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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015574

Secondary Accession Numbers

HMDB15574

Metabolite Identification

Common Name

Latamoxef

Description

Latamoxef, also known as festamoxin or lamoxactam, 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. Based on a literature review a significant number of articles have been published on Latamoxef.

Structure

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

4570
  Mrv0541 02231217462D          

 37 40  0  0  1  0            999 V2000
    3.6702    1.1240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136   -0.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3582   -0.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9420    1.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1819   -1.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    2.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6599    0.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4239    1.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0651   -3.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    1.1240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1849    0.2939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    1.2010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8694    2.3569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.8140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.5285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3599    0.2955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5281    0.2990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3599    1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136    1.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    1.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    0.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5959   -0.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846    1.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136    2.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -0.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4209   -0.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8319   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8349    0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6569   -1.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4180   -1.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557    1.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0680   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8291   -2.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6540   -2.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976   -0.3389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  1 32  1  0  0  0  0
  2 18  1  0  0  0  0
  2 22  1  0  0  0  0
  3 17  1  0  0  0  0
  3 26  1  0  0  0  0
  4 19  2  0  0  0  0
  5 25  1  0  0  0  0
  6 23  2  0  0  0  0
  7 25  2  0  0  0  0
  8 29  1  0  0  0  0
  9 29  2  0  0  0  0
 10 35  1  0  0  0  0
 11 18  1  0  0  0  0
 11 19  1  0  0  0  0
 11 20  1  0  0  0  0
 17 12  1  1  0  0  0
 12 23  1  0  0  0  0
 13 15  1  0  0  0  0
 13 32  1  0  0  0  0
 13 36  1  0  0  0  0
 14 16  1  0  0  0  0
 14 32  2  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 37  1  6  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  2  0  0  0  0
 33 35  2  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0015574
     RDKit          3D
Latamoxef
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.1437   -3.7648   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -2.8566   -1.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.9079   -1.0381 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7007   -1.1576   -0.2716 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.0858    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    0.2214    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3734    0.6813    1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021   -0.1270    2.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8235   -1.3605    2.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914    0.4438    3.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    1.4056    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    2.7637    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    3.4661   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2716    2.8221   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    3.5218   -1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    1.4860   -0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904    0.7798    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708   -1.0749   -1.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -0.4023   -3.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868   -1.3820   -1.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -1.1282   -0.8013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -0.5337   -1.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100   -0.0193   -2.8821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166   -0.4739   -1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0189   -1.6094    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329   -1.4592    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5188   -0.2649    0.3806 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761    1.3771    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7877    1.7856    2.2598 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247    3.0291    2.4105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7205    3.4265    1.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    2.3924    0.5281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9060    2.5144   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -2.4617    1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -2.1775    0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816   -2.4013   -0.4399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4720   -4.3224   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -4.5518   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0489   -3.3880   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.4002   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    1.4793    1.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377    0.0671    4.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825    3.3097    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    4.5255   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991    3.9677   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    0.9904   -1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811   -0.2548    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3309   -0.6541   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421   -2.4950    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -1.4366    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    2.0306   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7085    3.5965   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617    2.1811   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2695   -2.1897    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -3.5271    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -3.3967   -0.7564 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  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 36  3  1  0
 17 11  1  0
 36 20  1  0
 32 28  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 24 48  1  0
 26 49  1  0
 26 50  1  0
 33 51  1  0
 33 52  1  0
 33 53  1  0
 34 54  1  0
 34 55  1  0
 36 56  1  6
M  END

4570
  Mrv0541 02231217462D          

 37 40  0  0  1  0            999 V2000
    3.6702    1.1240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136   -0.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3582   -0.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9420    1.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    2.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1819   -1.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    2.7740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6599    0.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4239    1.0058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0651   -3.2844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5281    1.1240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1849    0.2939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020    1.2010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8694    2.3569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.8140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.5285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3599    0.2955    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5281    0.2990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3599    1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136    1.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    1.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992    0.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5959   -0.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846    1.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136    2.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6429   -0.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4209   -0.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8319   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8349    0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6569   -1.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4180   -1.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557    1.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0680   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8291   -2.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6540   -2.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6976   -0.3389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  1 32  1  0  0  0  0
  2 18  1  0  0  0  0
  2 22  1  0  0  0  0
  3 17  1  0  0  0  0
  3 26  1  0  0  0  0
  4 19  2  0  0  0  0
  5 25  1  0  0  0  0
  6 23  2  0  0  0  0
  7 25  2  0  0  0  0
  8 29  1  0  0  0  0
  9 29  2  0  0  0  0
 10 35  1  0  0  0  0
 11 18  1  0  0  0  0
 11 19  1  0  0  0  0
 11 20  1  0  0  0  0
 17 12  1  1  0  0  0
 12 23  1  0  0  0  0
 13 15  1  0  0  0  0
 13 32  1  0  0  0  0
 13 36  1  0  0  0  0
 14 16  1  0  0  0  0
 14 32  2  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 37  1  6  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  2  0  0  0  0
 33 35  2  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015574

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1

> <INCHI_KEY>
JWCSIUVGFCSJCK-CAVRMKNVSA-N

> <FORMULA>
C20H20N6O9S

> <MOLECULAR_WEIGHT>
520.473

> <EXACT_MASS>
520.101246958

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
47.2356485771484

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
0.17177606533333378

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.6097737028106787

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.920229064272795

> <JCHEM_PKA_STRONGEST_BASIC>
-1.726416469001796

> <JCHEM_POLAR_SURFACE_AREA>
206.3

> <JCHEM_REFRACTIVITY>
133.70409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
latamoxef

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015574
     RDKit          3D
Latamoxef
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.1437   -3.7648   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -2.8566   -1.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.9079   -1.0381 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7007   -1.1576   -0.2716 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.0858    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    0.2214    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3734    0.6813    1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021   -0.1270    2.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8235   -1.3605    2.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914    0.4438    3.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    1.4056    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    2.7637    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    3.4661   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2716    2.8221   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    3.5218   -1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    1.4860   -0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904    0.7798    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708   -1.0749   -1.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -0.4023   -3.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868   -1.3820   -1.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -1.1282   -0.8013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -0.5337   -1.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100   -0.0193   -2.8821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166   -0.4739   -1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0189   -1.6094    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329   -1.4592    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5188   -0.2649    0.3806 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761    1.3771    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7877    1.7856    2.2598 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247    3.0291    2.4105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7205    3.4265    1.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    2.3924    0.5281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9060    2.5144   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -2.4617    1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -2.1775    0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816   -2.4013   -0.4399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4720   -4.3224   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -4.5518   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0489   -3.3880   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.4002   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    1.4793    1.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377    0.0671    4.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825    3.3097    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    4.5255   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991    3.9677   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    0.9904   -1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811   -0.2548    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3309   -0.6541   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421   -2.4950    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -1.4366    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    2.0306   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7085    3.5965   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617    2.1811   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2695   -2.1897    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -3.5271    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -3.3967   -0.7564 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  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 36  3  1  0
 17 11  1  0
 36 20  1  0
 32 28  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 24 48  1  0
 26 49  1  0
 26 50  1  0
 33 51  1  0
 33 52  1  0
 33 53  1  0
 34 54  1  0
 34 55  1  0
 36 56  1  6
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4570                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       6.851   2.098   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      10.852  -0.212   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.735  -0.988   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      14.825   3.196   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.519   5.178   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      15.273  -2.119   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      12.186   5.178   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      19.898   0.539   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      17.591   1.877   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      20.655  -6.131   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      12.186   2.098   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      15.278   0.549   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.110   2.242   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.356   4.400   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       3.080   3.386   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       3.850   4.720   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      13.738   0.552   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.186   0.558   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.738   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.852   2.868   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.519   2.098   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.519   0.558   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.046  -0.787   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.185   2.868   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.852   4.408   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.400  -1.756   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.586  -0.790   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.353  -2.125   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.358   0.542   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.893  -2.128   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.580  -3.457   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.517   2.868   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.660  -3.464   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.348  -4.792   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.887  -4.796   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.790   0.735   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0      12.502  -0.633   0.000  0.00  0.00           H+0
CONECT    1   24   32                                                       
CONECT    2   18   22                                                       
CONECT    3   17   26                                                       
CONECT    4   19                                                            
CONECT    5   25                                                            
CONECT    6   23                                                            
CONECT    7   25                                                            
CONECT    8   29                                                            
CONECT    9   29                                                            
CONECT   10   35                                                            
CONECT   11   18   19   20                                                  
CONECT   12   17   23                                                       
CONECT   13   15   32   36                                                  
CONECT   14   16   32                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
CONECT   17    3   12   18   19                                             
CONECT   18    2   11   17   37                                             
CONECT   19    4   11   17                                                  
CONECT   20   11   21   25                                                  
CONECT   21   20   22   24                                                  
CONECT   22    2   21                                                       
CONECT   23    6   12   27                                                  
CONECT   24    1   21                                                       
CONECT   25    5    7   20                                                  
CONECT   26    3                                                            
CONECT   27   23   28   29                                                  
CONECT   28   27   30   31                                                  
CONECT   29    8    9   27                                                  
CONECT   30   28   33                                                       
CONECT   31   28   34                                                       
CONECT   32    1   13   14                                                  
CONECT   33   30   35                                                       
CONECT   34   31   35                                                       
CONECT   35   10   33   34                                                  
CONECT   36   13                                                            
CONECT   37   18                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0015574
HETATM    1  C1  UNL     1       2.144  -3.765  -1.115  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.414  -2.857  -1.837  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.766  -1.908  -1.038  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.701  -1.158  -0.272  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.394  -0.086   0.603  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.175   0.221   0.695  1.00  0.00           O  
HETATM    7  C4  UNL     1       2.373   0.681   1.397  1.00  0.00           C  
HETATM    8  C5  UNL     1       3.002  -0.127   2.453  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.823  -1.361   2.471  1.00  0.00           O  
HETATM   10  O4  UNL     1       3.791   0.444   3.435  1.00  0.00           O  
HETATM   11  C6  UNL     1       3.378   1.406   0.576  1.00  0.00           C  
HETATM   12  C7  UNL     1       3.239   2.764   0.292  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.160   3.466  -0.455  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.272   2.822  -0.954  1.00  0.00           C  
HETATM   15  O5  UNL     1       6.220   3.522  -1.717  1.00  0.00           O  
HETATM   16  C10 UNL     1       5.425   1.486  -0.685  1.00  0.00           C  
HETATM   17  C11 UNL     1       4.490   0.780   0.072  1.00  0.00           C  
HETATM   18  C12 UNL     1      -0.071  -1.075  -1.981  1.00  0.00           C  
HETATM   19  O6  UNL     1       0.109  -0.402  -3.024  1.00  0.00           O  
HETATM   20  N2  UNL     1      -1.187  -1.382  -1.163  1.00  0.00           N  
HETATM   21  C13 UNL     1      -2.559  -1.128  -0.801  1.00  0.00           C  
HETATM   22  C14 UNL     1      -3.360  -0.534  -1.847  1.00  0.00           C  
HETATM   23  O7  UNL     1      -2.810  -0.019  -2.882  1.00  0.00           O  
HETATM   24  O8  UNL     1      -4.717  -0.474  -1.844  1.00  0.00           O  
HETATM   25  C15 UNL     1      -3.019  -1.609   0.313  1.00  0.00           C  
HETATM   26  C16 UNL     1      -4.333  -1.459   0.873  1.00  0.00           C  
HETATM   27  S1  UNL     1      -5.519  -0.265   0.381  1.00  0.00           S  
HETATM   28  C17 UNL     1      -5.276   1.377   1.054  1.00  0.00           C  
HETATM   29  N3  UNL     1      -5.788   1.786   2.260  1.00  0.00           N  
HETATM   30  N4  UNL     1      -5.425   3.029   2.410  1.00  0.00           N  
HETATM   31  N5  UNL     1      -4.721   3.427   1.380  1.00  0.00           N  
HETATM   32  N6  UNL     1      -4.626   2.392   0.528  1.00  0.00           N  
HETATM   33  C18 UNL     1      -3.906   2.514  -0.733  1.00  0.00           C  
HETATM   34  C19 UNL     1      -2.055  -2.462   1.148  1.00  0.00           C  
HETATM   35  O9  UNL     1      -0.747  -2.178   0.895  1.00  0.00           O  
HETATM   36  C20 UNL     1      -0.482  -2.401  -0.440  1.00  0.00           C  
HETATM   37  H1  UNL     1       1.472  -4.322  -0.414  1.00  0.00           H  
HETATM   38  H2  UNL     1       2.484  -4.552  -1.847  1.00  0.00           H  
HETATM   39  H3  UNL     1       3.049  -3.388  -0.639  1.00  0.00           H  
HETATM   40  H4  UNL     1       2.719  -1.400  -0.339  1.00  0.00           H  
HETATM   41  H5  UNL     1       1.769   1.479   1.940  1.00  0.00           H  
HETATM   42  H6  UNL     1       3.838   0.067   4.390  1.00  0.00           H  
HETATM   43  H7  UNL     1       2.382   3.310   0.663  1.00  0.00           H  
HETATM   44  H8  UNL     1       4.054   4.526  -0.678  1.00  0.00           H  
HETATM   45  H9  UNL     1       6.999   3.968  -1.254  1.00  0.00           H  
HETATM   46  H10 UNL     1       6.313   0.990  -1.088  1.00  0.00           H  
HETATM   47  H11 UNL     1       4.681  -0.255   0.246  1.00  0.00           H  
HETATM   48  H12 UNL     1      -5.331  -0.654  -2.643  1.00  0.00           H  
HETATM   49  H13 UNL     1      -4.842  -2.495   0.758  1.00  0.00           H  
HETATM   50  H14 UNL     1      -4.217  -1.437   2.032  1.00  0.00           H  
HETATM   51  H15 UNL     1      -2.931   2.031  -0.704  1.00  0.00           H  
HETATM   52  H16 UNL     1      -3.709   3.596  -0.934  1.00  0.00           H  
HETATM   53  H17 UNL     1      -4.562   2.181  -1.543  1.00  0.00           H  
HETATM   54  H18 UNL     1      -2.270  -2.190   2.198  1.00  0.00           H  
HETATM   55  H19 UNL     1      -2.325  -3.527   1.010  1.00  0.00           H  
HETATM   56  H20 UNL     1      -0.854  -3.397  -0.756  1.00  0.00           H  
CONECT    1    2   37   38   39
CONECT    2    3
CONECT    3    4   18   36
CONECT    4    5   40
CONECT    5    6    6    7
CONECT    7    8   11   41
CONECT    8    9    9   10
CONECT   10   42
CONECT   11   12   12   17
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   16
CONECT   15   45
CONECT   16   17   17   46
CONECT   17   47
CONECT   18   19   19   20
CONECT   20   21   36
CONECT   21   22   25   25
CONECT   22   23   23   24
CONECT   24   48
CONECT   25   26   34
CONECT   26   27   49   50
CONECT   27   28
CONECT   28   29   29   32
CONECT   29   30
CONECT   30   31   31
CONECT   31   32
CONECT   32   33
CONECT   33   51   52   53
CONECT   34   35   54   55
CONECT   35   36
CONECT   36   56
END

HMDB0015574
     RDKit          3D
Latamoxef
 56 59  0  0  0  0  0  0  0  0999 V2000
    2.1437   -3.7648   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4139   -2.8566   -1.8373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7663   -1.9079   -1.0381 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7007   -1.1576   -0.2716 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936   -0.0858    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750    0.2214    0.6952 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3734    0.6813    1.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021   -0.1270    2.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8235   -1.3605    2.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7914    0.4438    3.4354 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    1.4056    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2387    2.7637    0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    3.4661   -0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2716    2.8221   -0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    3.5218   -1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4255    1.4860   -0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904    0.7798    0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0708   -1.0749   -1.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094   -0.4023   -3.0241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868   -1.3820   -1.1632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -1.1282   -0.8013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -0.5337   -1.8473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100   -0.0193   -2.8821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166   -0.4739   -1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0189   -1.6094    0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3329   -1.4592    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5188   -0.2649    0.3806 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761    1.3771    1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7877    1.7856    2.2598 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4247    3.0291    2.4105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7205    3.4265    1.3804 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    2.3924    0.5281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9060    2.5144   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -2.4617    1.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -2.1775    0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4816   -2.4013   -0.4399 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4720   -4.3224   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -4.5518   -1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0489   -3.3880   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -1.4002   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    1.4793    1.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8377    0.0671    4.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3825    3.3097    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0543    4.5255   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991    3.9677   -1.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125    0.9904   -1.0882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811   -0.2548    0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3309   -0.6541   -2.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421   -2.4950    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -1.4366    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306    2.0306   -0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7085    3.5965   -0.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617    2.1811   -1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2695   -2.1897    2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -3.5271    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542   -3.3967   -0.7564 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  2  0
  8 10  1  0
  7 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  3 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 25 34  1  0
 34 35  1  0
 35 36  1  0
 36  3  1  0
 17 11  1  0
 36 20  1  0
 32 28  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 24 48  1  0
 26 49  1  0
 26 50  1  0
 33 51  1  0
 33 52  1  0
 33 53  1  0
 34 54  1  0
 34 55  1  0
 36 56  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Festamoxin	ChEBI
Lamoxactam	ChEBI
Latamoxefum	ChEBI
LMOX	ChEBI
Oxa-cephem	ChEBI
Moxalactam	HMDB
Disodium latamoxef	HMDB
Disodium, moxalactam	HMDB
Latamoxef, disodium	HMDB
1 Oxacephalosporin	HMDB
1-Oxacephalosporin	HMDB
Disodium moxalactam	HMDB
Moxalactam disodium	HMDB
Moxalactam, disodium	HMDB
Shiomarin	HMDB
Latamoxef	ChEBI

Chemical Formula

C₂₀H₂₀N₆O₉S

Average Molecular Weight

520.473

Monoisotopic Molecular Weight

520.101246958

IUPAC Name

(6R,7R)-7-[2-carboxy-2-(4-hydroxyphenyl)acetamido]-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

latamoxef

CAS Registry Number

64952-97-2

SMILES

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

InChI Identifier

InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1

InChI Key

JWCSIUVGFCSJCK-CAVRMKNVSA-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
Phenylacetamide
Oxacephem
Aryl thioether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkylarylthioether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
1,3-dicarbonyl compound
Azole
Beta-lactam
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrazole
Azetidine
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Sulfenyl compound
Thioether
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:599928 )
oxacephem (CHEBI:599928 )

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: HMDB0015574)
Membrane (HMDB: HMDB0015574)

Source

Exogenous

Exogenous (HMDB: HMDB0015574)

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	0.75 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.75 g/L	ALOGPS
logP	0.22	ALOGPS
logP	0.17	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	206.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	133.7 m³·mol⁻¹	ChemAxon
Polarizability	47.24 Å³	ChemAxon
Number of Rings	4	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]+	214.796	31661259
DarkChem	[M-H]-	208.421	31661259
DeepCCS	[M-2H]-	237.243	30932474
DeepCCS	[M+Na]+	212.872	30932474
AllCCS	[M+H]+	212.2	32859911
AllCCS	[M+H-H2O]+	210.5	32859911
AllCCS	[M+NH4]+	213.7	32859911
AllCCS	[M+Na]+	214.2	32859911
AllCCS	[M-H]-	206.1	32859911
AllCCS	[M+Na-2H]-	206.9	32859911
AllCCS	[M+HCOO]-	208.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Latamoxef	[H][C@]12OCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C(C(O)=O)C1=CC=C(O)C=C1)OC)C(O)=O	5369.6	Standard polar	33892256
Latamoxef	[H][C@]12OCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C(C(O)=O)C1=CC=C(O)C=C1)OC)C(O)=O	3386.7	Standard non polar	33892256
Latamoxef	[H][C@]12OCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C(C(O)=O)C1=CC=C(O)C=C1)OC)C(O)=O	4171.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Latamoxef,1TMS,isomer #1	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O)C=C2)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4198.6	Semi standard non polar	33892256
Latamoxef,1TMS,isomer #2	CO[C@@]1(NC(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4287.1	Semi standard non polar	33892256
Latamoxef,1TMS,isomer #3	CO[C@@]1(NC(=O)C(C(=O)O)C2=CC=C(O)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4190.3	Semi standard non polar	33892256
Latamoxef,1TMS,isomer #4	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4171.2	Semi standard non polar	33892256
Latamoxef,2TMS,isomer #1	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4154.9	Semi standard non polar	33892256
Latamoxef,2TMS,isomer #2	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4047.0	Semi standard non polar	33892256
Latamoxef,2TMS,isomer #3	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4008.8	Semi standard non polar	33892256
Latamoxef,2TMS,isomer #4	CO[C@@]1(NC(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4152.4	Semi standard non polar	33892256
Latamoxef,2TMS,isomer #5	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4128.7	Semi standard non polar	33892256
Latamoxef,2TMS,isomer #6	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	3999.5	Semi standard non polar	33892256
Latamoxef,3TMS,isomer #1	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4074.0	Semi standard non polar	33892256
Latamoxef,3TMS,isomer #2	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4039.6	Semi standard non polar	33892256
Latamoxef,3TMS,isomer #3	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	3955.6	Semi standard non polar	33892256
Latamoxef,3TMS,isomer #4	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4030.3	Semi standard non polar	33892256
Latamoxef,4TMS,isomer #1	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4010.6	Semi standard non polar	33892256
Latamoxef,4TMS,isomer #1	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	3729.0	Standard non polar	33892256
Latamoxef,4TMS,isomer #1	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	5656.8	Standard polar	33892256
Latamoxef,1TBDMS,isomer #1	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4433.2	Semi standard non polar	33892256
Latamoxef,1TBDMS,isomer #2	CO[C@@]1(NC(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4506.7	Semi standard non polar	33892256
Latamoxef,1TBDMS,isomer #3	CO[C@@]1(NC(=O)C(C(=O)O)C2=CC=C(O)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4415.5	Semi standard non polar	33892256
Latamoxef,1TBDMS,isomer #4	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4433.2	Semi standard non polar	33892256
Latamoxef,2TBDMS,isomer #1	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4610.9	Semi standard non polar	33892256
Latamoxef,2TBDMS,isomer #2	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4512.0	Semi standard non polar	33892256
Latamoxef,2TBDMS,isomer #3	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4494.7	Semi standard non polar	33892256
Latamoxef,2TBDMS,isomer #4	CO[C@@]1(NC(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4622.8	Semi standard non polar	33892256
Latamoxef,2TBDMS,isomer #5	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4589.8	Semi standard non polar	33892256
Latamoxef,2TBDMS,isomer #6	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4501.8	Semi standard non polar	33892256
Latamoxef,3TBDMS,isomer #1	CO[C@@]1(NC(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4741.1	Semi standard non polar	33892256
Latamoxef,3TBDMS,isomer #2	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O)=C(CSC3=NN=NN3C)CO[C@@H]21	4713.1	Semi standard non polar	33892256
Latamoxef,3TBDMS,isomer #3	CO[C@@]1(N(C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4621.7	Semi standard non polar	33892256
Latamoxef,3TBDMS,isomer #4	CO[C@@]1(N(C(=O)C(C(=O)O)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC3=NN=NN3C)CO[C@@H]21	4721.2	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 - Latamoxef GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ufu-2554920000-9ccc16f5a0c811c8cb66	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Latamoxef GC-MS (2 TMS) - 70eV, Positive	splash10-0002-5002069000-fcfc4810dc087dc9855a	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 10V, Positive-QTOF	splash10-0fml-0110950000-57d22894c62264be15e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 20V, Positive-QTOF	splash10-056r-0930200000-7e6509b24b50b053a363	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 40V, Positive-QTOF	splash10-0zfr-0920100000-299f3fd6d8a2eefd712d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 10V, Negative-QTOF	splash10-01b9-1967610000-776d7de6814af49746f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 20V, Negative-QTOF	splash10-0aor-8910400000-1fe14d5c919b1042fa01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 40V, Negative-QTOF	splash10-052b-5970000000-1f1d3cbaec8e0aab9848	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 10V, Positive-QTOF	splash10-0udi-0302290000-5de96a5b13c0e07919d4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 20V, Positive-QTOF	splash10-0ufr-0836490000-991b57dd6b18e8d73d35	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 40V, Positive-QTOF	splash10-001i-1901300000-73b3b88db9aeadfe3609	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 10V, Negative-QTOF	splash10-014i-0701390000-e8d5e3d3c75f5a8a82dc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 20V, Negative-QTOF	splash10-014i-2910020000-c32579f60fb91a6747f9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Latamoxef 40V, Negative-QTOF	splash10-066r-6911000000-20efb6f673da8484a976	2021-10-11	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 DB04570	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04570	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04570

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

43215

KEGG Compound ID

C07231

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Latamoxef

METLIN ID

Not Available

PubChem Compound

47499

PDB ID

Not Available

ChEBI ID

599928

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

Brown RB, Klar J, Lemeshow S, Teres D, Pastides H, Sands M: Enhanced bleeding with cefoxitin or moxalactam. Statistical analysis within a defined population of 1493 patients. Arch Intern Med. 1986 Nov;146(11):2159-64. [PubMed:3778044 ]
Weitekamp MR, Aber RC: Prolonged bleeding times and bleeding diathesis associated with moxalactam administration. JAMA. 1983 Jan 7;249(1):69-71. [PubMed:6217353 ]

Showing metabocard for Latamoxef (HMDB0015574)

MOL for HMDB0015574 (Latamoxef)

3D MOL for HMDB0015574 (Latamoxef)

3D SDF for HMDB0015574 (Latamoxef)

3D-SDF for HMDB0015574 (Latamoxef)

PDB for HMDB0015574 (Latamoxef)

3D PDB for HMDB0015574 (Latamoxef)

SMILES for HMDB0015574 (Latamoxef)

INCHI for HMDB0015574 (Latamoxef)

Structure for HMDB0015574 (Latamoxef)

3D Structure for HMDB0015574 (Latamoxef)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra