Compound Detail

CHEMBL2019143

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COc1ccc(-c2c(N)oc3ccc(Cl)cc3c2=O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2019143
Phase	Preclinical
Structure Type	MOL
InChI Key	JMFKAVBWAOETEV-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

301.7

MW (Da)

3.70

ALogP

HBA

HBD

65.5

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H12ClNO3
MW	301.73
Aromatic Rings	3
Heavy Atoms	21
NP-Likeness	-0.31

Activity Summary

Ki 13 meas. best 5.78

IC50 2 meas. best 5.44

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 15 CHEMBL5973	Ki	5.78	5.78	1650.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.7	5.7	2010.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.65	5.65	2260.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	5.62	5.62	2410.0	1
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	5.59	5.59	2580.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	5.55	5.55	2830.0	1
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	5.55	5.55	2820.0	1
Carbonic anhydrase 2 CHEMBL205	IC50	5.44	5.44	3660.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	5.44	5.44	3600.0	1
Carbonic anhydrase 3 CHEMBL2885	Ki	5.34	5.34	4580.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.19	5.19	6490.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	5.17	5.17	6750.0	1
Carbonic anhydrase 13 CHEMBL3912	Ki	5.11	5.11	7850.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	5.05	5.05	8950.0	1
Carbonic anhydrase 1 CHEMBL261	IC50	5.02	5.02	9560.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 15	Ki	=	1650.0	nM	5.78	Inhibition of mouse carbonic anhydrase 15 preincubated for 15 mins by stopped fl...	22487176
Carbonic anhydrase 2	Ki	=	2010.0	nM	5.7	Inhibition of cytosolic human carbonic anhydrase 2 preincubated for 15 mins by s...	22487176
Carbonic anhydrase 1	Ki	=	2260.0	nM	5.65	Inhibition of cytosolic human carbonic anhydrase 1 preincubated for 15 mins by s...	22487176
Carbonic anhydrase 9	Ki	=	2410.0	nM	5.62	Inhibition of transmembrane tumor-associated human carbonic anhydrase 9 preincub...	22487176
Carbonic anhydrase 5A, mitochondrial	Ki	=	2580.0	nM	5.59	Inhibition of human carbonic anhydrase 5a preincubated for 15 mins by stopped fl...	22487176
Carbonic anhydrase 5B, mitochondrial	Ki	=	2820.0	nM	5.55	Inhibition of human carbonic anhydrase 5b preincubated for 15 mins by stopped fl...	22487176
Carbonic anhydrase 14	Ki	=	2830.0	nM	5.55	Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by stopped fl...	22487176
Carbonic anhydrase 2	IC50	=	3660.0	nM	5.44	Inhibition of cytosolic human carbonic anhydrase 2 preincubated for 15 mins by s...	22487176
Carbonic anhydrase 4	Ki	=	3600.0	nM	5.44	Inhibition of human carbonic anhydrase 4 preincubated for 15 mins by stopped flo...	22487176
Carbonic anhydrase 3	Ki	=	4580.0	nM	5.34	Inhibition of human carbonic anhydrase 3 preincubated for 15 mins by stopped flo...	22487176
Carbonic anhydrase 12	Ki	=	6490.0	nM	5.19	Inhibition of transmembrane tumor-associated human carbonic anhydrase 12 preincu...	22487176
Carbonic anhydrase 7	Ki	=	6750.0	nM	5.17	Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by stopped flo...	22487176
Carbonic anhydrase 13	Ki	=	7850.0	nM	5.11	Inhibition of human carbonic anhydrase 13 preincubated for 15 mins by stopped fl...	22487176
Carbonic anhydrase 6	Ki	=	8950.0	nM	5.05	Inhibition of human carbonic anhydrase 6 preincubated for 15 mins by stopped flo...	22487176
Carbonic anhydrase 1	IC50	=	9560.0	nM	5.02	Inhibition of cytosolic human carbonic anhydrase 1 preincubated for 15 mins by s...	22487176

Literature References

PubMed	DOI	Target Context	# Activities
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 1	2
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 2	2
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 9	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 12	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 3	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 4	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 5B, mitochondrial	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 6	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 7	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 13	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 14	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 15	1
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 5A, mitochondrial	1

Data from ChEMBL 36 via Core Engine