CIPROFLOXACIN

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J01MA02 S01AE03 S02AA15 S03AA07
UNII 5E8K9I0O4U
EPA CompTox DTXSID8022824

Structure

InChI Key MYSWGUAQZAJSOK-UHFFFAOYSA-N
Smiles O=C(O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O
InChI
InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H18FN3O3
Molecular Weight 331.35
AlogP 1.58
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 74.57
Molecular species ZWITTERION
Aromatic Rings 2.0
Heavy Atoms 24.0

Pharmacology

Mechanism of Action Action Reference
Bacterial DNA gyrase inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Isomerase
30 122-830 - - -
Ion channel Ligand-gated ion channel GABA-A receptor
- 410 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- - - - 1-28
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 0.654 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 105.26-112.43
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Bacillus megaterium
- - - - 56.3
Bacillus subtilis
- 500-700 - - 23
Cricetulus griseus
- - - - 105.26-112.43
Escherichia coli
22 10-970 - - 45
Escherichia coli ATCC 25922
- 190 - - -
Homo sapiens
- - - - 1-28
Klebsiella pneumoniae
- - - - 25.5-43
Micrococcus luteus
- 500-800 - - -
Mycobacterium intracellulare
- 420-910 - - -
Mycobacterium tuberculosis
- - - - 95-98
Mycobacterium tuberculosis H37Ra
- - - - 99.6-99.7
Mycobacterium tuberculosis H37Rv
- 600 - - -
Plasmodium falciparum
- 50-401 - - -
Pseudomonas aeruginosa
- 0.3-500 - - 49.7-51
Pseudomonas aeruginosa PAO1
- 38 - - -
Pseudomonas fluorescens
- - - - 38
Raoultella planticola
- 600-800 - - -
Rattus norvegicus
- - - 0.654 -
Salmonella enterica subsp. enterica serovar Enteritidis
- - - - 36-93
Staphylococcus aureus
350 140-990 - - 86.2
Staphylococcus epidermidis
- - - - 5.71-59.89
Vibrio cholerae
- 200 - - -

Related Entries

Environmental Exposure

Environmental Exposure Map
Countries
Croatia
Czech Republic
Germany
Hungary
India
Romania
Serbia
Slovakia
Slovenia

Cross References

Resources Reference
ChEBI 100241
ChEMBL CHEMBL8
DrugBank DB00537
DrugCentral 659
FDA SRS 5E8K9I0O4U
Human Metabolome Database HMDB0014677
Guide to Pharmacology 10902
KEGG C05349
PDB CPF
PharmGKB PA449009
PubChem 2764
SureChEMBL SCHEMBL2900
ZINC ZINC000000020220
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