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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References transporters (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014419

Secondary Accession Numbers

HMDB14419

Metabolite Identification

Common Name

Cefmetazole

Description

Cefmetazole is only found in individuals that have used or taken this drug. It is a semisynthetic cephamycin antibiotic with a broad spectrum of activity against both gram-positive and gram-negative microorganisms. It has a high rate of efficacy in many types of infection and to date no severe side effects have been noted. [PubChem]The bactericidal activity of cefmetazole results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).

Structure

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

274
  Mrv0541 02231214342D          

 31 33  0  0  1  0            999 V2000
    5.8137   -0.4708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    0.7667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8321   -1.4958    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3583   -0.8868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421    1.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1821   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.7667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1850   -0.0634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    0.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    1.9997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4792   -2.9282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.0583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3600   -0.0618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3600    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5960   -0.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6430   -1.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4211   -0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6571   -1.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    0.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0681   -2.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6977   -0.6962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  2 27  1  0  0  0  0
  3 26  1  0  0  0  0
  3 28  1  0  0  0  0
  4 17  1  0  0  0  0
  4 25  1  0  0  0  0
  5 18  2  0  0  0  0
  6 23  1  0  0  0  0
  7 23  2  0  0  0  0
  8 24  2  0  0  0  0
  9 16  1  0  0  0  0
  9 18  1  0  0  0  0
  9 19  1  0  0  0  0
 17 10  1  1  0  0  0
 10 24  1  0  0  0  0
 11 13  1  0  0  0  0
 11 27  1  0  0  0  0
 11 29  1  0  0  0  0
 12 14  1  0  0  0  0
 12 27  2  0  0  0  0
 13 14  2  0  0  0  0
 15 30  3  0  0  0  0
 16 17  1  0  0  0  0
 16 31  1  6  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 23  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 24 26  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

HMDB0014419
     RDKit          3D
Cefmetazole
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.9125   -3.2820   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -2.6395   -1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -1.5721   -1.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2979   -0.6033   -0.2087 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090    0.2205   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.0845   -1.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    1.2599    0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1230    0.5454    1.5883 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6176   -0.0781    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934    1.0173    0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0153    1.8869   -0.3107 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3832   -0.8693   -2.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.5584   -3.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6869   -1.7464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892    0.1552   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9338    1.4775   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935    1.7765   -2.9722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816    2.4589   -2.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -0.1399   -0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391    0.6908   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    1.0043    1.1463 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    1.9876    1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    3.3373    1.5457 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    3.7815    1.8601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7170    2.7021    2.0270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255    1.6021    1.8336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902    0.2526    1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039   -1.4442   -0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739   -2.0095    0.4220 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -1.9612   -1.1478 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0017   -3.6685    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -4.1389   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4072   -2.5761    0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -0.4538    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817    2.0629   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    1.6886    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294   -0.5830    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3332   -0.8170   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    3.3157   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    1.5640   -1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122   -0.0086   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -0.3751    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1540   -0.2754    2.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6047    0.1685    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7328   -1.2962    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6159   -2.1786   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176   -2.8250   -1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  3  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
 30  3  1  0
 30 14  1  0
 26 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 27 42  1  0
 27 43  1  0
 27 44  1  0
 28 45  1  0
 28 46  1  0
 30 47  1  6
M  END

274
  Mrv0541 02231214342D          

 31 33  0  0  1  0            999 V2000
    5.8137   -0.4708    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6702    0.7667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8321   -1.4958    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3583   -0.8868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9421    1.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1821   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282    0.7667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1850   -0.0634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    0.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8695    1.9997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4792   -2.9282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.0583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3600   -0.0618    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3600    0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992   -0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5960   -0.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6430   -1.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4211   -0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558    1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6571   -1.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    0.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0681   -2.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6977   -0.6962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  2 27  1  0  0  0  0
  3 26  1  0  0  0  0
  3 28  1  0  0  0  0
  4 17  1  0  0  0  0
  4 25  1  0  0  0  0
  5 18  2  0  0  0  0
  6 23  1  0  0  0  0
  7 23  2  0  0  0  0
  8 24  2  0  0  0  0
  9 16  1  0  0  0  0
  9 18  1  0  0  0  0
  9 19  1  0  0  0  0
 17 10  1  1  0  0  0
 10 24  1  0  0  0  0
 11 13  1  0  0  0  0
 11 27  1  0  0  0  0
 11 29  1  0  0  0  0
 12 14  1  0  0  0  0
 12 27  2  0  0  0  0
 13 14  2  0  0  0  0
 15 30  3  0  0  0  0
 16 17  1  0  0  0  0
 16 31  1  6  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 23  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 24 26  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014419

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1

> <INCHI_KEY>
SNBUBQHDYVFSQF-HIFRSBDPSA-N

> <FORMULA>
C15H17N7O5S3

> <MOLECULAR_WEIGHT>
471.534

> <EXACT_MASS>
471.045328759

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
44.5028713312946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7S)-7-{2-[(cyanomethyl)sulfanyl]acetamido}-7-methoxy-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>
-0.38

> <JCHEM_LOGP>
-0.6482911503333334

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.717300452104524

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3825633619957123

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7259092744982931

> <JCHEM_POLAR_SURFACE_AREA>
163.33

> <JCHEM_REFRACTIVITY>
124.57069999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cefmetazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014419
     RDKit          3D
Cefmetazole
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.9125   -3.2820   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -2.6395   -1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -1.5721   -1.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2979   -0.6033   -0.2087 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090    0.2205   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.0845   -1.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    1.2599    0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1230    0.5454    1.5883 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6176   -0.0781    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934    1.0173    0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0153    1.8869   -0.3107 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3832   -0.8693   -2.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.5584   -3.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6869   -1.7464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892    0.1552   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9338    1.4775   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935    1.7765   -2.9722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816    2.4589   -2.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -0.1399   -0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391    0.6908   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    1.0043    1.1463 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    1.9876    1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    3.3373    1.5457 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    3.7815    1.8601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7170    2.7021    2.0270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255    1.6021    1.8336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902    0.2526    1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039   -1.4442   -0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739   -2.0095    0.4220 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -1.9612   -1.1478 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0017   -3.6685    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -4.1389   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4072   -2.5761    0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -0.4538    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817    2.0629   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    1.6886    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294   -0.5830    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3332   -0.8170   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    3.3157   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    1.5640   -1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122   -0.0086   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -0.3751    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1540   -0.2754    2.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6047    0.1685    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7328   -1.2962    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6159   -2.1786   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176   -2.8250   -1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  3  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
 30  3  1  0
 30 14  1  0
 26 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 27 42  1  0
 27 43  1  0
 27 44  1  0
 28 45  1  0
 28 46  1  0
 30 47  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 274                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      10.852  -0.879   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       6.851   1.431   0.000  0.00  0.00           S+0
HETATM    3  S   UNK     0      18.353  -2.792   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      13.735  -1.655   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      14.825   2.529   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.519   4.511   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      12.186   4.511   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      15.273  -2.786   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      12.186   1.431   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      15.279  -0.118   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       4.110   1.575   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       5.356   3.733   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       3.080   2.719   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.850   4.053   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      21.428  -5.466   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      12.186  -0.109   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.739  -0.115   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.739   1.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.852   2.201   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.519   1.431   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.519  -0.109   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.185   2.201   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.852   3.741   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.046  -1.454   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.400  -2.423   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.586  -1.457   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.517   2.201   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.893  -2.796   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.790   0.068   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.660  -4.131   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      12.502  -1.300   0.000  0.00  0.00           H+0
CONECT    1   16   21                                                       
CONECT    2   22   27                                                       
CONECT    3   26   28                                                       
CONECT    4   17   25                                                       
CONECT    5   18                                                            
CONECT    6   23                                                            
CONECT    7   23                                                            
CONECT    8   24                                                            
CONECT    9   16   18   19                                                  
CONECT   10   17   24                                                       
CONECT   11   13   27   29                                                  
CONECT   12   14   27                                                       
CONECT   13   11   14                                                       
CONECT   14   12   13                                                       
CONECT   15   30                                                            
CONECT   16    1    9   17   31                                             
CONECT   17    4   10   16   18                                             
CONECT   18    5    9   17                                                  
CONECT   19    9   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21    1   20                                                       
CONECT   22    2   20                                                       
CONECT   23    6    7   19                                                  
CONECT   24    8   10   26                                                  
CONECT   25    4                                                            
CONECT   26    3   24                                                       
CONECT   27    2   11   12                                                  
CONECT   28    3   30                                                       
CONECT   29   11                                                            
CONECT   30   15   28                                                       
CONECT   31   16                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0014419
HETATM    1  C1  UNL     1       2.912  -3.282  -0.183  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.688  -2.639  -1.393  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.830  -1.572  -1.142  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.298  -0.603  -0.209  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.409   0.220  -0.523  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.981   0.085  -1.630  1.00  0.00           O  
HETATM    7  C4  UNL     1       3.950   1.260   0.401  1.00  0.00           C  
HETATM    8  S1  UNL     1       5.123   0.545   1.588  1.00  0.00           S  
HETATM    9  C5  UNL     1       6.618  -0.078   0.769  1.00  0.00           C  
HETATM   10  C6  UNL     1       7.393   1.017   0.181  1.00  0.00           C  
HETATM   11  N2  UNL     1       8.015   1.887  -0.311  1.00  0.00           N  
HETATM   12  C7  UNL     1       1.383  -0.869  -2.395  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.848  -0.558  -3.513  1.00  0.00           O  
HETATM   14  N3  UNL     1       0.122  -0.687  -1.746  1.00  0.00           N  
HETATM   15  C8  UNL     1      -0.989   0.155  -1.583  1.00  0.00           C  
HETATM   16  C9  UNL     1      -0.934   1.477  -2.254  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.093   1.777  -2.972  1.00  0.00           O  
HETATM   18  O5  UNL     1      -1.882   2.459  -2.197  1.00  0.00           O  
HETATM   19  C10 UNL     1      -2.028  -0.140  -0.872  1.00  0.00           C  
HETATM   20  C11 UNL     1      -3.239   0.691  -0.654  1.00  0.00           C  
HETATM   21  S2  UNL     1      -3.340   1.004   1.146  1.00  0.00           S  
HETATM   22  C12 UNL     1      -4.773   1.988   1.524  1.00  0.00           C  
HETATM   23  N4  UNL     1      -4.770   3.337   1.546  1.00  0.00           N  
HETATM   24  N5  UNL     1      -5.983   3.781   1.860  1.00  0.00           N  
HETATM   25  N6  UNL     1      -6.717   2.702   2.027  1.00  0.00           N  
HETATM   26  N7  UNL     1      -6.025   1.602   1.834  1.00  0.00           N  
HETATM   27  C13 UNL     1      -6.490   0.253   1.924  1.00  0.00           C  
HETATM   28  C14 UNL     1      -2.104  -1.444  -0.144  1.00  0.00           C  
HETATM   29  S3  UNL     1      -0.474  -2.010   0.422  1.00  0.00           S  
HETATM   30  C15 UNL     1       0.402  -1.961  -1.148  1.00  0.00           C  
HETATM   31  H1  UNL     1       2.002  -3.668   0.284  1.00  0.00           H  
HETATM   32  H2  UNL     1       3.615  -4.139  -0.293  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.407  -2.576   0.535  1.00  0.00           H  
HETATM   34  H4  UNL     1       1.863  -0.454   0.727  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.482   2.063  -0.194  1.00  0.00           H  
HETATM   36  H6  UNL     1       3.115   1.689   0.978  1.00  0.00           H  
HETATM   37  H7  UNL     1       7.229  -0.583   1.539  1.00  0.00           H  
HETATM   38  H8  UNL     1       6.333  -0.817  -0.014  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.814   3.316  -1.660  1.00  0.00           H  
HETATM   40  H10 UNL     1      -3.396   1.564  -1.225  1.00  0.00           H  
HETATM   41  H11 UNL     1      -4.112  -0.009  -0.897  1.00  0.00           H  
HETATM   42  H12 UNL     1      -6.151  -0.375   1.062  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.154  -0.275   2.851  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.605   0.168   1.915  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.733  -1.296   0.752  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.616  -2.179  -0.793  1.00  0.00           H  
HETATM   47  H17 UNL     1       0.218  -2.825  -1.820  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4   12   30
CONECT    4    5   34
CONECT    5    6    6    7
CONECT    7    8   35   36
CONECT    8    9
CONECT    9   10   37   38
CONECT   10   11   11   11
CONECT   12   13   13   14
CONECT   14   15   30
CONECT   15   16   19   19
CONECT   16   17   17   18
CONECT   18   39
CONECT   19   20   28
CONECT   20   21   40   41
CONECT   21   22
CONECT   22   23   23   26
CONECT   23   24
CONECT   24   25   25
CONECT   25   26
CONECT   26   27
CONECT   27   42   43   44
CONECT   28   29   45   46
CONECT   29   30
CONECT   30   47
END

HMDB0014419
     RDKit          3D
Cefmetazole
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.9125   -3.2820   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884   -2.6395   -1.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -1.5721   -1.1416 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2979   -0.6033   -0.2087 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090    0.2205   -0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813    0.0845   -1.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    1.2599    0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1230    0.5454    1.5883 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6176   -0.0781    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934    1.0173    0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0153    1.8869   -0.3107 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3832   -0.8693   -2.3948 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -0.5584   -3.5130 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1218   -0.6869   -1.7464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892    0.1552   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9338    1.4775   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0935    1.7765   -2.9722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8816    2.4589   -2.1972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -0.1399   -0.8725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391    0.6908   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    1.0043    1.1463 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    1.9876    1.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7702    3.3373    1.5457 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9831    3.7815    1.8601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7170    2.7021    2.0270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255    1.6021    1.8336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902    0.2526    1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039   -1.4442   -0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739   -2.0095    0.4220 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -1.9612   -1.1478 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0017   -3.6685    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -4.1389   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4072   -2.5761    0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -0.4538    0.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817    2.0629   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    1.6886    0.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2294   -0.5830    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3332   -0.8170   -0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8144    3.3157   -1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3959    1.5640   -1.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122   -0.0086   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -0.3751    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1540   -0.2754    2.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6047    0.1685    1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7328   -1.2962    0.7525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6159   -2.1786   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2176   -2.8250   -1.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  3  0
  3 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
 30  3  1  0
 30 14  1  0
 26 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 27 42  1  0
 27 43  1  0
 27 44  1  0
 28 45  1  0
 28 46  1  0
 30 47  1  6
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	ChEBI
Cefmetazolo	ChEBI
Cefmetazolum	ChEBI
CMZ	Kegg
(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6R,7S)-7-({[(cyanomethyl)sulphanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
(6R,7S)-7-({[(cyanomethyl)sulphanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	Generator
Monosodium salt, cefmetazole	HMDB
Zefazone	HMDB
Cefmetazon	HMDB
Pharmacia brand OF cefmetazole sodium	HMDB
Salt, cefmetazole monosodium	HMDB
Cefmetazole monosodium salt	HMDB
Cefmetazole sodium	HMDB
Sodium, cefmetazole	HMDB

Chemical Formula

C₁₅H₁₇N₇O₅S₃

Average Molecular Weight

471.534

Monoisotopic Molecular Weight

471.045328759

IUPAC Name

(6R,7S)-7-{2-[(cyanomethyl)sulfanyl]acetamido}-7-methoxy-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

cefmetazole

CAS Registry Number

56796-20-4

SMILES

[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O

InChI Identifier

InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1

InChI Key

SNBUBQHDYVFSQF-HIFRSBDPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Cephem
Aryl thioether
Alkylarylthioether
Meta-thiazine
Azole
Beta-lactam
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrazole
Azetidine
Carboxamide group
Lactam
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Dialkylthioether
Carbonitrile
Nitrile
Organic 1,3-dipolar compound
Sulfenyl compound
Hemithioaminal
Thioether
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:3489 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014419)
Membrane (HMDB: HMDB0014419)

Source

Exogenous

Exogenous (HMDB: HMDB0014419)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.16 g/L	Not Available
LogP	-2.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.16 g/L	ALOGPS
logP	-0.38	ALOGPS
logP	-0.65	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	163.33 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	124.57 m³·mol⁻¹	ChemAxon
Polarizability	44.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	201.502	31661259
DarkChem	[M-H]-	193.678	31661259
DeepCCS	[M-2H]-	225.591	30932474
DeepCCS	[M+Na]+	200.818	30932474
AllCCS	[M+H]+	196.9	32859911
AllCCS	[M+H-H2O]+	195.2	32859911
AllCCS	[M+NH4]+	198.5	32859911
AllCCS	[M+Na]+	198.9	32859911
AllCCS	[M-H]-	188.5	32859911
AllCCS	[M+Na-2H]-	189.0	32859911
AllCCS	[M+HCOO]-	189.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.86 minutes	32390414
Predicted by Siyang on May 30, 2022	12.4657 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.12 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2373.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	244.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	121.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	320.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	567.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	125.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	931.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	421.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1408.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	383.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	200.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	210.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cefmetazole	[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O	4475.4	Standard polar	33892256
Cefmetazole	[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O	3282.5	Standard non polar	33892256
Cefmetazole	[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O	3931.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cefmetazole,1TMS,isomer #1	CO[C@@]1(NC(=O)CSCC#N)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	3955.6	Semi standard non polar	33892256
Cefmetazole,1TMS,isomer #2	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CS[C@@H]21	3851.6	Semi standard non polar	33892256
Cefmetazole,2TMS,isomer #1	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	3762.0	Semi standard non polar	33892256
Cefmetazole,2TMS,isomer #1	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	3343.4	Standard non polar	33892256
Cefmetazole,2TMS,isomer #1	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	6460.3	Standard polar	33892256
Cefmetazole,1TBDMS,isomer #1	CO[C@@]1(NC(=O)CSCC#N)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	4138.5	Semi standard non polar	33892256
Cefmetazole,1TBDMS,isomer #2	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CS[C@@H]21	4080.6	Semi standard non polar	33892256
Cefmetazole,2TBDMS,isomer #1	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	4166.0	Semi standard non polar	33892256
Cefmetazole,2TBDMS,isomer #1	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	3732.6	Standard non polar	33892256
Cefmetazole,2TBDMS,isomer #1	CO[C@@]1(N(C(=O)CSCC#N)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CS[C@@H]21	6263.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cefmetazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9252300000-3b897b33c8f75fb7d195	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefmetazole GC-MS (1 TMS) - 70eV, Positive	splash10-05bf-9212320000-890b51c43c3c2ab21ca4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cefmetazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Cefmetazole 10V, Positive-QTOF	splash10-00di-1043900000-6c51b4b1826d8fd2c6f0	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 20V, Positive-QTOF	splash10-01x3-7940000000-c539600c8e5309da2623	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 40V, Positive-QTOF	splash10-03kl-5393000000-620b60fde9e0798480d5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 10V, Negative-QTOF	splash10-00bc-2434900000-d70717dd74e62de2b0f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 20V, Negative-QTOF	splash10-0a4i-9341200000-9e56fcac14c64926ea08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 40V, Negative-QTOF	splash10-044i-2191000000-2f3da3edb938f355e383	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 10V, Negative-QTOF	splash10-00di-0300900000-77e091905e6148c9a4f8	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 20V, Negative-QTOF	splash10-00xr-4850900000-81fd58ff3fbb9a095c81	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 40V, Negative-QTOF	splash10-014i-9400000000-7442047ce9e5c1ddf3f3	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 10V, Positive-QTOF	splash10-05fr-0008900000-09f33a45a1206aa0b044	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 20V, Positive-QTOF	splash10-00di-4104900000-28beec94cf5d21f8447a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cefmetazole 40V, Positive-QTOF	splash10-0006-9102100000-234a13d09fa139832d83	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

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 DB00274	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00274	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00274

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

38311

KEGG Compound ID

C08103

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cefmetazole

METLIN ID

Not Available

PubChem Compound

42008

PDB ID

Not Available

ChEBI ID

3489

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

Transporters

Enzyme Details

1. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Enzyme Details

2. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Showing metabocard for Cefmetazole (HMDB0014419)

MOL for HMDB0014419 (Cefmetazole)

3D MOL for HMDB0014419 (Cefmetazole)

3D SDF for HMDB0014419 (Cefmetazole)

3D-SDF for HMDB0014419 (Cefmetazole)

PDB for HMDB0014419 (Cefmetazole)

3D PDB for HMDB0014419 (Cefmetazole)

SMILES for HMDB0014419 (Cefmetazole)

INCHI for HMDB0014419 (Cefmetazole)

Structure for HMDB0014419 (Cefmetazole)

3D Structure for HMDB0014419 (Cefmetazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Transporters

References

References