General Information of Drug (ID: DMY60I8)

Drug Name
Cefixime
Synonyms
CFIX; Cefixima; Cefiximum; Denvar; Necopen; Tricef; CL-284635; FK-027; FR-17027; Ofex (TN); Suprax (TN); Cefixime (JP15/USP/INN); (6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethyloxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(carboxymethyl)oxy]imino}acetyl]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6r,7r)-7-[-2-(2-amino-thiazol-4-yl)-2-carboxymethoxyimino-acetylamino]-8-oxo-3-vinyl-5-thia-1-aza-b; 7beta-{(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido}-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid
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): 1 Molecular Weight (mw) 453.5
Topological Polar Surface Area (xlogp) -0.7
Rotatable Bond Count (rotbonds) 8
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 12
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 4: low solubility and low permeability [2]
Clearance
The drug present in the plasma can be removed from the body at the rate of 1 mL/min/kg [3]
Elimination
41% of drug is excreted from urine in the unchanged form [2]
Half-life
The concentration or amount of drug in body reduced by one-half in 3 - 4 hours [3]
Metabolism
The drug is metabolized via the hepatic [4]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 29.33035 micromolar/kg/day [5]
Unbound Fraction
The unbound fraction of drug in plasma is 0.31% [3]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.24 L/kg [3]
Water Solubility
The ability of drug to dissolve in water is measured as 0.05511 mg/mL [2]
Chemical Identifiers
Formula
C16H15N5O7S2
IUPAC Name
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Canonical SMILES
C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O
InChI
InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
InChIKey
OKBVVJOGVLARMR-QSWIMTSFSA-N
Cross-matching ID
PubChem CID
5362065
ChEBI ID
CHEBI:472657
CAS Number
79350-37-1
DrugBank ID
DB00671
TTD ID
D06OVY
VARIDT ID
DR00546
ACDINA ID
D00108

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 [6]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Peptide transporter 2 (SLC15A2) DT8QKNP S15A2_HUMAN Substrate [7]
Peptide transporter 1 (SLC15A1) DT9G7XN S15A1_HUMAN Substrate [8]
Molecular Interaction Atlas (MIA) 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 Cefixime
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Kanamycin DM2DMPO Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Kanamycin. Bacterial infection [1A00-1C4Z] [31]
Streptomycin DME1LQN Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Streptomycin. Bacterial infection [1A00-1C4Z] [31]
Gentamicin DMKINJO Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Gentamicin. Bacterial infection [1A00-1C4Z] [31]
Netilmicin DMRD1QK Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Netilmicin. Bacterial infection [1A00-1C4Z] [31]
Tobramycin DMUI0CH Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Tobramycin. Bacterial infection [1A00-1C4Z] [31]
Coadministration of a Drug Treating the Disease Different from Cefixime (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Framycetin DMF8DNE Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Framycetin. Alcoholic liver disease [DB94] [31]
Nifedipine DMSVOZT Minor Altered absorption of Cefixime caused by Nifedipine. Angina pectoris [BA40] [32]
Mycophenolic acid DMU65NK Moderate Altered absorption of Cefixime due to GI flora changes caused by Mycophenolic acid. Crohn disease [DD70] [33]
Ethacrynic acid DM60QMR Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Ethacrynic acid. Essential hypertension [BA00] [34]
Furosemide DMMQ8ZG Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Furosemide. Heart failure [BD10-BD1Z] [34]
Bumetanide DMRV7H0 Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Bumetanide. Heart failure [BD10-BD1Z] [34]
Givosiran DM5PFIJ Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Givosiran. Inborn porphyrin/heme metabolism error [5C58] [35]
Probenecid DMMFWOJ Moderate Decreased elimination of Cefixime caused by Probenecid mediated competitive inhibition of renal tubular secretion. Inborn purine/pyrimidine/nucleotide metabolism error [5C55] [36]
Mycophenolate mofetil DMPQAGE Moderate Altered absorption of Cefixime due to GI flora changes caused by Mycophenolate mofetil. Transplant rejection [NE84] [33]
Plazomicin DMKMBES Moderate Increased risk of nephrotoxicity by the combination of Cefixime and Plazomicin. Urinary tract infection [GC08] [31]
⏷ Show the Full List of 10 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
Aspartame E00402 134601 Flavoring agent
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Brushite E00392 104805 Diluent
Crospovidone E00626 Not Available Disintegrant
Eisenoxyd E00585 56841934 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Potassium hydroxide E00233 14797 Alkalizing agent
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Triacetin E00080 5541 Humectant; Plasticizing agent; Solvent
⏷ Show the Full List of 15 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Cefixime 400 mg capsule 400 mg Oral Capsule Oral
Cefixime 100 mg tablet 100 mg Chewable Tablet Oral
Cefixime 200 mg tablet 200 mg Chewable Tablet Oral
Cefixime 400 mg tablet 400 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

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