NEMONOXACIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H25N3O4
Molecular Weight	371.4302
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=AVPQPGFLVZTJOR-RYUDHWBXSA-N

InChI=1S/C20H25N3O4/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/h5-6,10-13H,3-4,7-9,21H2,1-2H3,(H,25,26)/t11-,12-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27215369 | https://www.ncbi.nlm.nih.gov/pubmed/22650326 | https://www.ncbi.nlm.nih.gov/pubmed/25079302

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

Title	Date	PubMed
Comparative in vitro activities of the new quinolone nemonoxacin (TG-873870), gemifloxacin and other quinolones against clinical isolates of Mycobacterium tuberculosis.	2009 Aug	19454523
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	19833635
Comparative in vitro activities of nemonoxacin, doripenem, tigecycline and 16 other antimicrobials against Nocardia brasiliensis, Nocardia asteroides and unusual Nocardia species.	2009 Jul	19398458
New antibiotics for antibiotic-resistant bacteria.	2009 May 28	20948644
Gateways to clinical trials.	2010 Jun	20664824
In vivo antibacterial activity of nemonoxacin, a novel non-fluorinated quinolone.	2010 Nov	20858687
In vitro activity of nemonoxacin, tigecycline, and other antimicrobial agents against Helicobacter pylori isolates in Taiwan, 1998-2007.	2010 Nov	20658256

Patents

Name

Type

Language

NEMONOXACIN

Official Name

English

3-QUINOLINECARBOXYLIC ACID, 7-((3S,5S)-3-AMINO-5-METHYL-1-PIPERIDINYL)-1-CYCLOPROPYL-1,4-DIHYDRO-8-METHOXY-4-OXO-

Common Name

English

nemonoxacin [INN]

Common Name

English

TG-873870

Code

English

Nemonoxacin [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-ATC

J01MB08