U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H20FN5O4.C4H7NO4.H2O
Molecular Weight 552.5096
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ZABOFLOXACIN D-ASPARTATE MONOHYDRATE

SMILES

O.N[C@H](CC(O)=O)C(O)=O.CO\N=C1/CN(CC12CNC2)C3=C(F)C=C4C(=O)C(=CN(C5CC5)C4=N3)C(O)=O

InChI

InChIKey=CKUBQLBJSAPAGK-WCRXHYIJSA-N
InChI=1S/C19H20FN5O4.C4H7NO4.H2O/c1-29-23-14-6-24(9-19(14)7-21-8-19)17-13(20)4-11-15(26)12(18(27)28)5-25(10-2-3-10)16(11)22-17;5-2(4(8)9)1-3(6)7;/h4-5,10,21H,2-3,6-9H2,1H3,(H,27,28);2H,1,5H2,(H,6,7)(H,8,9);1H2/b23-14+;;/t;2-;/m.1./s1

HIDE SMILES / InChI

Molecular Formula C19H20FN5O4
Molecular Weight 401.3916
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C4H7NO4
Molecular Weight 133.1027
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Zabofloxacin (also known as DW-224a), a fluoroquinolone antibiotic agent, is a dual inhibitor of both DNA gyrase and topoisomerase IV of Streptococcus pneumonia. Zabofloxacin successfully has completed phase III clinical trial in patients with acute bacterial exacerbation of the chronic obstructive pulmonary disease. In addition, in May 2012, IASO terminated phase II trial of oral zabofloxacin capsules in patients with moderate-to-severe community-acquired pneumonia due to financial considerations.

Approval Year

PubMed

PubMed

TitleDatePubMed
Safety pharmacology of DW-224a, a novel fluoroquinolone antibiotic agent.
2004 Nov
Zabofloxacin (DW-224a) activity against Neisseria gonorrhoeae including quinolone-resistant strains.
2008 Sep
DNA gyrase and topoisomerase IV are dual targets of zabofloxacin in Streptococcus pneumoniae.
2010 Jul
New treatment options for lower respiratory tract infections.
2017 Sep
Patents

Sample Use Guides

Zabofloxacin 367mg tablet P.O. once daily for 5days and then Placebo P.O. once daily for 2days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 13:48:48 GMT 2023
Edited
by admin
on Sat Dec 16 13:48:48 GMT 2023
Record UNII
A09UU5N4TW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZABOFLOXACIN D-ASPARTATE MONOHYDRATE
Common Name English
Zabofloxacin d-aspartate hydrate [WHO-DD]
Common Name English
D-ASPARTIC ACID, 1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-7-((8Z)-8-(METHOXYIMINO)-2,6-DIAZASPIRO(3.4)OCT-6-YL)-4-OXO-1,8-NAPHTHYRIDINE-3-CARBOXYLATE, HYDRATE (1:1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
A09UU5N4TW
Created by admin on Sat Dec 16 13:48:48 GMT 2023 , Edited by admin on Sat Dec 16 13:48:48 GMT 2023
PRIMARY
SMS_ID
100000182643
Created by admin on Sat Dec 16 13:48:48 GMT 2023 , Edited by admin on Sat Dec 16 13:48:48 GMT 2023
PRIMARY
EVMPD
SUB196892
Created by admin on Sat Dec 16 13:48:48 GMT 2023 , Edited by admin on Sat Dec 16 13:48:48 GMT 2023
PRIMARY
PUBCHEM
131633976
Created by admin on Sat Dec 16 13:48:48 GMT 2023 , Edited by admin on Sat Dec 16 13:48:48 GMT 2023
PRIMARY
CAS
1808295-60-4
Created by admin on Sat Dec 16 13:48:48 GMT 2023 , Edited by admin on Sat Dec 16 13:48:48 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE