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Literature summary extracted from

  • de Dios, A.; Prieto, L.; Martin, J.A.; Rubio, A.; Ezquerra, J.; Tebbe, M.; Lopez de Uralde, B.; Martin, J.; Sanchez, A.; LeTourneau, D.L.; McGee, J.E.; Boylan, C.; Parr, T.R., Jr.; Smith, M.C.
    4-Substituted D-glutamic acid analogues: the first potent inhibitors of glutamate racemase (MurI) enzyme with antibacterial activity (2002), J. Med. Chem., 45, 4559-4570.
    View publication on PubMed

Application

EC Number Application Comment Organism
5.1.1.3 medicine the enzyme may be a viable target for developing new antibacterial agents Streptococcus pneumoniae

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.1.1.3 (2R,4R)-2-amino-4-(2-benzo[b]furyl)methyl pentanedioic acid IC50: 0.1 mg/l, minimum inhibitor concentration: 0.24 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4R)-2-amino-4-(2-benzo[b]thiazolyl)methyl pentanedioic acid IC50: 0.38 mg/l, minimum inhibitor concentration: 0.24 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4R)-2-amino-4-(2-benzo[b]thienyl)methyl pentanedioic acid IC50: 0.036 mg/l, minimum inhibitor concentration: 0.24 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4R)-2-amino-4-(2-indolyl)methyl pentanedioic acid IC50: 9.8 mg/l, minimum inhibitor concentration: 62.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4R)-2-amino-4-(2-thienyl)methyl pentanedioic acid IC50: 0.1 mg/l, minimum inhibitor concentration: above 1.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4R)-2-amino-4-[(3-chloro)-2-benzo[b]thienyl]methyl pentanedioic acid IC50: 0.01 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(2-bromo)benzyl pentanedioic acid IC50: 6.3 mg/l, minimum inhibitor concentration: 31.3 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(2-chloro)benzyl pentanedioic acid IC50: 7.1 mg/l, minimum inhibitor concentration: 3.9 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(2-naphthyl)methyl pentanedioic acid IC50: 0.1 mg/l, minimum inhibitor concentration: 0.25 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3,4,5-trimethoxy)benzyl pentanedioic acid IC50: 81 mg/l, minimum inhibitor concentration: above 250 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3,5-dichloro)benzyl pentanedioic acid IC50: 3.0 mg/l, minimum inhibitor concentration: 3.9 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-benzo[b]thienyl)methyl pentanedioic acid IC50: 1.7 mg/l, minimum inhibitor concentration: 7.8 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-bromo)benzyl pentanedioic acid IC50: 0.13 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-chloro)benzyl pentanedioic acid IC50: 3.4 mg/l, minimum inhibitor concentration: 1.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-cyclohexyl)propyl pentanedioic acid IC50: 0.6 mg/l, MIC: 2.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-methoxy)benzyl pentanedioic acid IC50: 0.2 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-nitro)benzyl pentanedioic acid IC50: 5.2 mg/l, minimum inhibitor concentration: 2.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-phenyl)benzyl pentanedioic acid IC50: 0.7 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-phenyl)propargyl pentanedioic acid IC50: 0.37 mg/l, minimum inhibitor concentration: 2.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-phenyl)propyl pentanedioic acid IC50: 0.5 mg/l, minimum inhibitor concentration: 3.9 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(3-trifluoromethyl)benzyl pentanedioic acid IC50: 0.8 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(4-chloro)benzyl pentanedioic acid IC50: 0.3 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(4-methoxy)benzyl pentanedioic acid IC50: 0.1 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(4-nitro)benzyl pentanedioic acid IC50: 5.2 mg/l, minimum inhibitor concentration: 2.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(4-phenyl)benzyl pentanedioic acid IC50: 0.078 mg/l, minimum inhibitor concentration: 1.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(4-tert-butyl)benzyl pentanedioic acid IC50: 0.6 mg/l, minimum inhibitor concentration: 1.0 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(4-trifluoromethyl)benzyl pentanedioic acid IC50: 0.8 mg/l, minimum inhibitor concentration: 7.8 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(5-phenyl-2E,4E-pentadienyl)pentanedioic acid IC50: 9.1 mg/l, minimum inhibitor concentration: 3.9 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-(prop-2-ynyl) pentanedioic acid IC50: 5.5 mg/l, MIC: 31.3 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[3-(2-benzo[b]thienyl)]benzyl pentanedioic acid IC50: 0.3 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[3-(2-furyl)]benzyl pentanedioic acid IC50: 0.5 mg/l, minimum inhibitor concentration: 0.24 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[4-(2-benzo[b]thienyl)]benzyl pentanedioic acid IC50: 0.65 mg/l, minimum inhibitor concentration: 3.9 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[4-(2-naphthyl)]benzyl pentanedioic acid IC50: 0.42 mg/l, minimum inhibitor concentration: 7.8 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[4-(3-thienyl)]benzyl pentanedioic acid IC50: 0.32 mg/l, minimum inhibitor concentration: 0.24 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[4-(n-benzenesulfonylamino)]benzyl pentanedioic acid IC50: 10.2 mg/l, minimum inhibitor concentration: above 250 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S)-2-amino-4-[4-(N-phenylaminocarbonyl)amino]-benzyl pentanedioic acid IC50: 0.49 mg/l, minimum inhibitor concentration: 15.6 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S,E)-2-amino-4-(3-phenylprop-2-enyl) pentanedioic acid IC50: 0.1 mg/l, minimum inhibitor concentration: 0.4 mg/l Streptococcus pneumoniae
5.1.1.3 (2R,4S,E)-2-amino-4-[3-(2-naphthyl)prop-2-enyl]pentanedioic acid IC50: 0.5 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2S,4R)-2-amino-4-benzyl pentanedioic acid IC50: 0.3 mg/l, minimum inhibitor concentration: 0.5 mg/l Streptococcus pneumoniae
5.1.1.3 (2S,4S)-2-amino-4-(1-naphthyl)methyl pentanedioic acid IC50: 5.6 mg/l, minimum inhibitor concentration: 3.9 mg/l Streptococcus pneumoniae

Organism

EC Number Organism UniProt Comment Textmining
5.1.1.3 Streptococcus pneumoniae
-
-
-

Synonyms

EC Number Synonyms Comment Organism
5.1.1.3 MurI
-
 Streptococcus pneumoniae