Compound ID | 395

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BRL 44154

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus and Streptococcus pneumoniae
Description: Cyclopentyl oxime derivative of penicillin-type beta-lactam
Institute where first reported: Smith-Kline Beecham (GSK, USA)
Year first mentioned: 1989
Highest development stage: Phase 1
Development status: Inactive
Chemical structure(s):
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Molecular weight: 489.55
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](CC2=O)NC(=O)/C(=N/OC3CCCC3)/C4=CSC(=N4)N)C(=O)[O-])C.[Na+]
InChI Key: YNLKSESNCYDAMV-MCKMHCNPSA-M
Can. SMILES: CC1(C)[C@H](C(=O)[O-])N2C(=O)C[C@H]([C@H]2S1)NC(=O)/C(=N/OC3CCCC3)/C4=CSC(=N4)N.[Na+]
InChI: InChI=1S/C19H25N5O5S2.Na/c1-19(2)14(17(27)28)24-12(25)7-10(16(24)31-19)21-15(26)13(11-8-30-18(20)22-11)23-29-9-5-3-4-6-9;/h8-10,14,16H,3-7H2,1-2H3,(H2,20,22)(H,21,26)(H,27,28);/q;+1/p-1/b23-13+;/t10-,14+,16-;/m1./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/126843199
Guide to Pharmacology: BRL-44154
Citations:
  • http://www.ncbi.nlm.nih.gov/pubmed/8583383
  • https://pubs.rsc.org/en/content/articlepdf/1991/p1/p19910000881

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