temafloxacin   Click here for help

GtoPdb Ligand ID: 10866

Synonyms: A-62254 | A62254 | Abbott 62254 | Omniflox®
Approved drug
temafloxacin is an approved drug (FDA (1992))
Compound class: Synthetic organic
Comment: Temafloxacin (A-62254) is a fluoroquinolone antibacterial [2].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 74.05
Molecular weight 417.13
XLogP 5.64
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CC1NCCN(C1)c1cc2n(cc(c(=O)c2cc1F)C(=O)O)c1ccc(cc1F)F
Isomeric SMILES CC1NCCN(C1)c1cc2n(cc(c(=O)c2cc1F)C(=O)O)c1ccc(cc1F)F
InChI InChI=1S/C21H18F3N3O3/c1-11-9-26(5-4-25-11)19-8-18-13(7-16(19)24)20(28)14(21(29)30)10-27(18)17-3-2-12(22)6-15(17)23/h2-3,6-8,10-11,25H,4-5,9H2,1H3,(H,29,30)
InChI Key QKDHBVNJCZBTMR-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1992))
Withdrawn drug? Yes
IUPAC Name Click here for help
1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6224 temafloxacin
Synonyms Click here for help
A-62254 | A62254 | Abbott 62254 | Omniflox®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo
Other databases
CAS Registry No. 108319-06-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL277100
DrugBank Ligand DB01405
DrugCentral Ligand 2584
GtoPdb PubChem SID 405560307
PubChem CID 60021
Search Google for chemical match using the InChIKey QKDHBVNJCZBTMR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QKDHBVNJCZBTMR
Search PubMed clinical trials temafloxacin
Search PubMed titles temafloxacin
Search PubMed titles/abstracts temafloxacin
UniChem Compound Search for chemical match using the InChIKey QKDHBVNJCZBTMR-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QKDHBVNJCZBTMR-UHFFFAOYSA-N