Compound ID | 241

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TP-076

Synonym(s): TP-6076

Class: Tetracycline

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to 30S ribosomal subunit
Target Pathogen: Active against carbapenem-resistant Enterobacteriaceae including multidrug-resistant Acinetobacter
Propensity to select resistant mutants: Yes
Description: Contains fluorocycline scaffold; In Vivo Efficacy of Novel, Fully Synthetic Tetracyclines in a Murine Lung Infection Model Challenged with KPC-producing Klebsiella pneumoniae;T. Grossman, C. Fyfe, K. Kerstein, C. Sun, D. Hunt, R. Clark, X. Xiao, J. Sutcliffe
Institute where first reported: Tetraphase Pharmaceuticals, USA
Year first mentioned: 2014
Highest development stage: Phase 1 (NCT03691584)
Development status: Active
Chemical structure(s):
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Molecular weight: 579.57
Iso. SMILES: CCN(CC)[C@H]1[C@@H]2C[C@@H]3CC4=C(C(=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)[C@@H]5CCCN5)C(F)(F)F
InChI Key: SRAXMTXWTUABCM-DOYYSQEVSA-N
Can. SMILES: CCN(CC)[C@H]1[C@@H]2C[C@@H]3CC4=C(C(=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)[C@@H]5CCCN5)C(F)(F)F
InChI: InChI=1S/C28H32F3N3O7/c1-3-34(4-2)21-14-9-11-8-13-18(16(35)10-12(15-6-5-7-33-15)20(13)28(29,30)31)22(36)17(11)24(38)27(14,41)25(39)19(23(21)37)26(32)40/h10-11,14-15,21,33,35-36,39,41H,3-9H2,1-2H3,(H2,32,40)/t11-,14-,15-,21-,27-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/162423126
Guide to Pharmacology: TP-6076
Citations:
  • https://www.ncbi.nlm.nih.gov/pubmed/28654780
  • https://www.ncbi.nlm.nih.gov/pubmed/29559273
  • https://www.sciencedirect.com/science/article/pii/S0924857919302900?via%3Dihub#sec0003
  • https://pmc.ncbi.nlm.nih.gov/articles/PMC8805024/#B5
  • https://doi.org/10.1016/j.ijantimicag.2018.03.009

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