Compound ID | 1441

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TP-2758

Synonym(s): TP2758  |  TP 2758

Class: Tetracycline

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against tetracycline-resistant Enterobacteriaceae, also shows activity against Gram-positive bacteria
Institute where first reported: Tetraphase (Watertown, MA, USA)
Year first mentioned: 2011
Highest development stage: Phase 1 (Eudract number 2011-001204-35)
Development status: Active
Reason dropped: Results unavailable (removed from company pipeline; Tetraphase was alter acquired by La Jolla Pharmaceutical Company in 2020)
Chemical structure(s):
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Molecular weight: 541.59
Iso. SMILES: CCN1CCC[C@H]1C2=CC(=C3C(=C2OC)C[C@H]4C[C@H]5[C@@H](C(=O)C(=C([C@]5(C(=O)C4=C3O)O)O)C(=O)N)N(C)C)O
InChI Key: KVWRAGSRFSMWMO-MEKZYAFBSA-N
Can. SMILES: CCN1CCC[C@H]1C2=CC(=C3C(=C2OC)C[C@H]4C[C@H]5[C@@H](C(=O)C(=C([C@]5(C(=O)C4=C3O)O)O)C(=O)N)N(C)C)O
InChI: InChI=1S/C28H35N3O8/c1-5-31-8-6-7-16(31)13-11-17(32)19-14(24(13)39-4)9-12-10-15-21(30(2)3)23(34)20(27(29)37)26(36)28(15,38)25(35)18(12)22(19)33/h11-12,15-16,21,32-33,36,38H,5-10H2,1-4H3,(H2,29,37)/t12-,15-,16-,21-,28-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/134955483
Citations:
  • https://doi.org/10.1038/ja.2017.86
  • https://pubs.acs.org/doi/pdf/10.1021/acs.oprd.5b00404

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