Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015089

Secondary Accession Numbers

HMDB15089

Metabolite Identification

Common Name

Dirithromycin

Description

Dirithromycin is only found in individuals that have used or taken this drug. It is a macrolide glycopeptide antibiotic. It is used to treat many different types of bacterial infections, such as bronchitis, pneumonia, tonsillitis, and even skin infections.Dirithromycin prevents bacteria from growing, by interfering with their protein synthesis. Dirithromycin binds to the 50S subunit of the 70S bacterial ribosome, and thus inhibits the translocation of peptides. Dirithromycin has over 10 times higher affinity to the subunit 50S than erythromycin. In addition, dirithromycin binds simultaneously in to two domains of 23S RNA of the ribosomal subunit 50S, where older macrolides bind only in one. Dirithromycin can also inhibit the formation of ribosomal subunits 50S and 30S.

Structure

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

954
  Mrv0541 02231215082D          

 58 61  0  0  1  0            999 V2000
    9.2512   -1.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -2.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1273   -3.2787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0687    0.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1285   -0.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362   -1.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7133    0.7173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6819   -2.2612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055   -3.3968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    2.3455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8191    1.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0329    2.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8696   -2.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165   -2.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -2.5116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -2.2051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8225   -1.3802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0877   -2.6058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5436   -0.9795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6590   -2.5822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3801   -2.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5572   -0.1546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9514   -2.1580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9650   -1.3331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2376   -2.2286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8496    0.2696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6861   -0.9325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0318   -1.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2708   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0099   -3.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -0.1076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4443   -0.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182   -0.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9551   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9455    1.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5226   -2.1345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8015   -2.5352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4209    0.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922    0.3166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0939   -2.1110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2982    1.5657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2846    0.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2591   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -1.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -0.8854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0193    1.9664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5384    1.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269    1.5422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4834    1.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422   -0.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4481    1.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4098   -2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3591   -3.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694    2.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1361   -2.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6102   -2.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  1  0  0  0
  1 26  1  0  0  0  0
 24  2  1  6  0  0  0
 37  2  1  1  0  0  0
 21  3  1  1  0  0  0
 23  4  1  1  0  0  0
  5 27  1  0  0  0  0
  5 39  1  0  0  0  0
 28  6  1  6  0  0  0
 40  6  1  1  0  0  0
  7 37  1  0  0  0  0
  7 46  1  0  0  0  0
  8 40  1  0  0  0  0
  8 49  1  0  0  0  0
  9 35  1  0  0  0  0
  9 53  1  0  0  0  0
 38 10  1  6  0  0  0
 42 11  1  1  0  0  0
 11 56  1  0  0  0  0
 12 39  2  0  0  0  0
 47 13  1  1  0  0  0
 14 57  1  0  0  0  0
 14 58  1  0  0  0  0
 17 15  1  1  0  0  0
 15 26  1  0  0  0  0
 41 16  1  1  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 29  1  1  0  0  0
 19 22  1  0  0  0  0
 19 30  1  6  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 31  1  6  0  0  0
 23 27  1  0  0  0  0
 23 33  1  6  0  0  0
 24 25  1  0  0  0  0
 25 28  1  0  0  0  0
 25 34  1  6  0  0  0
 26 35  1  6  0  0  0
 27 36  1  6  0  0  0
 28 32  1  0  0  0  0
 32 39  1  0  0  0  0
 32 44  1  1  0  0  0
 36 48  1  0  0  0  0
 37 38  1  0  0  0  0
 38 41  1  0  0  0  0
 40 43  1  0  0  0  0
 41 45  1  0  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 42 50  1  6  0  0  0
 45 46  1  0  0  0  0
 46 51  1  1  0  0  0
 47 49  1  0  0  0  0
 49 52  1  6  0  0  0
 53 57  1  0  0  0  0
M  END

HMDB0015089
     RDKit          3D
Dirithromycin
136139  0  0  0  0  0  0  0  0999 V2000
    2.8105   -3.2954    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919   -3.8677    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -2.9181   -0.8457 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2151   -2.2238   -0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534   -2.0568   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661   -2.1257   -1.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266   -1.7692    0.8665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5596   -3.0659    1.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -1.1318    0.9800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6342   -1.6880   -0.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -2.4467    0.3426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9913   -1.7339   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1846   -2.4719    0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3300   -2.1066    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3210   -2.0454   -0.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4231   -2.1926   -1.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9615   -3.9748    0.4028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1194   -4.6667    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612   -4.2180   -0.5976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7143   -5.7441   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6678   -3.7528   -0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658    0.3315    1.1139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8473    0.7523    2.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    1.3021    0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5921    2.4724    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    2.7590   -0.9138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8694    4.0078   -1.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    5.0602   -0.9720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2181    5.1912    0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158    5.0907   -1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    3.7417   -2.5411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3641    3.5900   -3.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4013    3.6201   -2.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204    4.6570   -3.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183    2.6076   -1.6259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7447    1.4304   -2.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246    1.7285    1.8513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0068    1.1896    3.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    3.1217    2.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    1.8445    1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    1.4026    1.7586 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7838    0.3707    2.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603    0.8936    0.6940 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3771    1.7819   -0.1238 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2110    1.0114   -0.9986 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6480    1.0943   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175    0.5914    0.8301 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9945    0.7074    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9927   -0.0454    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2949    0.0621    1.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7393    1.3582    1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9636   -0.2394   -1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701   -1.0152   -0.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9690    0.0007   -0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6741    0.6901   -1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -2.1873   -1.3767 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7092   -3.2190   -1.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026   -1.8687   -2.7071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352   -2.3318    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3145   -3.9828    2.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -3.1803    1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -4.4081    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478   -4.6866    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251   -3.6777   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1927   -1.0422    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -3.3761    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515   -3.8671    0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549   -2.9864    2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.5490    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417   -2.4579    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9443   -1.5946   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0058   -0.7218    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1154   -1.3065    2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938   -1.7363    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7590   -2.9894    2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3562   -3.2354   -1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4551   -1.8576   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7316   -1.5185   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5620   -4.3345    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9648   -5.6157    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667   -3.7907   -1.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740   -6.1752   -1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -6.1246    0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725   -5.9573   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    0.5592    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258    1.8497    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    0.1948    3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377    0.5291    2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3613    0.9567   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    2.0126   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1111    5.9923   -1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993    5.3806    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898    4.3749    0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551    6.1238    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469    5.8580   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133    5.4120   -1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    3.7176   -3.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0869    3.8469   -1.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    2.5812   -2.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2616    4.2738   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1119    5.5071   -3.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3562    4.3377   -4.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    5.0576   -4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603    2.5054   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    0.9805   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    1.7058    3.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429    1.5475    3.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2657    0.1312    3.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253    3.4594    2.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699    2.8965    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146    1.3157    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762    2.2993    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801   -0.3277    2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600   -0.3287    2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784    0.8091    3.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4578    0.3310    1.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    2.5160    0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095    1.6337   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2329    0.5064   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9717    2.1540   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2635    1.8003    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0662    0.4290    2.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792    0.4306   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717   -1.1043    0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7356    1.7985    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7865    1.3165    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1803    1.9855    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.3468    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -0.4330    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139    1.8114   -1.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310    0.4128   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297    0.4629   -1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606   -3.2700   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604   -4.1903   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -2.8813   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -1.8104   -3.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 15 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
  9 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 31 35  1  0
 35 36  1  0
 24 37  1  0
 37 38  1  0
 37 39  1  1
 37 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 45 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  1  0
 56 57  1  0
 56 58  1  6
 56  3  1  0
 21 11  1  0
 35 26  1  0
 54 43  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  6
  7 65  1  1
  8 66  1  0
  8 67  1  0
  8 68  1  0
  9 69  1  1
 11 70  1  1
 12 71  1  0
 12 72  1  0
 14 73  1  0
 14 74  1  0
 14 75  1  0
 16 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  1
 18 80  1  0
 19 81  1  6
 20 82  1  0
 20 83  1  0
 20 84  1  0
 22 85  1  6
 23 86  1  0
 23 87  1  0
 23 88  1  0
 24 89  1  6
 26 90  1  6
 28 91  1  6
 29 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 31 97  1  6
 33 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  0
 34102  1  0
 34103  1  0
 35104  1  1
 36105  1  0
 38106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 40110  1  0
 40111  1  0
 41112  1  1
 42113  1  0
 42114  1  0
 42115  1  0
 43116  1  1
 44117  1  0
 45118  1  6
 46119  1  0
 46120  1  0
 48121  1  0
 48122  1  0
 49123  1  0
 49124  1  0
 51125  1  0
 51126  1  0
 51127  1  0
 53128  1  1
 54129  1  1
 55130  1  0
 55131  1  0
 55132  1  0
 57133  1  0
 57134  1  0
 57135  1  0
 58136  1  0
M  END

954
  Mrv0541 02231215082D          

 58 61  0  0  1  0            999 V2000
    9.2512   -1.4037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -2.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1273   -3.2787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0687    0.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1285   -0.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362   -1.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7133    0.7173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6819   -2.2612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055   -3.3968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    2.3455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8191    1.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0329    2.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8696   -2.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165   -2.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727   -2.5116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089   -2.2051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8225   -1.3802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0877   -2.6058    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5436   -0.9795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6590   -2.5822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3801   -2.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5572   -0.1546    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9514   -2.1580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9650   -1.3331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2376   -2.2286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8496    0.2696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6861   -0.9325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0318   -1.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2708   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0099   -3.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -0.1076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4443   -0.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2182   -0.9135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9551   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9455    1.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5226   -2.1345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8015   -2.5352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4209    0.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922    0.3166    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0939   -2.1110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2982    1.5657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2846    0.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2591   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075   -1.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -0.8854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0193    1.9664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5384    1.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7269    1.5422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4834    1.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422   -0.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4481    1.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4098   -2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3591   -3.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694    2.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1361   -2.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6102   -2.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  1  0  0  0
  1 26  1  0  0  0  0
 24  2  1  6  0  0  0
 37  2  1  1  0  0  0
 21  3  1  1  0  0  0
 23  4  1  1  0  0  0
  5 27  1  0  0  0  0
  5 39  1  0  0  0  0
 28  6  1  6  0  0  0
 40  6  1  1  0  0  0
  7 37  1  0  0  0  0
  7 46  1  0  0  0  0
  8 40  1  0  0  0  0
  8 49  1  0  0  0  0
  9 35  1  0  0  0  0
  9 53  1  0  0  0  0
 38 10  1  6  0  0  0
 42 11  1  1  0  0  0
 11 56  1  0  0  0  0
 12 39  2  0  0  0  0
 47 13  1  1  0  0  0
 14 57  1  0  0  0  0
 14 58  1  0  0  0  0
 17 15  1  1  0  0  0
 15 26  1  0  0  0  0
 41 16  1  1  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 29  1  1  0  0  0
 19 22  1  0  0  0  0
 19 30  1  6  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 31  1  6  0  0  0
 23 27  1  0  0  0  0
 23 33  1  6  0  0  0
 24 25  1  0  0  0  0
 25 28  1  0  0  0  0
 25 34  1  6  0  0  0
 26 35  1  6  0  0  0
 27 36  1  6  0  0  0
 28 32  1  0  0  0  0
 32 39  1  0  0  0  0
 32 44  1  1  0  0  0
 36 48  1  0  0  0  0
 37 38  1  0  0  0  0
 38 41  1  0  0  0  0
 40 43  1  0  0  0  0
 41 45  1  0  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 42 50  1  6  0  0  0
 45 46  1  0  0  0  0
 46 51  1  1  0  0  0
 47 49  1  0  0  0  0
 49 52  1  6  0  0  0
 53 57  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015089

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@H]1OC(=O)[C@H](C)[C@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@@H]([C@@H]2C)[C@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34-,35+,36-,37+,39+,40-,41-,42-/m1/s1

> <INCHI_KEY>
WLOHNSSYAXHWNR-PBIGORBISA-N

> <FORMULA>
C42H78N2O14

> <MOLECULAR_WEIGHT>
835.0737

> <EXACT_MASS>
834.545305214

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
91.5907100555792

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,6R,7R,8R,9R,10R,12R,13S,15R,17R)-9-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-3-ethyl-2,10-dihydroxy-7-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-15-[(2-methoxyethoxy)methyl]-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.9477376196666683

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
12.965988088224563

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.485339549152581

> <JCHEM_PKA_STRONGEST_BASIC>
9.126451864275456

> <JCHEM_POLAR_SURFACE_AREA>
196.33

> <JCHEM_REFRACTIVITY>
212.95349999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dynabac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015089
     RDKit          3D
Dirithromycin
136139  0  0  0  0  0  0  0  0999 V2000
    2.8105   -3.2954    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919   -3.8677    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -2.9181   -0.8457 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2151   -2.2238   -0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534   -2.0568   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661   -2.1257   -1.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266   -1.7692    0.8665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5596   -3.0659    1.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -1.1318    0.9800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6342   -1.6880   -0.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -2.4467    0.3426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9913   -1.7339   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1846   -2.4719    0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3300   -2.1066    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3210   -2.0454   -0.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4231   -2.1926   -1.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9615   -3.9748    0.4028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1194   -4.6667    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612   -4.2180   -0.5976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7143   -5.7441   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6678   -3.7528   -0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658    0.3315    1.1139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8473    0.7523    2.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    1.3021    0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5921    2.4724    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    2.7590   -0.9138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8694    4.0078   -1.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    5.0602   -0.9720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2181    5.1912    0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158    5.0907   -1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    3.7417   -2.5411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3641    3.5900   -3.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4013    3.6201   -2.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204    4.6570   -3.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183    2.6076   -1.6259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7447    1.4304   -2.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246    1.7285    1.8513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0068    1.1896    3.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    3.1217    2.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    1.8445    1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    1.4026    1.7586 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7838    0.3707    2.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603    0.8936    0.6940 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3771    1.7819   -0.1238 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2110    1.0114   -0.9986 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6480    1.0943   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175    0.5914    0.8301 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9945    0.7074    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9927   -0.0454    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2949    0.0621    1.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7393    1.3582    1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9636   -0.2394   -1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701   -1.0152   -0.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9690    0.0007   -0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6741    0.6901   -1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -2.1873   -1.3767 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7092   -3.2190   -1.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026   -1.8687   -2.7071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352   -2.3318    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3145   -3.9828    2.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -3.1803    1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -4.4081    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478   -4.6866    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251   -3.6777   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1927   -1.0422    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -3.3761    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515   -3.8671    0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549   -2.9864    2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.5490    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417   -2.4579    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9443   -1.5946   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0058   -0.7218    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1154   -1.3065    2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938   -1.7363    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7590   -2.9894    2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3562   -3.2354   -1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4551   -1.8576   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7316   -1.5185   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5620   -4.3345    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9648   -5.6157    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667   -3.7907   -1.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740   -6.1752   -1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -6.1246    0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725   -5.9573   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    0.5592    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258    1.8497    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    0.1948    3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377    0.5291    2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3613    0.9567   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    2.0126   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1111    5.9923   -1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993    5.3806    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898    4.3749    0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551    6.1238    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469    5.8580   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133    5.4120   -1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    3.7176   -3.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0869    3.8469   -1.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    2.5812   -2.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2616    4.2738   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1119    5.5071   -3.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3562    4.3377   -4.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    5.0576   -4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603    2.5054   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    0.9805   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    1.7058    3.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429    1.5475    3.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2657    0.1312    3.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253    3.4594    2.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699    2.8965    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146    1.3157    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762    2.2993    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801   -0.3277    2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600   -0.3287    2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784    0.8091    3.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4578    0.3310    1.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    2.5160    0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095    1.6337   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2329    0.5064   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9717    2.1540   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2635    1.8003    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0662    0.4290    2.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792    0.4306   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717   -1.1043    0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7356    1.7985    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7865    1.3165    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1803    1.9855    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.3468    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -0.4330    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139    1.8114   -1.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310    0.4128   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297    0.4629   -1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606   -3.2700   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604   -4.1903   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -2.8813   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -1.8104   -3.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 15 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
  9 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 31 35  1  0
 35 36  1  0
 24 37  1  0
 37 38  1  0
 37 39  1  1
 37 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 45 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  1  0
 56 57  1  0
 56 58  1  6
 56  3  1  0
 21 11  1  0
 35 26  1  0
 54 43  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  6
  7 65  1  1
  8 66  1  0
  8 67  1  0
  8 68  1  0
  9 69  1  1
 11 70  1  1
 12 71  1  0
 12 72  1  0
 14 73  1  0
 14 74  1  0
 14 75  1  0
 16 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  1
 18 80  1  0
 19 81  1  6
 20 82  1  0
 20 83  1  0
 20 84  1  0
 22 85  1  6
 23 86  1  0
 23 87  1  0
 23 88  1  0
 24 89  1  6
 26 90  1  6
 28 91  1  6
 29 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 31 97  1  6
 33 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  0
 34102  1  0
 34103  1  0
 35104  1  1
 36105  1  0
 38106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 40110  1  0
 40111  1  0
 41112  1  1
 42113  1  0
 42114  1  0
 42115  1  0
 43116  1  1
 44117  1  0
 45118  1  6
 46119  1  0
 46120  1  0
 48121  1  0
 48122  1  0
 49123  1  0
 49124  1  0
 51125  1  0
 51126  1  0
 51127  1  0
 53128  1  1
 54129  1  1
 55130  1  0
 55131  1  0
 55132  1  0
 57133  1  0
 57134  1  0
 57135  1  0
 58136  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 954                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      17.269  -2.620   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.877  -4.945   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.571  -6.120   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.928   1.067   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.307  -0.245   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.201  -0.954   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.601  -2.445   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      10.665   1.339   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      19.940  -4.221   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.050  -6.341   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       7.520   4.378   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      12.729   2.029   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.395   5.210   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      24.023  -5.071   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      15.897  -4.908   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       2.562  -4.688   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      14.577  -4.116   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.602  -2.576   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.230  -4.864   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.948  -1.828   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.563  -4.820   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.910  -4.072   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.973  -0.289   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.243  -4.028   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.268  -2.488   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.244  -4.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.653   0.503   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.614  -1.741   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.126  -2.156   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.572  -6.469   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.218  -6.343   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.639  -0.201   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.629  -0.374   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.874  -1.705   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.583  -5.071   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.832   2.168   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.576  -3.984   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.229  -4.732   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.986   0.547   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.319   0.591   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.909  -3.941   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.023   2.923   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.998   1.383   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.684  -1.037   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.934  -2.401   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.280  -1.653   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.369   3.671   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      15.938   3.325   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.690   2.879   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.502   2.680   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       5.305  -0.113   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      12.036   3.627   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      21.298  -5.072   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       1.242  -3.896   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.537  -6.228   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       8.530   5.542   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      22.654  -4.215   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      25.406  -4.273   0.000  0.00  0.00           C+0
CONECT    1   20   26                                                       
CONECT    2   24   37                                                       
CONECT    3   21                                                            
CONECT    4   23                                                            
CONECT    5   27   39                                                       
CONECT    6   28   40                                                       
CONECT    7   37   46                                                       
CONECT    8   40   49                                                       
CONECT    9   35   53                                                       
CONECT   10   38                                                            
CONECT   11   42   56                                                       
CONECT   12   39                                                            
CONECT   13   47                                                            
CONECT   14   57   58                                                       
CONECT   15   17   26                                                       
CONECT   16   41   54   55                                                  
CONECT   17   15   18   19                                                  
CONECT   18   17   20   29                                                  
CONECT   19   17   22   30                                                  
CONECT   20    1   18   23                                                  
CONECT   21    3   22   24   31                                             
CONECT   22   19   21                                                       
CONECT   23    4   20   27   33                                             
CONECT   24    2   21   25                                                  
CONECT   25   24   28   34                                                  
CONECT   26    1   15   35                                                  
CONECT   27    5   23   36                                                  
CONECT   28    6   25   32                                                  
CONECT   29   18                                                            
CONECT   30   19                                                            
CONECT   31   21                                                            
CONECT   32   28   39   44                                                  
CONECT   33   23                                                            
CONECT   34   25                                                            
CONECT   35    9   26                                                       
CONECT   36   27   48                                                       
CONECT   37    2    7   38                                                  
CONECT   38   10   37   41                                                  
CONECT   39    5   12   32                                                  
CONECT   40    6    8   43                                                  
CONECT   41   16   38   45                                                  
CONECT   42   11   43   47   50                                             
CONECT   43   40   42                                                       
CONECT   44   32                                                            
CONECT   45   41   46                                                       
CONECT   46    7   45   51                                                  
CONECT   47   13   42   49                                                  
CONECT   48   36                                                            
CONECT   49    8   47   52                                                  
CONECT   50   42                                                            
CONECT   51   46                                                            
CONECT   52   49                                                            
CONECT   53    9   57                                                       
CONECT   54   16                                                            
CONECT   55   16                                                            
CONECT   56   11                                                            
CONECT   57   14   53                                                       
CONECT   58   14                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

COMPND    HMDB0015089
HETATM    1  C1  UNL     1       2.811  -3.295   1.625  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.692  -3.868   0.273  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.361  -2.918  -0.846  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.215  -2.224  -0.802  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.053  -2.057  -0.511  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.966  -2.126  -1.375  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.527  -1.769   0.867  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.560  -3.066   1.640  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.855  -1.132   0.980  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.634  -1.688  -0.069  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.687  -2.447   0.343  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.991  -1.734  -0.061  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.185  -2.472   0.459  1.00  0.00           C  
HETATM   14  C11 UNL     1      -6.330  -2.107   1.945  1.00  0.00           C  
HETATM   15  O4  UNL     1      -7.321  -2.045  -0.154  1.00  0.00           O  
HETATM   16  C12 UNL     1      -7.423  -2.193  -1.504  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.961  -3.975   0.403  1.00  0.00           C  
HETATM   18  O5  UNL     1      -7.119  -4.667   0.144  1.00  0.00           O  
HETATM   19  C14 UNL     1      -4.861  -4.218  -0.598  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.714  -5.744  -0.685  1.00  0.00           C  
HETATM   21  O6  UNL     1      -3.668  -3.753  -0.077  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.966   0.331   1.114  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.847   0.752   2.315  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.925   1.302   0.867  1.00  0.00           C  
HETATM   25  O7  UNL     1      -1.592   2.472   0.399  1.00  0.00           O  
HETATM   26  C19 UNL     1      -1.370   2.759  -0.914  1.00  0.00           C  
HETATM   27  O8  UNL     1      -0.869   4.008  -1.175  1.00  0.00           O  
HETATM   28  C20 UNL     1      -1.724   5.060  -0.972  1.00  0.00           C  
HETATM   29  C21 UNL     1      -2.218   5.191   0.454  1.00  0.00           C  
HETATM   30  C22 UNL     1      -2.916   5.091  -1.899  1.00  0.00           C  
HETATM   31  C23 UNL     1      -3.032   3.742  -2.541  1.00  0.00           C  
HETATM   32  N1  UNL     1      -4.364   3.590  -3.048  1.00  0.00           N  
HETATM   33  C24 UNL     1      -5.401   3.620  -2.064  1.00  0.00           C  
HETATM   34  C25 UNL     1      -4.620   4.657  -3.995  1.00  0.00           C  
HETATM   35  C26 UNL     1      -2.718   2.608  -1.626  1.00  0.00           C  
HETATM   36  O9  UNL     1      -2.745   1.430  -2.385  1.00  0.00           O  
HETATM   37  C27 UNL     1       0.125   1.729   1.851  1.00  0.00           C  
HETATM   38  C28 UNL     1      -0.007   1.190   3.213  1.00  0.00           C  
HETATM   39  O10 UNL     1      -0.170   3.122   2.129  1.00  0.00           O  
HETATM   40  C29 UNL     1       1.469   1.845   1.224  1.00  0.00           C  
HETATM   41  C30 UNL     1       2.724   1.403   1.759  1.00  0.00           C  
HETATM   42  C31 UNL     1       2.784   0.371   2.850  1.00  0.00           C  
HETATM   43  C32 UNL     1       3.660   0.894   0.694  1.00  0.00           C  
HETATM   44  N2  UNL     1       4.377   1.782  -0.124  1.00  0.00           N  
HETATM   45  C33 UNL     1       5.211   1.011  -0.999  1.00  0.00           C  
HETATM   46  C34 UNL     1       6.648   1.094  -0.430  1.00  0.00           C  
HETATM   47  O11 UNL     1       6.718   0.591   0.830  1.00  0.00           O  
HETATM   48  C35 UNL     1       7.995   0.707   1.332  1.00  0.00           C  
HETATM   49  C36 UNL     1       8.993  -0.045   0.488  1.00  0.00           C  
HETATM   50  O12 UNL     1      10.295   0.062   1.009  1.00  0.00           O  
HETATM   51  C37 UNL     1      10.739   1.358   1.075  1.00  0.00           C  
HETATM   52  O13 UNL     1       4.964  -0.239  -1.343  1.00  0.00           O  
HETATM   53  C38 UNL     1       4.070  -1.015  -0.668  1.00  0.00           C  
HETATM   54  C39 UNL     1       2.969   0.001  -0.321  1.00  0.00           C  
HETATM   55  C40 UNL     1       2.674   0.690  -1.619  1.00  0.00           C  
HETATM   56  C41 UNL     1       3.574  -2.187  -1.377  1.00  0.00           C  
HETATM   57  C42 UNL     1       4.709  -3.219  -1.439  1.00  0.00           C  
HETATM   58  O14 UNL     1       3.303  -1.869  -2.707  1.00  0.00           O  
HETATM   59  H1  UNL     1       2.235  -2.332   1.719  1.00  0.00           H  
HETATM   60  H2  UNL     1       2.314  -3.983   2.346  1.00  0.00           H  
HETATM   61  H3  UNL     1       3.848  -3.180   1.999  1.00  0.00           H  
HETATM   62  H4  UNL     1       3.668  -4.408   0.076  1.00  0.00           H  
HETATM   63  H5  UNL     1       1.948  -4.687   0.264  1.00  0.00           H  
HETATM   64  H6  UNL     1       2.225  -3.678  -1.705  1.00  0.00           H  
HETATM   65  H7  UNL     1       0.193  -1.042   1.295  1.00  0.00           H  
HETATM   66  H8  UNL     1      -1.597  -3.376   1.872  1.00  0.00           H  
HETATM   67  H9  UNL     1      -0.151  -3.867   0.999  1.00  0.00           H  
HETATM   68  H10 UNL     1       0.055  -2.986   2.571  1.00  0.00           H  
HETATM   69  H11 UNL     1      -2.365  -1.549   1.903  1.00  0.00           H  
HETATM   70  H12 UNL     1      -3.742  -2.458   1.472  1.00  0.00           H  
HETATM   71  H13 UNL     1      -4.944  -1.595  -1.142  1.00  0.00           H  
HETATM   72  H14 UNL     1      -5.006  -0.722   0.387  1.00  0.00           H  
HETATM   73  H15 UNL     1      -7.115  -1.306   2.051  1.00  0.00           H  
HETATM   74  H16 UNL     1      -5.394  -1.736   2.378  1.00  0.00           H  
HETATM   75  H17 UNL     1      -6.759  -2.989   2.461  1.00  0.00           H  
HETATM   76  H18 UNL     1      -7.356  -3.235  -1.877  1.00  0.00           H  
HETATM   77  H19 UNL     1      -8.455  -1.858  -1.829  1.00  0.00           H  
HETATM   78  H20 UNL     1      -6.732  -1.518  -2.044  1.00  0.00           H  
HETATM   79  H21 UNL     1      -5.562  -4.334   1.390  1.00  0.00           H  
HETATM   80  H22 UNL     1      -6.965  -5.616   0.347  1.00  0.00           H  
HETATM   81  H23 UNL     1      -5.067  -3.791  -1.595  1.00  0.00           H  
HETATM   82  H24 UNL     1      -5.474  -6.175  -1.346  1.00  0.00           H  
HETATM   83  H25 UNL     1      -4.808  -6.125   0.371  1.00  0.00           H  
HETATM   84  H26 UNL     1      -3.672  -5.957  -0.990  1.00  0.00           H  
HETATM   85  H27 UNL     1      -2.725   0.559   0.267  1.00  0.00           H  
HETATM   86  H28 UNL     1      -2.826   1.850   2.374  1.00  0.00           H  
HETATM   87  H29 UNL     1      -2.641   0.195   3.217  1.00  0.00           H  
HETATM   88  H30 UNL     1      -3.938   0.529   2.103  1.00  0.00           H  
HETATM   89  H31 UNL     1      -0.361   0.957  -0.056  1.00  0.00           H  
HETATM   90  H32 UNL     1      -0.682   2.013  -1.394  1.00  0.00           H  
HETATM   91  H33 UNL     1      -1.111   5.992  -1.149  1.00  0.00           H  
HETATM   92  H34 UNL     1      -1.399   5.381   1.166  1.00  0.00           H  
HETATM   93  H35 UNL     1      -2.890   4.375   0.758  1.00  0.00           H  
HETATM   94  H36 UNL     1      -2.855   6.124   0.488  1.00  0.00           H  
HETATM   95  H37 UNL     1      -2.747   5.858  -2.690  1.00  0.00           H  
HETATM   96  H38 UNL     1      -3.813   5.412  -1.348  1.00  0.00           H  
HETATM   97  H39 UNL     1      -2.338   3.718  -3.413  1.00  0.00           H  
HETATM   98  H40 UNL     1      -5.087   3.847  -1.046  1.00  0.00           H  
HETATM   99  H41 UNL     1      -5.838   2.581  -2.025  1.00  0.00           H  
HETATM  100  H42 UNL     1      -6.262   4.274  -2.390  1.00  0.00           H  
HETATM  101  H43 UNL     1      -5.112   5.507  -3.441  1.00  0.00           H  
HETATM  102  H44 UNL     1      -5.356   4.338  -4.765  1.00  0.00           H  
HETATM  103  H45 UNL     1      -3.703   5.058  -4.440  1.00  0.00           H  
HETATM  104  H46 UNL     1      -3.560   2.505  -0.892  1.00  0.00           H  
HETATM  105  H47 UNL     1      -3.631   0.981  -2.328  1.00  0.00           H  
HETATM  106  H48 UNL     1      -0.882   1.706   3.732  1.00  0.00           H  
HETATM  107  H49 UNL     1       0.843   1.548   3.829  1.00  0.00           H  
HETATM  108  H50 UNL     1      -0.266   0.131   3.327  1.00  0.00           H  
HETATM  109  H51 UNL     1       0.525   3.459   2.715  1.00  0.00           H  
HETATM  110  H52 UNL     1       1.670   2.896   0.805  1.00  0.00           H  
HETATM  111  H53 UNL     1       1.315   1.316   0.229  1.00  0.00           H  
HETATM  112  H54 UNL     1       3.276   2.299   2.196  1.00  0.00           H  
HETATM  113  H55 UNL     1       3.680  -0.328   2.709  1.00  0.00           H  
HETATM  114  H56 UNL     1       1.960  -0.329   2.904  1.00  0.00           H  
HETATM  115  H57 UNL     1       3.078   0.809   3.854  1.00  0.00           H  
HETATM  116  H58 UNL     1       4.458   0.331   1.271  1.00  0.00           H  
HETATM  117  H59 UNL     1       4.920   2.516   0.340  1.00  0.00           H  
HETATM  118  H60 UNL     1       5.309   1.634  -1.944  1.00  0.00           H  
HETATM  119  H61 UNL     1       7.233   0.506  -1.200  1.00  0.00           H  
HETATM  120  H62 UNL     1       6.972   2.154  -0.466  1.00  0.00           H  
HETATM  121  H63 UNL     1       8.264   1.800   1.194  1.00  0.00           H  
HETATM  122  H64 UNL     1       8.066   0.429   2.404  1.00  0.00           H  
HETATM  123  H65 UNL     1       9.079   0.431  -0.527  1.00  0.00           H  
HETATM  124  H66 UNL     1       8.772  -1.104   0.364  1.00  0.00           H  
HETATM  125  H67 UNL     1      10.736   1.798   0.056  1.00  0.00           H  
HETATM  126  H68 UNL     1      11.787   1.316   1.472  1.00  0.00           H  
HETATM  127  H69 UNL     1      10.180   1.986   1.780  1.00  0.00           H  
HETATM  128  H70 UNL     1       4.607  -1.347   0.268  1.00  0.00           H  
HETATM  129  H71 UNL     1       2.168  -0.433   0.226  1.00  0.00           H  
HETATM  130  H72 UNL     1       2.814   1.811  -1.554  1.00  0.00           H  
HETATM  131  H73 UNL     1       3.331   0.413  -2.465  1.00  0.00           H  
HETATM  132  H74 UNL     1       1.630   0.463  -1.987  1.00  0.00           H  
HETATM  133  H75 UNL     1       5.261  -3.270  -0.477  1.00  0.00           H  
HETATM  134  H76 UNL     1       4.360  -4.190  -1.822  1.00  0.00           H  
HETATM  135  H77 UNL     1       5.488  -2.881  -2.186  1.00  0.00           H  
HETATM  136  H78 UNL     1       4.182  -1.810  -3.168  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3   62   63
CONECT    3    4   56   64
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    9   65
CONECT    8   66   67   68
CONECT    9   10   22   69
CONECT   10   11
CONECT   11   12   21   70
CONECT   12   13   71   72
CONECT   13   14   15   17
CONECT   14   73   74   75
CONECT   15   16
CONECT   16   76   77   78
CONECT   17   18   19   79
CONECT   18   80
CONECT   19   20   21   81
CONECT   20   82   83   84
CONECT   22   23   24   85
CONECT   23   86   87   88
CONECT   24   25   37   89
CONECT   25   26
CONECT   26   27   35   90
CONECT   27   28
CONECT   28   29   30   91
CONECT   29   92   93   94
CONECT   30   31   95   96
CONECT   31   32   35   97
CONECT   32   33   34
CONECT   33   98   99  100
CONECT   34  101  102  103
CONECT   35   36  104
CONECT   36  105
CONECT   37   38   39   40
CONECT   38  106  107  108
CONECT   39  109
CONECT   40   41  110  111
CONECT   41   42   43  112
CONECT   42  113  114  115
CONECT   43   44   54  116
CONECT   44   45  117
CONECT   45   46   52  118
CONECT   46   47  119  120
CONECT   47   48
CONECT   48   49  121  122
CONECT   49   50  123  124
CONECT   50   51
CONECT   51  125  126  127
CONECT   52   53
CONECT   53   54   56  128
CONECT   54   55  129
CONECT   55  130  131  132
CONECT   56   57   58
CONECT   57  133  134  135
CONECT   58  136
END

HMDB0015089
     RDKit          3D
Dirithromycin
136139  0  0  0  0  0  0  0  0999 V2000
    2.8105   -3.2954    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919   -3.8677    0.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -2.9181   -0.8457 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2151   -2.2238   -0.8020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534   -2.0568   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9661   -2.1257   -1.3751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266   -1.7692    0.8665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5596   -3.0659    1.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -1.1318    0.9800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6342   -1.6880   -0.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869   -2.4467    0.3426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9913   -1.7339   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1846   -2.4719    0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3300   -2.1066    1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3210   -2.0454   -0.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4231   -2.1926   -1.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9615   -3.9748    0.4028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1194   -4.6667    0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8612   -4.2180   -0.5976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7143   -5.7441   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6678   -3.7528   -0.0766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9658    0.3315    1.1139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8473    0.7523    2.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    1.3021    0.8670 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5921    2.4724    0.3988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    2.7590   -0.9138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8694    4.0078   -1.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7240    5.0602   -0.9720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2181    5.1912    0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158    5.0907   -1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0323    3.7417   -2.5411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3641    3.5900   -3.0483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4013    3.6201   -2.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204    4.6570   -3.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183    2.6076   -1.6259 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7447    1.4304   -2.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246    1.7285    1.8513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0068    1.1896    3.2127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1699    3.1217    2.1290 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    1.8445    1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7236    1.4026    1.7586 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7838    0.3707    2.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603    0.8936    0.6940 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3771    1.7819   -0.1238 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2110    1.0114   -0.9986 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6480    1.0943   -0.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175    0.5914    0.8301 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9945    0.7074    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9927   -0.0454    0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2949    0.0621    1.0094 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7393    1.3582    1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9636   -0.2394   -1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0701   -1.0152   -0.6683 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9690    0.0007   -0.3210 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6741    0.6901   -1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -2.1873   -1.3767 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7092   -3.2190   -1.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026   -1.8687   -2.7071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2352   -2.3318    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3145   -3.9828    2.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -3.1803    1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -4.4081    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478   -4.6866    0.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251   -3.6777   -1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1927   -1.0422    1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -3.3761    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515   -3.8671    0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549   -2.9864    2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.5490    1.9027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417   -2.4579    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9443   -1.5946   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0058   -0.7218    0.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1154   -1.3065    2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3938   -1.7363    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7590   -2.9894    2.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3562   -3.2354   -1.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4551   -1.8576   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7316   -1.5185   -2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5620   -4.3345    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9648   -5.6157    0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667   -3.7907   -1.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740   -6.1752   -1.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8077   -6.1246    0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725   -5.9573   -0.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    0.5592    0.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8258    1.8497    2.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    0.1948    3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377    0.5291    2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3613    0.9567   -0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    2.0126   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1111    5.9923   -1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3993    5.3806    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898    4.3749    0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8551    6.1238    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7469    5.8580   -2.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133    5.4120   -1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3376    3.7176   -3.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0869    3.8469   -1.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8377    2.5812   -2.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2616    4.2738   -2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1119    5.5071   -3.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3562    4.3377   -4.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7028    5.0576   -4.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5603    2.5054   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6314    0.9805   -2.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    1.7058    3.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429    1.5475    3.8293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2657    0.1312    3.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253    3.4594    2.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6699    2.8965    0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146    1.3157    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762    2.2993    2.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6801   -0.3277    2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9600   -0.3287    2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784    0.8091    3.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4578    0.3310    1.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    2.5160    0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3095    1.6337   -1.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2329    0.5064   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9717    2.1540   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2635    1.8003    1.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0662    0.4290    2.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792    0.4306   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7717   -1.1043    0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7356    1.7985    0.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7865    1.3165    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1803    1.9855    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.3468    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1680   -0.4330    0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8139    1.8114   -1.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310    0.4128   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6297    0.4629   -1.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2606   -3.2700   -0.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604   -4.1903   -1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4878   -2.8813   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1824   -1.8104   -3.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 15 16  1  0
 13 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
  9 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 31 35  1  0
 35 36  1  0
 24 37  1  0
 37 38  1  0
 37 39  1  1
 37 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 45 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  1  0
 56 57  1  0
 56 58  1  6
 56  3  1  0
 21 11  1  0
 35 26  1  0
 54 43  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  6
  7 65  1  1
  8 66  1  0
  8 67  1  0
  8 68  1  0
  9 69  1  1
 11 70  1  1
 12 71  1  0
 12 72  1  0
 14 73  1  0
 14 74  1  0
 14 75  1  0
 16 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  1
 18 80  1  0
 19 81  1  6
 20 82  1  0
 20 83  1  0
 20 84  1  0
 22 85  1  6
 23 86  1  0
 23 87  1  0
 23 88  1  0
 24 89  1  6
 26 90  1  6
 28 91  1  6
 29 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 31 97  1  6
 33 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  0
 34102  1  0
 34103  1  0
 35104  1  1
 36105  1  0
 38106  1  0
 38107  1  0
 38108  1  0
 39109  1  0
 40110  1  0
 40111  1  0
 41112  1  1
 42113  1  0
 42114  1  0
 42115  1  0
 43116  1  1
 44117  1  0
 45118  1  6
 46119  1  0
 46120  1  0
 48121  1  0
 48122  1  0
 49123  1  0
 49124  1  0
 51125  1  0
 51126  1  0
 51127  1  0
 53128  1  1
 54129  1  1
 55130  1  0
 55131  1  0
 55132  1  0
 57133  1  0
 57134  1  0
 57135  1  0
 58136  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Lilly brand OF dirithromycin	HMDB
Pharmafarm brand OF dirithromycin	HMDB
Dista brand OF dirithromycin	HMDB
Muro brand OF dirithromycin	HMDB
Dynabac	HMDB
Nortron	HMDB
(9S)-9-Deoxo-11-deoxy-9,11-(imino((1R)-2-(2-methoxyethoxy)ethylidene)oxy)erythromycin	HMDB
Dirithromycin	MeSH

Chemical Formula

C₄₂H₇₈N₂O₁₄

Average Molecular Weight

835.0737

Monoisotopic Molecular Weight

834.545305214

IUPAC Name

(1S,2R,3R,6R,7R,8R,9R,10R,12R,13S,15R,17R)-9-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-3-ethyl-2,10-dihydroxy-7-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-15-[(2-methoxyethoxy)methyl]-2,6,8,10,12,17-hexamethyl-4,16-dioxa-14-azabicyclo[11.3.1]heptadecan-5-one

Traditional Name

dynabac

CAS Registry Number

62013-04-1

SMILES

CC[C@H]1OC(=O)[C@H](C)[C@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@@H]([C@@H]2C)[C@]1(C)O

InChI Identifier

InChI=1S/C42H78N2O14/c1-15-29-42(10,49)37-24(4)32(43-30(56-37)21-52-17-16-50-13)22(2)19-40(8,48)36(58-39-33(45)28(44(11)12)18-23(3)53-39)25(5)34(26(6)38(47)55-29)57-31-20-41(9,51-14)35(46)27(7)54-31/h22-37,39,43,45-46,48-49H,15-21H2,1-14H3/t22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33-,34-,35+,36-,37+,39+,40-,41-,42-/m1/s1

InChI Key

WLOHNSSYAXHWNR-PBIGORBISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminoglycosides

Alternative Parents

Substituents

Aminoglycoside core
Macrolide
O-glycosyl compound
Glycosyl compound
Monosaccharide
1,3-oxazinane
Oxane
Oxazinane
Tertiary alcohol
Tertiary amine
Lactone
Secondary alcohol
Tertiary aliphatic amine
Hemiaminal
Carboxylic acid ester
Amino acid or derivatives
1,2-aminoalcohol
Acetal
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Secondary aliphatic amine
Ether
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Organic nitrogen compound
Alcohol
Amine
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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

Cytoplasm (HMDB: HMDB0015089)

Source

Exogenous

Exogenous (HMDB: HMDB0015089)

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	0.23 g/L	Not Available
LogP	1.6	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	2.9	ALOGPS
logP	2.95	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.49	ChemAxon
pKa (Strongest Basic)	9.13	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	196.33 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	212.95 m³·mol⁻¹	ChemAxon
Polarizability	91.59 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
DeepCCS	[M+H]+	275.549	30932474
DeepCCS	[M-H]-	273.826	30932474
DeepCCS	[M-2H]-	307.858	30932474
DeepCCS	[M+Na]+	281.812	30932474
AllCCS	[M+H]+	279.3	32859911
AllCCS	[M+H-H2O]+	279.1	32859911
AllCCS	[M+NH4]+	279.4	32859911
AllCCS	[M+Na]+	279.4	32859911
AllCCS	[M-H]-	263.2	32859911
AllCCS	[M+Na-2H]-	269.9	32859911
AllCCS	[M+HCOO]-	277.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dirithromycin	CC[C@H]1OC(=O)[C@H](C)[C@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@@H]([C@@H]2C)[C@]1(C)O	3635.9	Standard polar	33892256
Dirithromycin	CC[C@H]1OC(=O)[C@H](C)[C@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@@H]([C@@H]2C)[C@]1(C)O	4787.4	Standard non polar	33892256
Dirithromycin	CC[C@H]1OC(=O)[C@H](C)[C@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@@H]([C@@H]2C)[C@]1(C)O	4815.4	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 10V, Positive-QTOF	splash10-05r9-0100029040-965e3213af4850beae16	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 20V, Positive-QTOF	splash10-0cfr-1300096000-abb3b4cdad4f6121b172	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 40V, Positive-QTOF	splash10-07vj-5200095000-23e65f8af40e301949f5	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 10V, Negative-QTOF	splash10-0560-1500007190-02aec2d7d1df5930ef1f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 20V, Negative-QTOF	splash10-00pi-1500049220-c3221934bff4a06d25c6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 40V, Negative-QTOF	splash10-0006-7300093000-5f1cd0f55e503818e8ab	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 10V, Positive-QTOF	splash10-000i-0000000090-1d3237949fad7f30255f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 20V, Positive-QTOF	splash10-0a6r-2900006340-8158f0a3486914e0c20d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 40V, Positive-QTOF	splash10-0a4i-9800001000-6ebb56fdeddc7f58fa16	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 10V, Negative-QTOF	splash10-001i-0000001090-e790077a18648511d1ac	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 20V, Negative-QTOF	splash10-0089-1900000170-c78aee902ffa2728c1d4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dirithromycin 40V, Negative-QTOF	splash10-004l-4900001240-9b4a77d58457724da798	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

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 DB00954	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00954	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26329512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dirithromycin

METLIN ID

Not Available

PubChem Compound

70789200

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

# Counter FT, Ensminger PW, Preston DA, Wu CY, Greene JM, Felty-Duckworth AM, Paschal JW, Kirst HA: Synthesis and antimicrobial evaluation of dirithromycin (AS-E 136; LY237216), a new macrolide antibiotic derived from erythromycin. Antimicrob Agents Chemother. 1991 Jun;35(6):1116-26. 'Pubmed':http://www.ncbi.nlm.nih.gov/pubmed/1929252

Material Safety Data Sheet (MSDS)

Not Available

General References

Brogden RN, Peters DH: Dirithromycin. A review of its antimicrobial activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 1994 Oct;48(4):599-616. [PubMed:7528132 ]
Sides GD, Cerimele BJ, Black HR, Busch U, DeSante KA: Pharmacokinetics of dirithromycin. J Antimicrob Chemother. 1993 Mar;31 Suppl C:65-75. [PubMed:8478313 ]
Wintermeyer SM, Abdel-Rahman SM, Nahata MC: Dirithromycin: a new macrolide. Ann Pharmacother. 1996 Oct;30(10):1141-9. [PubMed:8893122 ]

Showing metabocard for Dirithromycin (HMDB0015089)

MOL for HMDB0015089 (Dirithromycin)

3D MOL for HMDB0015089 (Dirithromycin)

3D SDF for HMDB0015089 (Dirithromycin)

3D-SDF for HMDB0015089 (Dirithromycin)

PDB for HMDB0015089 (Dirithromycin)

3D PDB for HMDB0015089 (Dirithromycin)

SMILES for HMDB0015089 (Dirithromycin)

INCHI for HMDB0015089 (Dirithromycin)

Structure for HMDB0015089 (Dirithromycin)

3D Structure for HMDB0015089 (Dirithromycin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra