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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References transporters (3) Show 3 proteins XML

transporters (3) Show 3 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:51:59 UTC

HMDB ID

HMDB0015424

Secondary Accession Numbers

HMDB15424

Metabolite Identification

Common Name

Cefoperazone

Description

Cefoperazone, also known as céfobis, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase. Cefoperazone is an extremely weak basic (essentially neutral) compound (based on its pKa). Cefoperazone is a third-generation cephalosporin antibiotic, marketed by Pfizer under the name Cefobid. It was patented in 1974 and approved for medical use in 1981. The following represents MIC susceptibility data for a few medically significant microorganisms. Cefoperazone has a broad spectrum of activity and has been used to target bacteria responsible for causing infections of the respiratory and urinary tract, skin, and the female genital tract. Cefoperazone exerts its bactericidal effect by inhibiting the bacterial cell wall synthesis, and sulbactam acts as a beta-lactamase inhibitor, to increase the antibacterial activity of cefoperazone against beta-lactamase-producing organisms. Cefoperazone/sulbactam (Sulperazon) is a co-formulation with sulbactam. Haemophilus influenzae: 0.12 - 0.25 µg/mlStaphylococcus aureus: 0.125 - 32 µg/mlStreptococcus pneumoniae: ≤0.007 - 1 µg/mlCefoperazone contains an N-methylthiotetrazole (NMTT or 1-MTT) side chain.

Structure

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

1329
  Mrv0541 02231215232D          

 45 49  0  0  1  0            999 V2000
    5.8137    1.1503    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    2.3878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421    2.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9546    1.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    4.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    4.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859   -0.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0940   -1.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6636   -2.7956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5110    1.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    2.3878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421    0.9747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1064   -0.1944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4735   -1.5753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431   -3.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    3.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.7923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    1.5628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3600    1.5593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3600    2.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    2.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    1.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7395    1.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    2.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    3.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1189    0.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6886   -0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0556   -2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8404   -2.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8280   -3.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4984    0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7136    1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4101   -4.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    1.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976    0.9249    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  1 25  1  0  0  0  0
  2 27  1  0  0  0  0
  2 38  1  0  0  0  0
  3 22  2  0  0  0  0
  4 26  2  0  0  0  0
  5 29  1  0  0  0  0
  6 29  2  0  0  0  0
  7 31  2  0  0  0  0
  8 36  2  0  0  0  0
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 10 42  1  0  0  0  0
 11 20  1  0  0  0  0
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 17 38  2  0  0  0  0
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 23 24  2  0  0  0  0
 23 29  1  0  0  0  0
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 28 30  1  0  0  0  0
 30 34  2  0  0  0  0
 30 35  1  0  0  0  0
 32 33  1  0  0  0  0
 34 40  1  0  0  0  0
 35 41  2  0  0  0  0
 36 37  1  0  0  0  0
 39 43  1  0  0  0  0
 40 42  2  0  0  0  0
 41 42  1  0  0  0  0
M  END

HMDB0015424
     RDKit          3D
Cefoperazone
 71 75  0  0  0  0  0  0  0  0999 V2000
    9.3818    2.0993   -1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8352    2.7126   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6943    1.9411   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529    2.2502   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7149    0.9207   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128    0.1917    0.2017 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901   -0.2886    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -0.8490    1.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867   -0.1964   -0.0036 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133   -0.6740    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.2949    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    1.3385   -0.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    0.1713    0.6428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473    1.1411    0.2680 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1341    1.8673    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7409    1.1728    1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    2.3448    2.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5358   -0.4044    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4292   -1.4562    1.2585 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.9441    0.3462    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001   -1.2348    1.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1368   -1.0867    0.3660 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    0.6750    0.0594 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5052   -2.0164   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7891   -2.2286   -1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5041   -3.4378   -2.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -4.4520   -1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -5.6792   -1.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6418   -4.2636    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9352   -3.0365    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375   -0.0467    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268   -1.0073    1.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    0.8514    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9498    0.7092    1.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4832    2.1987   -1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0635    1.0315   -2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3176    3.0095   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0664    0.2350   -0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5772    2.7815    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1763    0.4190    2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4215   -1.0214    3.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5390    1.1762   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
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 38 69  1  0
 39 70  1  0
 40 71  1  0
M  END

1329
  Mrv0541 02231215232D          

 45 49  0  0  1  0            999 V2000
    5.8137    1.1503    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    2.3878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421    2.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9546    1.9831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    4.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    4.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4859   -0.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0940   -1.2027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6636   -2.7956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5110    1.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    2.3878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421    0.9747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1064   -0.1944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4735   -1.5753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0431   -3.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    2.4647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    3.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.7923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    1.5628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3600    1.5593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.8137    2.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7395    1.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    2.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    3.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1189    0.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6886   -0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0556   -2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8404   -2.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3341    1.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7012    0.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6761   -1.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4609   -2.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557    2.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8280   -3.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1315    1.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4984    0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7136    1.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4101   -4.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    1.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976    0.9249    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  1 25  1  0  0  0  0
  2 27  1  0  0  0  0
  2 38  1  0  0  0  0
  3 22  2  0  0  0  0
  4 26  2  0  0  0  0
  5 29  1  0  0  0  0
  6 29  2  0  0  0  0
  7 31  2  0  0  0  0
  8 36  2  0  0  0  0
  9 37  2  0  0  0  0
 10 42  1  0  0  0  0
 11 20  1  0  0  0  0
 11 22  1  0  0  0  0
 11 23  1  0  0  0  0
 21 12  1  1  0  0  0
 12 26  1  0  0  0  0
 13 28  1  0  0  0  0
 13 31  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 36  1  0  0  0  0
 15 33  1  0  0  0  0
 15 37  1  0  0  0  0
 15 39  1  0  0  0  0
 16 18  1  0  0  0  0
 16 38  1  0  0  0  0
 16 44  1  0  0  0  0
 17 19  1  0  0  0  0
 17 38  2  0  0  0  0
 18 19  2  0  0  0  0
 20 21  1  0  0  0  0
 20 45  1  6  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 29  1  0  0  0  0
 24 25  1  0  0  0  0
 24 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 30  1  0  0  0  0
 30 34  2  0  0  0  0
 30 35  1  0  0  0  0
 32 33  1  0  0  0  0
 34 40  1  0  0  0  0
 35 41  2  0  0  0  0
 36 37  1  0  0  0  0
 39 43  1  0  0  0  0
 40 42  2  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015424

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15?,16-,22-/m1/s1

> <INCHI_KEY>
GCFBRXLSHGKWDP-WTKTZPJXSA-N

> <FORMULA>
C25H27N9O8S2

> <MOLECULAR_WEIGHT>
645.667

> <EXACT_MASS>
645.142400265

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
62.61885141370172

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-7-{2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido}-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-0.900489388

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.469131088903573

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3837203208759825

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7273077668220385

> <JCHEM_POLAR_SURFACE_AREA>
220.26

> <JCHEM_REFRACTIVITY>
169.05709999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefoperazonum

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015424
     RDKit          3D
Cefoperazone
 71 75  0  0  0  0  0  0  0  0999 V2000
    9.3818    2.0993   -1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8352    2.7126   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6943    1.9411   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529    2.2502   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7149    0.9207   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128    0.1917    0.2017 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901   -0.2886    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -0.8490    1.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867   -0.1964   -0.0036 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133   -0.6740    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.2949    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    1.3385   -0.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    0.1713    0.6428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473    1.1411    0.2680 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1341    1.8673    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6041    2.6852    2.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    1.3233    1.2880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1728    1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    2.3448    2.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9966    3.5016    1.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7918    2.4201    2.6360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1853   -0.0643    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5358   -0.4044    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4292   -1.4562    1.2585 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7277   -0.6244   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275   -0.6015   -1.3793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5323    0.1108   -2.2847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6841    0.5448   -1.8137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8180    0.0956   -0.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9441    0.3462    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001   -1.2348    1.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1368   -1.0867    0.3660 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    0.6750    0.0594 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5052   -2.0164   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7891   -2.2286   -1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5041   -3.4378   -2.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -4.4520   -1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -5.6792   -1.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6418   -4.2636    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9352   -3.0365    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375   -0.0467    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268   -1.0073    1.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    0.8514    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9498    0.7092    1.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4832    2.1987   -1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0635    1.0315   -2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9694    2.6256   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6367    2.6599    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    3.7586   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7617    2.5781    0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3176    3.0095   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7597    1.0956   -1.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4436    0.3813   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0664    0.2350   -0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9036   -0.8594    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375   -0.6335    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2031    1.8552   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5772    2.7815    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1763    0.4190    2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4215   -1.0214    3.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5390    1.1762   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5957    0.5476    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6107   -0.5352    0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -1.5470    2.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9789   -2.1101    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3701    1.0279   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299   -1.4325   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303   -3.6164   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -5.7632   -2.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910   -5.0571    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.8666    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 22 31  1  0
 31 32  1  0
 32 33  1  0
 10 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  2  0
  6 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  2  0
 43  3  1  0
 33 14  1  0
 40 34  1  0
 33 17  1  0
 29 25  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  9 54  1  0
 10 55  1  0
 13 56  1  0
 14 57  1  6
 21 58  1  0
 23 59  1  0
 23 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
 31 64  1  0
 31 65  1  0
 33 66  1  6
 35 67  1  0
 36 68  1  0
 38 69  1  0
 39 70  1  0
 40 71  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1329                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      10.852   2.147   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       6.851   4.457   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      14.825   5.555   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.715   3.702   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.519   7.537   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      12.186   7.537   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      19.574  -1.058   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      15.109  -2.245   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      14.305  -5.218   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      23.354   2.706   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      12.186   4.457   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      14.825   1.819   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      16.999  -0.363   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      17.684  -2.941   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      16.880  -5.914   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       4.110   4.601   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       5.356   6.759   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       3.080   5.745   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       3.850   7.079   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      12.186   2.917   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.739   2.911   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.739   4.464   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.852   5.227   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.519   4.457   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.519   2.917   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.314   2.215   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.185   5.227   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.400   1.124   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.852   6.767   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.889   1.519   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.085  -1.454   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.770  -4.032   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.369  -5.519   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.290   3.006   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.976   0.428   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.195  -3.336   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.794  -4.823   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.517   5.227   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.479  -7.401   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      20.779   3.402   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.464   0.824   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      21.865   2.311   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      17.566  -8.492   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.790   3.095   0.000  0.00  0.00           C+0
HETATM   45  H   UNK     0      12.502   1.726   0.000  0.00  0.00           H+0
CONECT    1   20   25                                                       
CONECT    2   27   38                                                       
CONECT    3   22                                                            
CONECT    4   26                                                            
CONECT    5   29                                                            
CONECT    6   29                                                            
CONECT    7   31                                                            
CONECT    8   36                                                            
CONECT    9   37                                                            
CONECT   10   42                                                            
CONECT   11   20   22   23                                                  
CONECT   12   21   26                                                       
CONECT   13   28   31                                                       
CONECT   14   31   32   36                                                  
CONECT   15   33   37   39                                                  
CONECT   16   18   38   44                                                  
CONECT   17   19   38                                                       
CONECT   18   16   19                                                       
CONECT   19   17   18                                                       
CONECT   20    1   11   21   45                                             
CONECT   21   12   20   22                                                  
CONECT   22    3   11   21                                                  
CONECT   23   11   24   29                                                  
CONECT   24   23   25   27                                                  
CONECT   25    1   24                                                       
CONECT   26    4   12   28                                                  
CONECT   27    2   24                                                       
CONECT   28   13   26   30                                                  
CONECT   29    5    6   23                                                  
CONECT   30   28   34   35                                                  
CONECT   31    7   13   14                                                  
CONECT   32   14   33                                                       
CONECT   33   15   32                                                       
CONECT   34   30   40                                                       
CONECT   35   30   41                                                       
CONECT   36    8   14   37                                                  
CONECT   37    9   15   36                                                  
CONECT   38    2   16   17                                                  
CONECT   39   15   43                                                       
CONECT   40   34   42                                                       
CONECT   41   35   42                                                       
CONECT   42   10   40   41                                                  
CONECT   43   39                                                            
CONECT   44   16                                                            
CONECT   45   20                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

COMPND    HMDB0015424
HETATM    1  C1  UNL     1       9.382   2.099  -1.945  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.835   2.713  -0.654  1.00  0.00           C  
HETATM    3  N1  UNL     1       7.694   1.941  -0.168  1.00  0.00           N  
HETATM    4  C3  UNL     1       6.353   2.250  -0.618  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.715   0.921  -1.050  1.00  0.00           C  
HETATM    6  N2  UNL     1       5.513   0.192   0.202  1.00  0.00           N  
HETATM    7  C5  UNL     1       4.290  -0.289   0.683  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.287  -0.849   1.834  1.00  0.00           O  
HETATM    9  N3  UNL     1       3.087  -0.196  -0.004  1.00  0.00           N  
HETATM   10  C6  UNL     1       1.813  -0.674   0.518  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.763   0.295   0.213  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.035   1.338  -0.490  1.00  0.00           O  
HETATM   13  N4  UNL     1      -0.584   0.171   0.643  1.00  0.00           N  
HETATM   14  C8  UNL     1      -1.547   1.141   0.268  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.134   1.867   1.432  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.604   2.685   2.237  1.00  0.00           O  
HETATM   17  N5  UNL     1      -3.407   1.323   1.288  1.00  0.00           N  
HETATM   18  C10 UNL     1      -4.741   1.173   1.786  1.00  0.00           C  
HETATM   19  C11 UNL     1      -5.524   2.345   2.118  1.00  0.00           C  
HETATM   20  O4  UNL     1      -4.997   3.502   1.918  1.00  0.00           O  
HETATM   21  O5  UNL     1      -6.792   2.420   2.636  1.00  0.00           O  
HETATM   22  C12 UNL     1      -5.185  -0.064   1.959  1.00  0.00           C  
HETATM   23  C13 UNL     1      -6.536  -0.404   2.454  1.00  0.00           C  
HETATM   24  S1  UNL     1      -7.429  -1.456   1.259  1.00  0.00           S  
HETATM   25  C14 UNL     1      -7.728  -0.624  -0.284  1.00  0.00           C  
HETATM   26  N6  UNL     1      -6.928  -0.601  -1.379  1.00  0.00           N  
HETATM   27  N7  UNL     1      -7.532   0.111  -2.285  1.00  0.00           N  
HETATM   28  N8  UNL     1      -8.684   0.545  -1.814  1.00  0.00           N  
HETATM   29  N9  UNL     1      -8.818   0.096  -0.571  1.00  0.00           N  
HETATM   30  C15 UNL     1      -9.944   0.346   0.306  1.00  0.00           C  
HETATM   31  C16 UNL     1      -4.300  -1.235   1.696  1.00  0.00           C  
HETATM   32  S2  UNL     1      -3.137  -1.087   0.366  1.00  0.00           S  
HETATM   33  C17 UNL     1      -2.945   0.675   0.059  1.00  0.00           C  
HETATM   34  C18 UNL     1       1.505  -2.016  -0.101  1.00  0.00           C  
HETATM   35  C19 UNL     1       1.789  -2.229  -1.442  1.00  0.00           C  
HETATM   36  C20 UNL     1       1.504  -3.438  -2.038  1.00  0.00           C  
HETATM   37  C21 UNL     1       0.932  -4.452  -1.315  1.00  0.00           C  
HETATM   38  O6  UNL     1       0.644  -5.679  -1.941  1.00  0.00           O  
HETATM   39  C22 UNL     1       0.642  -4.264   0.014  1.00  0.00           C  
HETATM   40  C23 UNL     1       0.935  -3.037   0.612  1.00  0.00           C  
HETATM   41  C24 UNL     1       6.737  -0.047   0.940  1.00  0.00           C  
HETATM   42  O7  UNL     1       6.827  -1.007   1.727  1.00  0.00           O  
HETATM   43  C25 UNL     1       7.859   0.851   0.754  1.00  0.00           C  
HETATM   44  O8  UNL     1       8.950   0.709   1.360  1.00  0.00           O  
HETATM   45  H1  UNL     1      10.483   2.199  -1.923  1.00  0.00           H  
HETATM   46  H2  UNL     1       9.064   1.032  -2.044  1.00  0.00           H  
HETATM   47  H3  UNL     1       8.969   2.626  -2.836  1.00  0.00           H  
HETATM   48  H4  UNL     1       9.637   2.660   0.109  1.00  0.00           H  
HETATM   49  H5  UNL     1       8.558   3.759  -0.894  1.00  0.00           H  
HETATM   50  H6  UNL     1       5.762   2.578   0.267  1.00  0.00           H  
HETATM   51  H7  UNL     1       6.318   3.010  -1.405  1.00  0.00           H  
HETATM   52  H8  UNL     1       4.760   1.096  -1.547  1.00  0.00           H  
HETATM   53  H9  UNL     1       6.444   0.381  -1.685  1.00  0.00           H  
HETATM   54  H10 UNL     1       3.066   0.235  -0.966  1.00  0.00           H  
HETATM   55  H11 UNL     1       1.904  -0.859   1.594  1.00  0.00           H  
HETATM   56  H12 UNL     1      -0.837  -0.633   1.238  1.00  0.00           H  
HETATM   57  H13 UNL     1      -1.203   1.855  -0.535  1.00  0.00           H  
HETATM   58  H14 UNL     1      -7.577   2.782   2.058  1.00  0.00           H  
HETATM   59  H15 UNL     1      -7.176   0.419   2.723  1.00  0.00           H  
HETATM   60  H16 UNL     1      -6.421  -1.021   3.390  1.00  0.00           H  
HETATM   61  H17 UNL     1     -10.539   1.176  -0.122  1.00  0.00           H  
HETATM   62  H18 UNL     1      -9.596   0.548   1.321  1.00  0.00           H  
HETATM   63  H19 UNL     1     -10.611  -0.535   0.360  1.00  0.00           H  
HETATM   64  H20 UNL     1      -3.835  -1.547   2.671  1.00  0.00           H  
HETATM   65  H21 UNL     1      -4.979  -2.110   1.446  1.00  0.00           H  
HETATM   66  H22 UNL     1      -3.370   1.028  -0.881  1.00  0.00           H  
HETATM   67  H23 UNL     1       2.230  -1.433  -1.995  1.00  0.00           H  
HETATM   68  H24 UNL     1       1.730  -3.616  -3.099  1.00  0.00           H  
HETATM   69  H25 UNL     1      -0.281  -5.763  -2.363  1.00  0.00           H  
HETATM   70  H26 UNL     1       0.191  -5.057   0.589  1.00  0.00           H  
HETATM   71  H27 UNL     1       0.717  -2.867   1.668  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3   48   49
CONECT    3    4   43
CONECT    4    5   50   51
CONECT    5    6   52   53
CONECT    6    7   41
CONECT    7    8    8    9
CONECT    9   10   54
CONECT   10   11   34   55
CONECT   11   12   12   13
CONECT   13   14   56
CONECT   14   15   33   57
CONECT   15   16   16   17
CONECT   17   18   33
CONECT   18   19   22   22
CONECT   19   20   20   21
CONECT   21   58
CONECT   22   23   31
CONECT   23   24   59   60
CONECT   24   25
CONECT   25   26   26   29
CONECT   26   27
CONECT   27   28   28
CONECT   28   29
CONECT   29   30
CONECT   30   61   62   63
CONECT   31   32   64   65
CONECT   32   33
CONECT   33   66
CONECT   34   35   35   40
CONECT   35   36   67
CONECT   36   37   37   68
CONECT   37   38   39
CONECT   38   69
CONECT   39   40   40   70
CONECT   40   71
CONECT   41   42   42   43
CONECT   43   44   44
END

HMDB0015424
     RDKit          3D
Cefoperazone
 71 75  0  0  0  0  0  0  0  0999 V2000
    9.3818    2.0993   -1.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8352    2.7126   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6943    1.9411   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529    2.2502   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7149    0.9207   -1.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128    0.1917    0.2017 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901   -0.2886    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2870   -0.8490    1.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867   -0.1964   -0.0036 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8133   -0.6740    0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.2949    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348    1.3385   -0.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    0.1713    0.6428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5473    1.1411    0.2680 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1341    1.8673    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6041    2.6852    2.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    1.3233    1.2880 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7409    1.1728    1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    2.3448    2.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9966    3.5016    1.9185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7918    2.4201    2.6360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1853   -0.0643    1.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5358   -0.4044    2.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4292   -1.4562    1.2585 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7277   -0.6244   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275   -0.6015   -1.3793 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5323    0.1108   -2.2847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6841    0.5448   -1.8137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8180    0.0956   -0.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9441    0.3462    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001   -1.2348    1.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1368   -1.0867    0.3660 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9448    0.6750    0.0594 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5052   -2.0164   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7891   -2.2286   -1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5041   -3.4378   -2.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9315   -4.4520   -1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6436   -5.6792   -1.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6418   -4.2636    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9352   -3.0365    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7375   -0.0467    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8268   -1.0073    1.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    0.8514    0.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9498    0.7092    1.3599 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4832    2.1987   -1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0635    1.0315   -2.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9694    2.6256   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6367    2.6599    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    3.7586   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7617    2.5781    0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3176    3.0095   -1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7597    1.0956   -1.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4436    0.3813   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0664    0.2350   -0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9036   -0.8594    1.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375   -0.6335    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2031    1.8552   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5772    2.7815    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1763    0.4190    2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4215   -1.0214    3.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5390    1.1762   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5957    0.5476    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6107   -0.5352    0.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353   -1.5470    2.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9789   -2.1101    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3701    1.0279   -0.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299   -1.4325   -1.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303   -3.6164   -3.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -5.7632   -2.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1910   -5.0571    0.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -2.8666    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 22 31  1  0
 31 32  1  0
 32 33  1  0
 10 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  2  0
  6 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  2  0
 43  3  1  0
 33 14  1  0
 40 34  1  0
 33 17  1  0
 29 25  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  9 54  1  0
 10 55  1  0
 13 56  1  0
 14 57  1  6
 21 58  1  0
 23 59  1  0
 23 60  1  0
 30 61  1  0
 30 62  1  0
 30 63  1  0
 31 64  1  0
 31 65  1  0
 33 66  1  6
 35 67  1  0
 36 68  1  0
 38 69  1  0
 39 70  1  0
 40 71  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Cefoperazon	HMDB
Cefoperazone sodium	HMDB
Cefoperazone sodium salt	HMDB
Céfobis	HMDB
Farmasierra brand OF cefoperazone sodium	HMDB
Pfizer brand OF cefoperazone sodium	HMDB
Salt, cefoperazone sodium	HMDB
Sodium salt, cefoperazone	HMDB
Sodium, cefoperazone	HMDB
(6R,7R)-7-[(2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	HMDB
(6R,7R)-7-[(2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	HMDB
(6R,7R)-7-[(2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	HMDB

Chemical Formula

C₂₅H₂₇N₉O₈S₂

Average Molecular Weight

645.667

Monoisotopic Molecular Weight

645.142400265

IUPAC Name

(6R,7R)-7-{2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido}-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

cefoperazonum

CAS Registry Number

62893-19-0

SMILES

[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15?,16-,22-/m1/s1

InChI Key

GCFBRXLSHGKWDP-WTKTZPJXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Cephalosporin
N-acyl-alpha amino acid or derivatives
N-carbamoyl-alpha-amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Phenylacetamide
Cephem
Piperazine-1-carboxamide
Dioxopiperazine
Aryl thioether
Alkylarylthioether
1-hydroxy-2-unsubstituted benzenoid
N-acyl urea
N-alkylpiperazine
Ureide
Phenol
Benzenoid
1,4-diazinane
Piperazine
Meta-thiazine
Monocyclic benzene moiety
Dicarboximide
Azole
Tertiary carboxylic acid amide
Tetrazole
Beta-lactam
Heteroaromatic compound
Azetidine
Urea
Carboxamide group
Secondary carboxylic acid amide
Lactam
Carbonic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hemithioaminal
Sulfenyl compound
Thioether
Carboxylic acid
Dialkylthioether
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	167 - 171 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.29 g/L	Not Available
LogP	-0.74	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	-0.11	ALOGPS
logP	-0.9	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	220.26 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	169.06 m³·mol⁻¹	ChemAxon
Polarizability	62.62 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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
DarkChem	[M+H]+	242.51	31661259
DarkChem	[M-H]-	234.36	31661259
DeepCCS	[M-2H]-	262.909	30932474
DeepCCS	[M+Na]+	237.104	30932474
AllCCS	[M+H]+	235.3	32859911
AllCCS	[M+H-H2O]+	234.5	32859911
AllCCS	[M+NH4]+	235.9	32859911
AllCCS	[M+Na]+	236.1	32859911
AllCCS	[M-H]-	215.7	32859911
AllCCS	[M+Na-2H]-	217.8	32859911
AllCCS	[M+HCOO]-	220.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefoperazone	[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O	6022.3	Standard polar	33892256
Cefoperazone	[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O	3883.3	Standard non polar	33892256
Cefoperazone	[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O	5825.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefoperazone,1TMS,isomer #1	CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O	5645.5	Semi standard non polar	33892256
Cefoperazone,1TMS,isomer #2	CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)C(=O)C1=O	5579.2	Semi standard non polar	33892256
Cefoperazone,1TMS,isomer #3	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O	5472.9	Semi standard non polar	33892256
Cefoperazone,1TMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O	5388.9	Semi standard non polar	33892256
Cefoperazone,2TMS,isomer #1	CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O	5503.6	Semi standard non polar	33892256
Cefoperazone,2TMS,isomer #2	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	5288.5	Semi standard non polar	33892256
Cefoperazone,2TMS,isomer #3	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O	5366.3	Semi standard non polar	33892256
Cefoperazone,2TMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O	5222.7	Semi standard non polar	33892256
Cefoperazone,2TMS,isomer #5	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O	5293.1	Semi standard non polar	33892256
Cefoperazone,2TMS,isomer #6	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O	5137.6	Semi standard non polar	33892256
Cefoperazone,3TMS,isomer #1	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	5220.1	Semi standard non polar	33892256
Cefoperazone,3TMS,isomer #1	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	4712.3	Standard non polar	33892256
Cefoperazone,3TMS,isomer #1	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	8375.8	Standard polar	33892256
Cefoperazone,3TMS,isomer #2	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O	5276.7	Semi standard non polar	33892256
Cefoperazone,3TMS,isomer #2	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O	4753.2	Standard non polar	33892256
Cefoperazone,3TMS,isomer #2	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O	8228.5	Standard polar	33892256
Cefoperazone,3TMS,isomer #3	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	5116.5	Semi standard non polar	33892256
Cefoperazone,3TMS,isomer #3	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	4818.9	Standard non polar	33892256
Cefoperazone,3TMS,isomer #3	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O	8012.5	Standard polar	33892256
Cefoperazone,3TMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O	5015.3	Semi standard non polar	33892256
Cefoperazone,3TMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O	4841.5	Standard non polar	33892256
Cefoperazone,3TMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O	8395.9	Standard polar	33892256
Cefoperazone,1TBDMS,isomer #1	CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)C1=O	5799.9	Semi standard non polar	33892256
Cefoperazone,1TBDMS,isomer #2	CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)C(=O)C1=O	5766.0	Semi standard non polar	33892256
Cefoperazone,1TBDMS,isomer #3	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O	5721.6	Semi standard non polar	33892256
Cefoperazone,1TBDMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5671.9	Semi standard non polar	33892256
Cefoperazone,2TBDMS,isomer #1	CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)C1=O	5862.8	Semi standard non polar	33892256
Cefoperazone,2TBDMS,isomer #2	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5730.7	Semi standard non polar	33892256
Cefoperazone,2TBDMS,isomer #3	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)C1=O	5766.7	Semi standard non polar	33892256
Cefoperazone,2TBDMS,isomer #4	CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5681.5	Semi standard non polar	33892256
Cefoperazone,2TBDMS,isomer #5	CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O	5701.6	Semi standard non polar	33892256
Cefoperazone,2TBDMS,isomer #6	CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O	5606.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0190000000-e7c19e5296df75b80e57	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefoperazone GC-MS ("Cefoperazone,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-11-02	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 - Cefoperazone 10V, Positive-QTOF	splash10-0096-2296025000-2142d196cae46fdde206	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 20V, Positive-QTOF	splash10-0006-3984010000-2893c487721306e034cc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 40V, Positive-QTOF	splash10-0006-3890000000-1fb6307580481cb0865b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 10V, Negative-QTOF	splash10-01b9-1916213000-b9615510e5403b966ff8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 20V, Negative-QTOF	splash10-0aor-9601100000-98147d4cfc139253781c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 40V, Negative-QTOF	splash10-006y-9100000000-e8aac29e302ad02aab45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 10V, Positive-QTOF	splash10-00ke-0616319000-09ad317de4fe2d377f79	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 20V, Positive-QTOF	splash10-0gvo-1649427000-5b3f864cd11a6854ad70	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 40V, Positive-QTOF	splash10-0006-3906110000-370cec5f30de5baf056b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 10V, Negative-QTOF	splash10-03dl-0100009000-65f2dcb4336ce1c4d824	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 20V, Negative-QTOF	splash10-01bc-0921013000-1b04c3ba3eba30d85db8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefoperazone 40V, Negative-QTOF	splash10-0006-7900011000-d0d9a47bed40681d867e	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01329	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01329	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01329

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

40204

KEGG Compound ID

C06883

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefoperazone

METLIN ID

Not Available

PubChem Compound

44185

PDB ID

Not Available

ChEBI ID

3493

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

Jones RN, Barry AL: Cefoperazone: a review of its antimicrobial spectrum, beta-lactamase stability, enzyme inhibition, and other in vitro characteristics. Rev Infect Dis. 1983 Mar-Apr;5 Suppl 1:S108-26. [PubMed:6221381 ]

Transporters

Enzyme Details

1. Solute carrier family 22 member 11

General function:: Involved in transporter activity
Specific function:: Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:: SLC22A11
Uniprot ID:: Q9NSA0
Molecular weight:: 59970.9

References

Takeda M, Babu E, Narikawa S, Endou H: Interaction of human organic anion transporters with various cephalosporin antibiotics. Eur J Pharmacol. 2002 Mar 8;438(3):137-42. [PubMed:11909604 ]

Enzyme Details

2. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Takeda M, Babu E, Narikawa S, Endou H: Interaction of human organic anion transporters with various cephalosporin antibiotics. Eur J Pharmacol. 2002 Mar 8;438(3):137-42. [PubMed:11909604 ]
Jung KY, Takeda M, Shimoda M, Narikawa S, Tojo A, Kim DK, Chairoungdua A, Choi BK, Kusuhara H, Sugiyama Y, Sekine T, Endou H: Involvement of rat organic anion transporter 3 (rOAT3) in cephaloridine-induced nephrotoxicity: in comparison with rOAT1. Life Sci. 2002 Mar 8;70(16):1861-74. [PubMed:12005172 ]
Uwai Y, Saito H, Inui K: Rat renal organic anion transporter rOAT1 mediates transport of urinary-excreted cephalosporins, but not of biliary-excreted cefoperazone. Drug Metab Pharmacokinet. 2002;17(2):125-9. [PubMed:15618660 ]

Enzyme Details

3. Solute carrier family 22 member 7

General function:: Involved in transmembrane transport
Specific function:: Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:: SLC22A7
Uniprot ID:: Q9Y694
Molecular weight:: 60025.0

References

Khamdang S, Takeda M, Babu E, Noshiro R, Onozato ML, Tojo A, Enomoto A, Huang XL, Narikawa S, Anzai N, Piyachaturawat P, Endou H: Interaction of human and rat organic anion transporter 2 with various cephalosporin antibiotics. Eur J Pharmacol. 2003 Mar 28;465(1-2):1-7. [PubMed:12650826 ]
Kobayashi Y, Ohshiro N, Shibusawa A, Sasaki T, Tokuyama S, Sekine T, Endou H, Yamamoto T: Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. Mol Pharmacol. 2002 Jul;62(1):7-14. [PubMed:12065749 ]
Sekine T, Cha SH, Tsuda M, Apiwattanakul N, Nakajima N, Kanai Y, Endou H: Identification of multispecific organic anion transporter 2 expressed predominantly in the liver. FEBS Lett. 1998 Jun 12;429(2):179-82. [PubMed:9650585 ]

Showing metabocard for Cefoperazone (HMDB0015424)

MOL for HMDB0015424 (Cefoperazone)

3D MOL for HMDB0015424 (Cefoperazone)

3D SDF for HMDB0015424 (Cefoperazone)

3D-SDF for HMDB0015424 (Cefoperazone)

PDB for HMDB0015424 (Cefoperazone)

3D PDB for HMDB0015424 (Cefoperazone)

SMILES for HMDB0015424 (Cefoperazone)

INCHI for HMDB0015424 (Cefoperazone)

Structure for HMDB0015424 (Cefoperazone)

3D Structure for HMDB0015424 (Cefoperazone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Transporters

References

References

References