Norfloxacin

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Norfloxacin are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Norfloxacin?

The molecule Norfloxacin presents a molecular formula of C16H18FN3O3 and its IUPAC name is 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid.

Norfloxacin is a synthetic chemotherapeutic agent that is used to treat bacterial infections. It is a quinolone antibiotic, which means that it works by inhibiting the bacterial enzyme DNA gyrase. This prevents the bacteria from replicating their DNA, which ultimately leads to their death. Norfloxacin is effective against a wide range of bacteria, including those that cause urinary tract infections, respiratory infections, and skin infections. It is also sometimes used to treat Helicobacter pylori, the bacteria that cause stomach ulcers. Norfloxacin is generally well-tolerated, but it can cause some side effects, including nausea, vomiting, diarrhea, and abdominal pain. It can also cause headaches, dizziness, and lightheadedness. Norfloxacin should be used with caution in people with a history of seizures, as it can increase the risk of seizure activity..

3D structure

Cartesian coordinates

Geometry of Norfloxacin in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Norfloxacin OGJPXUAPXNRGGI-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Norfloxacin

 

Molecule descriptors

 
IUPAC name1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
InChI codeInChI=1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)
InChI KeyOGJPXUAPXNRGGI-UHFFFAOYSA-N
SMILESCCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNCC3)cc21

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (NFLX)1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid
  • (norfloxacin)1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid
  • 1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid
  • 1-Ethyl-3-carboxy-6-fluoro-7-(piperazinyl-1)-quinolin-4(1H)-one
  • 1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure
  • 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid
  • 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid
  • 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline-3-carboxylicAcid
  • 1-Ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro-3-quinolinecarboxylic acid
  • 1-Ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydro-3-quinolinecarboxylic acid #
  • 1-Ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-1,4-dihydroquinoline-3-carboxylic Acid
  • 1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4,4a,8a-tetrahydro-quinoline-3-carboxylic acid (norfloxacin)
  • 1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid (Norfloxacin)
  • 1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid(1-norfloxacin)
  • 1-Ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid(Norfloxacin)
  • 1-ethyl-1,4-dihydro-6-fluoro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxylic acid
  • 1-ethyl-4-oxo-6-fluoro-7-(piperazinyl)-1,4-dihydro-quinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-1,4-dihydro-7-(1-piperazinyl)-4-oxo-3-quinoline carboxylic acid
  • 1-ethyl-6-fluoro-1,4-dihydro-7-(1-piperazinyl)-4-oxoquinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-quinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-4-oxo-7-piperazinylhydroquinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-7-(1-piperazinyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  • 1-ethyl-6-fluoro-7-(1-piperazinyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  • 3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-
  • 3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-
  • 458N967
  • 7-(1-Piperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  • 70458-96-7
  • AB00052059-18
  • AB00052059-19
  • AB00052059_20
  • AB00052059_21
  • AC-6855
  • ACT02630
  • AM 715
  • AM-715
  • BBL005569
  • BCBcMAP01_000218
  • BCP27734
  • BCP9000993
  • BDBM50045000
  • BIDD:GT0725
  • BPBio1_000289
  • BRN 0567897
  • BSPBio_000261
  • BSPBio_002107
  • Baccidal
  • Barazan
  • C06687
  • CCG-40235
  • CCRIS 6302
  • CS-1906
  • Chibroxin
  • Chibroxine
  • Chibroxol
  • D00210
  • DB01059
  • DSSTox_CID_17680
  • DSSTox_GSID_37680
  • DSSTox_RID_79353
  • DivK1c_000084
  • Epitope ID:119068
  • FT-0630800
  • FT-0673085
  • Fulgram
  • Gonorcin
  • HMS1568N03
  • HMS1920B16
  • HMS2090F03
  • HMS2091J16
  • HMS2095N03
  • HMS2235G03
  • HMS3712N03
  • HMS500E06
  • HSDB 8029
  • HY-B0132
  • IDI1_000084
  • KBio1_000084
  • KBio2_001497
  • KBio2_004065
  • KBio2_006633
  • KBio3_001607
  • KBioGR_000866
  • KBioSS_001497
  • KS-5007
  • Lexinor
  • MFCD00079532
  • MK 0366
  • MK-0366
  • MK-366
  • MLS000069650
  • MLS006011446
  • N-8650
  • N0817
  • N0F8P22L1P
  • NCGC00016916-01
  • NCGC00016916-02
  • NCGC00016916-03
  • NCGC00016916-04
  • NCGC00016916-05
  • NCGC00016916-06
  • NCGC00016916-07
  • NCGC00016916-08
  • NCGC00016916-09
  • NCGC00016916-11
  • NCGC00016916-12
  • NCGC00021725-03
  • NCGC00021725-04
  • NFLX
  • NINDS_000084
  • NSC 757250
  • NSC-757250
  • NSC757250
  • Noflo
  • Nolicin
  • Noracin
  • Noraxin
  • Norflo
  • Norfloxacin
  • Norfloxacin (JP17/USP/INN)
  • Norfloxacin (Norxacin)
  • Norfloxacin - Norxacin
  • Norfloxacin, Antibiotic for Culture Media Use Only
  • Norfloxacine
  • Norfloxacine,(S)
  • Norfloxacino
  • Norfloxacinum
  • Norocin
  • Noroxin
  • Noroxine
  • Norxacin
  • Opera_ID_1423
  • Oprea1_375152
  • Pharmakon1600-01500440
  • Prestwick0_000221
  • Prestwick1_000221
  • Prestwick2_000221
  • Prestwick3_000221
  • Prestwick_633
  • Q417897
  • RKL10074
  • SBI-0051464.P002
  • SMP1_000216
  • SMR000058200
  • SPECTRUM1500440
  • SR-01000000222
  • SR-01000000222-2
  • SR-01000000222-3
  • STK177250
  • SY051390
  • Sebercim
  • Uroxacin
  • Utinor
  • Z56926638
  • Zoroxin
  • norfloxacin
  • norphloxacine
  • s1509

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3742
  • CAS-70458-96-7
  • UNII-N0F8P22L1P
  • AKOS000417391
  • ALBB-015911
  • BRD-K11196887-001-05-5
  • BRD-K11196887-001-15-4
  • DTXSID7037680
  • CHEMBL9
  • CHEBI:100246
  • Tox21_110682
  • Tox21_113441
  • Tox21_110682_1
  • EINECS 274-614-4
  • SPBio_001173
  • SPBio_002182
  • SCHEMBL3473
  • Spectrum_001017
  • Spectrum2_001017
  • Spectrum3_000524
  • Spectrum4_000453
  • Spectrum5_001154

Physico-Chemical properties

IUPAC name1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
Molecular formulaC16H18FN3O3
Molecular weight319.331
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity92.55
LogP1.7
Topological polar surface area74.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.