Ligand
Ligand Name:   Imipenem
Ligand Type:   non-polymer
Ligand ID:   COVPDB942 PubChem:   104838
Synonym(s):  
  •   64221-86-9
  • imipemide
  • n-formimidoylthienamycin
  • tienamycin
  • imipenem anhydrous
  • imipenemum
  • n-formimidoyl thienamycin
  • imipen
  • mk 0787
  • chebi:471744
  • 74431-23-5
  • imipenem, n-formimidoyl thienamycin
  • unii-q20im7he75
  • imipenem (inn)
  • primaxin
  • (5r,6s)-6-((r)-1-hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure
  • (5r,6s)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1r)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • mk-0787
  • chembl148
  • q20im7he75
  • (5r,6s)-3-((2-(formimidoylamino)ethyl)thio)-6-((r)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid
  • imipenem [inn]
  • (5r,6s)-3-(2-formimidoylamino-ethylsulfanyl)-6-((r)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • imipenen
  • dsstox_cid_3143
  • dsstox_rid_76888
  • dsstox_gsid_23143
  • 1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,6-[(1r)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-,(5r,6s)-
  • 1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1r)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-, (5r,6s)-
  • imipenemum [latin]
  • cas-64221-86-9
  • sr-05000000294
  • ncgc00016928-01
  • (5r,6s)-6-[(1r)-1-hydroxyethyl]-3-(2-methanimidamidoethylsulfanyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-((1r)-1-hydroxyethyl)-3-((2-((iminomethyl)amino)ethyl)thio)-7-oxo-, (5r,6s)-
  • prestwick_844
  • einecs 264-734-5
  • mk-787
  • mk0787
  • prestwick0_000519
  • prestwick1_000519
  • prestwick2_000519
  • prestwick3_000519
  • epitope id:120384
  • bspbio_000477
  • cc-394
  • bidd:gt0686
  • spbio_002398
  • bpbio1_000525
  • schembl1649260
  • schembl8781920
  • dtxsid2023143
  • gtpl10821
  • primaxin (imipenem + cilastatin)
  • hms1569h19
  • hms2090a15
  • hms2096h19
  • hms3260h20
  • hms3713h19
  • pharmakon1600-01506001
  • bcp13012
  • zinc4097225
  • tox21_110689
  • tox21_500279
  • bdbm50049708
  • bdbm50213266
  • nsc717864
  • nsc759901
  • akos016010844
  • tox21_110689_1
  • ccg-220519
  • ccg-221583
  • db01598
  • lp00279
  • nsc-717864
  • nsc-759901
  • sdccgsbi-0633697.p001
  • ncgc00167958-01
  • ncgc00167958-02
  • ncgc00167958-03
  • ncgc00167958-05
  • ncgc00167958-09
  • ncgc00260964-01
  • (5r,6s)-6-[(1r)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • as-75130
  • c06665
  • d04515
  • x-2302
  • ab01563339_01
  • recarbrio (imipenem + cilastatin + relebactam).
  • 847i667
  • q425152
  • sr-05000000294-2
  • sr-05000000294-5
  • (5r,6s)-3-((2-formimidamidoethyl)thio)-6-((r)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5r,6s)-3-({2-[(e)-(aminomethylidene)amino]ethyl}sulfanyl)-6-[(1r)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5r,6s)-3-(2-formimidamidoethylthio)-6-((r)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5r,6s)-6-[(1r)-1-hydroxyethyl]-3-[(2-methanimidamidoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • [5r-[5.alpha.,6.alpha.(r*)]]-6-(1-hydroxyethyl)-3-[[2- [(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2- ene-2-carboxylic acid monohydrate
  • 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-((2-((iminomethyl)amino)ethyl)thio)-7-oxo-, (5r-(5-alpha,6-alpha(r*)))-
  • 103730-39-8
  • 3-[(2-aminoethyl)thio]-6-[(1r)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methylester monohydrochloride compd. with 1-methyl-2-pyrrolidinone (1:1)
show 101 synonym(s)
DrugBank:   DB01598 ChEMBL:   CHEMBL148
Canonical SMILES:   C[C@@H](O)[C@@H]1[C@H]2CC(SCCNC=N)=C(N2C1=O)C(O)=O
Standard InChI:   InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1
Molecular Formula:   C12H17N3O4S Mol. Weight:   299.09396 logP:   -0.17603
HBD:   4 HBA:   5
#Rotatable Bonds:   7 TPSA:   113.72

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Beta-lactamase TEM P62593 (BLAT_ECOLX) Escherichia coli 1BT5 IM2
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-
SHOW
Regulatory protein BlaR1 P18357 (BLAR_STAAU) Staphylococcus aureus 3Q81 IM2
-
-
SHOW
Beta-lactamase Q6XEC0 (Q6XEC0_KLEPN) Klebsiella pneumoniae 6P97 IM2
-
-
SHOW
Beta-lactamase Q6XEC0 (Q6XEC0_KLEPN) Klebsiella pneumoniae 6PTU ID1
-
-
SHOW
Beta-lactamase Q09HD0 (Q09HD0_KLEPN) Klebsiella pneumoniae 4H8R IM2
-
-
SHOW
Beta-lactamase Q6XEC0 (Q6XEC0_KLEPN) Klebsiella pneumoniae 5QB4 IM2
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-
SHOW
Putative L,D-transpeptidase YkuD O34816 (YKUD_BACSU) Bacillus subtilis (strain 168) 4A52 IM2
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-
SHOW
Beta-lactamase OXA-23 Q9L4P2 (Q9L4P2_ACIBA) Acinetobacter baumannii 6N6U ID1
-
-
SHOW
Beta-lactamase Q9KJY7 (Q9KJY7_KLEPN) Klebsiella pneumoniae 4GOG IM2
-
-
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) 3PBQ IM2
-
-
SHOW
Beta-lactamase Q3SAW3 (Q3SAW3_PSEAI) Pseudomonas aeruginosa 5EPH ID1
-
-
SHOW
Beta-lactamase P00811 (AMPC_ECOLI) Escherichia coli (strain K12) 1LL5 IM2
-
-
SHOW
Beta-lactamase Q0Z8S4 (Q0Z8S4_PSEAI) Pseudomonas aeruginosa 5F83 IM2
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-
SHOW
OXA-239 I6YCI1 (I6YCI1_9GAMM) Acinetobacter sp. enrichment culture clone 8407 5WIB ID1
-
-
SHOW
D-alanyl-D-alanine carboxypeptidase P39045 (DAC_ACTSP) Actinomadura sp. (strain R39) 4BEN IM2
-
-
SHOW
Beta-lactamase TEM P62593 (BLAT_ECOLX) Escherichia coli 1JVJ IM2
-
-
SHOW
Beta-lactamase Q93PQ0 (Q93PQ0_9ENTR) Citrobacter sedlakii 3BFC IM2
-
-
SHOW
L,D-transpeptidase 2 I6Y9J2 (LDT2_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 6IYW IM2
-
-
SHOW
D-alanyl-D-alanine carboxypeptidase DacA P0AEB2 (DACA_ECOLI) Escherichia coli (strain K12) 3MZF IM2
-
-
SHOW
Penicillin-binding protein A P9WKD1 (PBPA_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 3UPN IM2
-
-
SHOW
Beta-lactamase Q7BNC2 (Q7BNC2_ECOLX) Escherichia coli 6SKP IM2
-
-
SHOW
Beta-lactamase Q51400 (Q51400_PSEAI) Pseudomonas aeruginosa 1H5X IM2
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-
SHOW
DD-transpeptidase G1C794 (G1C794_ACIBA) Acinetobacter baumannii 3UDX IM2
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SHOW