Chemical Component Summary

NameLINCOMYCIN
Synonymsmethyl (5R)-5-[(1R,2R)-2-hydroxy-1-{[(4R)-1-methyl-4-propyl-L-prolyl]amino}propyl]-1-thio-beta-L-arabinopyranoside
Identifiers(2S,4R)-1-methyl-N-[(1R,2R)-1-[(2R,3R,4S,5R,6R)-6-methylsulfanyl-3,4,5-tris(oxidanyl)oxan-2-yl]-2-oxidanyl-propyl]-4-propyl-pyrrolidine-2-carboxamide
FormulaC18 H34 N2 O6 S
Molecular Weight406.537
TypeNON-POLYMER
Isomeric SMILESCCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@@H](C)O
InChIInChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1
InChIKeyOJMMVQQUTAEWLP-KIDUDLJLSA-N

Chemical Details

Formal Charge0
Atom Count61
Chiral Atom Count9
Bond Count62
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB01627 
NameLincomycin
Groups
  • vet_approved
  • approved
DescriptionLincomycin is a lincosamide antibiotic first isolated from the soil bacterium _Streptomyces lincolnensis_ in Lincoln, Nebraska.[A190621] Clinical use of lincomycin has largely been superseded by its semisynthetic derivative [clindamycin] due to its higher efficacy and a wider range of susceptible organisms, though lincomycin remains in use.[A190657, A190621] Lincomycin was approved by the FDA on December 29, 1964.[L33214]
Synonyms
  • Lincomicina
  • LCM
  • Lincomycinum
  • Lincomycin hydrochloride monohydrate
  • Cillimycin
Brand Names
  • Lincomycin Hydrochloride
  • Lincomycin
  • Lincocin
  • Lincomycin hydrochloride
IndicationLincomycin is indicated for the treatment of serious bacterial infections by susceptible strains of streptococci, pneumococci, and staphylococci in patients who are allergic to penicillins or for situations in which a penicillin is deemed inappropriate. As with all antibacterial agents, lincomycin should only be used to treat infections proven or strongly suspected to be caused by susceptible bacteria.[L33214]
Categories
  • Agents that produce neuromuscular block (indirect)
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterials for Systemic Use
  • Antiinfectives for Systemic Use
ATC-CodeJ01FF02
CAS number154-21-2

Drug Targets

NameTarget SequencePharmacological ActionActions
23S ribosomal RNA-unknownbinder
Alpha-1-acid glycoprotein 1MALSWVLTVLSLLPLLEAQIPLCANLVPVPITNATLDQITGKWFYIASAF...unknownbinder
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 3000540
ChEMBL CHEMBL1447
ChEBI CHEBI:6472
CCDC/CSD LINCOM01