danofloxacin   Click here for help

GtoPdb Ligand ID: 13667

Synonyms: Advocid® (veterinary) | Advocin® (veterinary) | CP-76,136
Compound class: Synthetic organic
Comment: Danofloxacin is a fluoroquinolone antibacterial compound, with broad-spectrum activity against both Gram-positive and Gram-negative bacteria [1-2]. It was developed for use in veterinary medicine.

danofloxacin 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 357.38
XLogP 2.27
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 CN1C[C@@H]2C[C@H]1CN2C3=CC4=C(C=C3F)C(=O)C(=CN4C5CC5)C(=O)O
Isomeric SMILES CN1C[C@@H]2C[C@H]1CN2C3=C(C=C4C(=C3)N(C=C(C4=O)C(=O)O)C5CC5)F
InChI InChI=1S/C19H20FN3O3/c1-21-7-12-4-11(21)8-22(12)17-6-16-13(5-15(17)20)18(24)14(19(25)26)9-23(16)10-2-3-10/h5-6,9-12H,2-4,7-8H2,1H3,(H,25,26)/t11-,12-/m0/s1
InChI Key QMLVECGLEOSESV-RYUDHWBXSA-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
IUPAC Name Click here for help
1-cyclopropyl-6-fluoro-7-[(1S,4S)-3-methyl-3,6-diazabicyclo[2.2.1]heptan-6-yl]-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6424 danofloxacin
Synonyms Click here for help
Advocid® (veterinary) | Advocin® (veterinary) | CP-76,136
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Danofloxacin
Other databases
CAS Registry No. 112398-08-0 (source: Scifinder)
ChEBI CHEBI:183837
ChEMBL Ligand CHEMBL157548
DrugBank Ligand DB11393
DrugCentral Ligand 5669
GtoPdb PubChem SID 507750301
PubChem CID 71335
Search Google for chemical match using the InChIKey QMLVECGLEOSESV-RYUDHWBXSA-N
Search Google for chemicals with the same backbone QMLVECGLEOSESV
Search PubMed clinical trials danofloxacin
Search PubMed titles danofloxacin
Search PubMed titles/abstracts danofloxacin
UniChem Compound Search for chemical match using the InChIKey QMLVECGLEOSESV-RYUDHWBXSA-N
UniChem Connectivity Search for chemical match using the InChIKey QMLVECGLEOSESV-RYUDHWBXSA-N

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MedChemExpress
Danofloxacin (links to external site)
Cat. No. HY-W011117