- Molecular NameCiprofloxacin
- Synonymciprofloxacin; Ciprofloxacin dihydrochloride; Ciprofloxacin HCl; Ciprofloxacin hydrochloride; Ciprofloxacin monohydrochloride; Ciprofloxacina
- Weight331.347
- Drugbank_IDDB00537
- ACS_NO85721-33-1
- Show 3D model
- LogP (experiment)-1.08
- LogP (predicted, AB/LogP v2.0)2.18
- pka6.09
- LogD (pH=7, predicted)1.05
- Solubility (experiment)0.0892 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-3.43
- LogSw (predicted, AB/LogsW2.0)0.01
- Sw (mg/ml) (predicted, ACD/Labs)0.01
- No.of HBond Donors1
- No.of HBond Acceptors6
- No.of Rotatable Bonds3
- TPSA73.74
- StatusFDA approved
- AdministrationOral, intravenous, topical (ear drops, eye drops)
- PharmacologyA drug used to treat bacterial infections. It is a second generation fluoroquinolone antibacterial. It kills bacteria by interfering with the enzymes that cause DNA to rewind after being copied, which stops DNA and protein synthesis.
- Absorption_value69.0
- Absorption (description)Rapidly and well absorbed from the gastrointestinal tract after oral administration. The absolute bioavailability is approximately 70% with no substantial loss by first pass metabolism.
- Caco_2N/A
- Bioavailability60.0
- Protein binding30.0
- Volume of distribution (VD)2.2 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmHepatic, including CYP1A2
- Half life3.3 h
- ExcretionThe drug is eliminated principally by urinary excretion (active tubular secretion as well as glomerular filtration). Non-renal clearance may account for about a third of elimination (hepatic metabolism, biliary excretion, and possibly transluminal secretion across intestinal mucosa). Active metabolites have been identified. About 40 to 50% of an oral dose is excreted unchanged in urine with about 15% excreted as metabolites. Up to 70% of a parenteral dose may be excreted unchanged within 24 h and 10% as metabolites. Faecal excretion over 5 days has accounted for 20 to 35% of an oral dose and 15% of an intravenous dose. Only small amounts are removed by haemodialysis or peritoneal dialysis.
- Urinary Excretion50
- Clerance7.6 ml/min/kg
- ToxicityThe major adverse effect seen with use of is gastrointestinal irritation, common with many antibiotics.
- LD50 (rat)N/A
- LD50 (mouse)LD50=273 (intravenous administration); LD50=5000 (oral administration)