nemonoxacin   Click here for help

GtoPdb Ligand ID: 10836

Synonyms: Taigexyn® | TG-873870 | TG873870
Approved drug
nemonoxacin is an approved drug (Taiwan (2014))
Compound class: Synthetic organic
Comment: Nemonoxacin is a non-fluorinated quinolone antibacterial with broad-spectrum activity against Gram-positive and Gram-negative bacteria and atypical pathogens, including methicillin-resistant S. aureus (MRSA) and vancomycin-resistant pathogens [1-2]. It selectively inhibits bacterial DNA topoisomerase (DNA gyrase) activity.
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 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 97.79
Molecular weight 371.18
XLogP 4.25
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 COc1c(ccc2c1n(cc(c2=O)C(=O)O)C1CC1)N1C[C@@H](C)C[C@@H](C1)N
Isomeric SMILES COc1c(ccc2c1n(cc(c2=O)C(=O)O)C1CC1)N1C[C@@H](C)C[C@@H](C1)N
InChI InChI=1S/C20H25N3O4/c1-11-7-12(21)9-22(8-11)16-6-5-14-17(19(16)27-2)23(13-3-4-13)10-15(18(14)24)20(25)26/h5-6,10-13H,3-4,7-9,21H2,1-2H3,(H,25,26)/t11-,12-/m0/s1
InChI Key AVPQPGFLVZTJOR-RYUDHWBXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Taiwan (2014))
IUPAC Name Click here for help
7-[(3S,5S)-3-amino-5-methylpiperidin-1-yl]-1-cyclopropyl-8-methoxy-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
8789 nemonoxacin
Synonyms Click here for help
Taigexyn® | TG-873870 | TG873870
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Nemonoxacin, TG-873870 (Taigexyn)
Other databases
CAS Registry No. 378746-64-6 (source: WHO INN record)
ChEMBL Ligand CHEMBL1213456
DrugBank Ligand DB06600
DrugCentral Ligand 5079
GtoPdb PubChem SID 405560277
PubChem CID 11993740
Search Google for chemical match using the InChIKey AVPQPGFLVZTJOR-RYUDHWBXSA-N
Search Google for chemicals with the same backbone AVPQPGFLVZTJOR
Search PubMed clinical trials nemonoxacin
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Search PubMed titles/abstracts nemonoxacin
UniChem Compound Search for chemical match using the InChIKey AVPQPGFLVZTJOR-RYUDHWBXSA-N
UniChem Connectivity Search for chemical match using the InChIKey AVPQPGFLVZTJOR-RYUDHWBXSA-N