Compound ID | 1050

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Apalcillin

Synonym(s): PC-904  |  PC904  |  PC 904

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: Broad spectrum activity
Propensity to select resistant mutants: Yes
Description: Beta lactam, highly active against Pseudomonas. Dropped because of toxicity problems.
Institute where first reported: Sumito Chemical
Year first mentioned: 1975
Highest development stage: Clinical trial
Development status: Inactive
Chemical structure(s):
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Molecular weight: 521.55
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)C4=CNC5=C(C4=O)N=CC=C5)C(=O)O)C
InChI Key: XMQVYNAURODYCQ-SLFBBCNNSA-N
Can. SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)C4=CNC5=CC=CN=C5C4=O
InChI: InChI=1S/C25H23N5O6S/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36)/t15-,17-,19+,23-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6602341
Guide to Pharmacology: apalcillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/3054749/
  • https://doi.org/10.1128/aac.9.2.262

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