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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:44:01 UTC

Update Date

2022-03-07 02:57:13 UTC

HMDB ID

HMDB0041852

Secondary Accession Numbers

HMDB41852

Metabolite Identification

Common Name

Cefpirome

Description

Cefpirome, also known as HR 810 or cefpiromum, belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. Based on a literature review a small amount of articles have been published on Cefpirome.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 09131211442D          

 37 41  0  0  0  0            999 V2000
   -4.4510    2.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989    5.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    3.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345    4.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784    5.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    0.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301    0.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6437    1.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6905    3.4510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1510    4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    2.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6905    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655    3.4510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1510    5.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7956   -1.4128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493    0.0493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    2.8676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4405    1.7009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    4.2760    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.8655    4.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2634    1.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    4.8593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655    5.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    5.9260    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.6541    2.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    3.0385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7031   -0.4290    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    3.7667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790    2.6541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  6  1  0  0  0  0
 14 11  2  0  0  0  0
 15 13  1  0  0  0  0
 17 12  2  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 23 22  2  0  0  0  0
 24 13  1  0  0  0  0
 24 22  1  0  0  0  0
 16 25  1  6  0  0  0
 25 18  2  0  0  0  0
 26 15  2  0  0  0  0
 27  7  2  0  0  0  0
 27  8  1  0  0  0  0
 27 14  1  0  0  0  0
 28 17  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
 18 29  1  4  0  0  0
 30 19  2  0  0  0  0
 31 21  2  0  0  0  0
 32 21  1  0  0  0  0
 33  1  1  0  0  0  0
 33 26  1  0  0  0  0
 34  9  1  0  0  0  0
 34 20  1  0  0  0  0
 35 10  1  0  0  0  0
 35 22  1  0  0  0  0
 16 36  1  1  0  0  0
 20 37  1  1  0  0  0
M  CHG  2  27   1  32  -1
M  END

HMDB0041852
     RDKit          3D
Cefpirome
 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.5410   -3.3910    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5467   -1.9961    0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3845   -1.2171    0.2649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0729    0.0305    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    0.5409    0.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    1.8836    0.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -0.0718    1.1848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -0.7696    1.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2066    0.0404    2.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.6763    3.8593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -0.2755    1.8505 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1259    0.0320    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -0.0235    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    0.1705    2.1317 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867   -0.3289    3.6763 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3155    0.4100    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659    0.7562   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8196    0.8375   -0.3322 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.3497    2.0387    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6904    2.1964    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4954    1.1131    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9840   -0.1046   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6434   -0.2514   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4001   -1.6593   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537   -2.0145   -1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6982   -1.3909   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456    0.6168   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775   -0.9844   -0.5688 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9908   -1.3546    1.2000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0079    0.8630   -0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692    0.2427   -1.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9441    1.5003   -2.1093 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8066    2.7247   -1.8384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8114    3.9837   -2.2377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.1127   -1.1039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -3.8348    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8580   -3.8930    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2415   -3.6481   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    2.0276   -0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -1.5530    2.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    0.1859   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102    1.8184   -1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114    2.9003    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815    3.1567    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5577    1.2273    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300   -2.3100   -0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -1.7285   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209   -1.4304   -2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220   -3.0797   -1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140   -2.0430    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -1.2659   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1982    0.9310   -1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605    1.4262   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -2.3725    1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4908   -0.8090   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0371    4.6323   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    2.7254   -0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 16 27  1  0
 27 28  1  0
 28 29  1  0
  4 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  3
 33 35  1  0
 29  8  1  0
 35 30  1  0
 29 11  1  0
 23 18  1  0
 26 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  6 39  1  0
  8 40  1  1
 17 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 29 54  1  6
 31 55  1  0
 34 56  1  0
 35 57  1  0
M  CHG  2  15  -1  18   1
M  END

  Mrv0541 09131211442D          

 37 41  0  0  0  0            999 V2000
   -4.4510    2.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6989    5.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    3.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0345    4.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784    5.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6599    0.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301    0.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069    4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6437    1.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6905    3.4510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1510    4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0603    2.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6905    4.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655    3.4510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1510    5.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7956   -1.4128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9493    0.0493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    2.8676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4405    1.7009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924    4.2760    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.8655    4.2760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2634    1.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    4.8593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655    5.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    5.9260    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.6541    2.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    3.0385    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7031   -0.4290    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    3.7667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790    2.6541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  6  1  0  0  0  0
 14 11  2  0  0  0  0
 15 13  1  0  0  0  0
 17 12  2  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 23 22  2  0  0  0  0
 24 13  1  0  0  0  0
 24 22  1  0  0  0  0
 16 25  1  6  0  0  0
 25 18  2  0  0  0  0
 26 15  2  0  0  0  0
 27  7  2  0  0  0  0
 27  8  1  0  0  0  0
 27 14  1  0  0  0  0
 28 17  1  0  0  0  0
 28 19  1  0  0  0  0
 28 20  1  0  0  0  0
 18 29  1  4  0  0  0
 30 19  2  0  0  0  0
 31 21  2  0  0  0  0
 32 21  1  0  0  0  0
 33  1  1  0  0  0  0
 33 26  1  0  0  0  0
 34  9  1  0  0  0  0
 34 20  1  0  0  0  0
 35 10  1  0  0  0  0
 35 22  1  0  0  0  0
 16 36  1  1  0  0  0
 20 37  1  1  0  0  0
M  CHG  2  27   1  32  -1
M  END
> <DATABASE_ID>
HMDB0041852

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(C[N+]3=CC=CC4=C3CCC4)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N/OC)\C1=CSC(=N)N1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1

> <INCHI_KEY>
DKOQGJHPHLTOJR-WHRDSVKCSA-N

> <FORMULA>
C22H22N6O5S2

> <MOLECULAR_WEIGHT>
514.577

> <EXACT_MASS>
514.109309224

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
51.550627159603835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[(6R,7R)-2-carboxylato-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium

> <ALOGPS_LOGP>
-0.81

> <JCHEM_LOGP>
-4.289712047911837

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.649214885151535

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.278143440823928

> <JCHEM_PKA_STRONGEST_BASIC>
6.83504146682415

> <JCHEM_POLAR_SURFACE_AREA>
154.38

> <JCHEM_REFRACTIVITY>
154.60669999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
metran

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041852
     RDKit          3D
Cefpirome
 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.5410   -3.3910    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5467   -1.9961    0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3845   -1.2171    0.2649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0729    0.0305    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    0.5409    0.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    1.8836    0.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -0.0718    1.1848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -0.7696    1.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2066    0.0404    2.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.6763    3.8593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -0.2755    1.8505 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1259    0.0320    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -0.0235    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    0.1705    2.1317 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867   -0.3289    3.6763 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3155    0.4100    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659    0.7562   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8196    0.8375   -0.3322 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.3497    2.0387    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6904    2.1964    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4954    1.1131    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9840   -0.1046   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6434   -0.2514   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4001   -1.6593   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537   -2.0145   -1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6982   -1.3909   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456    0.6168   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775   -0.9844   -0.5688 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9908   -1.3546    1.2000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0079    0.8630   -0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692    0.2427   -1.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9441    1.5003   -2.1093 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8066    2.7247   -1.8384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8114    3.9837   -2.2377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.1127   -1.1039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -3.8348    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8580   -3.8930    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2415   -3.6481   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    2.0276   -0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -1.5530    2.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    0.1859   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102    1.8184   -1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114    2.9003    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815    3.1567    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5577    1.2273    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300   -2.3100   -0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -1.7285   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209   -1.4304   -2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220   -3.0797   -1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140   -2.0430    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -1.2659   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1982    0.9310   -1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605    1.4262   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -2.3725    1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4908   -0.8090   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0371    4.6323   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    2.7254   -0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 16 27  1  0
 27 28  1  0
 28 29  1  0
  4 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  3
 33 35  1  0
 29  8  1  0
 35 30  1  0
 29 11  1  0
 23 18  1  0
 26 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  6 39  1  0
  8 40  1  1
 17 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 29 54  1  6
 31 55  1  0
 34 56  1  0
 35 57  1  0
M  CHG  2  15  -1  18   1
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0      -8.309   5.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.905  10.419   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.053   5.672   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.531   9.012   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.387   6.442   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.373  10.258   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.719   6.442   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.386   8.752   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.052   6.442   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.098   0.737   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.387   7.982   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.052   7.982   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.536   1.289   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.053   8.752   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.935   2.776   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.156   6.442   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.282   8.752   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.846   3.865   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.156   7.982   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.616   6.442   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.282  10.292   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.667  -1.200   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -5.218  -2.637   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -5.505   0.092   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -4.244   5.353   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      -6.422   3.175   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       3.719   7.982   0.000  0.00  0.00           N+1
HETATM   28  N   UNK     0      -1.616   7.982   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      -2.358   3.467   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.244   9.071   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.616  11.062   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.052  11.062   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0      -6.821   4.663   0.000  0.00  0.00           O+0
HETATM   34  S   UNK     0      -0.282   5.672   0.000  0.00  0.00           S+0
HETATM   35  S   UNK     0      -3.179  -0.801   0.000  0.00  0.00           S+0
HETATM   36  H   UNK     0      -4.578   7.031   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.014   4.954   0.000  0.00  0.00           H+0
CONECT    1   33                                                            
CONECT    2    4    6                                                       
CONECT    3    5    7                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6    2   14                                                       
CONECT    7    3   27                                                       
CONECT    8   12   27                                                       
CONECT    9   12   34                                                       
CONECT   10   13   35                                                       
CONECT   11    4    5   14                                                  
CONECT   12    8    9   17                                                  
CONECT   13   10   15   24                                                  
CONECT   14    6   11   27                                                  
CONECT   15   13   18   26                                                  
CONECT   16   19   20   25   36                                             
CONECT   17   12   21   28                                                  
CONECT   18   15   25   29                                                  
CONECT   19   16   28   30                                                  
CONECT   20   16   28   34   37                                             
CONECT   21   17   31   32                                                  
CONECT   22   23   24   35                                                  
CONECT   23   22                                                            
CONECT   24   13   22                                                       
CONECT   25   16   18                                                       
CONECT   26   15   33                                                       
CONECT   27    7    8   14                                                  
CONECT   28   17   19   20                                                  
CONECT   29   18                                                            
CONECT   30   19                                                            
CONECT   31   21                                                            
CONECT   32   21                                                            
CONECT   33    1   26                                                       
CONECT   34    9   20                                                       
CONECT   35   10   22                                                       
CONECT   36   16                                                            
CONECT   37   20                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

COMPND    HMDB0041852
HETATM    1  C1  UNL     1      -4.541  -3.391   0.731  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.547  -1.996   0.994  1.00  0.00           O  
HETATM    3  N1  UNL     1      -5.384  -1.217   0.265  1.00  0.00           N  
HETATM    4  C2  UNL     1      -5.073   0.031   0.010  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.823   0.541   0.527  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.497   1.884   0.220  1.00  0.00           O  
HETATM    7  N2  UNL     1      -3.055  -0.072   1.185  1.00  0.00           N  
HETATM    8  C4  UNL     1      -2.182  -0.770   1.934  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.207   0.040   2.790  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.334   0.676   3.859  1.00  0.00           O  
HETATM   11  N3  UNL     1      -0.222  -0.275   1.850  1.00  0.00           N  
HETATM   12  C6  UNL     1       1.126   0.032   1.345  1.00  0.00           C  
HETATM   13  C7  UNL     1       2.200  -0.023   2.327  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.391   0.170   2.132  1.00  0.00           O  
HETATM   15  O5  UNL     1       1.887  -0.329   3.676  1.00  0.00           O1-
HETATM   16  C8  UNL     1       1.315   0.410   0.115  1.00  0.00           C  
HETATM   17  C9  UNL     1       2.466   0.756  -0.638  1.00  0.00           C  
HETATM   18  N4  UNL     1       3.820   0.837  -0.332  1.00  0.00           N1+
HETATM   19  C10 UNL     1       4.350   2.039   0.073  1.00  0.00           C  
HETATM   20  C11 UNL     1       5.690   2.196   0.320  1.00  0.00           C  
HETATM   21  C12 UNL     1       6.495   1.113   0.149  1.00  0.00           C  
HETATM   22  C13 UNL     1       5.984  -0.105  -0.258  1.00  0.00           C  
HETATM   23  C14 UNL     1       4.643  -0.251  -0.502  1.00  0.00           C  
HETATM   24  C15 UNL     1       4.400  -1.659  -0.923  1.00  0.00           C  
HETATM   25  C16 UNL     1       5.754  -2.015  -1.549  1.00  0.00           C  
HETATM   26  C17 UNL     1       6.698  -1.391  -0.500  1.00  0.00           C  
HETATM   27  C18 UNL     1      -0.046   0.617  -0.667  1.00  0.00           C  
HETATM   28  S1  UNL     1      -0.878  -0.984  -0.569  1.00  0.00           S  
HETATM   29  C19 UNL     1      -0.991  -1.355   1.200  1.00  0.00           C  
HETATM   30  C20 UNL     1      -6.008   0.863  -0.794  1.00  0.00           C  
HETATM   31  C21 UNL     1      -7.169   0.243  -1.268  1.00  0.00           C  
HETATM   32  S2  UNL     1      -7.944   1.500  -2.109  1.00  0.00           S  
HETATM   33  C22 UNL     1      -6.807   2.725  -1.838  1.00  0.00           C  
HETATM   34  N5  UNL     1      -6.811   3.984  -2.238  1.00  0.00           N  
HETATM   35  N6  UNL     1      -5.865   2.113  -1.104  1.00  0.00           N  
HETATM   36  H1  UNL     1      -5.543  -3.835   0.910  1.00  0.00           H  
HETATM   37  H2  UNL     1      -3.858  -3.893   1.464  1.00  0.00           H  
HETATM   38  H3  UNL     1      -4.242  -3.648  -0.291  1.00  0.00           H  
HETATM   39  H4  UNL     1      -2.804   2.028  -0.506  1.00  0.00           H  
HETATM   40  H5  UNL     1      -2.575  -1.553   2.672  1.00  0.00           H  
HETATM   41  H6  UNL     1       2.384   0.186  -1.688  1.00  0.00           H  
HETATM   42  H7  UNL     1       2.210   1.818  -1.090  1.00  0.00           H  
HETATM   43  H8  UNL     1       3.711   2.900   0.210  1.00  0.00           H  
HETATM   44  H9  UNL     1       6.082   3.157   0.640  1.00  0.00           H  
HETATM   45  H10 UNL     1       7.558   1.227   0.343  1.00  0.00           H  
HETATM   46  H11 UNL     1       4.230  -2.310  -0.060  1.00  0.00           H  
HETATM   47  H12 UNL     1       3.616  -1.728  -1.701  1.00  0.00           H  
HETATM   48  H13 UNL     1       5.821  -1.430  -2.498  1.00  0.00           H  
HETATM   49  H14 UNL     1       5.922  -3.080  -1.656  1.00  0.00           H  
HETATM   50  H15 UNL     1       6.614  -2.043   0.393  1.00  0.00           H  
HETATM   51  H16 UNL     1       7.711  -1.266  -0.883  1.00  0.00           H  
HETATM   52  H17 UNL     1       0.198   0.931  -1.676  1.00  0.00           H  
HETATM   53  H18 UNL     1      -0.560   1.426  -0.120  1.00  0.00           H  
HETATM   54  H19 UNL     1      -0.754  -2.373   1.502  1.00  0.00           H  
HETATM   55  H20 UNL     1      -7.491  -0.809  -1.123  1.00  0.00           H  
HETATM   56  H21 UNL     1      -6.037   4.632  -1.995  1.00  0.00           H  
HETATM   57  H22 UNL     1      -5.030   2.725  -0.807  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4
CONECT    4    5   30
CONECT    5    6    7    7
CONECT    6   39
CONECT    7    8
CONECT    8    9   29   40
CONECT    9   10   10   11
CONECT   11   12   29
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   16   17   27
CONECT   17   18   41   42
CONECT   18   19   19   23
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   22   45
CONECT   22   23   23   26
CONECT   23   24
CONECT   24   25   46   47
CONECT   25   26   48   49
CONECT   26   50   51
CONECT   27   28   52   53
CONECT   28   29
CONECT   29   54
CONECT   30   31   31   35
CONECT   31   32   55
CONECT   32   33
CONECT   33   34   34   35
CONECT   34   56
CONECT   35   57
END

HMDB0041852
     RDKit          3D
Cefpirome
 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.5410   -3.3910    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5467   -1.9961    0.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3845   -1.2171    0.2649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0729    0.0305    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226    0.5409    0.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    1.8836    0.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -0.0718    1.1848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1816   -0.7696    1.9335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2066    0.0404    2.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.6763    3.8593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -0.2755    1.8505 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1259    0.0320    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -0.0235    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3908    0.1705    2.1317 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867   -0.3289    3.6763 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.3155    0.4100    0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659    0.7562   -0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8196    0.8375   -0.3322 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.3497    2.0387    0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6904    2.1964    0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4954    1.1131    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9840   -0.1046   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6434   -0.2514   -0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4001   -1.6593   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537   -2.0145   -1.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6982   -1.3909   -0.5004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0456    0.6168   -0.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775   -0.9844   -0.5688 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9908   -1.3546    1.2000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0079    0.8630   -0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692    0.2427   -1.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9441    1.5003   -2.1093 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8066    2.7247   -1.8384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8114    3.9837   -2.2377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8651    2.1127   -1.1039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5431   -3.8348    0.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8580   -3.8930    1.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2415   -3.6481   -0.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    2.0276   -0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -1.5530    2.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    0.1859   -1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102    1.8184   -1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114    2.9003    0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0815    3.1567    0.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5577    1.2273    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300   -2.3100   -0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6156   -1.7285   -1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209   -1.4304   -2.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220   -3.0797   -1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6140   -2.0430    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -1.2659   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1982    0.9310   -1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5605    1.4262   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7542   -2.3725    1.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4908   -0.8090   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0371    4.6323   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297    2.7254   -0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 16 27  1  0
 27 28  1  0
 28 29  1  0
  4 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  3
 33 35  1  0
 29  8  1  0
 35 30  1  0
 29 11  1  0
 23 18  1  0
 26 22  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  6 39  1  0
  8 40  1  1
 17 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 29 54  1  6
 31 55  1  0
 34 56  1  0
 35 57  1  0
M  CHG  2  15  -1  18   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(6,7-dihydro-5H-cyclopenta[b]pyridinium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	ChEBI
Cefpiroma	ChEBI
Cefpiromum	ChEBI
Cefrom	ChEBI
HR 810	ChEBI
Cefir	Kegg
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(6,7-dihydro-5H-cyclopenta[b]pyridinium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
CPR	HMDB
Cefpirome sulfate	HMDB
Cefpirome sulphate	HMDB
Metran	HMDB
3-((2,3-Cyclopenteno-1-pyridinium)methyl)-7-(2-syn-methoximino-2-(2-aminothiazole-4-yl)acetamido)ceph-3-em-4-carboxylate	HMDB

Chemical Formula

C₂₂H₂₂N₆O₅S₂

Average Molecular Weight

514.577

Monoisotopic Molecular Weight

514.109309224

IUPAC Name

1-{[(6R,7R)-2-carboxylato-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium

Traditional Name

metran

CAS Registry Number

84957-29-9

SMILES

[H][C@]12SCC(C[N+]3=CC=CC4=C3CCC4)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N/OC)\C1=CSC(=N)N1)C([O-])=O

InChI Identifier

InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1

InChI Key

DKOQGJHPHLTOJR-WHRDSVKCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]Oct-2-ene-2-carboxylic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporins

Alternative Parents

Substituents

Cephalosporin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
2,4-disubstituted 1,3-thiazole
Meta-thiazine
Pyridine
1,3-thiazol-2-amine
Pyridinium
Azole
Heteroaromatic compound
Tertiary carboxylic acid amide
Thiazole
Amino acid or derivatives
Azetidine
Carboxamide group
Carboxylic acid salt
Amino acid
Secondary carboxylic acid amide
Azacycle
Hemithioaminal
Thioether
Dialkylthioether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Primary amine
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Organic oxide
Organic oxygen compound
Organic salt
Organonitrogen compound
Organic zwitterion
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:3503 )
thiadiazoles (CHEBI:3503 )
cyclopentapyridine (CHEBI:3503 )

Ontology

Not Available

Exogenous (HMDB: HMDB0041852)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	-0.81	ALOGPS
logP	-4.3	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	6.84	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	154.38 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	154.61 m³·mol⁻¹	ChemAxon
Polarizability	51.55 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	239.164	30932474
DeepCCS	[M+Na]+	214.041	30932474
AllCCS	[M+H]+	210.9	32859911
AllCCS	[M+H-H2O]+	209.3	32859911
AllCCS	[M+NH4]+	212.2	32859911
AllCCS	[M+Na]+	212.6	32859911
AllCCS	[M-H]-	199.1	32859911
AllCCS	[M+Na-2H]-	199.6	32859911
AllCCS	[M+HCOO]-	200.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefpirome	[H][C@]12SCC(C[N+]3=CC=CC4=C3CCC4)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N/OC)\C1=CSC(=N)N1)C([O-])=O	5618.6	Standard polar	33892256
Cefpirome	[H][C@]12SCC(C[N+]3=CC=CC4=C3CCC4)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N/OC)\C1=CSC(=N)N1)C([O-])=O	4113.6	Standard non polar	33892256
Cefpirome	[H][C@]12SCC(C[N+]3=CC=CC4=C3CCC4)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N/OC)\C1=CSC(=N)N1)C([O-])=O	4539.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefpirome,1TMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N)[NH]1	4191.4	Semi standard non polar	33892256
Cefpirome,1TMS,isomer #2	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N[Si](C)(C)C)[NH]1	4190.0	Semi standard non polar	33892256
Cefpirome,1TMS,isomer #3	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N)N1[Si](C)(C)C	4217.3	Semi standard non polar	33892256
Cefpirome,2TMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N[Si](C)(C)C)[NH]1	4112.7	Semi standard non polar	33892256
Cefpirome,2TMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N[Si](C)(C)C)[NH]1	3807.4	Standard non polar	33892256
Cefpirome,2TMS,isomer #2	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N)N1[Si](C)(C)C	4201.8	Semi standard non polar	33892256
Cefpirome,2TMS,isomer #2	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N)N1[Si](C)(C)C	3902.3	Standard non polar	33892256
Cefpirome,2TMS,isomer #3	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N[Si](C)(C)C)N1[Si](C)(C)C	4127.6	Semi standard non polar	33892256
Cefpirome,2TMS,isomer #3	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N[Si](C)(C)C)N1[Si](C)(C)C	3848.4	Standard non polar	33892256
Cefpirome,3TMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N[Si](C)(C)C)N1[Si](C)(C)C	4095.2	Semi standard non polar	33892256
Cefpirome,3TMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C)C1=CSC(=N[Si](C)(C)C)N1[Si](C)(C)C	3846.6	Standard non polar	33892256
Cefpirome,1TBDMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N)[NH]1	4328.8	Semi standard non polar	33892256
Cefpirome,1TBDMS,isomer #2	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N[Si](C)(C)C(C)(C)C)[NH]1	4333.7	Semi standard non polar	33892256
Cefpirome,1TBDMS,isomer #3	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N)N1[Si](C)(C)C(C)(C)C	4347.0	Semi standard non polar	33892256
Cefpirome,2TBDMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N[Si](C)(C)C(C)(C)C)[NH]1	4359.5	Semi standard non polar	33892256
Cefpirome,2TBDMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N[Si](C)(C)C(C)(C)C)[NH]1	4203.8	Standard non polar	33892256
Cefpirome,2TBDMS,isomer #2	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N)N1[Si](C)(C)C(C)(C)C	4428.5	Semi standard non polar	33892256
Cefpirome,2TBDMS,isomer #2	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N)N1[Si](C)(C)C(C)(C)C	4260.5	Standard non polar	33892256
Cefpirome,2TBDMS,isomer #3	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	4388.4	Semi standard non polar	33892256
Cefpirome,2TBDMS,isomer #3	CO/N=C(\C(O)=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)C1=CSC(=N[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	4288.4	Standard non polar	33892256
Cefpirome,3TBDMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	4477.2	Semi standard non polar	33892256
Cefpirome,3TBDMS,isomer #1	CO/N=C(\C(=N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC4=C3CCC4)CS[C@H]12)O[Si](C)(C)C(C)(C)C)C1=CSC(=N[Si](C)(C)C(C)(C)C)N1[Si](C)(C)C(C)(C)C	4402.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefpirome GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-1932400000-6547b6c109293e8f8d27	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefpirome GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-6895060000-58dbcb11c0c64d95d40b	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 10V, Positive-QTOF	splash10-014i-0000090000-db743dc32f22880d8da9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 20V, Positive-QTOF	splash10-014i-1050190000-2fc4a53db568f4afbec0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 40V, Positive-QTOF	splash10-007n-9330110000-34acf04b089844c7d19e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 10V, Negative-QTOF	splash10-03di-1000190000-8f5916fff46973753378	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 20V, Negative-QTOF	splash10-03di-5001190000-e16366a7e786f18376a0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 40V, Negative-QTOF	splash10-0a4l-9000000000-2c0599f22dc8393d24dc	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 10V, Negative-QTOF	splash10-01ri-0010920000-22e5269f577b1337f0e5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 20V, Negative-QTOF	splash10-00di-2972430000-47187a50703cc4b855f9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 40V, Negative-QTOF	splash10-06dj-7900100000-c7f1f12668cbc3056fe5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 10V, Positive-QTOF	splash10-014i-0411190000-78a478844ba21ce19d3e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 20V, Positive-QTOF	splash10-01e9-0986550000-512f3743a0e32e70ae34	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefpirome 40V, Positive-QTOF	splash10-053u-3900100000-10484237bcb3db025b6c	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13682

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4586396

KEGG Compound ID

C11199

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefpirome

METLIN ID

Not Available

PubChem Compound

5479539

PDB ID

Not Available

ChEBI ID

3503

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Cefpirome (HMDB0041852)

MOL for HMDB0041852 (Cefpirome)

3D MOL for HMDB0041852 (Cefpirome)

3D SDF for HMDB0041852 (Cefpirome)

3D-SDF for HMDB0041852 (Cefpirome)

PDB for HMDB0041852 (Cefpirome)

3D PDB for HMDB0041852 (Cefpirome)

SMILES for HMDB0041852 (Cefpirome)

INCHI for HMDB0041852 (Cefpirome)

Structure for HMDB0041852 (Cefpirome)

3D Structure for HMDB0041852 (Cefpirome)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra