	7100.0	nM	5.15	Inhibition of human carbonic anhydrase 2 by stopped flow assay	23265903
Carbonic anhydrase 7	Ki	=	7100.0	nM	5.15	Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by CO2 hydrati...	23010455
Carbonic anhydrase 2	Ki	=	7100.0	nM	5.15	Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydrati...	23010455
Carbonic anhydrase 13	Ki	=	7200.0	nM	5.14	Inhibition of human carbonic anhydrase 13 preincubated for 15 mins by CO2 hydrat...	23010455
Carbonic anhydrase 6	Ki	=	7700.0	nM	5.11	Inhibition of human carbonic anhydrase 6 preincubated for 15 mins by CO2 hydrati...	23010455
Carbonic anhydrase 4	Ki	=	7800.0	nM	5.11	Inhibition of human carbonic anhydrase 4 preincubated for 15 mins by CO2 hydrati...	23010455
Carbonic anhydrase 5A, mitochondrial	Ki	=	9500.0	nM	5.02	Inhibition of human carbonic anhydrase 5A preincubated for 15 mins by CO2 hydrat...	23010455
Unchecked	Ki	=	15600.0	nM	4.81	Inhibition of Mycobacterium tuberculosis Rv3273 beta-carbonic anhydrase by stopp...	23265903

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
23265903	10.1016/j.bmcl.2012.11.085	Carbonic anhydrase 2	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 14	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 13	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 12	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 9	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 7	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 6	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 5B, mitochondrial	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 5A, mitochondrial	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 4	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 3	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 2	1
23010455	10.1016/j.bmc.2012.09.002	Carbonic anhydrase 1	1

Data from ChEMBL 36 via Core Engine