gemifloxacin   Click here for help

GtoPdb Ligand ID: 12406

Synonyms: Factive® | LB20304 | SB 265805
Approved drug
gemifloxacin is an approved drug (FDA (2003))
Compound class: Synthetic organic
Comment: Gemifloxacin is a fluoroquinolone antibacterial compound with potent activity against both Gram-negative and Gram-positive microrganisms [2-3].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 120.82
Molecular weight 389.38
XLogP 0.9
No. Lipinski's rules broken 0
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Canonical SMILES CO/N=C/1\CN(CC1CN)C2=NC3=C(C=C2F)C(=O)C(=CN3C4CC4)C(=O)O
Isomeric SMILES CO/N=C/1\CN(CC1CN)C2=C(C=C3C(=O)C(=CN(C3=N2)C4CC4)C(=O)O)F
InChI InChI=1S/C18H20FN5O4/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/h4,7,9-10H,2-3,5-6,8,20H2,1H3,(H,26,27)/b22-14+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2003))
Withdrawn drug? Yes
IUPAC Name Click here for help
7-[3-(aminomethyl)-4-methoxyiminopyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
7877 gemifloxacin
Synonyms Click here for help
Factive® | LB20304 | SB 265805
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Gemifloxacin
Other databases
CAS Registry No. 175463-14-6 (source: Scifinder)
ChEBI CHEBI:101853
DrugBank Ligand DB01155
DrugCentral Ligand 1286
GtoPdb PubChem SID 479821197
PubChem CID 9571107
Search Google for chemical match using the InChIKey ZRCVYEYHRGVLOC-HYARGMPZSA-N
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UniChem Compound Search for chemical match using the InChIKey ZRCVYEYHRGVLOC-HYARGMPZSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZRCVYEYHRGVLOC-HYARGMPZSA-N
Wikipedia Gemifloxacin