CEFOTAXIME

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Synonyms
UNII 5KTC59K32X
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key GPRBEKHLDVQUJE-VINNURBNSA-N
Smiles CO\N=C(\C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)COC(=O)C)/c3csc(N)n3
InChI
InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9+/t10-,14-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H17N5O7S2
Molecular Weight 455.47
AlogP -0.91
Hydrogen Bond Acceptor 11.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 8.0
Polar Surface Area 227.05
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 30.0
Assay Description Organism Bioactivity Reference
Bactericidal activity against Klebsiella pneumoniae wound isolate after 24 hr by NCCLS dilution tube method Klebsiella pneumoniae 51.8 mg/L
Bactericidal activity against Klebsiella pneumoniae urine isolate after 24 hr by NCCLS dilution tube method Klebsiella pneumoniae 25.0 mg/L
Bactericidal activity against Pseudomonas aeruginosa wound isolate after 24 hr by NCCLS dilution tube method Pseudomonas aeruginosa 81.2 mg/L
Bactericidal activity against Pseudomonas aeruginosa urine isolate after 24 hr by NCCLS dilution tube method Pseudomonas aeruginosa 16.3 mg/L
Bactericidal activity against Staphylococcus saprophyticus bronchi isolate after 24 hr by NCCLS dilution tube method Staphylococcus saprophyticus 95.0 mg/L
Bactericidal activity against Staphylococcus epidermidis eye isolate after 24 hr by NCCLS dilution tube method Staphylococcus epidermidis 75.0 mg/L
Bactericidal activity against Staphylococcus aureus urine isolate after 24 hr by NCCLS dilution tube method Staphylococcus aureus 77.2 mg/L
Bactericidal activity against Staphylococcus aureus wound isolate after 24 hr by NCCLS dilution tube method Staphylococcus aureus 12.7 mg/L
Bactericidal activity against Escherichia coli bronchi isolate after 24 hr by NCCLS dilution tube method Escherichia coli 24.5 mg/L
Bactericidal activity against Escherichia coli urine isolate after 24 hr by NCCLS dilution tube method Escherichia coli 17.3 mg/L
Bactericidal activity against multidrug-resistant Acinetobacter baumannii urine isolate after 24 hr by NCCLS dilution tube method Acinetobacter baumannii 90.6 mg/L
Bactericidal activity against multidrug-resistant Acinetobacter baumannii wound isolate after 24 hr by NCCLS dilution tube method Acinetobacter baumannii 95.8 mg/L
Bactericidal activity against multidrug-resistant Acinetobacter baumannii bronchi isolate after 24 hr by NCCLS dilution tube method Acinetobacter baumannii 96.9 mg/L
Antibacterial activity against Vibrio cholerae ATCC 14035 incubated for 24 hr followed by compound washout measured after 24 hr by dilution method Vibrio cholerae 523.0 nM
Antibacterial activity against Staphylococcus aureus ATCC 25923 incubated for 24 hr followed by compound washout measured after 24 hr by dilution method Staphylococcus aureus 261.0 nM
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method Streptomyces alboniger None
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 0.4 ug/disk after 5 days by paper disk method Streptomyces alboniger None
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method Streptomyces alboniger None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 0.4 ug/disk after 5 days by paper disk method Streptomyces acidiscabies None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method Streptomyces acidiscabies None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method Streptomyces acidiscabies 15.0 mm
Growth stimulation of Streptomyces scabiei ATCC 4917314 at 4 ug/disk after 5 days by paper disk method Streptomyces scabiei 22.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method Streptomyces scabiei None
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method Streptomyces scabiei None
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 0.40 ug/disk after 5 days by paper disk method Streptomyces scabiei None

Cross References

Resources Reference
ChEMBL CHEMBL102
FDA SRS 5KTC59K32X
PubChem 5479527
SureChEMBL SCHEMBL15410
CONTENTS