Ketcher 10201609572D 1   1.00000     0.00000     0

 17 18  0     0  0            999 V2000
   -2.4640   -1.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640   -2.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -1.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -2.0115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745   -0.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284   -1.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -2.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1752   -2.7226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4561   -3.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2172   -4.0601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4938   -3.7335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0286   -1.7727    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376   -2.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4378   -2.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8469   -3.7155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9164    0.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  1  0     0  0
  3  4  1  0     0  0
  4  2  1  0     0  0
  3  5  1  0     0  0
  5  6  1  0     0  0
  6  7  1  0     0  0
  7  4  1  0     0  0
  1  8  1  0     0  0
  2  9  2  0     0  0
  7 10  1  0     0  0
 10 11  1  0     0  0
 10 12  2  0     0  0
  6 13  1  0     0  0
 13 14  1  0     0  0
 14 15  1  0     0  0
 15 16  1  0     0  0
  8 17  1  0     0  0
M  END
> <ID>
CHEBI:132289

> <NAME>
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <DEFINITION>
A β-lactam that is 7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid carrying additional (2-aminoethyl)sulfanyl and ethyl substituents at positions 3 and 6 respectively. An intermediate in the biosynthesis of carbapenem.

> <STAR>
3

> <SYNONYM>
carbapenem biosynthesis intermediate 5; 3-(2-aminoethylthio)-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <IUPAC_NAME>
3-[(2-aminoethyl)sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <FORMULA>
C11H18N2O3S

> <MASS>
258.339

> <MONOISOTOPIC_MASS>
258.10381

> <CHARGE>
0

> <SMILES>
C1(C(N2C1CC(C2C(O)=O)SCCN)=O)CC

> <INCHI>
InChI=1S/C11H18N2O3S/c1-2-6-7-5-8(17-4-3-12)9(11(15)16)13(7)10(6)14/h6-9H,2-5,12H2,1H3,(H,15,16)

> <INCHIKEY>
OJZAYZYCCIMRRC-UHFFFAOYSA-N

> <KEGG_COMPOUND_ACCESSION>
C20819

> <PUBMED_CITATION>
21263049

$$$$