Compound ID | 355

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Cefclidine

Synonym(s): cefclidin  |  E1040

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: This compound has isn’t stable at low concentrations against attack; additionally, it has low affinity for Citrobacter freundii
Institute where first reported: Eisai Co Ltd
Year first mentioned: 1987
Highest developmental phase: Phase 2
Development status: Inactive
Reason Dropped: 1995 Japan withdrew their pre-registration for Bacterial infections - "Unfortunately, the development of cefclidin was discontinued because eruption could not be avoided when co-administered with fluorescein, a corneal trauma indicator" (1)
Chemical structure(s):
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Molecular weight: 550.61
Iso. SMILES: CO/N=C(/C1=NSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]45CCC(CC4)(CC5)C(=O)N)C(=O)[O-]
InChI Key: JUVHVMCKLDZLGN-TVNFHGJBSA-N
Can. SMILES: CO/N=C(/C1=NSC(=N1)N)\C(=O)N[C@@H]2C(=O)N3C(=C(C[N+]45CCC(CC4)(CC5)C(=O)N)CS[C@H]23)C(=O)[O-]
InChI: InChI=1S/C21H26N8O6S2/c1-35-26-11(14-25-20(23)37-27-14)15(30)24-12-16(31)28-13(18(32)33)10(9-36-17(12)28)8-29-5-2-21(3-6-29,4-7-29)19(22)34/h12,17H,2-9H2,1H3,(H5-,22,23,24,25,27,30,32,33,34)/b26-11-/t12-,17-,21?,29?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6537446
Guide to Pharmacology: cefclidin
Citations:
  • https://books.google.co.uk/books?id=GgPoCAAAQBAJ&pg=PA308&lpg=PA308&dq=LY173013&source=bl&ots=spuNwNoFKJ&sig=jTjiVJirHIj6GLgqaVt76y91ThA&hl=en&sa=X&ei=4ct2Vc6bLMOBU_e3gHA&ved=0CDcQ6AEwBg#v=onepage&q=LY173013&f=false [Accessed 8 July. 2015].
  • http://www.sciencedirect.com/science/article/pii/S1341321X96714629

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