Compound Detail

CHEMBL73698

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NC(Cc1onc(O)c1Br)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL73698
Phase	Preclinical
Structure Type	MOL
InChI Key	JRTOQOAGTSUNHA-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

251.0

MW (Da)

0.10

ALogP

HBA

HBD

109.6

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C6H7BrN2O4
MW	251.04
Aromatic Rings	1
Heavy Atoms	13
NP-Likeness	0.12

Activity Summary

EC50 19 meas. best 5.27

Ki 7 meas. best 6.77

IC50 6 meas. best 6.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor 1 CHEMBL2009	Ki	6.77	6.77	170.0	1
Unchecked CHEMBL612545	IC50	6.7	6.46	200.0	2
Rattus norvegicus CHEMBL376	IC50	6.7	6.7	200.0	1
Glutamate receptor 2 CHEMBL4016	Ki	6.6	6.6	250.0	1
Glutamate receptor ionotropic, AMPA CHEMBL2096617	IC50	6.22	6.22	600.0	1
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	6.19	6.19	650.0	1
Glutamate receptor 1 CHEMBL3753	IC50	6.19	6.19	650.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	Ki	5.32	5.32	4800.0	1
Glutamate receptor 2 CHEMBL3503	EC50	5.27	5.27	5400.0	1
Glutamate receptor 2 CHEMBL4016	EC50	5.27	5.27	5400.0	1
Glutamate receptor 4 CHEMBL3190	Ki	4.93	4.93	11700.0	1
Glutamate receptor 3 CHEMBL3595	Ki	4.92	4.92	12000.0	1
Glutamate receptor 1 CHEMBL2009	EC50	4.85	4.85	14000.0	2
Glutamate receptor 1 CHEMBL3502	EC50	4.85	4.85	14000.0	1
Glutamate receptor AMPA 1/2 CHEMBL3883294	EC50	4.8	4.8	16000.0	2
ADMET CHEMBL612558	EC50	4.8	4.8	16000.0	1
Rattus norvegicus CHEMBL376	EC50	4.66	4.6533	22000.0	3
Unchecked CHEMBL612545	EC50	4.58	4.495	26000.0	2
Glutamate receptor ionotropic, NMDA 2C CHEMBL401	Ki	4.47	4.47	34000.0	1
Glutamate receptor 4 CHEMBL3505	EC50	4.42	4.42	38000.0	1
Glutamate receptor AMPA 2/3 CHEMBL3883291	EC50	4.1	4.1	80000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor 1	Ki	=	170.0	nM	6.77	Binding affinity of compound was determined towards cloned Ionotropic glutamate ...	12747796
Rattus norvegicus	IC50	=	200.0	nM	6.7	In vitro binding affinity against synaptic membrane from rat brain using [3H](S)...	2552114
Unchecked	IC50	=	200.0	nM	6.7	In vitro binding affinity against Metabotropic glutamate receptor using [3H](S)-...	9526567
Glutamate receptor 2	Ki	=	250.0	nM	6.6	Binding affinity of compound was determined towards cloned Ionotropic glutamate ...	12747796
Unchecked	IC50	=	600.0	nM	6.22	In vitro binding affinity against synaptic membrane from rat brain using [3H]AMP...	2552114
Glutamate receptor ionotropic, AMPA	IC50	=	600.0	nM	6.22	Compound was tested for in vitro binding affinity against Ionotropic glutamate r...	9526567
Glutamate receptor 1	IC50	=	650.0	nM	6.19	Binding affinity of compound was determined against Ionotropic glutamate recepto...	12747796
Glutamate receptor ionotropic, AMPA	IC50	=	650.0	nM	6.19	In vitro binding affinity for Ionotropic glutamate receptor AMPA site was determ...	9046343
Glutamate receptor ionotropic, kainate 1	Ki	=	4800.0	nM	5.32	Binding affinity of compound was determined towards cloned Ionotropic glutamate ...	12747796
Glutamate receptor 2	EC50	=	5400.0	nM	5.27	Effective concentration of compound was determined for electrophysiological prop...	12747796
Glutamate receptor 2	EC50	=	5400.0	nM	5.27	Agonist activity at recombinant GluA2 receptor flop isoform expressed in Xenopus...	20096591
Glutamate receptor 4	Ki	=	11700.0	nM	4.93	Binding affinity of compound was determined towards cloned Ionotropic glutamate ...	12747796
Glutamate receptor 3	Ki	=	12000.0	nM	4.92	Binding affinity of compound was determined towards cloned Ionotropic glutamate ...	12747796
Glutamate receptor 1	EC50	=	14000.0	nM	4.85	Agonist activity at recombinant GluA1 receptor flop isoform expressed in Xenopus...	20096591
Glutamate receptor 1	EC50	=	14000.0	nM	4.85	Agonist activity at recombinant GluA1 receptor expressed in Xenopus oocytes	20096591
Glutamate receptor 1	EC50	=	14000.0	nM	4.85	Effective concentration of compound was determined for electrophysiological prop...	12747796
Glutamate receptor AMPA 1/2	EC50	=	16000.0	nM	4.8	Agonist activity at recombinant GluA1A2 receptor flop isoform expressed in Xenop...	20096591
Glutamate receptor AMPA 1/2	EC50	=	16000.0	nM	4.8	Agonist activity at GluA1A2 receptor	20096591
ADMET	EC50	=	16000.0	nM	4.8	Neurotoxicity was determined in cultured mouse cortical neurons	12747796
Rattus norvegicus	EC50	=	22000.0	nM	4.66	Effective concentration of compound was determined for electrophysiological prop...	12747796

Literature References

PubMed	DOI	Target Context	# Activities
20096591	10.1016/j.bmc.2009.12.072	Unchecked	4
12747796	10.1021/jm020588f	Glutamate receptor 1	3
9046343	10.1021/jm9607212	ADMET	3
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 1	2
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 3	2
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor AMPA 1/2	2
2552114	10.1021/jm00130a005	Unchecked	2
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor AMPA 2/3	2
12747796	10.1021/jm020588f	Glutamate receptor 4	2
12747796	10.1021/jm020588f	Glutamate receptor 2	2
12747796	10.1021/jm020588f	Glutamate receptor 3	2
12747796	10.1021/jm020588f	Glutamate receptor ionotropic, kainate 3	1
12747796	10.1021/jm020588f	Rattus norvegicus	1
12747796	10.1021/jm020588f	Glutamate receptor ionotropic, kainate 1	1
12747796	10.1021/jm020588f	Glutamate receptor ionotropic, NMDA 2C	1
2552114	10.1021/jm00130a005	Glutamate receptor ionotropic, kainate	1
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 2	1
9526567	10.1021/jm9706731	Unchecked	1
9526567	10.1021/jm9706731	Glutamate receptor ionotropic, AMPA	1
9046343	10.1021/jm9607212	Rattus norvegicus	1

Data from ChEMBL 36 via Core Engine