General Information of DIG (ID: E0E7UZ)
DIG Name
Glutamic acid hydrochloride
Synonyms    Click to Show/Hide the Synonyms of This DIG
L-Glutamic acid hydrochloride; 138-15-8; (S)-2-Aminopentanedioic acid hydrochloride; GLUTAMIC ACID HYDROCHLORIDE; L-Glutamic acid HCl; UNII-M0C2SP444T; Acidogen; Acidulin; Gastuloric; Glutamidin; Hypochylin; MFCD00012619; Acidalin; Acidoride; Acidothyn; Aciglumin; Antalka; Flanithin; Glusatin; Glutasin; Hydrionic; Muriamic; Pepsdol; Aclor; Glutan hcl; M0C2SP444T; Glutamic acid, hydrochloride; Glutan hydrochloride; L-Glutamic acid monohydrochloride; (2S)-2-aminopentanedioic acid;hydrochloride; Glutamic acid hydrogen chloride; L-Glutamic acid, hydrochloride; Acigluminum; Glutamidine; Feracid; Flamithin; Glutan-HCl; Glutamic acid HCl; L(+)-Glutamic acid hydrochloride, 99%; Glu HCl; H-Glu-OH HCL; (S)-2-Aminopentanedioic acid ammonium salt; (S)-2-Aminoglutaric acid; Clorhidrato de acido glutamico; NSC-9239; L-Glutamic acid, hydrochloride (1:1); Glutamic acid, L-, hydrochloride; Hypochylin (TN); NSC 9239; EINECS 205-315-9; L-Glutamic acid, hydrochloride [NF]; H-Glu-OH.HCl; alpha-Aminopentanedioic acid, hydrochloride, L-; DSSTox_CID_27155; DSSTox_RID_82156; DSSTox_GSID_47155; MLS002153490; glutamic acid monohydrochloride; SCHEMBL176819; glutamic acid hydrochloride salt; CHEMBL1255943; DTXSID6047155; REGID_for_CID_2723891; AMY25301; Tox21_302652; Tox21_500529; ANW-20377; L-2-Aminoglutaric acid hydrochloride; AKOS016003580; CCG-221833; LP00529; (2S)-2-aminopentanedioic acid, chloride; NCGC00093922-01; NCGC00256673-01; NCGC00261214-01; CAS-138-15-8; SMR001230835; EU-0100529; G0060; ST50825203; D07539; G 2128; L-Glutamic acid hydrochloride, >=99% (HPLC); Q-201298; Q27283300; S(+)-1-Aminopropane-1,3-dicarboxylic acid hydrochloride; L-Glutamic acid hydrochloride, United States Pharmacopeia (USP) Reference Standard
DIG Function
Acidulant
PubChem CID
2723891
Formula
C5H10ClNO4
Canonical SMILES
C(CC(=O)O)[C@@H](C(=O)O)N.Cl
InChI
1S/C5H9NO4.ClH/c6-3(5(9)10)1-2-4(7)8;/h3H,1-2,6H2,(H,7,8)(H,9,10);1H/t3-;/m0./s1
InChIKey
RPAJSBKBKSSMLJ-DFWYDOINSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This DIG
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=2723891"></iframe>
3D MOL is not available 2D MOL
Physicochemical Properties Molecular Weight 183.59 Topological Polar Surface Area 101
XlogP N.A. Complexity 145
Heavy Atom Count 11 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Full List of Active Pharmaceutical Ingredients (APIs) Co-administrated with This DIG
       ICD Disease Classification 06 Mental/behavioural/neurodevelopmental disorder Click to Show/Hide
Bupropion
API Info
Nicotine dependence [ICD-11: 6C4A]
[1]
Full List of Biological Targets of DIG (DBTs) Regulated by This DIG
      G-protein coupled receptor (GPCR)
            DBT Name: Glutamate receptor mGLU1 (mGluR1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 250 nM (estimated based on the structural similarity with CHEMBL575060 ) [2]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM1_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 340 nM (estimated based on the structural similarity with CHEMBL575060 ) [3]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRM1_RAT
            DBT Name: Glutamate receptor mGLU2 (mGluR2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity EC50 = 290 nM (estimated based on the structural similarity with CHEMBL575060 ) [4]
                    Structural Similarity Tanimoto coefficient = 0.979166667
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM2_HUMAN
            DBT Name: Glutamate receptor mGLU3 (mGluR3) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 57.54 nM (estimated based on the structural similarity with CHEMBL575060 ) [5]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM3_HUMAN
            DBT Name: Glutamate receptor mGLU4 (mGluR4) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 1400 nM (estimated based on the structural similarity with CHEMBL575060 ) [6]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM4_HUMAN
            DBT Name: Glutamate receptor mGLU5 (mGluR5) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 390 nM (estimated based on the structural similarity with CHEMBL575060 ) [2]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM5_HUMAN
            DBT Name: Glutamate receptor mGLU6 (mGluR6) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity EC50 = 4900 nM (estimated based on the structural similarity with CHEMBL575060 ) [4]
                    Structural Similarity Tanimoto coefficient = 0.979166667
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM6_HUMAN
            DBT Name: Glutamate receptor mGLU7 (mGluR7) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity EC50 > 100000 nM (estimated based on the structural similarity with CHEMBL575060 ) [7]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRM7_RAT
            DBT Name: Glutamate receptor mGLU8 (mGluR8) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 5.7 nM (estimated based on the structural similarity with CHEMBL575060 ) [8]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRM8_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 3400 nM (estimated based on the structural similarity with CHEMBL575060 ) [9]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRM8_RAT
      Oxidoreductase (ORase)
            DBT Name: Glutathione reductase (GSR) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 42700 nM (estimated based on the structural similarity with CHEMBL575060 ) [10]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GSHR_HUMAN
      Transferase (TFase)
            DBT Name: ATP-citrate synthase (ACLY) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 300000 nM (estimated based on the structural similarity with CHEMBL575060 ) [11]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID ACLY_RAT
      Hydrolase (HDase)
            DBT Name: Glutamate carboxypeptidase II (FOLH1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 428000 nM (estimated based on the structural similarity with CHEMBL575060 ) [12]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID FOLH1_HUMAN
      Lyase/isomerase/ligase (L/I/G)
            DBT Name: Cytochrome P450 2J2 (CYP2J2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 51 nM (estimated based on the structural similarity with CHEMBL575060 ) [13]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID EAA3_HUMAN
      Potential-driven transporter (PDT)
            DBT Name: Glutamate/aspartate transporter 1 (GLAST1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 11000 nM (estimated based on the structural similarity with CHEMBL575060 ) [14]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID EAA1_HUMAN
            DBT Name: Glutamate/aspartate transporter 2 (GLT1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 52000 nM (estimated based on the structural similarity with CHEMBL575060 ) [14]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID EAA2_HUMAN
            DBT Name: Excitatory amino-acid carrier 1 (EAAC1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 51 nM (estimated based on the structural similarity with CHEMBL575060 ) [13]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID EAA3_HUMAN
            DBT Name: Solute carrier SLC1A6 (EAAT4) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 13000 nM (estimated based on the structural similarity with CHEMBL575060 ) [14]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID EAA4_RAT
      Transmembrane channel/porin (TC/P)
            DBT Name: Glutamate receptor NMDA (GRIN) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 70 nM (estimated based on the structural similarity with CHEMBL575060 ) [15]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID NMDZ1_HUMAN ; NMDE1_HUMAN ; NMDE2_HUMAN ; NMDE3_HUMAN ; NMDE4_HUMAN ; NMD3A_HUMAN ; NMD3B_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 69 nM (estimated based on the structural similarity with CHEMBL575060 ) [16]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID NMDZ1_RAT ; NMDE1_RAT ; NMDE2_RAT ; NMDE3_RAT ; NMDE4_RAT ; NMD3A_RAT ; NMD3B_RAT
            DBT Name: GluA1-GluA2 complex (GRIA1-GRIA2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity EC50 = 6160 nM (estimated based on the structural similarity with CHEMBL575060 ) [17]
                    Structural Similarity Tanimoto coefficient = 0.979166667
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRIA1_HUMAN ; GRIA2_HUMAN
            DBT Name: Glutamate receptor AMPA 3 (GRIA3) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 249 nM (estimated based on the structural similarity with CHEMBL575060 ) [18]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIA3_RAT
            DBT Name: Glutamate receptor AMPA 4 (GRIA4) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 354 nM (estimated based on the structural similarity with CHEMBL575060 ) [18]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIA4_RAT
            DBT Name: Glutamate receptor AMPA 1 (GRIA1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 1360 nM (estimated based on the structural similarity with CHEMBL575060 ) [19]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRIA1_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 169 nM (estimated based on the structural similarity with CHEMBL575060 ) [18]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIA1_RAT
            DBT Name: Glutamate receptor AMPA 2 (GRIA2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 940 nM (estimated based on the structural similarity with CHEMBL575060 ) [19]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRIA2_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 280 nM (estimated based on the structural similarity with CHEMBL575060 ) [20]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIA2_RAT
            DBT Name: Glutamate receptor kainate 5 (GRIK5) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 701 nM (estimated based on the structural similarity with CHEMBL575060 ) [19]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRIK5_HUMAN
            DBT Name: Glutamate receptor (GRIA) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 613 nM (estimated based on the structural similarity with CHEMBL575060 ) [21]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRIA1_HUMAN ; GRIA2_HUMAN ; GRIA3_HUMAN ; GRIA4_HUMAN
            DBT Name: Glutamate receptor kainate 1 (GRIK1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 138.04 nM (estimated based on the structural similarity with CHEMBL575060 ) [22]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIK1_RAT
            DBT Name: Glutamate receptor kainate 2 (GRIK2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 1106 nM (estimated based on the structural similarity with CHEMBL575060 ) [23]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Homo sapiens (Human)
                    UniProt ID GRIK2_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 330 nM (estimated based on the structural similarity with CHEMBL575060 ) [20]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIK2_RAT
            DBT Name: Glutamate receptor kainate 3 (GRIK3) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 489.78 nM (estimated based on the structural similarity with CHEMBL575060 ) [22]
                    Structural Similarity Tanimoto coefficient = 1
                    Tested Species Rattus norvegicus (Rat)
                    UniProt ID GRIK3_RAT
References
1 FDA label for approved bupropion from the official website of the U.S. Food and Drug Administration.
2 Synthesis, molecular modeling studies, and preliminary pharmacological characterization of all possible 2-(2'-sulfonocyclopropyl)glycine stereoisomers as conformationally constrained L-homocysteic acid analogs. J Med Chem. 2007 Sep 20; 50(19):4630-41.
3 Common and selective molecular determinants involved in metabotopic glutamate receptor agonist activity. J Med Chem. 2002 Jul 18; 45(15):3171-83.
4 Synthesis and biology of the conformationally restricted ACPD analogue, 2-aminobicyclo[2.1.1]hexane-2,5-dicarboxylic acid-I, a potent mGluR agonist. J Med Chem. 1998 May 7; 41(10):1641-50.
5 A highly selective agonist for the metabotropic glutamate receptor mGluR2. Med Chem Comm. (2011) 2:1120-1124.
6 Design, synthesis and biological evaluation of novel bicyclo[1.1.1]pentane-based omega-acidic amino acids as glutamate receptors ligands. Bioorg Med Chem. 2009 Jan 1; 17(1):242-50.
7 Synthesis and studies on the mGluR agonist activity of FAP4 stereoisomers. Bioorg Med Chem Lett. 2015 Jun 15; 25(12):2523-6.
8 (2S,1'S,2'R,3'R)-2(2'-Carboxy-3'-hydroxymethylcyclopropyl)glycine-[3H], a potent and selective radioligand for labeling group 2 and 3 metabotropic glutamate receptors. Bioorg Med Chem Lett. 2005 Jan 17; 15(2):349-51.
9 Synthesis and preliminary pharmacological evaluation of the four stereoisomers of (2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine, the first class of 3'-substituted trans C1'-2'-2-(2'-phosphonocyclopropyl)glycines. Bioorg Med Chem. 2007 May 1; 15(9):3161-70.
10 Design, synthesis and biological evaluation of novel nitroaromatic compounds as potent glutathione reductase inhibitors. Bioorg Med Chem Lett. 2011 Sep 15; 21(18):5398-402.
11 ATP citrate lyase (ACLY) inhibitors: An anti-cancer strategy at the crossroads of glucose and lipid metabolism. Eur J Med Chem. 2018 Sep 5; 157:1276-1291.
12 Structural insight into the pharmacophore pocket of human glutamate carboxypeptidase II. J Med Chem. 2007 Jul 12; 50(14):3267-73.
13 Chemo-enzymatic synthesis of (2S,4R)-2-amino-4-(3-(2,2-diphenylethylamino)-3-oxopropyl)pentanedioic acid: a novel selective inhibitor of human excitatory amino acid transporter subtype 2. J Med Chem. 2008 Jul 24; 51(14):4085-92.
14 Chemoenzymatic Synthesis and Pharmacological Characterization of Functionalized Aspartate Analogues As Novel Excitatory Amino Acid Transporter Inhibitors. J Med Chem. 2018 Sep 13; 61(17):7741-7753.
15 Synopsis of some recent tactical application of bioisosteres in drug design. J Med Chem. 2011 Apr 28; 54(8):2529-91.
16 Isolations of N-methyl-D-aspartic acid-type glutamate receptor ligands from Micronesian sponges. J Nat Prod. 2003 Jun; 66(6):784-7.
17 Developing a complete pharmacology for AMPA receptors: a perspective on subtype-selective ligands. Bioorg Med Chem. 2010 Feb 15; 18(4):1381-7.
18 1H-cyclopentapyrimidine-2,4(1H,3H)-dione-related ionotropic glutamate receptors ligands. structure-activity relationships and identification of potent and Selective iGluR5 modulators. J Med Chem. 2008 Oct 23; 51(20):6614-8.
19 Synthesis of willardiine and 6-azawillardiine analogs: pharmacological characterization on cloned homomeric human AMPA and kainate receptor subtypes. J Med Chem. 1997 Oct 24; 40(22):3645-50.
20 4-hydroxy-1,2,5-oxadiazol-3-yl moiety as bioisoster of the carboxy function. Synthesis, ionization constants, and molecular pharmacological characterization at ionotropic glutamate receptors of compounds related to glutamate and its homologues. J Med Chem. 2010 May 27; 53(10):4110-8.
21 2-n-Butyl-9-methyl-8-[1,2,3]triazol-2-yl-9H-purin-6-ylamine and analogues as A2A adenosine receptor antagonists. Design, synthesis, and pharmacological characterization. J. Med. Chem. 2005; 48:6887-6896.
22 Chemo-enzymatic synthesis of a series of 2,4-syn-functionalized (S)-glutamate analogues: new insight into the structure-activity relation of ionotropic glutamate receptor subtypes 5, 6, and 7. J Med Chem. 2008 Jul 24; 51(14):4093-103.
23 4-Alkyl- and 4-cinnamylglutamic acid analogues are potent GluR5 kainate receptor agonists. J Med Chem. 2000 May 18; 43(10):1958-68.

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