pefloxacin   Click here for help

GtoPdb Ligand ID: 12411

Synonyms: 1589 RB | AM-725
Approved drug
pefloxacin is an approved drug
Compound class: Synthetic organic
Comment: Pefloxacin is a fluoroquinolone compound with broad-spectrum antibacterial activity.

pefloxacin is commercially available from our sponsors

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 6
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 64.09
Molecular weight 333.36
XLogP 1.93
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 CCN1C=C(C(=O)C2=C1C=C(C(=C2)F)N3CCN(C)CC3)C(=O)O
Isomeric SMILES CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)C)F)C(=O)O
InChI InChI=1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)
InChI Key FHFYDNQZQSQIAI-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.
IUPAC Name Click here for help
1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5006 pefloxacin
Synonyms Click here for help
1589 RB | AM-725
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Pefloxacin
Other databases
CAS Registry No. 70458-92-3 (source: Scifinder)
ChEBI CHEBI:50199
ChEMBL Ligand CHEMBL267648
DrugBank Ligand DB00487
DrugCentral Ligand 2071
GtoPdb PubChem SID 479821202
PubChem CID 51081
Search Google for chemical match using the InChIKey FHFYDNQZQSQIAI-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FHFYDNQZQSQIAI
Search PubMed clinical trials pefloxacin
Search PubMed titles pefloxacin
Search PubMed titles/abstracts pefloxacin
UniChem Compound Search for chemical match using the InChIKey FHFYDNQZQSQIAI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FHFYDNQZQSQIAI-UHFFFAOYSA-N

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MedChemExpress
Pefloxacin (links to external site)
Cat. No. HY-B0147