Compound ID | 515

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Clinafloxacin

Synonym(s): AM 1091  |  CI-960  |  PD 127,391  |  PD 127391

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor
Description: An aminopyrrolidine-substituted fluorocyclopropyl quinolone
Institute where first reported: Pfizer, USA
Year first mentioned: 1986
Highest development stage: Phase 3
Development status: Inactive
Reason dropped: Due to concerns of adverse effects, this was discontinued at registration phase. However, according to Adis Insight this may become marketed later as Pfizer are seeking compassionate designation usage as this was for a last line defense
Chemical structure(s):
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Molecular weight: 365.79
Iso. SMILES: C1CC1N2C=C(C(=O)C3=CC(=C(C(=C32)Cl)N4CCC(C4)N)F)C(=O)O
InChI Key: QGPKADBNRMWEQR-UHFFFAOYSA-N
Can. SMILES: C1CC1N2C=C(C(=O)C3=C2C(=C(C(=C3)F)N4CCC(C4)N)Cl)C(=O)O
InChI: InChI=1S/C17H17ClFN3O3/c18-13-14-10(5-12(19)15(13)21-4-3-8(20)6-21)16(23)11(17(24)25)7-22(14)9-1-2-9/h5,7-9H,1-4,6,20H2,(H,24,25)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/60063
Guide to Pharmacology: clinafloxacin
Citations:
  • http://aac.asm.org/content/45/9/2543.full
  • https://doi.org/10.1093/jac/40.2.205
  • https://doi.org/10.1016/0732-8893(91)90039-I

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