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Details

Stereochemistry EPIMERIC
Molecular Formula 2C20H25N3O4.2C4H6O5.H2O
Molecular Weight 1029.0506
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEMONOXACIN MALATE HEMIHYDRATE

SMILES

O.OC(CC(O)=O)C(O)=O.OC(CC(O)=O)C(O)=O.COC1=C(C=CC2=C1N(C=C(C(O)=O)C2=O)C3CC3)N4C[C@@H](C)C[C@H](N)C4.COC5=C(C=CC6=C5N(C=C(C(O)=O)C6=O)C7CC7)N8C[C@@H](C)C[C@H](N)C8

InChI

InChIKey=XNVZOGKOFKLWFQ-ABLBMNRKSA-N
InChI=1S/2C20H25N3O4.2C4H6O5.H2O/c2*1-11-7-12(21)9-22(8-11)16-6-5-14-17(19(16)27-2)23(13-3-4-13)10-15(18(14)24)20(25)26;2*5-2(4(8)9)1-3(6)7;/h2*5-6,10-13H,3-4,7-9,21H2,1-2H3,(H,25,26);2*2,5H,1H2,(H,6,7)(H,8,9);1H2/t2*11-,12-;;;/m00.../s1

HIDE SMILES / InChI

Molecular Formula C4H6O5
Molecular Weight 134.0874
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula C20H25N3O4
Molecular Weight 371.4302
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Nemonoxacin is a non-fluorinated quinolone antibiotic in clinical development in an oral and intravenous formulation. It exhibits potent antibacterial activities against Gram-positive, Gram-negative, and atypical pathogens, especially methicillin-resistant Staphylococcus aureus. The molecule inhibits bacterial DNA synthesis by forming a ternary complex with a DNA molecule and gyrase and topoisomerase IV enzymes, thus blocking bacterial DNA supercoiling. Nemonoxacin is developed by TaiGen Biotechnology Company and has reached worldwide approval in 2014 and is marketed under the name Taigexyn®.

Approval Year

PubMed

PubMed

TitleDatePubMed
In vivo antibacterial activity of nemonoxacin, a novel non-fluorinated quinolone.
2010-11
In vitro activity of nemonoxacin, tigecycline, and other antimicrobial agents against Helicobacter pylori isolates in Taiwan, 1998-2007.
2010-11
Gateways to clinical trials.
2010-06
In vitro activity of nemonoxacin (TG-873870), a novel non-fluorinated quinolone, against clinical isolates of Staphylococcus aureus, enterococci and Streptococcus pneumoniae with various resistance phenotypes in Taiwan.
2009-12
Comparative in vitro activities of the new quinolone nemonoxacin (TG-873870), gemifloxacin and other quinolones against clinical isolates of Mycobacterium tuberculosis.
2009-08
Comparative in vitro activities of nemonoxacin, doripenem, tigecycline and 16 other antimicrobials against Nocardia brasiliensis, Nocardia asteroides and unusual Nocardia species.
2009-07
New antibiotics for antibiotic-resistant bacteria.
2009-05-28
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:16:57 GMT 2025
Edited
by admin
on Mon Mar 31 21:16:57 GMT 2025
Record UNII
Y97F3051FH
Record Status Validated (UNII)
Record Version
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Name Type Language
NEMONOXACIN MALATE HEMIHYDRATE
Common Name English
TAIGEXYN
Preferred Name English
BUTANEDIOIC ACID, 2-HYDROXY-, COMPD. WITH 7-((3S,5S)-3-AMINO-5-METHYL-1-PIPERIDINYL)-1-CYCLOPROPYL-1,4-DIHYDRO-8-METHOXY-4-OXO-3-QUINOLINECARBOXYLIC ACID, HYDRATE (2:2:1)
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID10241765
Created by admin on Mon Mar 31 21:16:57 GMT 2025 , Edited by admin on Mon Mar 31 21:16:57 GMT 2025
PRIMARY
CAS
951313-26-1
Created by admin on Mon Mar 31 21:16:57 GMT 2025 , Edited by admin on Mon Mar 31 21:16:57 GMT 2025
PRIMARY
FDA UNII
Y97F3051FH
Created by admin on Mon Mar 31 21:16:57 GMT 2025 , Edited by admin on Mon Mar 31 21:16:57 GMT 2025
PRIMARY
PUBCHEM
71587894
Created by admin on Mon Mar 31 21:16:57 GMT 2025 , Edited by admin on Mon Mar 31 21:16:57 GMT 2025
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY