Ligand
Ligand Name:   piperacillin
Ligand Type:   non-polymer
Ligand ID:   COVPDB994 PubChem:   43672
Synonym(s):  
  •   61477-96-1
  • pipracil
  • piperacillin anhydrous
  • piperacilline
  • piperacillin sodium
  • pipc
  • piperacillina
  • piperacillin hydrate
  • piperacillin (inn)
  • piperacillin [inn]
  • chebi:8232
  • (2s,5r,6r)-6-{[(2r)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • unii-9i628532gx
  • cl-227193
  • chembl702
  • (2s,5r,6r)-6-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 66258-76-2
  • 9i628532gx
  • c23h27n5o7s
  • 6beta-{(2r)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylic acid
  • peperacillin
  • piperacilina
  • piperacillinum
  • pipracil, piper
  • (2s,5r,6r)-6-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • peracin (tn)
  • ccris 7362
  • einecs 262-811-8
  • piperacilina [inn-spanish]
  • piperacilline [inn-french]
  • piperacillinum [inn-latin]
  • 1-carboxamido)-2-phenylacetamido)-3,3-dimethyl-
  • pipracil,(s)
  • piperacillin na
  • prestwick0_000755
  • prestwick1_000755
  • prestwick2_000755
  • prestwick3_000755
  • epitope id:116652
  • 6-(d-(-)-alpha-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)phenylacetamido)penicillanic acid
  • schembl33894
  • bspbio_000770
  • (2s-(2alpha,5alpha,6beta(s*)))-6-(((((4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta(s*)))-
  • bidd:gt0167
  • spbio_002709
  • bpbio1_000848
  • dtxsid2023482
  • gtpl10921
  • hms2090h19
  • zinc3913937
  • tazocin (piperacillin + tazobactam)
  • bdbm50240426
  • km0517
  • mfcd00865043
  • akos016007827
  • db00319
  • (2s,5r,6r)-6-[[(2r)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-7-oxo-, (2s-(2-alpha,5-alpha,6-beta(s*)))-
  • as-13671
  • c14034
  • d08380
  • j10085
  • ab01275515-01
  • 127490-ep2272832a1
  • 127490-ep2292612a2
  • 127490-ep2295402a2
  • 477p961
  • q423787
  • piperacillin, antibiotic for culture media use only
  • w-105153
  • brd-k86873305-236-03-0
  • (2s,5r,6r)-6-((r)-2-(4-ethyl-2,3-dioxopiperazine-
  • (2s,5r,6r)-6-[(2r)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2r)-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2s,5r,6r)-
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2r)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2s,5r,6r)-
  • wpp
show 76 synonym(s)
DrugBank:   DB00319 ChEMBL:   CHEMBL702
Canonical SMILES:   CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)c2ccccc2)C(=O)C1=O
Standard InChI:   InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1
Molecular Formula:   C23H27N5O7S Mol. Weight:   517.16315 logP:   -0.2403
HBD:   3 HBA:   7
#Rotatable Bonds:   6 TPSA:   156.43

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
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) 4KQO JPP IC50 : 166 nM PDBBind SHOW
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) 6R42 JPP
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SHOW
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) 6R3X JPP
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SHOW
Penicillin binding protein 2 prime A0A0H3JPA5 (A0A0H3JPA5_STAAM) Staphylococcus aureus (strain Mu50 / ATCC 700699) 6Q9N JPP
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SHOW