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Substance Name: Telithromycin [USAN:INN:BAN]
RN: 191114-48-4
UNII: KI8H7H19WL
InChIKey: LJVAJPDWBABPEJ-UJTBCPHMSA-N

Note

  • A ketolide; semisynthetic derivative of erythromycin with cycling of the C11-12 positions to form a carbamate ring to avoid acquired resistance to macrolides; binds 70S bacterial rRNA, specifically to the 23S part (23S RIBOSOMAL RNA), preventing protein synthesis.

Molecular Formula

  • C43-H65-N5-O10

Molecular Weight

  • 812.0115
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Antimicrobial (Via Inhibition of Bacterial Protein Synthesis)

Names and Synonyms

Name of Substance

  • Telithromycin
  • Telithromycin [USAN:INN:BAN]

Synonyms

  • (3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-4-Ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-(4-(4-(pyridin-3-yl)-1H-imidazol-1-yl)butyl)-10-((3,4,6-trideoxy-3-(dimethylamino)-b-d-xylo-hexopyranosyl)oxy)octahydro-2H-oxacyclotetradecino(4,3-d)oxazole-2,6,8,14(1H,7H,9H)-tetrone
  • HMR 3647
  • HMR-3647
  • HMR3647
  • HSDB 7359
  • Ketek
  • RU 66647
  • RU-66647
  • Telithromycin
  • UNII-KI8H7H19WL

Systematic Name

  • Erythromycin, 3-de((2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy)-11,12-dideoxy-6-O-methyl-3-oxo-12,11-(oxycarbonyl((4-(4-(3-pyridinyl)-1H-imidazol-1-yl)butyl)imino))-

Registry Numbers

CAS Registry Number

  • 191114-48-4

FDA UNII

  • KI8H7H19WL

Other Registry Number

  • 173838-31-8

System Generated Number

  • 0191114484

Structure Descriptors

InChI

1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27-,28+,29-,32+,33+,36-,37-,38-,40+,42-,43-/m1/s1

InChIKey

LJVAJPDWBABPEJ-UJTBCPHMSA-N

Smiles

CC[C@@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@](C)(C[C@@H](C)C(=O)[C@@H](C)[C@H]3N(CCCCn4cnc(c4)c5cccnc5)C(=O)O[C@]13C)OC