Compound ID | 388

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HRE 664

Synonym(s): E831664

Class: Beta-lactam (penem)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Inhibited 90% of E.coli, Klebsiella, P. mirabilis, Salmonella, P. vulgaaris, Aeromonas and Morganella at MICS <2µg/ml, It was also an inhibitor of both MRSS and MRSA
Description: Seibert, G et al "In Vitro Antibacterial Activity of E831664, a Novel Penem Antibiotic" Program and Abstracts of the interscience science Conference on Antimicro0bial Agents and Chemotherapy. 1986.
Institute where first reported: Hoechst
Year first mentioned: 1986
Highest developmental phase: Preclinical
Development status: Experimental
Reason Dropped: As it was used as a comparison against other compound(s) (e.g. meropenem (1)), this may have been superseded by other compounds but all the papers looked at show HRE-664 to be potent and safe in animal testing (2)
Chemical structure(s):
Click here for structure editor
Molecular weight: 350.35
Iso. SMILES: C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)OC3=CC=C(C=C3)C(=O)N)C(=O)O)O
InChI Key: MVTIDDWEBUVRRW-XIDCRBKBSA-N
Can. SMILES: C[C@H]([C@H]1C(=O)N2C(=C(OC3=CC=C(C=C3)C(=O)N)S[C@H]12)C(=O)O)O
InChI: InChI=1S/C15H14N2O6S/c1-6(18)9-12(20)17-10(14(21)22)15(24-13(9)17)23-8-4-2-7(3-5-8)11(16)19/h2-6,9,13,18H,1H3,(H2,16,19)(H,21,22)/t6-,9+,13-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/147078
Citations:
  • http://jac.oxfordjournals.org/content/24/suppl_A/73.full.pdf+html
  • https://www.researchgate.net/publication/20877463_In_vitro_activity_of_HRE_664_a_penem_antibiotic
  • http://www.ncbi.nlm.nih.gov/pubmed/3680029
  • https://pmc.ncbi.nlm.nih.gov/articles/PMC172351/
  • https://www.jstage.jst.go.jp/article/antibiotics1968/40/12/40_12_1762/_pdf/-char/ja
  • https://www.sciencedirect.com/science/article/pii/0732889388900715?via%3Dihub

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