Compound Detail

CHEMBL575060

GLUTAMIC ACID

🧪 Phase III

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

🧪 Phase III

N[C@@H](CCC(=O)O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL575060
Name	GLUTAMIC ACID
Phase	Phase III
Structure Type	MOL
InChI Key	WHUUTDBJXJRKMK-VKHMYHEASA-N

Known Names

Acide glutamique Acido glutamico E 620 E-620 E620 FEMA NO. 3285 Glutamic acid Glutamic acid, l- Glutamidex INS NO.620 INS-620 L-2-amino-pentanedioic acid +4 more

Targets

373

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

147.1

MW (Da)

-0.74

ALogP

HBA

HBD

100.6

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Year

1988

Extended Properties

Molecular Formula	C5H9NO4
MW	147.13
Aromatic Rings	0
Heavy Atoms	10
NP-Likeness	1.32

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Nutritional support	-	-	✓	✓

Indications

Sleep Wake Disorders

Activity Summary

EC50 204 meas. best 7.66

Ki 106 meas. best 7.29

IC50 62 meas. best 8.24

Kd 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Metabotropic glutamate receptor 8 CHEMBL3228	IC50	8.24	8.24	5.7	1
Metabotropic glutamate receptor 8 CHEMBL4626	EC50	7.66	7.66	22.0	1
Excitatory amino acid transporter 3 CHEMBL2721	Ki	7.29	5.795	51.0	2
Metabotropic glutamate receptor 3 CHEMBL3067	EC50	7.24	6.3625	57.5	4
Metabotropic glutamate receptor 3 CHEMBL2888	Ki	7.24	6.145	57.5	2
Metabotropic glutamate receptor 3 CHEMBL2888	EC50	7.22	5.6775	60.0	8
Glutamate receptor ionotropic, kainate CHEMBL2094119	Ki	7.2	7.2	63.0	1
Glutamate NMDA receptor CHEMBL1907608	IC50	7.16	6.755	69.0	8
Unchecked CHEMBL612545	Ki	7.16	6.8767	70.0	6
Glutamate [NMDA] receptor CHEMBL2094124	IC50	7.16	7.16	70.0	2
Glutamate receptor ionotropic, kainate CHEMBL2094119	IC50	6.92	6.485	120.0	6
Glutamate NMDA receptor CHEMBL1907608	EC50	6.92	6.92	120.0	1
Glutamate receptor ionotropic, kainate 1 CHEMBL2919	Ki	6.86	6.8533	138.0	6
Glutamate receptor ionotropic, AMPA CHEMBL2093871	IC50	6.82	6.345	150.0	6
Rattus norvegicus CHEMBL376	IC50	6.77	6.33	170.0	2
Glutamate receptor 1 CHEMBL3753	Ki	6.77	6.77	169.0	1
Glutamate [NMDA] receptor CHEMBL2094124	Ki	6.7	6.7	200.0	1
Unchecked CHEMBL612545	IC50	6.7	6.3556	200.0	18
Glutamate NMDA receptor CHEMBL1907608	Ki	6.7	6.6027	200.0	11
Metabotropic glutamate receptor 1 CHEMBL3772	Ki	6.6	5.91	250.0	4
Glutamate receptor 3 CHEMBL3504	Ki	6.6	6.01	249.0	3
Glutamate receptor 2 CHEMBL3503	Ki	6.55	6.55	280.0	4
Unchecked CHEMBL612545	EC50	6.54	5.1479	290.0	19
Metabotropic glutamate receptor 2 CHEMBL5137	EC50	6.54	5.385	290.0	14
Glutamate receptor ionotropic, kainate 2 CHEMBL3607	Ki	6.48	6.23	330.0	8
Metabotropic glutamate receptor 1 CHEMBL4477	Ki	6.47	6.47	340.0	1
Glutamate receptor ionotropic AMPA CHEMBL2096670	Ki	6.47	6.47	340.0	1
Glutamate receptor 4 CHEMBL3505	Ki	6.45	6.45	354.0	1
Metabotropic glutamate receptor 5 CHEMBL3227	Ki	6.41	5.655	390.0	4
Ionotropic glutamate receptor NMDA 1/2D CHEMBL3038506	EC50	6.35	6.35	450.0	1
Glutamate receptor ionotropic, kainate 3 CHEMBL3744	Ki	6.31	6.31	489.8	5
Metabotropic glutamate receptor 2 CHEMBL2851	EC50	6.21	5.264	610.0	10
Glutamate receptor ionotropic AMPA CHEMBL2096670	IC50	6.21	6.21	613.0	1
Glutamate receptor ionotropic, kainate 5 CHEMBL2675	Ki	6.15	6.13	701.0	3
Glutamate receptor ionotropic, kainate 1 CHEMBL1918	Ki	6.15	6.15	701.0	2
Glutamate receptor ionotropic, kainate 3 CHEMBL3684	Ki	6.1	6.1	789.0	2
Glutamate receptor 4 CHEMBL3190	Ki	6.06	6.06	868.0	3
Glutamate receptor 2 CHEMBL4016	Ki	6.03	6.03	940.0	3
Glutamate NMDA receptor; Grin1/Grin2c CHEMBL2096911	EC50	6.0	6.0	1000.0	1
Metabotropic glutamate receptor 1 CHEMBL3772	EC50	5.98	5.4525	1050.0	4
Glutamate receptor ionotropic, AMPA CHEMBL2093871	Ki	5.96	5.96	1100.0	1
Glutamate receptor ionotropic, kainate 2 CHEMBL3683	Ki	5.96	5.96	1106.0	2
Metabotropic glutamate receptor 7 CHEMBL3777	EC50	5.93	5.93	1180.0	1
Metabotropic glutamate receptor 2 CHEMBL5137	Ki	5.92	5.346	1200.0	5
Metabotropic glutamate receptor 5 CHEMBL2564	EC50	5.92	5.298	1200.0	10
Glutamate receptor 3 CHEMBL3504	EC50	5.89	4.624	1300.0	5
Glutamate receptor 1 CHEMBL2009	Ki	5.87	5.87	1360.0	3
Metabotropic glutamate receptor 4 CHEMBL2736	Ki	5.85	5.506	1400.0	5
Metabotropic glutamate receptor 1 CHEMBL4477	EC50	5.8	5.0833	1584.9	12
Glutamate NMDA receptor; Grin1/Grin2b CHEMBL2096666	EC50	5.75	5.75	1800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
KA	6.43	uM	Homo sapiens
KA	100.0	uM	Homo sapiens
KA	12.9	uM	Leishmania chagasi
KA	100.0	uM	Trypanosoma cruzi
T1/2	1.353	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Metabotropic glutamate receptor 8	IC50	=	5.7	nM	8.24	Inhibitory concentration against [3H]1 binding to recombinant human Metabotropic...	15603952
Metabotropic glutamate receptor 8	EC50	=	22.0	nM	7.66	Concentration for half maximal activation of metabotropic glutamate mGluR8 in mo...	7738999
Excitatory amino acid transporter 3	Ki	=	51.0	nM	7.29	Inhibition of [3H]D-Asp uptake at human EAAT3 in HEK293 cells	18578477
Metabotropic glutamate receptor 3	EC50	=	57.54	nM	7.24	Agonist activity at rat mGlu3 receptor expressed in HEK293 cells by [35S]GTP-gam...	26814576
Metabotropic glutamate receptor 3	Ki	=	57.54	nM	7.24	Binding affinity to human mGluR3 receptor expressed in HEK cells	-
Metabotropic glutamate receptor 3	EC50	=	60.0	nM	7.22	Agonist activity at rat mGlu3 receptor expressed in HEK293 cells by [35S]GTP-gam...	26814576
Metabotropic glutamate receptor 3	EC50	=	60.0	nM	7.22	Agonist activity at human mGluR3 receptor expressed in HEK cells	-
Glutamate receptor ionotropic, kainate	Ki	=	63.0	nM	7.2	Binding affinity towards Ionotropic glutamate receptor kainate by displacement o...	11472204
Glutamate NMDA receptor	IC50	=	70.0	nM	7.16	Inhibition of [3H]CPP binding to rat N-methyl-D-aspartate glutamate receptor	1361582
Glutamate NMDA receptor	IC50	=	69.0	nM	7.16	Displacement of [3H]CGP39653 from NMDA receptor in Sprague-Dawley rat brain memb...	12828462
Glutamate [NMDA] receptor	IC50	=	70.0	nM	7.16	Antagonist activity at NMDA receptor (unknwon origin)	21413808
Glutamate [NMDA] receptor	IC50	=	70.0	nM	7.16	Binding affinity to NMDA receptor (unknown origin)	33035923
Unchecked	Ki	=	70.0	nM	7.16	Displacement of [3H]kainic acid from rat KA receptor expressed in BHK cells	17725337
Glutamate NMDA receptor	IC50	=	80.0	nM	7.1	Compound was evaluated for the inhibition of [3H]CGS-19,755 binding to NMDA rece...	-
Unchecked	Ki	=	80.0	nM	7.1	Displacement of [3H]AMPA from rat AMPA receptor expressed in BHK cells	17725337
Unchecked	Ki	=	92.0	nM	7.04	Displacement of [3H]kainic acid from kainate receptor in rat brain membranes	19042134
Glutamate NMDA receptor	EC50	=	120.0	nM	6.92	Compound was evaluated for the inhibition of [3H]MK-801 binding at N-methyl-D-as...	1361579
Glutamate receptor ionotropic, kainate	IC50	=	120.0	nM	6.92	Compound was evaluated for the inhibition of [3H]-KA binding to Ionotropic gluta...	-
Glutamate receptor ionotropic, kainate 1	Ki	=	138.04	nM	6.86	Displacement of [3H]SYM2081 from rat iGluR5 receptor expressed in Sf9 cells bacu...	20408529
Glutamate receptor ionotropic, kainate 1	Ki	=	138.04	nM	6.86	Displacement of [3H]SYM2081 from rat recombinant iGluR5	18578478

Literature References

PubMed	DOI	Target Context	# Activities
17672447	10.1021/jm070532r	Glutamate receptor 1	16
17568739	10.1038/nature05689	Glutamate racemase	8
26313429	10.1021/acs.jmedchem.5b01124	Metabotropic glutamate receptor 2	8
26313429	10.1021/acs.jmedchem.5b01124	Metabotropic glutamate receptor 3	8
17568739	10.1038/nature05689	Unchecked	6
21619066	10.1021/jm2004078	Unchecked	6
16408092	10.1038/nchembio756	Glutamate receptor ionotropic, kainate 2	6
10969973	10.1016/s0960-894x(00)00346-2	Glutamate receptor ionotropic, kainate 1	5
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 1	5
10893301	10.1021/jm000007r	Unchecked	4
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 3	4
20096591	10.1016/j.bmc.2009.12.072	Glutamate receptor 1	4
20096591	10.1016/j.bmc.2009.12.072	Unchecked	4
20408529	10.1021/jm1001452	Glutamate receptor 2	4
7738999	10.1021/jm00009a001	Metabotropic glutamate receptor 5	4
26814576	10.1021/acs.jmedchem.5b01333	Metabotropic glutamate receptor 2	4
26814576	10.1021/acs.jmedchem.5b01333	Metabotropic glutamate receptor 3	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
37468498	10.1038/s41467-023-40064-9	Thromboxane A2 receptor	4
37468498	10.1038/s41467-023-40064-9	Prostaglandin G/H synthase 1	4

Data from ChEMBL 36 via Core Engine