Compound ID | 1421

Update compound information

Clarithromycin

Synonym(s): TE-031  |  A-56268

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive, Gram-negative & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor. Binds to the bacterial 50S ribosomal subunit
Target Pathogen: Broad spectrum activity including against Mycobacterium
Institute where first reported: Taisho Pharmaceutical, Japan
Year first mentioned: 1980
Highest development stage: Approved by FDA in 1991
Development status: Approved
Reason dropped: Other formulations have been discontinued
Chemical structure(s):
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Molecular weight: 747.95
Iso. SMILES: CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)OC)C)C)O)(C)O
InChI Key: AGOYDEPGAOXOCK-KCBOHYOISA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@@H]([C@@H](C)C(=O)[C@H](C)C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]2C[C@](C)([C@H]([C@H](C)O2)O)OC)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)OC)O)O
InChI: InChI=1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/84029
Guide to Pharmacology: clarithromycin
Citations:
  • https://aac.asm.org/content/64/5/e02349-19
  • https://doi.org/10.2165/00003495-199244010-00009
  • https://doi.org/10.1016/0732-8893(92)90055-X

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