grepafloxacin   Click here for help

GtoPdb Ligand ID: 10818

Synonyms: OPC 17116 | OPC-17116 | OPC17116 | Raxar®
Approved drug
grepafloxacin is an approved drug
Compound class: Synthetic organic
Comment: Grepafloxacin is a quinolone antibacterial [1-2].
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 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.

✖
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 74.57
Molecular weight 359.16
XLogP 4.53
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
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.

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/)

✖
Canonical SMILES CC1NCCN(C1)c1cc2c(c(c1F)C)c(=O)c(cn2C1CC1)C(=O)O
Isomeric SMILES CC1NCCN(C1)c1cc2c(c(c1F)C)c(=O)c(cn2C1CC1)C(=O)O
InChI InChI=1S/C19H22FN3O3/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26)
InChI Key AIJTTZAVMXIJGM-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.
Withdrawn drug? Yes
IUPAC Name Click here for help
1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
7024 grepafloxacin
Synonyms Click here for help
OPC 17116 | OPC-17116 | OPC17116 | Raxar®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Grepafloxacin
Other databases
BindingDB Ligand 50117924
CAS Registry No. 119914-60-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL583
DrugBank Ligand DB00365
DrugCentral Ligand 1330
GtoPdb PubChem SID 405560259
PubChem CID 72474
Search Google for chemical match using the InChIKey AIJTTZAVMXIJGM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone AIJTTZAVMXIJGM
Search PubMed clinical trials grepafloxacin
Search PubMed titles grepafloxacin
Search PubMed titles/abstracts grepafloxacin
UniChem Compound Search for chemical match using the InChIKey AIJTTZAVMXIJGM-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey AIJTTZAVMXIJGM-UHFFFAOYSA-N