Compound Detail

CHEMBL31344

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O=C(O)CCc1c(C(=O)O)[nH]c2cc(Cl)cc(Cl)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL31344
Phase	Preclinical
Structure Type	MOL
InChI Key	KNBSYZNKEAWABY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

302.1

MW (Da)

3.19

ALogP

HBA

HBD

90.4

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C12H9Cl2NO4
MW	302.11
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	-0.40

Activity Summary

IC50 22 meas. best 7.3

EC50 5 meas. best 8.2

Ki 4 meas. best 6.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Uracil nucleotide/cysteinyl leukotriene receptor CHEMBL1075162	EC50	8.2	6.9233	6.3	3
Glutamate NMDA receptor CHEMBL1907608	IC50	7.3	6.908	50.0	5
Glutamate receptor ionotropic, NMDA 1 CHEMBL330	IC50	7.16	7.0567	69.0	3
Glutamate receptor ionotropic, NMDA 1 CHEMBL330	Ki	6.85	6.85	140.0	1
Unchecked CHEMBL612545	IC50	6.68	5.7467	210.0	3
Uracil nucleotide/cysteinyl leukotriene receptor CHEMBL4295807	EC50	6.15	6.15	705.0	1
Fructose-1,6-bisphosphatase 1 CHEMBL2263	IC50	6.0	6.0	1000.0	1
Uracil nucleotide/cysteinyl leukotriene receptor CHEMBL4295864	EC50	5.96	5.96	1110.0	1
Uracil nucleotide/cysteinyl leukotriene receptor CHEMBL1075162	Ki	5.92	5.72	1210.0	3
Fructose-1,6-bisphosphatase 1 CHEMBL3975	IC50	5.7	5.6667	2000.0	3
Glutamate receptor ionotropic, NMDA 2C CHEMBL401	IC50	5.57	5.57	2700.0	1
Rattus norvegicus CHEMBL376	IC50	5.3	5.3	5000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.03	hr	Homo sapiens
T1/2	0.005	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Uracil nucleotide/cysteinyl leukotriene receptor	EC50	=	6.31	nM	8.2	Agonist activity at recombinant human GPR17 short isoform transfected in CHO cel...	-
Glutamate NMDA receptor	IC50	=	50.0	nM	7.3	Binding affinity at the glycine binding site of the N-methyl-D-aspartate glutama...	-
Glutamate receptor ionotropic, NMDA 1	IC50	=	69.0	nM	7.16	Inhibition of the binding of [3H]L-689,560 ([3H]-4) to the strychnine-insensitiv...	8182696
Glutamate receptor ionotropic, NMDA 1	IC50	=	70.0	nM	7.16	Inhibition of [3H]L-689,560 binding to Glycine site of NMDA receptor of rat cort...	-
Glutamate receptor ionotropic, NMDA 1	Ki	=	140.0	nM	6.85	Tested for the ability to displace [3H]glycine, by greater than 50%, from NMDA r...	-
Glutamate receptor ionotropic, NMDA 1	IC50	=	140.0	nM	6.85	Inhibition of binding of [3H]glycine to N-methyl-D-aspartate glutamate receptor ...	9526557
Glutamate NMDA receptor	IC50	=	140.0	nM	6.85	In vitro inhibition of [3H]glycine at NMDA receptor	7990104
Glutamate NMDA receptor	IC50	=	140.0	nM	6.85	Activity against rat cortical and hippocampal membrane strychnine-insensitive N-...	2146391
Glutamate NMDA receptor	IC50	=	170.0	nM	6.77	Displacement of [3H]glycine from NMDA receptor in rat cortical and hippocampal m...	30048589
Glutamate NMDA receptor	IC50	=	170.0	nM	6.77	Ability to compete with [3H]glycine for strychnine-insensitive binding sites on ...	1534125
Unchecked	IC50	=	210.0	nM	6.68	Inhibitory activity against Fructose-1,6-bisphosphatase (F16BPase) in rabbit liv...	12781194
Uracil nucleotide/cysteinyl leukotriene receptor	EC50	=	331.0	nM	6.48	Agonist activity at human GPR17 receptor transfected in 1321N1 astrocytoma cells...	-
Uracil nucleotide/cysteinyl leukotriene receptor	EC50	=	705.0	nM	6.15	Agonist activity at rat GPR17 expressed in HEK293 cells assessed as induction of...	30048589
Uracil nucleotide/cysteinyl leukotriene receptor	EC50	=	812.83	nM	6.09	Agonist activity at recombinant human GPR17 short isoform transfected in human 1...	-
Fructose-1,6-bisphosphatase 1	IC50	=	1000.0	nM	6.0	Inhibitory activity against Fructose-1,6-bisphosphatase (F16BPase) in porcine ki...	12781194
Uracil nucleotide/cysteinyl leukotriene receptor	EC50	=	1110.0	nM	5.96	Agonist activity at mouse GPR17 expressed in HEK293 cells assessed as induction ...	30048589
Uracil nucleotide/cysteinyl leukotriene receptor	Ki	=	1210.0	nM	5.92	Displacement of [3H]PSB-12150 from human GPR17 expressed in CHO-K1 cell membrane...	24900835
Fructose-1,6-bisphosphatase 1	IC50	=	2000.0	nM	5.7	Inhibition of human recombinant FBPase expressed in Escherichia coli BL21(DE3) b...	24530031
Fructose-1,6-bisphosphatase 1	IC50	=	2000.0	nM	5.7	Inhibition of human liver FBPase expressed in Escherichia coli BL21(DE3) Rosetta...	25461330
Uracil nucleotide/cysteinyl leukotriene receptor	Ki	=	2320.0	nM	5.63	Displacement of [3H]PSB-12150 from human GPR17 expressed in CHO-K1 cell membrane...	24900835

Literature References

PubMed	DOI	Target Context	# Activities
1534125	10.1021/jm00088a014	Mus musculus	5
24900835	10.1021/ml400399f	Uracil nucleotide/cysteinyl leukotriene receptor	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
12781194	10.1016/s0960-894x(03)00310-x	Unchecked	3
30048589	10.1021/acs.jmedchem.7b01768	Uracil nucleotide/cysteinyl leukotriene receptor	3
2146391	10.1021/jm00173a003	Glutamate NMDA receptor	3
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
24530031	10.1016/j.bmc.2014.01.047	Fructose-1,6-bisphosphatase 1	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
7990104	10.1021/jm00050a001	Mus musculus	2
1534125	10.1021/jm00088a014	Glutamate NMDA receptor	2
-	10.1016/S0960-894X(00)80444-8	Mus musculus	2
30048589	10.1021/acs.jmedchem.7b01768	Glutamate NMDA receptor	2
30048589	10.1021/acs.jmedchem.7b01768	Unchecked	2
-	10.1016/S0960-894X(00)80444-8	Glutamate receptor ionotropic, NMDA 1	1
-	10.1016/S0960-894X(00)80096-7	Glutamate receptor ionotropic, NMDA 1	1
8182696	10.1021/jm00036a002	Glutamate receptor ionotropic, NMDA 1	1
7990104	10.1021/jm00050a001	Glutamate NMDA receptor	1
9526557	10.1021/jm970416w	Glutamate receptor ionotropic, NMDA 1	1
12781194	10.1016/s0960-894x(03)00310-x	Fructose-1,6-bisphosphatase 1	1

Data from ChEMBL 36 via Core Engine