nadifloxacin   Click here for help

GtoPdb Ligand ID: 12919

Synonyms: Nadixa® | OPC-7251
Approved drug
nadifloxacin is an approved drug
Compound class: Synthetic organic
Comment: Nadifloxacin is a fluoroquinolone antibacterial compound with activity against Gram-positive bacteria [1].
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 81.08
Molecular weight 360.38
XLogP 2.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

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.

✖
Canonical SMILES CC1CCC2=C(C(=CC3=C2N1C=C(C3=O)C(=O)O)F)N4CCC(CC4)O
Isomeric SMILES CC1CCC2=C3N1C=C(C(=O)C3=CC(=C2N4CCC(CC4)O)F)C(=O)O
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)
InChI Key JYJTVFIEFKZWCJ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6702 nadifloxacin
Synonyms Click here for help
Nadixa® | OPC-7251
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Nadifloxacin, OPC-7251
Other databases
BindingDB Ligand 50475222
CAS Registry No. 124858-35-1 (source: Scifinder)
ChEBI CHEBI:31889
ChEMBL Ligand CHEMBL363449
DrugBank Ligand DB12447
DrugCentral Ligand 1864
GtoPdb PubChem SID 485206040
PubChem CID 4410
Search Google for chemical match using the InChIKey JYJTVFIEFKZWCJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JYJTVFIEFKZWCJ
Search PubMed clinical trials nadifloxacin
Search PubMed titles nadifloxacin
Search PubMed titles/abstracts nadifloxacin
UniChem Compound Search for chemical match using the InChIKey JYJTVFIEFKZWCJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JYJTVFIEFKZWCJ-UHFFFAOYSA-N
Wikipedia Nadifloxacin