Compound ID | 1341

Update compound information

Temocillin

Synonym(s): BRL 17421  |  BRL-17421  |  BRL17421  |  Negaban

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. PBP-5 inhibitor and PBP-6 inhibitor
Institute where first reported: Beecham Pharmaceuticals (GSK, US)
Year first mentioned: 1982
Highest development stage: Approved in EU in 1980s (by UK in 2005)
Development status: Approved
Chemical structure(s):
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Molecular weight: 414.46
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@](C2=O)(NC(=O)C(C3=CSC=C3)C(=O)O)OC)C(=O)O)C
InChI Key: BVCKFLJARNKCSS-DWPRYXJFSA-N
Can. SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)[C@]([C@H]2S1)(NC(=O)C(C3=CSC=C3)C(=O)O)OC
InChI: InChI=1S/C16H18N2O7S2/c1-15(2)9(12(22)23)18-13(24)16(25-3,14(18)27-15)17-10(19)8(11(20)21)7-4-5-26-6-7/h4-6,8-9,14H,1-3H3,(H,17,19)(H,20,21)(H,22,23)/t8?,9-,14+,16-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/171758
Guide to Pharmacology: temocillin
Citations:
  • https://aac.asm.org/content/22/4/535.long
  • https://academic.oup.com/jac/article/73/7/1848/4964016?searchresult=1

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