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

Details

Stereochemistry EPIMERIC
Molecular Formula C20H25N3O4.C4H6O5
Molecular Weight 505.5176
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEMONOXACIN MALATE ANHYDROUS

SMILES

OC(CC(O)=O)C(O)=O.COC1=C2N(C=C(C(O)=O)C(=O)C2=CC=C1N3C[C@@H](C)C[C@H](N)C3)C4CC4

InChI

InChIKey=YMVJINCWEIPOFL-FXMYHANSSA-N
InChI=1S/C20H25N3O4.C4H6O5/c1-11-7-12(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;5-2(4(8)9)1-3(6)7/h5-6,10-13H,3-4,7-9,21H2,1-2H3,(H,25,26);2,5H,1H2,(H,6,7)(H,8,9)/t11-,12-;/m0./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

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
Comparative in vitro activities of the new quinolone nemonoxacin (TG-873870), gemifloxacin and other quinolones against clinical isolates of Mycobacterium tuberculosis.
2009 Aug
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 Dec
Comparative in vitro activities of nemonoxacin, doripenem, tigecycline and 16 other antimicrobials against Nocardia brasiliensis, Nocardia asteroides and unusual Nocardia species.
2009 Jul
New antibiotics for antibiotic-resistant bacteria.
2009 May 28
Gateways to clinical trials.
2010 Jun
In vivo antibacterial activity of nemonoxacin, a novel non-fluorinated quinolone.
2010 Nov
In vitro activity of nemonoxacin, tigecycline, and other antimicrobial agents against Helicobacter pylori isolates in Taiwan, 1998-2007.
2010 Nov
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:11:02 UTC 2023
Edited
by admin
on Sat Dec 16 05:11:02 UTC 2023
Record UNII
24502Q4NWQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEMONOXACIN MALATE ANHYDROUS
Common Name English
Nemonoxacin malate [WHO-DD]
Common 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 (1:1)
Common 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
Common Name English
Code System Code Type Description
PUBCHEM
49863435
Created by admin on Sat Dec 16 05:11:02 UTC 2023 , Edited by admin on Sat Dec 16 05:11:02 UTC 2023
PRIMARY
CAS
951163-60-3
Created by admin on Sat Dec 16 05:11:02 UTC 2023 , Edited by admin on Sat Dec 16 05:11:02 UTC 2023
PRIMARY
FDA UNII
24502Q4NWQ
Created by admin on Sat Dec 16 05:11:02 UTC 2023 , Edited by admin on Sat Dec 16 05:11:02 UTC 2023
PRIMARY
EPA CompTox
DTXSID00241759
Created by admin on Sat Dec 16 05:11:02 UTC 2023 , Edited by admin on Sat Dec 16 05:11:02 UTC 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY