Compound ID | 3265

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Tulathromycin

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to peptidyl transferase centre to prevent translocation
Target Pathogen: Indicated for bovine and swine respiratory tract infections; protein synthesis inhibitor (inactive against macrolide resistant derived ribosomes
Description: Semi-synthetic compound; strains resistant to erythromycin, azithromycin, and tilmicosin are cross-resistant to this compound
Institute where first reported: Pfizer Global Research & Development and Veterinary Medicine Research & Development, Pfizer Inc
Year first mentioned: 2004
Development status: Experimental
Chemical structure(s):
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Molecular weight: 806.08
Iso. SMILES: CCCNC[C@@]1([C@@H](O[C@H](C[C@@]1(C)OC)O[C@H]2[C@@H]([C@H]([C@](C[C@H](CN[C@@H]([C@H]([C@]([C@H](OC(=O)[C@@H]2C)CC)(C)O)O)C)C)(C)O)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)C)C)O
InChI Key: GUARTUJKFNAVIK-QPTWMBCESA-N
Can. SMILES: CCCNC[C@@]1([C@H](C)O[C@H](C[C@@]1(C)OC)O[C@H]2[C@H](C)[C@H]([C@@](C)(C[C@@H](C)CN[C@H](C)[C@H]([C@@](C)([C@@H](CC)OC(=O)[C@@H]2C)O)O)O)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O
InChI: InChI=1S/C41H79N3O12/c1-15-17-42-22-41(50)28(8)53-31(20-39(41,10)51-14)55-33-25(5)35(56-37-32(45)29(44(12)13)18-24(4)52-37)38(9,48)19-23(3)21-43-27(7)34(46)40(11,49)30(16-2)54-36(47)26(33)6/h23-35,37,42-43,45-46,48-50H,15-22H2,1-14H3/t23-,24-,25+,26-,27-,28+,29+,30-,31+,32-,33+,34-,35-,37+,38-,39-,40-,41+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9832301
Guide to Pharmacology: tulathromycin
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/57/4/57_4_280/_article

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