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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 of NEMONOXACIN

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

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
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 15:51:04 UTC 2023
Edited
by admin
on Sat Dec 16 15:51:04 UTC 2023
Record UNII
P94L0PVO94
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEMONOXACIN
INN   WHO-DD  
INN  
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
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C174838
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
MESH
C543520
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
CAS
378746-64-6
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
INN
8789
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
PUBCHEM
11993740
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
DRUG CENTRAL
5079
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
DRUG BANK
DB06600
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID10958907
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
ChEMBL
CHEMBL1213456
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
WIKIPEDIA
Nemonoxacin
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
SMS_ID
300000034273
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
FDA UNII
P94L0PVO94
Created by admin on Sat Dec 16 15:51:05 UTC 2023 , Edited by admin on Sat Dec 16 15:51:05 UTC 2023
PRIMARY
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