delafloxacin   Click here for help

GtoPdb Ligand ID: 10799

Synonyms: Abbott 492 | ABT-492 | ABT492 | Baxdela® | Quofenix®
Approved drug PDB Ligand
delafloxacin is an approved drug (FDA (2017), EMA (2019))
Compound class: Synthetic organic
Comment: Delafloxacin is a fourth generation fluoroquinolone class antibacterial. It has a good spectum of activity against gram-positive bacteria and some atypical pathogens.

delafloxacin 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 3
Rotatable bonds 3
Topological polar surface area 121.16
Molecular weight 440.05
XLogP 4.38
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 OC1CN(C1)c1c(F)cc2c(c1Cl)n(cc(c2=O)C(=O)O)c1nc(N)c(cc1F)F
Isomeric SMILES OC1CN(C1)c1c(F)cc2c(c1Cl)n(cc(c2=O)C(=O)O)c1nc(N)c(cc1F)F
InChI InChI=1S/C18H12ClF3N4O4/c19-12-13-7(1-9(20)14(12)25-3-6(27)4-25)15(28)8(18(29)30)5-26(13)17-11(22)2-10(21)16(23)24-17/h1-2,5-6,27H,3-4H2,(H2,23,24)(H,29,30)
InChI Key DYDCPNMLZGFQTM-UHFFFAOYSA-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. FDA (2017)  |  EMA (2019)
IUPAC Name Click here for help
1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
9064 delafloxacin
Synonyms Click here for help
Abbott 492 | ABT-492 | ABT492 | Baxdela® | Quofenix®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Delafloxacin
Other databases
CAS Registry No. 189279-58-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL2105637
DrugCentral Ligand 5238
GtoPdb PubChem SID 405560240
PubChem CID 487101
RCSB PDB Ligand TE9
Search Google for chemical match using the InChIKey DYDCPNMLZGFQTM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DYDCPNMLZGFQTM
Search PubMed clinical trials delafloxacin
Search PubMed titles delafloxacin
Search PubMed titles/abstracts delafloxacin
UniChem Compound Search for chemical match using the InChIKey DYDCPNMLZGFQTM-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DYDCPNMLZGFQTM-UHFFFAOYSA-N

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MedChemExpress
Delafloxacin (links to external site)
Cat. No. HY-14814