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

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

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
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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 15:51:04 GMT 2023` Edited by `admin` on `Sat Dec 16 15:51:04 GMT 2023`
Record UNII	P94L0PVO94
Record Status	`Validated (UNII)`
Record Version

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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