Compound ID | 1961

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Nocardicin A

Class: Beta-lactam (monobactam)

Spectrum of activity: Gram-negative
Details of activity: Interferes with bacterial cell wall integrity and synthesis. Low activity against some Gram-negative bacteria and no activity against Gram-positive bacteria.
Description: Natural compound produced by actinomycetes
Year first mentioned: 1975
Development status: Inactive
Reason Dropped: https://www.jstage.jst.go.jp/article/antibiotics1968/29/5/29_5_492/_article
Chemical structure(s):
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Molecular weight: 500.46
Iso. SMILES: C1[C@@H](C(=O)N1[C@H](C2=CC=C(C=C2)O)C(=O)O)NC(=O)/C(=N\O)/C3=CC=C(C=C3)OCC[C@H](C(=O)O)N
InChI Key: CTNZOGJNVIFEBA-UPSUJEDGSA-N
Can. SMILES: C1=C(C=CC(=C1)O)[C@H](C(=O)O)N2C[C@@H](C2=O)NC(=O)/C(=N\O)/C3=CC=C(C=C3)OCC[C@H](C(=O)O)N
InChI: InChI=1S/C23H24N4O9/c24-16(22(31)32)9-10-36-15-7-3-12(4-8-15)18(26-35)20(29)25-17-11-27(21(17)30)19(23(33)34)13-1-5-14(28)6-2-13/h1-8,16-17,19,28,35H,9-11,24H2,(H,25,29)(H,31,32)(H,33,34)/b26-18-/t16-,17+,19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6400657
Guide to Pharmacology: nocardicin A
Citations:
  • https://onlinelibrary.wiley.com/doi/epdf/10.1111/j.1348-0421.1988.tb01371.x
  • https://www.jstage.jst.go.jp/article/antibiotics1968/30/11/30_11_917/_article

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