Details of the Drug

General Information of Drug (ID: DM41GRA)

Drug Name

Ceftazidime

Synonyms

Ceftazidima; Ceftazidimum; Ceptaz; Fortaz; Ceftazidime Sodium In Plastic Container; Ceftazidime anhydrous; Ceftazidime pentahydrate; Fortaz In Plastic Container; SN 401; CEFTAZIDIME (ARGININE FORMULATION); Ceftazidima [INN-Spanish]; Ceftazidime (INN); Ceftazidime (TN); Ceftazidimum [INN-Latin]; Cefzim (TN); Ceptaz (TN); Fortaz (TN); Fortum (TN); (6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetyl}amino)-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(1-hydroxy-2-methyl-1-oxopropan-2-yl)oxyiminoacetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(1-hydroxy-2-methyl-1-oxopropan-2-yl)oxyiminoacetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(1-hydroxy-2-methyl-1-oxopropan-2-yl)oxyiminoacetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; 7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(1-hydroxy-2-methyl-1-oxopropan-2-yl)oxyiminoacetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; 7beta-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-3-(pyridinium-1-ylmethyl)-3,4-didehydrocepham-4-carboxylate

Indication

Disease Entry	ICD 11	Status	REF
Bacterial infection	1A00-1C4Z	Approved	[1]

Therapeutic Class

Antibiotics

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 2

Molecular Weight (mw)

546.6

Topological Polar Surface Area (xlogp)

0.4

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Absorption Cmax: The maximum plasma concentration (Cmax) of drug is 42 mg/L [2]
BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [3]
Clearance: The renal clearance of drug is 72-141 mL/min [4]
Elimination: Approximately 80% to 90% of an intramuscular or intravenous dose of ceftazidime is excreted unchanged by the kidneys over a 24-hour period [2]
Half-life: The concentration or amount of drug in body reduced by one-half in 1.5 - 2.8 hours (in healthy subjects), and 14 - 30 (in patients with renal impairment) [2]
Metabolism: The drug is not metabolised [4]
MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 156.81799 micromolar/kg/day [5]
Unbound Fraction: The unbound fraction of drug in plasma is 0.79% [6]
Vd: The volume of distribution (Vd) of drug is 15-20 L [4]
Water Solubility: The ability of drug to dissolve in water is measured as 5 mg/mL [3]

Chemical Identifiers

Formula: C22H22N6O7S2
IUPAC Name: (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Canonical SMILES: CC(C)(C(=O)O)O/N=C(/C1=CSC(=N1)N)\\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-]
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
InChIKey: ORFOPKXBNMVMKC-DWVKKRMSSA-N

Cross-matching ID

PubChem CID: 5481173
ChEBI ID: CHEBI:3508
CAS Number: 72558-82-8
DrugBank ID: DB00438
TTD ID: D0PH5Z
VARIDT ID: DR00659

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Bacterial Penicillin binding protein (Bact PBP)	TTJP4SM	NOUNIPROTAC	Binder	[7]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Ceftazidime

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Disease	REF
Kanamycin	DM2DMPO	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Kanamycin.	Bacterial infection [1A00-1C4Z]	[17]
Ciprofloxacin XR	DM2NLS9	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Ciprofloxacin XR.	Bacterial infection [1A00-1C4Z]	[18]
Amikacin	DM5PDRB	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Amikacin.	Bacterial infection [1A00-1C4Z]	[17]
Sulfamethoxazole	DMB08GE	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Sulfamethoxazole.	Bacterial infection [1A00-1C4Z]	[18]
Streptomycin	DME1LQN	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Streptomycin.	Bacterial infection [1A00-1C4Z]	[17]
Gentamicin	DMKINJO	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Gentamicin.	Bacterial infection [1A00-1C4Z]	[17]
Netilmicin	DMRD1QK	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Netilmicin.	Bacterial infection [1A00-1C4Z]	[17]
Tobramycin	DMUI0CH	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Tobramycin.	Bacterial infection [1A00-1C4Z]	[17]
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⏷ Show the Full List of 8 DDI Information of This Drug

Coadministration of a Drug Treating the Disease Different from Ceftazidime (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Uracil mustard	DMHL7OB	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Uracil mustard.	Acute myeloid leukaemia [2A60]	[18]
Mycophenolic acid	DMU65NK	Moderate	Altered absorption of Ceftazidime due to GI flora changes caused by Mycophenolic acid.	Crohn disease [DD70]	[19]
Ethacrynic acid	DM60QMR	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Ethacrynic acid.	Essential hypertension [BA00]	[20]
Pentamidine	DMHZJCG	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Pentamidine.	Fungal infection [1F29-1F2F]	[18]
Amphotericin B	DMTAJQE	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Amphotericin B.	Fungal infection [1F29-1F2F]	[18]
Furosemide	DMMQ8ZG	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Furosemide.	Heart failure [BD10-BD1Z]	[20]
Bumetanide	DMRV7H0	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Bumetanide.	Heart failure [BD10-BD1Z]	[20]
Zidovudine	DM4KI7O	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Zidovudine.	Human immunodeficiency virus disease [1C60-1C62]	[18]
Givosiran	DM5PFIJ	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Givosiran.	Inborn porphyrin/heme metabolism error [5C58]	[18]
Porfimer Sodium	DM7ZWNY	Moderate	Increased risk of photosensitivity reactions by the combination of Ceftazidime and Porfimer Sodium.	Lung cancer [2C25]	[21]
Melphalan	DMOLNHF	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Melphalan.	Multiple myeloma [2A83]	[18]
Cyclophosphamide	DM4O2Z7	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Cyclophosphamide.	Solid tumour/cancer [2A00-2F9Z]	[18]
Ifosfamide	DMCT3I8	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Ifosfamide.	Solid tumour/cancer [2A00-2F9Z]	[18]
Cisplatin	DMRHGI9	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Cisplatin.	Solid tumour/cancer [2A00-2F9Z]	[18]
Mycophenolate mofetil	DMPQAGE	Moderate	Altered absorption of Ceftazidime due to GI flora changes caused by Mycophenolate mofetil.	Transplant rejection [NE84]	[19]
Tacrolimus	DMZ7XNQ	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Tacrolimus.	Transplant rejection [NE84]	[18]
Plazomicin	DMKMBES	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Plazomicin.	Urinary tract infection [GC08]	[17]
Trimethoprim	DMM7CHK	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Trimethoprim.	Urinary tract infection [GC08]	[18]
Nalidixic acid	DMRM0JV	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Nalidixic acid.	Urinary tract infection [GC08]	[18]
Aciclovir	DMYLOVR	Moderate	Increased risk of nephrotoxicity by the combination of Ceftazidime and Aciclovir.	Virus infection [1A24-1D9Z]	[18]
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⏷ Show the Full List of 20 DDI Information of This Drug

References

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2	FDA Approved Drug Products: FORTAZ (ceftazidime) injection
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11	Activities of antibiotics against methicillin-resistant Staphylococcus aureus with particular reference to synergetic effect between ticarcillin and fosfomycin on penicillinase non-producing methicillin-resistant S. aureus. Jpn J Antibiot. 1993 Jun;46(6):421-7.
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14	Clofarabine: past, present, and future. Leuk Lymphoma. 2007 Oct;48(10):1922-30.
15	Relationship between penicillin-binding protein patterns and beta-lactamases in clinical isolates of Bacteroides fragilis with different susceptibility to beta-lactam antibiotics. J Med Microbiol. 2004 Mar;53(Pt 3):213-21.
16	Resistance of Pseudomonas aeruginosa to cefsulodin: modification of penicillin-binding protein 3 and mapping of its chromosomal gene. J Antimicrob Chemother. 1990 Apr;25(4):513-23.
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18	Cerner Multum, Inc. "Australian Product Information.".
19	Product Information. CellCept (mycophenolate mofetil). Roche Laboratories, Nutley, NJ.
20	Chrysos G, Gargalianos P, Lelekis M, Stefanou J, Kosmidis J "Pharmacokinetic interactions of ceftazidime and frusemide." J Chemother 7 Suppl (1995): 107-10. [PMID: 8904125]
21	Blakely KM, Drucker AM, Rosen CF "Drug-induced photosensitivity-an update: Culprit drugs, prevention and management." Drug Saf 42 (2019): 827-47. [PMID: 30888626]