Gemifloxacin mesylateProduct ingredient for Gemifloxacin

Show full entry for Gemifloxacin
Name
Gemifloxacin mesylate
Drug Entry
Gemifloxacin

Gemifloxacin is a quinolone antibacterial agent with a broad-spectrum activity that is used in the treatment of acute bacterial exacerbation of chronic bronchitis and mild-to-moderate pneumonia. It is available in oral formulations. Gemifloxacin acts by inhibiting DNA synthesis through the inhibition of both DNA gyrase and topoisomerase IV, which are essential for bacterial growth.

See full entry for Gemifloxacin
Accession Number
DBSALT002832
Structure
Similar Structures
Synonyms
Gemifloxacin mesilate / Gemifloxacin mesylate
External IDs
LB 20304a / SB 265805S / SB-265805-S
UNII
X4S9F8RL01
CAS Number
210353-53-0
Weight
Average: 485.49
Monoisotopic: 485.13804747
Chemical Formula
C19H24FN5O7S
InChI Key
JIYMVSQRGZEYAX-CWUUNJJBSA-N
InChI
InChI=1S/C18H20FN5O4.CH4O3S/c1-28-22-14-8-23(6-9(14)5-20)17-13(19)4-11-15(25)12(18(26)27)7-24(10-2-3-10)16(11)21-17;1-5(2,3)4/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27);1H3,(H,2,3,4)/b22-14+;
IUPAC Name
7-[(4Z)-3-(aminomethyl)-4-(methoxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid; methanesulfonic acid
SMILES
CS(O)(=O)=O.CO\N=C1/CN(CC1CN)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=N1)C(O)=O
KEGG Drug
D02471
ChemSpider
7862317
ChEBI
53749
ChEMBL
CHEMBL1200621
Wikipedia
Gemifloxacin
Predicted Properties
PropertyValueSource
Water Solubility0.21 mg/mLALOGPS
logP-0.82ALOGPS
logP-0.92Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)5.35Chemaxon
pKa (Strongest Basic)9.41Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area121.35 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity99.74 m3·mol-1Chemaxon
Polarizability39.3 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon