Compound ID | 2043

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Trovafloxacin

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. Binds to type II topoisomerases, gyrase and topoisomerase IV to inhibitor DNA cleavage and ligation reactions; bacterial topoisomerase inhibitor
Description: Synthetic 1,8-Naphthyridine
Institute where first reported: Pfizer, USA
Year first mentioned: 1993
Highest development stage: Approved by FDA in 1997
Development status: Withdrawn
Reason dropped: Hepatotoxicity
Chemical structure(s):
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Molecular weight: 416.35
Iso. SMILES: C1[C@@H]2[C@@H](C2N)CN1C3=C(C=C4C(=O)C(=CN(C4=N3)C5=C(C=C(C=C5)F)F)C(=O)O)F
InChI Key: WVPSKSLAZQPAKQ-SOSAQKQKSA-N
Can. SMILES: C1=C(C=C(C(=C1)N2C=C(C(=O)C3=C2N=C(C(=C3)F)N4C[C@H]5[C@@H](C4)C5N)C(=O)O)F)F
InChI: InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16?
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/62959
Guide to Pharmacology: trovafloxacin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/9917076/
  • https://www.sciencedirect.com/science/article/pii/073288939390076J?via%3Dihub

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