Compound ID | 387

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CGP 31608

Synonym(s): CGP31608  |  CGP-31608

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus and Pseudomonas aeruginosa
Institute where first reported: Novartis, Switzerland
Year first mentioned: 1986
Highest development stage: Phase 1
Development status: Inactive
Reason dropped: The dosage tested in phase I was suggested to be administered 3 or 4 times daily. This inconvenience could be the reason of discontinuation. It also had a very short half life. Additionally, this appeared to be less potent than ritipenem
Chemical structure(s):
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Molecular weight: 244.27
Iso. SMILES: C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)CN)C(=O)O)O
InChI Key: RXCNILVLOHRALM-UWBRJAPDSA-N
Can. SMILES: C[C@H]([C@H]1C(=O)N2C(=C(CN)S[C@H]12)C(=O)O)O
InChI: InChI=1S/C9H12N2O4S/c1-3(12)5-7(13)11-6(9(14)15)4(2-10)16-8(5)11/h3,5,8,12H,2,10H2,1H3,(H,14,15)/t3-,5+,8-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/129935
Guide to Pharmacology: CGP-31608
Citations:
  • http://jac.oxfordjournals.org/content/20/2/179.full.pdf
  • http://jac.oxfordjournals.org/content/21/1/85.full.pdf+html
  • https://doi.org/10.1093/jac/20.2.165
  • https://onlinelibrary.wiley.com/doi/10.1002/hlca.19860690709

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