ciprofloxacin – ciprofloxacin

Name
WID ciprofloxacin View in model
Name ciprofloxacin View in model
Traditional name cipro
IUPAC name 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
Cross references ChEBI: 100241, CAS: 85721-33-1, PubChem: 87350446, KEGG: C05349
 
Classification
Type antibiotic_fluoroquinolone View in model
 
Structure
Empirical formula (pH 7.5) H18C17N3O3F1
SMILES (pH 7.5) C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 331.34 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)
282.81
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) 688.80
pI 7.37
logP -1.38
logD (pH 7.5) -1.38
 
Function
Reaction participant drug efflux (ciprofloxacin) via sodium antiport
ciprofloxacin[c] + NA[e] ⇒ ciprofloxacin[e] + NA[c]
View in model
 
Comments
Comments Inhibits topoisomerase II/DNA gyrase and topoisomerase IV [PUB_0847].
References
  1. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Nucleic Acids Res 39, D1035-41 (2011). WholeCell: PUB_0847, PubMed: 21059682

 
Metadata
Created 2012-10-01 15:06:52
Last updated 2012-10-01 15:11:57