Cefiderocol sulfate tosylateProduct ingredient for Cefiderocol
- Name
- Cefiderocol sulfate tosylate
- Drug Entry
- Cefiderocol
Cefiderocol is a cephalosporin antibacterial drug and exerts a mechanism of action similar to other β-lactam antibiotics.Label Unlike other agents in this category, cefiderocol is a siderophore able to undergo active transport into the bacterial cell through iron channels.2 It represents a significant addition to antibacterial treatment option as it has proven to be effective in vitro against multidrug resistant strains including extended spectrum β-lactamase producers and carbapenemase producing bacteria.
Cefiderocol was granted designation as a Qualified Infectious Disease Product and granted priority review status by the FDA on November 14, 2019.7 It is indicated for use in complicated urinary tract infections in patients with limited or no alternative treatments available.Label This indication was supported by a positive clinical trial composed of 448 patients with complicated urinary tract infections which demonstrated a 72.6% rate of symptom resolution and bacterial eradication with cefiderocol compared to 54.6% with the comparator, imipenem/cilastatin.4 A concern noted in the trial was a 0.3% higher rate of all cause mortality, the cause of which has not been determined.
- Accession Number
- DBSALT002912
- Structure
Structure for Cefiderocol sulfate tosylate (DBSALT002912)
- Synonyms
- Cefiderocol sulfate tosilate / Cefiderocol sulfate tosylate
- External IDs
- GSK2696266D / S-649266D
- UNII
- TTP8LBP45D
- CAS Number
- 2135543-94-9
- Weight
- Average: 3061.51
Monoisotopic: 3057.5047367 - Chemical Formula
- C118H138Cl3N21O47S11
- InChI Key
- QNMVZYPDWLKAJC-RXVBEKIDSA-N
- InChI
- InChI=1S/3C30H34ClN7O10S2.4C7H8O3S.H2O4S.H2O/c3*1-30(2,28(46)47)48-36-19(16-13-50-29(32)34-16)24(42)35-20-25(43)37-21(27(44)45)14(12-49-26(20)37)11-38(8-3-4-9-38)10-7-33-23(41)15-5-6-17(39)22(40)18(15)31;4*1-6-2-4-7(5-3-6)11(8,9)10;1-5(2,3)4;/h3*5-6,13,20,26H,3-4,7-12H2,1-2H3,(H7-,32,33,34,35,36,39,40,41,42,44,45,46,47);4*2-5H,1H3,(H,8,9,10);(H2,1,2,3,4);1H2/t3*20-,26-;;;;;;/m111....../s1
- IUPAC Name
- tris(1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-{2-[(2-chloro-3,4-dihydroxyphenyl)formamido]ethyl}pyrrolidin-1-ium) tris(4-methylbenzene-1-sulfonic acid) 4-methylbenzene-1-sulfonate hydrate sulfate
- SMILES
- O.[O-]S([O-])(=O)=O.CC1=CC=C(C=C1)S(O)(=O)=O.CC1=CC=C(C=C1)S(O)(=O)=O.CC1=CC=C(C=C1)S(O)(=O)=O.CC1=CC=C(C=C1)S([O-])(=O)=O.[H][C@@]1(NC(=O)C(=N/OC(C)(C)C(O)=O)\C2=CSC(N)=N2)C(=O)N2C(C(O)=O)=C(C[N+]3(CCNC(=O)C4=CC=C(O)C(O)=C4Cl)CCCC3)CS[C@]12[H].[H][C@@]1(NC(=O)C(=N/OC(C)(C)C(O)=O)\C2=CSC(N)=N2)C(=O)N2C(C(O)=O)=C(C[N+]3(CCNC(=O)C4=CC=C(O)C(O)=C4Cl)CCCC3)CS[C@]12[H].[H][C@@]1(NC(=O)C(=N/OC(C)(C)C(O)=O)\C2=CSC(N)=N2)C(=O)N2C(C(O)=O)=C(C[N+]3(CCNC(=O)C4=CC=C(O)C(O)=C4Cl)CCCC3)CS[C@]12[H]
- External Links
- ChEMBL
- CHEMBL4297211
- Wikipedia
- Cefiderocol
- Predicted Properties
Property Value Source Water Solubility 0.00768 mg/mL ALOGPS logP 3.13 ALOGPS logP -2.9 Chemaxon logS -5.3 ALOGPS pKa (Strongest Acidic) 2.64 Chemaxon pKa (Strongest Basic) 4.05 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 13 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 254.07 Å2 Chemaxon Rotatable Bond Count 43 Chemaxon Refractivity 193.26 m3·mol-1 Chemaxon Polarizability 73.05 Å3 Chemaxon Number of Rings 19 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon