CEFTAROLINE FOSAMIL

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J01DI02
UNII 7P6FQA5D21
EPA CompTox DTXSID60177444

Structure

InChI Key ZCCUWMICIWSJIX-NQJJCJBVSA-N
Smiles CCO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(Sc3nc(-c4cc[n+](C)cc4)cs3)CS[C@H]12)c1nsc(NP(=O)(O)O)n1
InChI
InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37)/b26-13-/t14-,19-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H21N8O8PS4
Molecular Weight 684.7
AlogP -0.11
Hydrogen Bond Acceptor 14.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 11.0
Polar Surface Area 223.24
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 43.0
Assay Description Organism Bioactivity Reference
Binding affinity to methicillin-, vancomycin-susceptible Staphylococcus aureus ATCC 29213 PBP1 by competitive binding assay Staphylococcus aureus 0.5 ug.mL-1
Binding affinity to methicillin-resistant, heteroresistant vancomycin-intermediate, beta-lactamase-negative Staphylococcus aureus 873 PBP1 by competitive binding assay Staphylococcus aureus 8.0 ug.mL-1
Binding affinity to methicillin-, vancomycin-resistant, beta-lactamase-positive Staphylococcus aureus 510 PBP1 by competitive binding assay Staphylococcus aureus 0.5 ug.mL-1
Binding affinity to methicillin-, linezolid-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 2149A PBP1 by competitive binding assay Staphylococcus aureus 1.0 ug.mL-1
Binding affinity to methicillin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 1287 PBP1 by competitive binding assay Staphylococcus aureus 0.125 ug.mL-1
Binding affinity to against methicillin-, daptomycin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 25 PBP1 by competitive binding assay Staphylococcus aureus 0.5 ug.mL-1
Binding affinity to methicillin-, vancomycin-susceptible Staphylococcus aureus ATCC 29213 PBP2 by competitive binding assay Staphylococcus aureus 0.25 ug.mL-1
Binding affinity to methicillin-resistant, heteroresistant vancomycin-intermediate, beta-lactamase-negative Staphylococcus aureus 873 PBP2 by competitive binding assay Staphylococcus aureus 0.5 ug.mL-1
Binding affinity to methicillin-, vancomycin-resistant, beta-lactamase-positive Staphylococcus aureus 510 PBP2 by competitive binding assay Staphylococcus aureus 0.125 ug.mL-1
Binding affinity to methicillin-, linezolid-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 2149A PBP2 by competitive binding assay Staphylococcus aureus 1.0 ug.mL-1
Binding affinity to methicillin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 1287 PBP2 by competitive binding assay Staphylococcus aureus 4.0 ug.mL-1
Binding affinity to against methicillin-, daptomycin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 25 PBP2 by competitive binding assay Staphylococcus aureus 0.25 ug.mL-1
Binding affinity to methicillin-resistant, heteroresistant vancomycin-intermediate, beta-lactamase-negative Staphylococcus aureus 873 PBP2a by competitive binding assay Staphylococcus aureus 0.5 ug.mL-1
Binding affinity to methicillin-, vancomycin-resistant, beta-lactamase-positive Staphylococcus aureus 510 PBP2a by competitive binding assay Staphylococcus aureus 0.25 ug.mL-1
Binding affinity to methicillin-, linezolid-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 2149A PBP2a by competitive binding assay Staphylococcus aureus 1.0 ug.mL-1
Binding affinity to methicillin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 1287 PBP2a by competitive binding assay Staphylococcus aureus 1.0 ug.mL-1
Binding affinity to against methicillin-, daptomycin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 25 PBP2a by competitive binding assay Staphylococcus aureus 0.01 ug.mL-1
Binding affinity to methicillin-, vancomycin-susceptible Staphylococcus aureus ATCC 29213 PBP3 by competitive binding assay Staphylococcus aureus 0.125 ug.mL-1
Binding affinity to methicillin-resistant, heteroresistant vancomycin-intermediate, beta-lactamase-negative Staphylococcus aureus 873 PBP3 by competitive binding assay Staphylococcus aureus 0.125 ug.mL-1
Binding affinity to methicillin-, vancomycin-resistant, beta-lactamase-positive Staphylococcus aureus 510 PBP3 by competitive binding assay Staphylococcus aureus 0.125 ug.mL-1
Binding affinity to methicillin-, linezolid-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 2149A PBP3 by competitive binding assay Staphylococcus aureus 0.5 ug.mL-1
Binding affinity to methicillin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 1287 PBP3 by competitive binding assay Staphylococcus aureus 0.1 ug.mL-1
Binding affinity to against methicillin-, daptomycin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 25 PBP3 by competitive binding assay Staphylococcus aureus 0.25 ug.mL-1
Binding affinity to methicillin-, vancomycin-susceptible Staphylococcus aureus ATCC 29213 PBP4 by competitive binding assay Staphylococcus aureus 8.0 ug.mL-1
Binding affinity to methicillin-resistant, heteroresistant vancomycin-intermediate, beta-lactamase-negative Staphylococcus aureus 873 PBP4 by competitive binding assay Staphylococcus aureus 128.0 ug.mL-1
Binding affinity to methicillin-, vancomycin-resistant, beta-lactamase-positive Staphylococcus aureus 510 PBP4 by competitive binding assay Staphylococcus aureus 128.0 ug.mL-1
Binding affinity to methicillin-, linezolid-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 2149A PBP4 by competitive binding assay Staphylococcus aureus 128.0 ug.mL-1
Binding affinity to methicillin-resistant, vancomycin-intermediate, beta-lactamase-positive Staphylococcus aureus 1287 PBP4 by competitive binding assay Staphylococcus aureus 64.0 ug.mL-1
Binding affinity to against penicillin-susceptible Streptococcus pneumoniae 1076 PBP1A by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 24 PBP1A by competitive binding assay Streptococcus pneumoniae 0.125 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 3413 PBP1A by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 2527 PBP1A by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to against penicillin-susceptible Streptococcus pneumoniae 1076 PBP1B by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 24 PBP1B by competitive binding assay Streptococcus pneumoniae 0.1 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 3413 PBP1B by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 2527 PBP1B by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to against penicillin-susceptible Streptococcus pneumoniae 1076 PBP2X by competitive binding assay Streptococcus pneumoniae 0.1 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 24 PBP2X by competitive binding assay Streptococcus pneumoniae 1.0 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 3413 PBP2X by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 2527 PBP2X by competitive binding assay Streptococcus pneumoniae 0.1 ug.mL-1
Binding affinity to against penicillin-susceptible Streptococcus pneumoniae 1076 PBP2A by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 24 PBP2A by competitive binding assay Streptococcus pneumoniae 0.5 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 3413 PBP2A by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 2527 PBP2A by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Binding affinity to against penicillin-susceptible Streptococcus pneumoniae 1076 PBP2B by competitive binding assay Streptococcus pneumoniae 4.0 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 24 PBP2B by competitive binding assay Streptococcus pneumoniae 0.5 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 3413 PBP2B by competitive binding assay Streptococcus pneumoniae 2.0 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 2527 PBP2B by competitive binding assay Streptococcus pneumoniae 4.0 ug.mL-1
Binding affinity to against penicillin-susceptible Streptococcus pneumoniae 1076 PBP3 by competitive binding assay Streptococcus pneumoniae 0.1 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 24 PBP3 by competitive binding assay Streptococcus pneumoniae 0.1 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 3413 PBP3 by competitive binding assay Streptococcus pneumoniae 0.1 ug.mL-1
Binding affinity to penicillin-resistant Streptococcus pneumoniae 2527 PBP3 by competitive binding assay Streptococcus pneumoniae 0.25 ug.mL-1
Inhibition of methicillin-resistant Staphylococcus aureus PBP 2a Staphylococcus aureus 0.16 ug.mL-1
Binding affinity to methicillin-susceptible Staphylococcus aureus PBP 1 Staphylococcus aureus 0.1 ug.mL-1
Binding affinity to methicillin-susceptible Staphylococcus aureus PBP 2 Staphylococcus aureus 0.034 ug.mL-1
Binding affinity to methicillin-susceptible Staphylococcus aureus PBP 3 Staphylococcus aureus 0.049 ug.mL-1
Binding affinity to methicillin-susceptible Staphylococcus aureus PBP 4 Staphylococcus aureus 1.0 ug.mL-1

Cross References

Resources Reference
ChEBI 70718
ChEMBL CHEMBL501122
DrugBank DB06590
DrugCentral 4169
FDA SRS 7P6FQA5D21
Guide to Pharmacology 10899
PubChem 9852981
SureChEMBL SCHEMBL1464037
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