Compound ID | 2202

Update compound information

GT-1

Synonym(s): LCB10-0200

Class: Beta-lactam

Spectrum of activity: Gram-negative
Details of activity: Active against Pseudomonas aeruginosa including beta-lactamase producing strains
Description: Synthetic compound; siderophore-cephalosporin conjugate; combination with GT-055 also shows activity against Burkholderia pseudomallei and Yersinia pestis
Institute where first reported: LegoChem Biosciences (Daejeon, South Korea) and Geom Therapeutics (San Francisco, CA, USA)
Year first mentioned: 2017
Highest developmental phase: Phase 1 (Australia ACTRN12618001980224)
Development status: Discontinued
Reason Dropped: Unspecified safety reasons (suspected hepatotoxicity)
Chemical structure(s):
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Molecular weight: 808.2
Iso. SMILES: CC(C)(C(=O)O)O/N=C(/C1=C(SC(=N1)N)Cl)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CN=C(C(=C4)NCCNC(=O)C5=CC(=O)C(=CN5O)O)N)C(=O)[O-]
InChI Key: WUCKZQNKKIJUSF-UVXYUCGCSA-N
Can. SMILES: CC(C)(C(=O)O)O/N=C(/C1=C(Cl)SC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]4=CC(=C(N)N=C4)NCCNC(=O)C5=CC(=O)C(=CN5O)O)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C29H30ClN11O11S2/c1-29(2,27(49)50)52-38-17(16-20(30)54-28(32)37-16)23(45)36-18-24(46)41-19(26(47)48)11(9-53-25(18)41)6-39-7-12(21(31)35-10-39)33-3-4-34-22(44)13-5-14(42)15(43)8-40(13)51/h5,7-8,10,18,25,31,33,51H,3-4,6,9H2,1-2H3,(H7,32,34,36,37,43,44,45,47,48,49,50)/b38-17-/t18-,25-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/145283404
Guide to Pharmacology: GT-1
Citations:
  • https://www.sciencedirect.com/science/article/pii/S092485791730208X?via%3Dihub
  • https://www.nature.com/articles/s41429-021-00472-9
    • Patent: WO2017055922

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