florfenicol   Click here for help

GtoPdb Ligand ID: 12923

Synonyms: SCH 25298
Compound class: Synthetic organic
Comment: Florfenicol is a fluorinated synthetic analogue of thiamphenicol and classed as an amphenicol antibacterial compound. It is mainly used in veterinary medicine.
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 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 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 91.85
Molecular weight 358.21
XLogP 0.35
No. Lipinski's rules broken 0
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 CS(=O)(=O)C1=CC=C(C=C1)[C@H]([C@@H](CF)NC(=O)C(Cl)Cl)O
Isomeric SMILES CS(=O)(=O)C1=CC=C(C=C1)[C@H]([C@@H](CF)NC(=O)C(Cl)Cl)O
InChI InChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m1/s1
InChI Key AYIRNRDRBQJXIF-NXEZZACHSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
International Nonproprietary Names Click here for help
INN number INN
5777 florfenicol
Synonyms Click here for help
SCH 25298
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Florfenicol, Sch-25298
Other databases
CAS Registry No. 73231-34-2 (source: Scifinder)
ChEBI CHEBI:87185
ChEMBL Ligand CHEMBL1241590
DrugBank Ligand DB11413
DrugCentral Ligand 5543
GtoPdb PubChem SID 485206044
PubChem CID 114811
Search Google for chemical match using the InChIKey AYIRNRDRBQJXIF-NXEZZACHSA-N
Search Google for chemicals with the same backbone AYIRNRDRBQJXIF
Search PubMed clinical trials florfenicol
Search PubMed titles florfenicol
Search PubMed titles/abstracts florfenicol
UniChem Compound Search for chemical match using the InChIKey AYIRNRDRBQJXIF-NXEZZACHSA-N
UniChem Connectivity Search for chemical match using the InChIKey AYIRNRDRBQJXIF-NXEZZACHSA-N