Orbifloxacin

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

What is the Orbifloxacin?

The molecule Orbifloxacin presents a molecular formula of C19H20F3N3O3 and its IUPAC name is 1-cyclopropyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxoquinoline-3-carboxylic acid.

Orbifloxacin (trade name Orbax) is a fluoroquinolone antibiotic used to treat bacterial infections in animals. It is a broad-spectrum antibiotic, effective against a wide variety of bacteria. It exists as an oral suspension, as well as an injectable form..

Orbifloxacin is absorbed rapidly after oral administration, reaching peak concentrations in about 1-2 hours. It is widely distributed throughout the body, including the central nervous system. Orbifloxacin is eliminated primarily by the kidneys, with only a small amount eliminated in the feces..

Orbifloxacin is a broad-spectrum antibiotic, effective against a wide variety of bacteria. It is most commonly used to treat respiratory tract infections, skin infections, and urinary tract infections. Orbifloxacin is also effective against certain types of diarrhea, including traveler's diarrhea..

Orbifloxacin is generally well-tolerated, with the most common side effects being gastrointestinal upset (nausea, vomiting, diarrhea). Rarely, more serious side effects can occur, including allergic reactions, tendon rupture, and worsening of myasthenia gravis..

Orbifloxacin should be used with caution in animals with a history of seizures, as it can increase the risk of seizures. It should also be used with caution in animals with known or suspected renal insufficiency, as quinolone antibiotics can accumulate in the body and cause toxicity..

Orbifloxacin is a valuable tool for the treatment of bacterial infections in animals. It is generally well-tolerated, with a low incidence of serious side effects..

3D structure

Cartesian coordinates

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

2D drawing

 

Orbifloxacin QIPQASLPWJVQMH-DTORHVGOSA-N chemical compound 2D structure molecule svg
Orbifloxacin

 

Molecule descriptors

 
IUPAC name1-cyclopropyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxoquinoline-3-carboxylic acid
InChI codeInChI=1S/C19H20F3N3O3/c1-8-5-24(6-9(2)23-8)17-14(21)13(20)12-16(15(17)22)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6H2,1-2H3,(H,27,28)/t8-,9+
InChI KeyQIPQASLPWJVQMH-DTORHVGOSA-N
SMILESC[C@H]1CN(c2c(F)c(F)c3c(=O)c(C(=O)O)cn(C4CC4)c3c2F)C[C@@H](C)N1

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.

  • 1-CYCLOPROPYL-7-(CIS-3,5-DIMETHYL-1-PIPERAZINYL)-5,6,8-TRIFLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID
  • 1-Cyclopropyl-7-(cis-3,5-dimethyl-1-piperazinyl)-5,6,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
  • 1-Cyclopropyl-7-(cis-3,5-dimethylpiperazin-1-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  • 1-Cyclopropyl-7-[(3R,5S)-3,5-Dimethylpiperazin-1-yl]-5,6,8-Trifluoro-4-Oxo-Quinoline-3-Carboxylic Acid
  • 1-Cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-4-ium-1-yl]-5,6,8-trifluoro-4-oxoquinoline-3-carboxylate
  • 1-cyclopropyl-5,6,8-trifluoro-7-(cis-3,5-dimethyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
  • 1-cyclopropyl-7-((3R,5S)-3,5-dimethylpiperazin-1-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  • 1-cyclopropyl-7-((3S,5R)-3,5-dimethylpiperazin-1-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  • 1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxoquinoline-3-carboxylic acid
  • 1-cyclopropyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxoquinoline-3-carboxylic acid
  • 1-cyclopropyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-5,6,8-triluoro-4-oxoquinoline-3-carboxylic acid
  • 113617-63-3
  • 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-[(3R,5S)-3,5-dimethyl-1-piperazinyl]-5,6,8-trifluoro-1,4-dihydro-4-oxo-, rel-
  • 660932TPY6
  • A803076
  • AB00833179_04
  • AB00833179_05
  • BCP18829
  • CCG-213832
  • CP 104354
  • CP-104354
  • CS-4384
  • D08299
  • D91881
  • DB11443
  • DSSTox_CID_26201
  • DSSTox_GSID_46201
  • DSSTox_RID_81432
  • DivK1c_006462
  • HMS2875G03
  • HMS3264M13
  • HY-B0915
  • KBio1_001406
  • KS-5013
  • MFCD00864858
  • MLS000766847
  • MLS001216436
  • NCGC00160518-01
  • NCGC00160518-02
  • NCGC00160518-03
  • NCGC00160518-04
  • NSC 758614
  • NSC-758614
  • NSC758614
  • O-2950
  • O0516
  • ORBIFLOXACIN
  • Orbax
  • Orbifloxacin
  • Orbifloxacin (USP/INN)
  • Orbifloxacin, Antibiotic for Culture Media Use Only
  • Pharmakon1600-01503711
  • Q7100015
  • RKL10078
  • SBI-0207085.P001
  • SMR000544203
  • SR-01000790054
  • SR-01000790054-2
  • SR-01000790054-3
  • SpecPlus_000366
  • s4150

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3882891
  • CAS-113617-63-3
  • UNII-660932TPY6
  • AKOS015969739
  • BRD-K63001556-001-03-9
  • DTXSID7046201
  • CHEMBL295433
  • CHEBI:183823
  • Tox21_111867
  • Tox21_111867_1
  • SCHEMBL125116

Physico-Chemical properties

IUPAC name1-cyclopropyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxoquinoline-3-carboxylic acid
Molecular formulaC19H20F3N3O3
Molecular weight395.376
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity104.78
LogP3.0
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.