Compound Detail

CHEMBL387536

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O=C(O)c1cc(-c2ccccc2)cc(Br)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL387536
Phase	Preclinical
Structure Type	MOL
InChI Key	XVZSXNULHSIRCQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

293.1

MW (Da)

3.52

ALogP

HBA

HBD

57.5

PSA (Å²)

0.89

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C13H9BrO3
MW	293.12
Aromatic Rings	2
Heavy Atoms	17
NP-Likeness	-0.03

Activity Summary

Ki 9 meas. best 8.4

IC50 3 meas. best 6.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aldo-keto reductase family 1 member C1 CHEMBL5905	Ki	8.4	7.996	4.0	5
Aldo-keto reductase family 1 member C2 CHEMBL5847	Ki	7.06	7.06	87.0	2
Aldo-keto reductase family 1 member C1 CHEMBL5905	IC50	6.34	6.34	460.0	2
Aldo-keto reductase family 1 member C3 CHEMBL4681	Ki	5.38	5.38	4200.0	1
Aldo-keto reductase family 1 member C4 CHEMBL4999	Ki	4.74	4.74	18200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aldo-keto reductase family 1 member C1	Ki	=	4.0	nM	8.4	Inhibition of human recombinant 20-alpha HSD expressed in Escherichia coli JM109	19397269
Aldo-keto reductase family 1 member C1	Ki	=	4.1	nM	8.39	Inhibition of human wild type AKR1C1 dehydrogenase activity by fluorometric assa...	20850205
Aldo-keto reductase family 1 member C1	Ki	=	4.1	nM	8.39	Inhibition of human recombinant AKR1C1 assessed as 1-acenaphthenol oxidation at ...	22881866
Aldo-keto reductase family 1 member C1	Ki	=	14.0	nM	7.85	Inhibition of human AKR1C1 Leu308Val mutant dehydrogenase activity by fluorometr...	20850205
Aldo-keto reductase family 1 member C2	Ki	=	87.0	nM	7.06	Inhibition of human recombinant type 3 3-alpha-HSD expressed in Escherichia coli...	19397269
Aldo-keto reductase family 1 member C2	Ki	=	87.0	nM	7.06	Inhibition of human AKR1C2 dehydrogenase activity by fluorometric assay	20850205
Aldo-keto reductase family 1 member C1	Ki	=	113.0	nM	6.95	Inhibition of human AKR1C1 Leu308Ala mutant dehydrogenase activity by fluorometr...	20850205
Aldo-keto reductase family 1 member C1	IC50	=	460.0	nM	6.34	Inhibition of human recombinant 20-alpha HSD expressed in BAEC assessed as inhib...	19397269
Aldo-keto reductase family 1 member C1	IC50	=	460.0	nM	6.34	Inhibition of human AKR1C1-mediated progesterone metabolism expressed in bovine ...	20850205
Aldo-keto reductase family 1 member C3	Ki	=	4200.0	nM	5.38	Inhibition of human recombinant type 2 3-alpha-HSD expressed in Escherichia coli...	19397269
Aldo-keto reductase family 1 member C4	Ki	=	18200.0	nM	4.74	Inhibition of human recombinant type 1 3-alpha-HSD expressed in Escherichia coli...	19397269

Literature References

PubMed	DOI	Target Context	# Activities
20850205	10.1016/j.ejmech.2010.08.052	Aldo-keto reductase family 1 member C1	4
19397269	10.1021/jm9001633	Aldo-keto reductase family 1 member C1	3
19397269	10.1021/jm9001633	Unchecked	3
20850205	10.1016/j.ejmech.2010.08.052	Unchecked	3
22881866	10.1021/jm300841n	Unchecked	3
17692525	10.1016/j.bmc.2007.07.010	Tyrosine-protein phosphatase non-receptor type 1	1
19397269	10.1021/jm9001633	Aldo-keto reductase family 1 member C2	1
19397269	10.1021/jm9001633	Aldo-keto reductase family 1 member C3	1
19397269	10.1021/jm9001633	Aldo-keto reductase family 1 member C4	1
19397269	10.1021/jm9001633	ADMET	1
20850205	10.1016/j.ejmech.2010.08.052	Aldo-keto reductase family 1 member C2	1
22506594	10.1021/np201002x	Aldo-keto reductase family 1 member C1	1
22881866	10.1021/jm300841n	Aldo-keto reductase family 1 member C1	1

Data from ChEMBL 36 via Core Engine