Compound ID | 1962

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Carumonam

Synonym(s): AMA 1080  |  Ro 17-2301

Class: Beta-lactam (monobactam)

Spectrum of activity: Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins (PBP) with high affinity for PBP 3 and mild affinity for PBP 1a and interferes with bacterial cell wall integrity and synthesis. It is active against gram-negative bacteria including many metallo-beta-lactamase producing strains.
Description: Synthetic monobactam
Year first mentioned: 1984
Development status: Approved, off-patent, not available in most countries
Chemical structure(s):
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Molecular weight: 466.41
Iso. SMILES: C1=C(N=C(S1)N)/C(=N/OCC(=O)O)/C(=O)N[C@H]2[C@H](N(C2=O)S(=O)(=O)O)COC(=O)N
InChI Key: UIMOJFJSJSIGLV-JNHMLNOCSA-N
Can. SMILES: C([C@@H]1[C@@H](C(=O)N1S(=O)(=O)O)NC(=O)/C(=N\OCC(=O)O)/C2=CSC(=N2)N)OC(=O)N
InChI: InChI=1S/C12H14N6O10S2/c13-11-15-4(3-29-11)7(17-28-2-6(19)20)9(21)16-8-5(1-27-12(14)23)18(10(8)22)30(24,25)26/h3,5,8H,1-2H2,(H2,13,15)(H2,14,23)(H,16,21)(H,19,20)(H,24,25,26)/b17-7-/t5-,8+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6540466
Guide to Pharmacology: carumonam
Citations:
  • http://cmdr.ubc.ca/bobh/wp-content/uploads/2017/01/BC-Schurek-2012.pdf
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC175927/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC284284/
  • https://pubmed.ncbi.nlm.nih.gov/16312334/

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