Ligand
Ligand Name:   cefotaxime
Ligand Type:   non-polymer
Ligand ID:   COVPDB632 PubChem:   5742673
Synonym(s):  
  •   cephotaxime
  • 63527-52-6
  • cefotaxime acid
  • e-cefotaxime
  • unii-n2gi8b1gk7
  • cefotaximum
  • cefotaxima
  • chebi:204928
  • n2gi8b1gk7
  • 60846-21-1
  • (6r,7r)-3-(acetyloxymethyl)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • omnatax
  • taxim
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-(((2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, (6r,7r)-
  • cefotaxime [inn:ban]
  • cefotaximum [inn-latin]
  • cefotaxima [inn-spanish]
  • 4kot
  • (6r,7r)-3-(acetoxymethyl)-7-((e)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r,7r)-3-(acetoxymethyl)-7-[[(2z)-2-(2-aminothiazol-4-yl)-2-methoxyimino-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r,7r)-3-(acetyloxymethyl)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r,7r)-3-acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(z)-methoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r,7r,z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, (6r,7r)-
  • cefotaxime (inn)
  • einecs 264-299-1
  • cefotaxim hikma (tn)
  • ru 24662
  • prestwick2_000139
  • prestwick3_000139
  • claforan (*sodium salt*)
  • chembl1730
  • lopac0_000278
  • bspbio_000218
  • bpbio1_000240
  • schembl3731931
  • dtxsid6022761
  • hy-a0088a
  • hms2090m11
  • (6r,7r)-3-(acetoxymethyl)-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • zinc3830437
  • ac-217
  • bdbm50482777
  • mfcd00864971
  • s4720
  • akos015951267
  • db00493
  • sdccgsbi-0050266.p002
  • (6r,7r)-3-(acetoxymethyl)-7-(()-2-(2-amino-4-thiazolyl)-2-methoxyiminoglyoxylamino)-8-oco-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
  • 3-(acetyloxymethyl)-7-(((2e)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl)amino)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • as-12690
  • clo[4.2.0]oct-2-ene-2-carboxylic acid
  • cs-0013515
  • c06885
  • d07647
  • j90010
  • 527c526
  • brd-k78364995-236-03-5
  • q27262497
  • di- poundg-chlorotetrakis[2,4-dimethyl-6-(2-quinolinyl-kn)phenyl-kc]di-iridium
  • (6r)-3-(acetoxymethyl)-7alpha-[[(2-amino-4-thiazolyl)[(e)-methoxyimino]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid
  • (6r,7r)-3-(acetyloxymethyl)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-8-oxo-5-thia-1-azabicy
  • (6r,7r)-3-[(acetyloxy)methyl]-7-[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6r,7r)-3-[(acetyloxy)methyl]-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 1056874-43-1
  • 3-(acetoxymethyl)-7beta-[(2-amino-4-thiazolyl)(methoxyimino)acetylamino]cepham-3-ene-4-carboxylic acid
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxo-, (6r-(6alpha,7beta(z)))-
show 66 synonym(s)
DrugBank:   DB00493 ChEMBL:   CHEMBL1730
Canonical SMILES:   CO\N=C(\C(=O)N[C@H]1[C@H]2SCC(COC(C)=O)=C(N2C1=O)C(O)=O)c1csc(N)n1
Standard 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
Molecular Formula:   C16H17N5O7S2 Mol. Weight:   455.05695 logP:   -0.6225
HBD:   3 HBA:   11
#Rotatable Bonds:   7 TPSA:   173.51

Bound Proteins
Protein Name Uniprot ID/ACC Organism PDB ID HET Code Binding Affinity Binding Database Complex Card
Beta-lactamase Toho-1 Q47066 (BLT1_ECOLX) Escherichia coli 1IYO CEF
-
-
SHOW
Beta-lactamase P00808 (BLAC_BACLI) Bacillus licheniformis 3SH9 CEF
-
-
SHOW
Penicillin-binding protein A P9WKD1 (PBPA_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 3UPP CEF
-
-
SHOW
Beta-lactamase CTX-M-97 E1ANH6 (BLC97_ECOLX) Escherichia coli 5A92 CEF
-
-
SHOW
Beta-lactamase P05193 (AMPC_CITFR) Citrobacter freundii 1RGY PTX
-
-
SHOW
Penicillin-binding protein 3 A0A0H3K0B9 (A0A0H3K0B9_STAAW) Staphylococcus aureus (strain MW2) 3VSL CEF
-
-
SHOW
Beta-lactamase P9WKD3 (BLAC_MYCTU) Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv) 4EBP CEF
-
-
SHOW
Beta-lactamase Q9XB24 (Q9XB24_KLEPN) Klebsiella pneumoniae 6K9T CEF
-
-
SHOW
Beta-lactamase Q6XEC0 (Q6XEC0_KLEPN) Klebsiella pneumoniae 6PQI CEF
-
-
SHOW
D-alanyl-D-alanine carboxypeptidase P15555 (DAC_STRSR) Streptomyces sp. (strain R61) 1CEF CEF
-
-
SHOW
Probable peptidoglycan D,D-transpeptidase PenA F2Z7K9 (F2Z7K9_NEIGO) Neisseria gonorrhoeae 6VBD CEF
-
-
SHOW
Probable peptidoglycan D,D-transpeptidase PenA P08149 (PBP2_NEIGO) Neisseria gonorrhoeae 6P54 CEF
-
-
SHOW
OXA-239 I6YCI1 (I6YCI1_9GAMM) Acinetobacter sp. enrichment culture clone 8407 5WI3 CEF
-
-
SHOW
Beta-lactamase P00811 (AMPC_ECOLI) Escherichia coli (strain K12) 4KG5 CEF
-
-
SHOW
Beta-lactamase CTX-M-97 E1ANH6 (BLC97_ECOLX) Escherichia coli 5A93 CEF
-
-
SHOW
Beta-lactamase Toho-1 Q47066 (BLT1_ECOLX) Escherichia coli 2ZQA CEF
-
-
SHOW
Beta-lactamase P00811 (AMPC_ECOLI) Escherichia coli (strain K12) 3IXH CEF
-
-
SHOW
Beta-lactamase P00811 (AMPC_ECOLI) Escherichia coli (strain K12) 4KG2 CEF
-
-
SHOW
Beta-lactamase A0A160YKM3 (A0A160YKM3_CLODI) Clostridioides difficile (Peptoclostridium difficile) 6PQC CEF
-
-
SHOW
Lmo2812 protein Q8Y3M3 (Q8Y3M3_LISMO) Listeria monocytogenes serovar 1/2a (strain ATCC BAA-679 / EGD-e) 5ZQD CEF
-
-
SHOW
Beta-lactamase P05364 (AMPC_ENTCL) Enterobacter cloacae 1RGZ PTX
-
-
SHOW