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=C(C=CC2=C1N(C=C(C(O)=O)C2=O)C3CC3)N4C[C@@H](C)C[C@H](N)C4

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
In vivo antibacterial activity of nemonoxacin, a novel non-fluorinated quinolone.	2010-11	20858687
In vitro activity of nemonoxacin, tigecycline, and other antimicrobial agents against Helicobacter pylori isolates in Taiwan, 1998-2007.	2010-11	20658256
Gateways to clinical trials.	2010-06	20664824
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	19833635
Comparative in vitro activities of the new quinolone nemonoxacin (TG-873870), gemifloxacin and other quinolones against clinical isolates of Mycobacterium tuberculosis.	2009-08	19454523
Comparative in vitro activities of nemonoxacin, doripenem, tigecycline and 16 other antimicrobials against Nocardia brasiliensis, Nocardia asteroides and unusual Nocardia species.	2009-07	19398458
New antibiotics for antibiotic-resistant bacteria.	2009-05-28	20948644

Patents

Name

Type

Language

nemonoxacin [INN]

Preferred Name

English

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

TG-873870

Code

English

Nemonoxacin [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-ATC

J01MB08