Grepafloxacin hydrochlorideProduct ingredient for Grepafloxacin

Name
Grepafloxacin hydrochloride
Drug Entry
Grepafloxacin

Grepafloxacin is an oral broad-spectrum quinoline antibacterial agent used to treat bacterial infections. Due to the QTc-prolonging potential, as indicated by the changes in the QT interval on the electrocardiogram, and the risk for cardiovascular adverse events, grepafloxacin was withdrawn in the United States.

Accession Number
DBSALT000913
Structure
Synonyms
Grepafloxacin HCl
UNII
A4ER1Z8N9N
CAS Number
161967-81-3
Weight
Average: 395.86
Monoisotopic: 395.1411975
Chemical Formula
C19H23ClFN3O3
InChI Key
IEPMBYOIQGCVHO-UHFFFAOYSA-N
InChI
InChI=1S/C19H22FN3O3.ClH/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);1H
IUPAC Name
1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
SMILES
Cl.CC1CN(CCN1)C1=C(F)C(C)=C2C(=O)C(=CN(C3CC3)C2=C1)C(O)=O
PubChem Compound
656829
ChemSpider
571112
ChEBI
774344
ChEMBL
CHEMBL1200393
Wikipedia
Grepafloxacin
Predicted Properties
PropertyValueSource
Water Solubility0.632 mg/mLALOGPS
logP-0.12ALOGPS
logP0.12Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)5.88Chemaxon
pKa (Strongest Basic)8.77Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area72.88 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity97.4 m3·mol-1Chemaxon
Polarizability37.66 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon