Compound ID | 1250

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Minocycline

Class: Tetracycline

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: For the treatment of infections caused by susceptible strains of microorganisms, such as Rocky Mountain spotted fever, typhus fever and the typhus group, Q fever, rickettsial pox and tick fevers caused by Rickettsiae, upper respiratory tract infections caused by Streptococcus pneumoniaeand for the treatment of asymptomatic carriers of Neisseria meningitidis.
Description: Semisynthetic sancycline derivative
Highest developmental phase: Approved by FDA in 1992
Development status: Approved
Reason Dropped: Several drug formulations discontinued
Chemical structure(s):
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Molecular weight: 457.48
Iso. SMILES: CN(C)[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)N(C)C
InChI Key: FFTVPQUHLQBXQZ-KVUCHLLUSA-N
Can. SMILES: CN(C)C1=C2C[C@H]3C[C@H]4[C@@H](C(=O)C(=C([C@]4(C(=O)C3=C(C2=C(C=C1)O)O)O)O)C(=O)N)N(C)C
InChI: InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/54675783
Guide to Pharmacology: minocycline
Citations:
  • https://aac.asm.org/content/52/12/4370
  • https://academic.oup.com/jac/article/58/2/256/718565
  • https://www.ncbi.nlm.nih.gov/pubmed/6415780
  • https://www.drugbank.ca/drugs/DB01017

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