Ligand
Ligand Name:   ceftobiprole
Ligand Type:   non-polymer
Ligand ID:   COVPDB1275 PubChem:   135536952
Synonym(s):  
  •   (6r,7r)-7-((z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-((e)-((r)-2-oxo-[1,3'-bipyrrolidin]-3-ylidene)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 209467-52-7
  • bal9141
  • bal-9141
  • chembl520642
  • ro-639141
  • schembl10276645
  • gtpl10787
  • qcr-158
  • bcp18210
  • zinc4424091
  • bal9141000
  • q5057301
  • bal 9141; ro 63-9141; ro 63 9141; ro 639141; bal-9141; bal9141
  • (6r,7r)-7((z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-((e)-((r)-2-oxo-[1,3'-bipyrrolidin]-3-ylidene)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid", "(6r,7r)-7-((e)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-((e)-((r)-2-oxo-1,3'-bipyrrolidin-3-ylidene)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid", "(6r,7r)-7-[(z)-2-(5-amino-[1,2,4]thiadiazol-3-yl)-2-hydroximino-acetylamino]-8-oxo-3-[(e)-(r)-2-oxo-[1,3bipyrrolidinyl-3-ylidenemethyl]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid", "(6r,7r)-7-[(z)-2-(5-amino-[1,2,4]thiadiazol-3-yl)-2-hydroxyimino-acetylamino]-8-oxo-3-[(e)-(r)-2-oxo-[1,3bipyrrolidinyl-3-ylidenemethyl]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r,7r)-7-[[(2z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(e)-[2-oxo-1-[(3r)-pyrrolidin-3-yl]pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
show 15 synonym(s)
DrugBank:   - ChEMBL:   CHEMBL407727
Canonical SMILES:   Nc1nc(ns1)C(=N\O)\C(=O)N[C@H]1[C@H]2SCC(\C=C3/CCN([C@@H]4CCNC4)C3=O)=C(N2C1=O)C(O)=O
Standard InChI:   InChI=1S/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)23-12-17(31)28-13(19(32)33)9(7-35-18(12)28)5-8-2-4-27(16(8)30)10-1-3-22-6-10/h5,10,12,18,22,34H,1-4,6-7H2,(H,23,29)(H,32,33)(H2,21,24,26)/b8-5+,25-11-/t10-,12-,18-/m1/s1
Molecular Formula:   C20H22N8O6S2 Mol. Weight:   534.11035 logP:   -1.4422
HBD:   5 HBA:   12
#Rotatable Bonds:   6 TPSA:   203.44

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Penicillin-binding protein 4 A0A0H2WY27 (A0A0H2WY27_STAAC) Staphylococcus aureus (strain COL) 5TX9 RB6
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Penicillin-binding protein 4, putative Q2G2X6 (Q2G2X6_STAA8) Staphylococcus aureus (strain NCTC 8325 / PS 47) 5TXI RB6
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Peptidoglycan D,D-transpeptidase FtsI G3XD46 (FTSI_PSEAE) Pseudomonas aeruginosa (strain ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1) 6VJE RB6
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