acorafloxacin   Click here for help

GtoPdb Ligand ID: 10753

Synonyms: avarofloxacin (former name) | JNJ-Q2 | JNJQ2
Compound class: Synthetic organic
Comment: Acorafloxacin is a fluoroquinolone class antibacterial [1].

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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 5
Topological polar surface area 97.79
Molecular weight 419.17
XLogP 3.79
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 NC/C(=C\1/CCCN(C1)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1)/F
Isomeric SMILES NC/C(=C\1/CCCN(C1)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1)/F
InChI InChI=1S/C21H23F2N3O4/c1-30-20-17-13(19(27)14(21(28)29)10-26(17)12-4-5-12)7-15(22)18(20)25-6-2-3-11(9-25)16(23)8-24/h7,10,12H,2-6,8-9,24H2,1H3,(H,28,29)/b16-11+
InChI Key VMKVDAAFMQKZJS-LFIBNONCSA-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
IUPAC Name Click here for help
7-[(3E)-3-(2-amino-1-fluoroethylidene)piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
9761 acorafloxacin
Synonyms Click here for help
avarofloxacin (former name) | JNJ-Q2 | JNJQ2
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Avarofloxacin
Other databases
CAS Registry No. 878592-87-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL1257096
GtoPdb PubChem SID 405560194
PubChem CID 11546234
Search Google for chemical match using the InChIKey VMKVDAAFMQKZJS-LFIBNONCSA-N
Search Google for chemicals with the same backbone VMKVDAAFMQKZJS
Search PubMed clinical trials acorafloxacin
Search PubMed titles acorafloxacin
Search PubMed titles/abstracts acorafloxacin
UniChem Compound Search for chemical match using the InChIKey VMKVDAAFMQKZJS-LFIBNONCSA-N
UniChem Connectivity Search for chemical match using the InChIKey VMKVDAAFMQKZJS-LFIBNONCSA-N

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MedChemExpress
Avarofloxacin (links to external site)
Cat. No. HY-16764