sparfloxacin   Click here for help

GtoPdb Ligand ID: 10860

Synonyms: AT-4140 | AT4140 | CI-978 | CI978 | SPFX | Zagam ®
Approved drug
sparfloxacin is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Sparfloxacin is a fluoroquinolone antibacterial. It has a less than ideal side-effect profile [3] that led to its withdrawl from the US market.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 100.59
Molecular weight 392.17
XLogP 4.1
No. Lipinski's rules broken 0
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Canonical SMILES C[C@@H]1N[C@H](C)CN(C1)c1c(F)c(N)c2c(c1F)n(cc(c2=O)C(=O)O)C1CC1
Isomeric SMILES C[C@@H]1N[C@H](C)CN(C1)c1c(F)c(N)c2c(c1F)n(cc(c2=O)C(=O)O)C1CC1
InChI InChI=1S/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
Withdrawn drug? Yes
IUPAC Name Click here for help
5-amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6612 sparfloxacin
Synonyms Click here for help
AT-4140 | AT4140 | CI-978 | CI978 | SPFX | Zagam ®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo
Other databases
BindingDB Ligand 50366822
CAS Registry No. 110871-86-8 (source: WHO INN record)
DrugBank Ligand DB01208
DrugCentral Ligand 2466
GtoPdb PubChem SID 405560301
PubChem CID 60464
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UniChem Compound Search for chemical match using the InChIKey DZZWHBIBMUVIIW-DTORHVGOSA-N
UniChem Connectivity Search for chemical match using the InChIKey DZZWHBIBMUVIIW-DTORHVGOSA-N