sarafloxacin   Click here for help

GtoPdb Ligand ID: 10857

Synonyms: A-56620 | A56620
Approved drug
sarafloxacin is an approved drug
Compound class: Synthetic organic
Comment: Sarafloxacin (A-56620) is a quinolone antibacterial [1-3].
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 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 74.05
Molecular weight 385.12
XLogP 5.02
No. Lipinski's rules broken 1
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 Fc1ccc(cc1)n1cc(C(=O)O)c(=O)c2c1cc(N1CCNCC1)c(c2)F
Isomeric SMILES Fc1ccc(cc1)n1cc(C(=O)O)c(=O)c2c1cc(N1CCNCC1)c(c2)F
InChI InChI=1S/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)
InChI Key XBHBWNFJWIASRO-UHFFFAOYSA-N
References
1. Bansal MB, Thadepalli H. (1987)
Activity of difloxacin (A-56619) and A-56620 against clinical anaerobic bacteria in vitro.
Antimicrob Agents Chemother, 31 (4): 619-21. [PMID:3606066]
2. Eliopoulos GM, Moellering AE, Reiszner E, Moellering Jr RC. (1985)
In vitro activities of the quinolone antimicrobial agents A-56619 and A-56620.
Antimicrob Agents Chemother, 28 (4): 514-20. [PMID:3935046]
3. Fernandes CJ, Wilson RD, Ackerman VP. (1988)
In vitro activity of A-56619 and A-56620 against multi-resistant and routine clinical isolates.
Chemotherapy, 34 (3): 216-28. [PMID:3416660]
4. Hirschhorn L, Neu HC. (1987)
In vitro activity of two new aryl-fluoroquinolone antimicrobial agents, difloxacin (A-56619) and A-56620 compared to that of other antimicrobial agents.
Chemotherapy, 33 (1): 28-39. [PMID:3549179]