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garenoxacin   Click here for help

GtoPdb Ligand ID: 12402

Synonyms: BMS-284756 | Ganefloxacin | Garenfloxacin | Geninax® | T-3811
Approved drug
garenoxacin is an approved drug (Japan)
Compound class: Synthetic organic
Comment: Garenoxacin is a fluoroquinolone antibacterial compound, with broad-spectrum activity against both Gram-positive and Gram-negative bacteria [2-3].
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 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 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 80.56
Molecular weight 426.14
XLogP 6.24
No. Lipinski's rules broken 1

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 FC(Oc1c(ccc2c1n(cc(c2=O)C(=O)O)C1CC1)c1ccc2c(c1)CN[C@@H]2C)F
Isomeric SMILES C[C@@H]1c2c(CN1)cc(cc2)c1c(c2c(cc1)c(=O)c(cn2C1CC1)C(=O)O)OC(F)F
InChI InChI=1S/C23H20F2N2O4/c1-11-15-5-2-12(8-13(15)9-26-11)16-6-7-17-19(21(16)31-23(24)25)27(14-3-4-14)10-18(20(17)28)22(29)30/h2,5-8,10-11,14,23,26H,3-4,9H2,1H3,(H,29,30)/t11-/m1/s1
InChI Key NJDRXTDGYFKORP-LLVKDONJSA-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
1-cyclopropyl-8-(difluoromethoxy)-7-[(1R)-1-methyl-2,3-dihydro-1H-isoindol-5-yl]-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
8237 garenoxacin
Synonyms Click here for help
BMS-284756 | Ganefloxacin | Garenfloxacin | Geninax® | T-3811
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Garenoxacin
Other databases
CAS Registry No. 194804-75-6 (source: Scifinder)
ChEBI CHEBI:131716
ChEMBL Ligand CHEMBL215303
DrugBank Ligand DB06160
DrugCentral Ligand 4053
GtoPdb PubChem SID 479821193
PubChem CID 124093
Search Google for chemical match using the InChIKey NJDRXTDGYFKORP-LLVKDONJSA-N
Search Google for chemicals with the same backbone NJDRXTDGYFKORP
Search PubMed clinical trials garenoxacin
Search PubMed titles garenoxacin
Search PubMed titles/abstracts garenoxacin
UniChem Compound Search for chemical match using the InChIKey NJDRXTDGYFKORP-LLVKDONJSA-N
UniChem Connectivity Search for chemical match using the InChIKey NJDRXTDGYFKORP-LLVKDONJSA-N