lascufloxacin   Click here for help

GtoPdb Ligand ID: 10823

Synonyms: KRP-AM1977
Compound class: Synthetic organic
Comment: Lascufloxacin (KRP-AM1977Y) is an investigational intravenous fluoroquinolone antiobiotic that was developed for lower respiratory tract infections [1]. It is effective against both aerobic and anaerobic bacteria, and is highly distributed in the lung.

lascufloxacin 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 4
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 83.8
Molecular weight 439.17
XLogP 5.28
No. Lipinski's rules broken 1

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 FCCn1cc(C(=O)O)c(=O)c2c1c(OC)c(N1C[C@@H]([C@@H](C1)F)CNC1CC1)c(c2)F
Isomeric SMILES FCCn1cc(C(=O)O)c(=O)c2c1c(OC)c(N1C[C@@H]([C@@H](C1)F)CNC1CC1)c(c2)F
InChI InChI=1S/C21H24F3N3O4/c1-31-20-17-13(19(28)14(21(29)30)9-26(17)5-4-22)6-15(23)18(20)27-8-11(16(24)10-27)7-25-12-2-3-12/h6,9,11-12,16,25H,2-5,7-8,10H2,1H3,(H,29,30)/t11-,16+/m0/s1
InChI Key ZFIOCUITTUUVPV-MEDUHNTESA-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-[(3S,4S)-3-[(cyclopropylamino)methyl]-4-fluoropyrrolidin-1-yl]-6-fluoro-1-(2-fluoroethyl)-8-methoxy-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
10017 lascufloxacin
Synonyms Click here for help
KRP-AM1977
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Lascufloxacin
Other databases
CAS Registry No. 848416-07-9 (source: WHO INN record)
DrugCentral Ligand 5370
GtoPdb PubChem SID 405560264
PubChem CID 71528768
Search Google for chemical match using the InChIKey ZFIOCUITTUUVPV-MEDUHNTESA-N
Search Google for chemicals with the same backbone ZFIOCUITTUUVPV
Search PubMed clinical trials lascufloxacin
Search PubMed titles lascufloxacin
Search PubMed titles/abstracts lascufloxacin
UniChem Compound Search for chemical match using the InChIKey ZFIOCUITTUUVPV-MEDUHNTESA-N
UniChem Connectivity Search for chemical match using the InChIKey ZFIOCUITTUUVPV-MEDUHNTESA-N

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MedChemExpress
Lascufloxacin (links to external site)
Cat. No. HY-16745