Compound ID | 855

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Tan 1057

Class: Protein synthesis inhibitor (dipeptide)

Spectrum of activity: Gram-positive  &  Gram-negative
Institute where first reported: Takeda Chemical Industries Ltd
Year first mentioned: 2001
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: The mechanism of the antibiotic is to inhibit translation and seems to show preference for eukaryotic systems. However its derivatives showed a better therapeutic index (2)- This also had resistance issues (JS)
Chemical structure(s):
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Molecular weight: 355.4
Iso. SMILES: CN([C@@H]1CN=C(NC1=O)NC(=O)N)C(=O)C[C@H](CCCN=C(N)N)N
InChI Key: ZMWBCGMRXBPXEU-JGVFFNPUSA-N
Can. SMILES: CN([C@@H]1CN=C(NC1=O)NC(=O)N)C(=O)C[C@H](CCCN=C(N)N)N
InChI: InChI=1S/C13H25N9O3/c1-22(8-6-19-13(20-10(8)24)21-12(17)25)9(23)5-7(14)3-2-4-18-11(15)16/h7-8H,2-6,14H2,1H3,(H4,15,16,18)(H4,17,19,20,21,24,25)/t7-,8+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/124498
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/46/4/46_4_606/_article
  • https://www.ncbi.nlm.nih.gov/pubmed/12482431
  • http://www.ncbi.nlm.nih.gov/pubmed/8501003

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