levonadifloxacin   Click here for help

GtoPdb Ligand ID: 10757

Synonyms: (S)-(-)-nadifloxacin | WCK 771 | WCK-771 | WCK771
Compound class: Synthetic organic
Comment: Levonadifloxacin (WCK 771) is a fluoroquinolone class antibacterial [1-3]. It is being developed as a component of a combination therapy with alalevonadifloxacin. Formulated as the levonadifloxacin arginine salt for clinical administration. We show the structure of the parent molecule here.

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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 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 82.77
Molecular weight 360.15
XLogP 4.39
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 OC1CCN(CC1)c1c(F)cc2c3c1CC[C@@H](n3cc(c2=O)C(=O)O)C
Isomeric SMILES OC1CCN(CC1)c1c(F)cc2c3c1CC[C@@H](n3cc(c2=O)C(=O)O)C
InChI InChI=1S/C19H21FN2O4/c1-10-2-3-12-16-13(18(24)14(19(25)26)9-22(10)16)8-15(20)17(12)21-6-4-11(23)5-7-21/h8-11,23H,2-7H2,1H3,(H,25,26)/t10-/m0/s1
InChI Key JYJTVFIEFKZWCJ-JTQLQIEISA-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
International Nonproprietary Names Click here for help
INN number INN
8649 levonadifloxacin
Synonyms Click here for help
(S)-(-)-nadifloxacin | WCK 771 | WCK-771 | WCK771
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo WCK771 | WCK-771A
Other databases
CAS Registry No. 154357-42-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL190561
GtoPdb PubChem SID 405560198
PubChem CID 9850038
Search Google for chemical match using the InChIKey JYJTVFIEFKZWCJ-JTQLQIEISA-N
Search Google for chemicals with the same backbone JYJTVFIEFKZWCJ
Search PubMed clinical trials levonadifloxacin
Search PubMed titles levonadifloxacin
Search PubMed titles/abstracts levonadifloxacin
UniChem Compound Search for chemical match using the InChIKey JYJTVFIEFKZWCJ-JTQLQIEISA-N
UniChem Connectivity Search for chemical match using the InChIKey JYJTVFIEFKZWCJ-JTQLQIEISA-N

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MedChemExpress
Levonadifloxacin (links to external site)
Cat. No. HY-14926