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tosufloxacin   Click here for help

GtoPdb Ligand ID: 12878

Synonyms: Ozex® | T-3262
Approved drug
tosufloxacin is an approved drug (Japan)
Compound class: Synthetic organic
Comment: Tosufloxacin is a fluoroquinolone compound with broad-spectrum antibacterial activity against Gram-positive and Gram-negative pathogens [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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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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 7
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 99.23
Molecular weight 404.34
XLogP 1.49
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C1=C(C=C(C(=C1)N2C=C(C(=O)C3=C2N=C(C(=C3)F)N4CCC(C4)N)C(=O)O)F)F
Isomeric SMILES C1CN(CC1N)C2=C(C=C3C(=O)C(=CN(C3=N2)C4=C(C=C(C=C4)F)F)C(=O)O)F
InChI InChI=1S/C19H15F3N4O3/c20-9-1-2-15(13(21)5-9)26-8-12(19(28)29)16(27)11-6-14(22)18(24-17(11)26)25-4-3-10(23)7-25/h1-2,5-6,8,10H,3-4,7,23H2,(H,28,29)
InChI Key WUWFMDMBOJLQIV-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. Japan PMDA (0)
IUPAC Name Click here for help
7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6242 tosufloxacin
Synonyms Click here for help
Ozex® | T-3262
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Tosufloxacin
Other databases
BindingDB Ligand 50230834
CAS Registry No. 100490-36-6 (source: Scifinder)
ChEBI CHEBI:77581
ChEMBL Ligand CHEMBL273348
DrugBank Ligand DB16850
DrugCentral Ligand 2710
GtoPdb PubChem SID 485205999
PubChem CID 5517
Search Google for chemical match using the InChIKey WUWFMDMBOJLQIV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WUWFMDMBOJLQIV
Search PubMed clinical trials tosufloxacin
Search PubMed titles tosufloxacin
Search PubMed titles/abstracts tosufloxacin
UniChem Compound Search for chemical match using the InChIKey WUWFMDMBOJLQIV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WUWFMDMBOJLQIV-UHFFFAOYSA-N