Compound ID | 362

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DQ-2556

Synonym(s): DQ2556  |  DQ 2556

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Enterobacteriaceae; shows no activity against methicillin-resistant Staphylococcus aureus
Description: Cephalosporin-type; comparable or superior to ceftazidime, cefotaxime and cefepime inhibition; Chin NX, Huang HB and Neu HC. In vitro activity and β-lactamase stability of DQ-2556 compared to other agents. 32nd-Intersci-Conf-Antimicrobial-Agents-Chemother 1992; 176
Institute where first reported: Daiichi Sankyo Pharmaceutical, Japan
Year first mentioned: 1988
Highest development stage: Phase 2
Development status: Inactive
Reason dropped: Some frequent side effects: diarrhoea, fever and skin eruptions, was in phase II for parenteral administration in Japan for UTI and then discontinued, this may be due to side effects
Chemical structure(s):
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Molecular weight: 541.56
Iso. SMILES: CO/N=C(\C1=CSC(=N1)N)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=C(C=C4)C5=CN=CO5)C(=O)[O-]
InChI Key: IWIVCNVLSKNJJS-IFVXKBPSSA-N
Can. SMILES: CO/N=C(\C1=CSC(=N1)N)/C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC=C(C=C4)C5=CN=CO5)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C22H19N7O6S2/c1-34-27-15(13-9-37-22(23)25-13)18(30)26-16-19(31)29-17(21(32)33)12(8-36-20(16)29)7-28-4-2-11(3-5-28)14-6-24-10-35-14/h2-6,9-10,16,20H,7-8H2,1H3,(H3-,23,25,26,30,32,33)/b27-15+/t16-,20-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6917924
Citations:
  • https://www.jstage.jst.go.jp/article/chemotherapy1953/41/11/41_11_1195/_article
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC245513/
  • http://www.ncbi.nlm.nih.gov/pubmed/1482128

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