Identification

Name
Ceftazidime
Accession Number
DB00438
Description

Semisynthetic, broad-spectrum antibacterial derived from cephaloridine and used especially for Pseudomonas and other gram-negative infections in debilitated patients.

Type
Small Molecule
Groups
Approved
Structure
Thumb
Weight
Average: 546.576
Monoisotopic: 546.099138468
Chemical Formula
C22H22N6O7S2
Synonyms
  • CAZ
  • Ceftazidim
  • Ceftazidima
  • Ceftazidime
  • Ceftazidime anhydrous
  • Ceftazidimum
External IDs
  • GR 20263

Pharmacology

Indication

For the treatment of patients with infections caused by susceptible strains of organisms in the following diseases: lower respiratory tract infections,skin and skin structure infections, urinary tract infections, bacterial septicemia, bone and joint infections, gynecologic infections, intra abdominal infections (including peritonitis), and central nervous system infections (including meningitis).

Associated Conditions
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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Pharmacodynamics

Ceftazidime is a semisynthetic, broad-spectrum, beta-lactam antibiotic for parenteral administration. Ceftazidime is bactericidal in action exerting its effect by inhibition of enzymes responsible for cell-wall synthesis, primarily penicillin binding protein 3 (PBP3). A wide range of gram-negative organisms is susceptible to ceftazidime in vitro, including strains resistant to gentamicin and other aminoglycosides. In addition, ceftazidime has been shown to be active against gram-positive organisms. It is highly stable to most clinically important beta-lactamases, plasmid or chromosomal, which are produced by both gram-negative and gram-positive organisms and, consequently, is active against many strains resistant to ampicillin and other cephalosporins. Ceftazidime has activity against the gram-negative organisms Pseudomonas and Enterobacteriaceae. Its activity against Pseudomonas is a distinguishing feature of ceftazidime among the cephalosporins.

Mechanism of action

The bactericidal activity of ceftazidime results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).

TargetActionsOrganism
APeptidoglycan synthase FtsI
inhibitor
Escherichia coli (strain K12)
APenicillin-binding protein 3
inhibitor
Streptococcus pneumoniae
APenicillin-binding protein 1A
inhibitor
Escherichia coli (strain K12)
APenicillin-binding protein 1A
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
APenicillin-binding protein 1B
inhibitor
Escherichia coli (strain K12)
APenicillin-binding protein 1B
inhibitor
Pseudomonas aeruginosa
APenicillin-binding protein 2
inhibitor
Pseudomonas aeruginosa
APenicillin-binding protein 2
inhibitor
Escherichia coli (strain K12)
ND-alanyl-D-alanine endopeptidase
inhibitor
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Absorption

The absorption of ceftazidime is directly proportional to the size of the dose.

Volume of distribution
Not Available
Protein binding

< 10%

Metabolism
Not Available
Route of elimination

The elimination of ceftazidime by the kidneys resulted in high therapeutic concentrations in the urine.

Half-life

Half-life, following IV administration, is approximately 1.9-hours. Since ceftazidime is eliminated almost solely by the kidneys, its serum half-life is significantly prolonged in patients with impaired renal function.

Clearance
  • 115 mL/min
Adverse Effects
Learn about our commercial Adverse Effects data.
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Toxicity

Ceftazidime overdosage has occurred in patients with renal failure. Reactions have included seizure activity, encephalopathy, asterixis, neuromuscular excitability, and coma.

Affected organisms
  • Enteric bacteria and other eubacteria
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AbacavirCeftazidime may decrease the excretion rate of Abacavir which could result in a higher serum level.
AbciximabThe therapeutic efficacy of Abciximab can be decreased when used in combination with Ceftazidime.
AcarboseCeftazidime may decrease the excretion rate of Acarbose which could result in a higher serum level.
AceclofenacCeftazidime may decrease the excretion rate of Aceclofenac which could result in a higher serum level.
AcemetacinAcemetacin may decrease the excretion rate of Ceftazidime which could result in a higher serum level.
AcenocoumarolThe risk or severity of bleeding can be increased when Ceftazidime is combined with Acenocoumarol.
AcetaminophenCeftazidime may decrease the excretion rate of Acetaminophen which could result in a higher serum level.
AcetazolamideAcetazolamide may increase the excretion rate of Ceftazidime which could result in a lower serum level and potentially a reduction in efficacy.
Acetylsalicylic acidCeftazidime may decrease the excretion rate of Acetylsalicylic acid which could result in a higher serum level.
AclidiniumCeftazidime may decrease the excretion rate of Aclidinium which could result in a higher serum level.
Additional Data Available
  • Extended Description
    Extended Description
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    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity
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    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level
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  • Action
    Action
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Food Interactions
No interactions found.

Products

Purchasing individual compounds or compound libraries for your research?
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Product Ingredients
IngredientUNIICASInChI Key
Ceftazidime pentahydrate9M416Z9QNR78439-06-2NMVPEQXCMGEDNH-TZVUEUGBSA-N
Ceftazidime sodiumCMC30V039K73547-61-2JEEWDSDYUSEQML-ROMZVAKDSA-M
International/Other Brands
Cefzim (Pharco B International) / Ceptaz / Fortum (GlaxoSmithKline) / Tazidime / Veltadim (Novell)
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Ceftazidime and DextroseInjection, solution1 g/50mLIntravenousB. Braun Medical Inc.2011-06-13Not applicableUS flag
Ceftazidime and DextroseInjection, solution2 g/50mLIntravenousB. Braun Medical Inc.2011-06-13Not applicableUS flag
Ceftazidime for Injection BPPowder, for solutionIntravenousSterimax Inc2015-06-08Not applicableCanada flag
Ceftazidime for Injection BPPowder, for solutionIntravenousSterimax Inc2015-05-29Not applicableCanada flag
Ceftazidime for Injection BPPowder, for solutionIntramuscular; IntravenousSterimax Inc2015-05-28Not applicableCanada flag
Ceftazidime for Injection, BPPowder, for solutionIntravenousSterimax Inc2015-06-08Not applicableCanada flag
Ceftazidime for Injection, USPPowder, for solutionIntramuscular; IntravenousFresenius Kabi1991-12-31Not applicableCanada flag
Ceftazidime for Injection, USPPowder, for solutionIntravenousFresenius Kabi1991-12-31Not applicableCanada flag
Ceftazidime for Injection, USPPowder, for solutionIntravenousFresenius Kabi1991-12-31Not applicableCanada flag
Ceptaz Inj 10gm/vialPowder, for solutionIntravenousGlaxo Canada Inc1993-12-312001-11-07Canada flag
Additional Data Available
  • Application Number
    Application Number
    Available for Purchase

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code
    Product Code
    Available for Purchase

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
CeftazidimeInjection, powder, for solution200 mg/1mLIntravenousSandoz2008-05-15Not applicableUS flag
CeftazidimeInjection, powder, for solution2 g/1IntravenousSagent Pharmaceuticals2015-07-01Not applicableUS flag
CeftazidimeInjection, powder, for solution1 g/1Intramuscular; IntravenousPfizer Laboratories, Division of Pfizer Inc2010-05-282012-06-30US flag
CeftazidimeInjection, powder, for solution1 g/20mLIntramuscular; IntravenousWG Critical Care, LLC2013-01-31Not applicableUS flag
CeftazidimeInjection, powder, for solution1 g/1Intramuscular; IntravenousAurobindo Pharma2010-05-282012-06-30US flag
CeftazidimeInjection, powder, for solution2 g/1IntravenousSandoz2008-05-15Not applicableUS flag
CeftazidimeInjection, powder, for solution200 mg/1mLIntravenousAurobindo Pharma2010-05-282012-10-31US flag
CeftazidimeInjection, powder, for solution1 g/1Intramuscular; IntravenousSagent Pharmaceuticals2015-07-01Not applicableUS flag
CeftazidimeInjection, powder, for solution6 g/100mLIntravenousWG Critical Care, LLC2013-01-31Not applicableUS flag
CeftazidimeInjection, powder, for solution500 mg/1Intramuscular; IntravenousPfizer Laboratories, Division of Pfizer Inc2010-05-282012-06-30US flag
Additional Data Available
  • Application Number
    Application Number
    Available for Purchase

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code
    Product Code
    Available for Purchase

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
AvycazCeftazidime pentahydrate (2 g/1) + Avibactam sodium (0.5 g/1)Powder, for solutionIntravenousAllergan, Inc.2014-12-26Not applicableUS flag
ZaviceftaCeftazidime (2000 mg) + Avibactam (500 mg)Injection, powder, for solutionIntravenousPfizer Ireland Pharmaceuticals2016-06-24Not applicableEU flag

Categories

ATC Codes
J01DD02 — Ceftazidime
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as cephalosporins. These are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Lactams
Sub Class
Beta lactams
Direct Parent
Cephalosporins
Alternative Parents
N-acyl-alpha amino acids and derivatives / 2,4-disubstituted thiazoles / 1,3-thiazines / Pyridinium derivatives / 2-amino-1,3-thiazoles / Dicarboxylic acids and derivatives / Tertiary carboxylic acid amides / Heteroaromatic compounds / Secondary carboxylic acid amides / Amino acids
show 13 more
Substituents
1,3-thiazol-2-amine / 2,4-disubstituted 1,3-thiazole / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Azetidine / Azole
show 28 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
cephalosporin, oxime O-ether (CHEBI:3508)

Chemical Identifiers

UNII
DZR1ENT301
CAS number
72558-82-8
InChI Key
ORFOPKXBNMVMKC-DWVKKRMSSA-N
InChI
InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1
IUPAC Name
1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium
SMILES
[O-]C(=O)C1=C(CS[[email protected]]2([H])[[email protected]](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C1

References

Synthesis Reference

Ronald C. Browning, Melvin G. Pleiss, Jr., "Crystallization process for ceftazidime derivative." U.S. Patent US4659813, issued May, 1982.

US4659813
General References
Not Available
Human Metabolome Database
HMDB0014582
KEGG Drug
D07654
KEGG Compound
C06889
PubChem Compound
5481173
PubChem Substance
46506143
ChemSpider
4587145
BindingDB
50420259
RxNav
1545984
ChEBI
3508
ChEMBL
CHEMBL44354
Therapeutic Targets Database
DAP000433
PharmGKB
PA448861
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Ceftazidime
AHFS Codes
  • 08:12.06.12 — Third Generation Cephalosporins
FDA label
Download (360 KB)
MSDS
Download (28 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedOtherCystic Fibrosis (CF)1
4CompletedPreventionPancreatitis1
4CompletedPreventionPeritoneal dialysis therapy1
4CompletedTreatmentAntibiotic Reaction / Leukemias / Neutropenia, Febrile / Pediatric Cancer1
4CompletedTreatmentInfection1
4CompletedTreatmentPeritoneal Dialysis Associated Peritonitis1
4TerminatedTreatmentCystic Fibrosis (CF) / Pseudomonas Aeruginosa / Pulmonary Exacerbation1
4Unknown StatusTreatmentCystic Fibrosis (CF)2
4Unknown StatusTreatmentFever / Neutropenia, Febrile1
4Unknown StatusTreatmentInfection1

Pharmacoeconomics

Manufacturers
  • Acs dobfar spa
  • Aurobindo pharma ltd
  • Wockhardt ltd
  • Glaxosmithkline
  • Hospira inc
  • Eli lilly and co
  • Baxter healthcare corp
Packagers
  • Antibioticos Ltd.
  • Aurobindo Pharma Ltd.
  • Baxter International Inc.
  • BMH Ltd.
  • Cardinal Health
  • GlaxoSmithKline Inc.
  • Hospira Inc.
  • Medisca Inc.
  • Sagent Pharmaceuticals
  • Sandoz
  • Wockhardt Ltd.
Dosage Forms
FormRouteStrength
Powder, for solutionIntravenous
InjectionIntramuscular; Intravenous1 gr
InjectionIntramuscular; Intravenous2 gr
Injection, powder, for solutionIntramuscular; Intravenous2 G
Injection, powder, for solution
Injection1 g
Injection, powder, for solutionParenteral2 g
Injection, powder, for solutionParenteral500 mg
Injection, powder, for solutionParenteral0.5 g
Injection, powder, for solutionParenteral250 mg
Injection, powder, for solutionIntramuscular; Parenteral1 G/3ML
Injection, powder, for solutionIntramuscular; Parenteral250 MG/1ML
Injection, powder, for solutionIntramuscular; Parenteral500 MG/1.5ML
Injection, powder, for solutionIntravenous; Parenteral1 G/10ML
Injection, powder, for solutionIntramuscular; Parenteral250 MG/ML
Injection, powder, for solutionIntramuscular; Parenteral1 G
Injection, powder, for solutionIntravenous; Parenteral1 G
Powder, for solution2 G
Injection, powder, for solutionIntramuscular; Intravenous1 g/1
Injection, powder, for solutionIntramuscular; Intravenous1 g/20mL
Injection, powder, for solutionIntramuscular; Intravenous1000 MG
Injection, powder, for solutionIntramuscular; Intravenous500 mg/1
Injection, powder, for solutionIntravenous2 g/1
Injection, powder, for solutionIntravenous2 g/20mL
Injection, powder, for solutionIntravenous200 mg/1mL
Injection, powder, for solutionIntravenous6 g/100mL
Injection, powder, for solutionIntravenous6 g/30mL
Solution / dropsOphthalmic5 g/100mL
Injection, solutionIntravenous1 g/50mL
Injection, solutionIntravenous2 g/50mL
Powder, for solutionIntramuscular; Intravenous
Powder, for solutionIntravenous
Injection1.0 g
Injection500 mg
Injection, solutionIntravenous1 g
Solution / dropsAuricular (otic); Ophthalmic5 g/100mL
Injection, powder, for solutionIntramuscular; Intravenous100 mg/1mL
Injection, powder, for solutionIntramuscular; Intravenous111 mg/1mL
Injection, powder, for solutionIntramuscular; Intravenous170 mg/1mL
Injection, powder, for solutionIntramuscular; Intravenous20 mg/1mL
Injection, powder, for solutionIntramuscular; Intravenous200 mg/1mL
Injection, powder, for solutionIntramuscular; Intravenous56 mg/1mL
Injection, powder, lyophilized, for solutionIntramuscular; Intravenous1 g/1
Injection, powder, lyophilized, for solutionIntramuscular; Intravenous2 g/1
Injection, solutionIntravenous20 mg/1mL
Injection, solutionIntravenous40 mg/1mL
Powder, for solutionIntramuscular; Intravenous1 g
Powder, for solutionIntravenous2 g
Powder, for solutionIntravenous6 g
Injection, powder, for solution500 mg
InjectionIntramuscular; Intravenous1 g
InjectionIntramuscular; Intravenous
Injection, powder, for solution250 mg
Injection, powder, for solutionParenteral1 G
PowderIntramuscular250 MG/1ML
PowderIntravenous1 G/10ML
Powder, for solution1 G/100ML
Powder, for solution1 G
Powder, for solution2 G/100ML
InjectionIntravenous0.5 g
InjectionIntravenous1 g
InjectionIntravenous2 g
Injection, powder, for solutionIntramuscular; Intravenous500 mg
Injection, powder, for solutionIntravenous1 g
Injection, powder, for solutionIntravenous2 g
Injection, powder, for solutionParenteral1 G/3ML
Injection, powder, for solutionParenteral250 MG/1ML
Injection, powder, for solutionParenteral500 MG/1.5ML
Injection, powder, for solutionIntramuscular; Intravenous1 g
Injection, powder, for solutionIntravenous1 g/1
Injection, powder, for solutionIntravenous6 g/1
Injection, powder, for solution1 g
PowderIntramuscular; Intravenous
Injection, powder, for solutionIntravenous
Injection, powder, for solutionIntravenous; Parenteral2 g
Injection, solution, concentrateIntravenous500 mg
Powder, for solutionIntravenous0.5 g
Injection, powder, for solution2 g
Injection, powder, for solutionIntramuscular; Intravenous0.5 g
Prices
Unit descriptionCostUnit
Fortaz 6 g/vial150.11USD vial
Ceftazidime 6 gm vial97.05USD vial
Fortaz 6 gm vial82.8USD vial
Fortaz 2 g/vial50.01USD vial
Tazicef 6 gram vial29.88USD vial
Fortaz 2 gm add-vantage vial28.93USD vial
Fortaz 2 gm vial28.45USD vial
Fortaz 1 g/vial25.44USD vial
Ceftazidime 2 gm vial19.97USD vial
Fortaz 1 gm add-vantage vial14.71USD vial
Fortaz 1 gm vial14.23USD vial
Tazicef 2 gram vial10.66USD vial
Ceftazidime 1 gm vial10.46USD vial
Ceftazidime-sodium carb powder6.27USD g
Tazicef 1 gram vial4.57USD vial
Fortaz-iso-osmot 2 gm/50 ml0.62USD ml
Fortaz-iso-osmotic 1 gm/50 ml0.34USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)Region
US7112592No2006-09-262022-02-24US flag
US8178554No2012-05-152021-07-24US flag
US7612087No2009-11-032026-11-12US flag
US8471025No2013-06-252031-08-12US flag
US8835455No2014-09-162030-10-08US flag
US8969566No2015-03-032032-06-15US flag
US9284314No2016-03-152032-06-15US flag
US9695122No2017-07-042032-06-15US flag
Additional Data Available
  • Filed On
    Filed On
    Available for Purchase

    The date on which a patent was filed with the relevant government.

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Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)103-113O'Callaghan, C.H., Livermore, D.G.H. and Newall, C.E.; British Patent 2,025,398; January 23, 1980; assigned to Glaxo Group Ltd.
water solubility396 mg/LNot Available
logP-1.60HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.00573 mg/mLALOGPS
logP-1.2ALOGPS
logP-4.1ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)2.77ChemAxon
pKa (Strongest Basic)4.26ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area191.22 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity143.88 m3·mol-1ChemAxon
Polarizability51.06 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8406
Blood Brain Barrier-0.9857
Caco-2 permeable-0.7235
P-glycoprotein substrateSubstrate0.8593
P-glycoprotein inhibitor INon-inhibitor0.8782
P-glycoprotein inhibitor IIInhibitor0.6684
Renal organic cation transporterNon-inhibitor0.8311
CYP450 2C9 substrateNon-substrate0.8404
CYP450 2D6 substrateNon-substrate0.8155
CYP450 3A4 substrateSubstrate0.5897
CYP450 1A2 substrateNon-inhibitor0.8112
CYP450 2C9 inhibitorNon-inhibitor0.7396
CYP450 2D6 inhibitorNon-inhibitor0.8758
CYP450 2C19 inhibitorNon-inhibitor0.7009
CYP450 3A4 inhibitorNon-inhibitor0.8354
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7222
Ames testNon AMES toxic0.7979
CarcinogenicityNon-carcinogens0.8252
BiodegradationNot ready biodegradable0.9951
Rat acute toxicity1.6048 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9938
hERG inhibition (predictor II)Non-inhibitor0.659
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0udi-1900000000-35c537be0b49e8347500
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0udi-3900000000-f8108350d09aeabb208f
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0pb9-9600000000-3a117de626550cd6bd1e
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0a4i-9200000000-42d1f87964b083915995
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0a4i-9100000000-9b08b7904165504611b6
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014j-0115900000-d76de6ad1809c0528b8c
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0006-1910000000-cb7ea1c7b4b139a7336e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-01tl-3900000000-07fadc61e1b566ec14ba
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-004i-5900000000-e92b85ec9fabd9a4c1fe
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-004i-7900000000-548213f534e499ba783b

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Peptidoglycan glycosyltransferase activity
Specific Function
Essential cell division protein that is required for the synthesis of peptidoglycan at the division septum (PubMed:1103132, PubMed:9614966). Catalyzes the synthesis of cross-linked peptidoglycan fr...
Gene Name
ftsI
Uniprot ID
P0AD68
Uniprot Name
Peptidoglycan synthase FtsI
Molecular Weight
63876.925 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Streptococcus pneumoniae
Pharmacological action
Yes
Actions
Inhibitor
General Function
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function
Not Available
Gene Name
pbp3
Uniprot ID
Q75Y35
Uniprot Name
Penicillin-binding protein 3
Molecular Weight
45209.84 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function
Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan str...
Gene Name
mrcA
Uniprot ID
P02918
Uniprot Name
Penicillin-binding protein 1A
Molecular Weight
93635.545 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Penicillin binding
Specific Function
Cell wall formation.
Gene Name
pbpA
Uniprot ID
Q8DR59
Uniprot Name
Penicillin-binding protein 1A
Molecular Weight
79700.9 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function
Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan str...
Gene Name
mrcB
Uniprot ID
P02919
Uniprot Name
Penicillin-binding protein 1B
Molecular Weight
94291.875 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Pseudomonas aeruginosa
Pharmacological action
Yes
Actions
Inhibitor
General Function
Peptidoglycan glycosyltransferase activity
Specific Function
Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan str...
Gene Name
ponB
Uniprot ID
Q9X6W0
Uniprot Name
Penicillin-binding protein 1B
Molecular Weight
85486.615 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Pseudomonas aeruginosa
Pharmacological action
Yes
Actions
Inhibitor
General Function
Penicillin binding
Specific Function
Not Available
Gene Name
pbpA
Uniprot ID
Q9X6V3
Uniprot Name
Penicillin-binding protein 2
Molecular Weight
72212.855 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function
Cell wall formation; PBP-2 is responsible for the determination of the rod shape of the cell. It synthesizes cross-linked peptidoglycan from lipid intermediates.
Gene Name
mrdA
Uniprot ID
P0AD65
Uniprot Name
Penicillin-binding protein 2
Molecular Weight
70856.1 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]
Kind
Protein
Organism
Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
Pharmacological action
No
Actions
Inhibitor
General Function
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function
Cell wall formation.
Gene Name
pbpG
Uniprot ID
P72161
Uniprot Name
D-alanyl-D-alanine endopeptidase
Molecular Weight
34046.065 Da
References
  1. Hayes MV, Orr DC: Mode of action of ceftazidime: affinity for the penicillin-binding proteins of Escherichia coli K12, Pseudomonas aeruginosa and Staphylococcus aureus. J Antimicrob Chemother. 1983 Aug;12(2):119-26. [PubMed:6413485]

Transporters

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Symporter activity
Specific Function
Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cat...
Gene Name
SLC22A5
Uniprot ID
O76082
Uniprot Name
Solute carrier family 22 member 5
Molecular Weight
62751.08 Da
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Proton-dependent oligopeptide secondary active transmembrane transporter activity
Specific Function
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products.
Gene Name
SLC15A1
Uniprot ID
P46059
Uniprot Name
Solute carrier family 15 member 1
Molecular Weight
78805.265 Da
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Peptide:proton symporter activity
Specific Function
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides.
Gene Name
SLC15A2
Uniprot ID
Q16348
Uniprot Name
Solute carrier family 15 member 2
Molecular Weight
81782.77 Da
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one ...
Gene Name
SLC22A6
Uniprot ID
Q4U2R8
Uniprot Name
Solute carrier family 22 member 6
Molecular Weight
61815.78 Da
References
  1. Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577]

Drug created on June 13, 2005 07:24 / Updated on November 25, 2020 08:52

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