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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins 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 02:51:57 UTC

HMDB ID

HMDB0015351

Secondary Accession Numbers

HMDB15351

Metabolite Identification

Common Name

Rifaximin

Description

Rifaximin is only found in individuals that have used or taken this drug. It is a semisynthetic, rifamycin-based non-systemic antibiotic, meaning that the drug will not pass the gastrointestinal wall into the circulation as is common for other types of orally administered antibiotics. It is used to treat diarrhea caused by E. coli.Rifaximin acts by inhibiting RNA synthesis in susceptible bacteria by binding to the beta-subunit of bacterial deoxyribonucleic acid (DNA)-dependent ribonucleic acid (RNA) polymerase enzyme. This results in the blockage of the translocation step that normally follows the formation of the first phosphodiester bond, which occurs in the transcription process.

Structure

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


  Mrv1652307191923562D          

 70 75  0  0  1  0            999 V2000
    8.3524   -0.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    3.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    2.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9674    0.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5818   -2.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -1.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -3.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -3.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1414    3.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200    3.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9551    3.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4553    0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -2.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6875    1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2653   -2.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9460   -0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5845   -0.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    2.8493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7102    2.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2602   -1.4794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3407    1.7364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1457    0.1664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1471   -2.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -1.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -2.1413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1781   -0.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014   -0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1323   -0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639   -0.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999    0.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367    0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8698    2.3722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0061    0.9841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5515   -1.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5110    0.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613   -0.6731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3041   -2.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534   -1.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3651    2.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415   -2.5146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4458   -0.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9090    1.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0488    0.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5217   -2.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3118    2.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914    1.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3737   -1.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3324    0.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9325    2.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077   -2.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1218   -2.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8600   -0.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7313   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720    4.0337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    3.9372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923    3.8618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0910   -3.3686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831   -3.7024    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9280    2.1217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731   -1.0698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    1.2976    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760    0.1381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3481   -1.5489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    1.7682    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    0.7407    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -0.4779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
 19  1  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20  2  1  6  0  0  0
 20 12  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  2  0  0  0  0
 22  4  1  6  0  0  0
 23  5  1  1  0  0  0
 24  6  1  1  0  0  0
 25  7  1  0  0  0  0
 26  8  1  0  0  0  0
 27 15  1  0  0  0  0
 27 22  1  0  0  0  0
 28 18  1  0  0  0  0
 30 29  2  0  0  0  0
 31 29  1  0  0  0  0
 32 29  1  0  0  0  0
 34 32  2  0  0  0  0
 34 33  1  0  0  0  0
 35 20  1  0  0  0  0
 35 23  1  0  0  0  0
 36 23  1  0  0  0  0
 36 24  1  0  0  0  0
 37 25  2  0  0  0  0
 37 30  1  0  0  0  0
 38 30  1  0  0  0  0
 38 33  2  0  0  0  0
 39 22  1  0  0  0  0
 39 24  1  0  0  0  0
 40 25  1  0  0  0  0
 40 31  2  0  0  0  0
 41 31  1  0  0  0  0
 42 21  1  0  0  0  0
 43  9  1  1  0  0  0
 43 41  1  0  0  0  0
 44 28  2  0  0  0  0
 44 32  1  0  0  0  0
 45 33  1  4  0  0  0
 45 42  2  0  0  0  0
 46 16  1  0  0  0  0
 46 28  1  0  0  0  0
 46 34  1  0  0  0  0
 47 26  2  0  0  0  0
 35 48  1  6  0  0  0
 36 49  1  1  0  0  0
 50 37  1  0  0  0  0
 51 38  1  0  0  0  0
 52 41  2  0  0  0  0
 53 42  1  0  0  0  0
 54 10  1  0  0  0  0
 27 54  1  1  0  0  0
 55 17  1  0  0  0  0
 55 43  1  0  0  0  0
 56 26  1  0  0  0  0
 39 56  1  6  0  0  0
 57 40  1  0  0  0  0
 57 43  1  0  0  0  0
 58 11  1  0  0  0  0
 59 12  1  0  0  0  0
 60 13  1  0  0  0  0
 61 15  1  0  0  0  0
 62 17  1  0  0  0  0
 20 63  1  6  0  0  0
 22 64  1  6  0  0  0
 23 65  1  1  0  0  0
 24 66  1  1  0  0  0
 27 67  1  1  0  0  0
 35 68  1  6  0  0  0
 36 69  1  1  0  0  0
 39 70  1  6  0  0  0
M  END

HMDB0015351
     RDKit          3D
Rifaximin
108113  0  0  0  0  0  0  0  0999 V2000
   -1.7314   -2.3710    2.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629   -2.6723    1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7000   -2.8161    0.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7300   -4.2471   -0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8913   -5.1693    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857   -4.8447    0.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866   -4.9536    0.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2114   -6.2974    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982   -4.8615   -1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -3.5077   -1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -2.8821   -2.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -3.5618   -3.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -1.5230   -2.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2836   -0.9216   -4.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751   -0.8830   -1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.4779   -2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0784    1.0482   -3.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075    1.3183   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934    0.6894    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2681   -0.6727    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959   -0.9323    1.5205 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    0.0612    2.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080    0.1704    3.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.3729    3.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    1.5598    5.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375    2.4391    2.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281    2.2486    1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1348    1.0854    1.2970 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609   -1.5065   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034   -2.8610   -0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -3.8956    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321   -4.1824    1.3635 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    2.6413   -1.5657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157    3.7925   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    4.9486   -1.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141    4.1103    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3337    5.3989    0.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1842    3.3081    0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949    2.4043   -0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    2.7988   -1.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2091    3.9285   -1.2616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1596    4.8571   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6184    3.3050   -1.3428 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5648    4.2950   -1.5208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031    2.3845   -0.1975 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2922    2.5035    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    0.9384   -0.4572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1304    0.3792    0.7365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7415    0.1082   -0.9161 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9508    0.1277   -2.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774   -1.3167   -0.3940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9468   -1.2728    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899   -1.8304    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3307   -1.6927    2.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760   -2.4267    0.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -1.9097   -0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3567   -2.6715   -1.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -2.2813    3.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -1.4251    2.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -3.2272    2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.6381    0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4847   -4.4760   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -6.1551    0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -7.0459   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8782   -6.5583    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -6.2900    0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -2.8309   -4.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484   -3.9313   -4.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1596   -4.4465   -3.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1878   -0.2161   -4.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    2.0026   -3.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0106   -0.7001    3.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3597    1.8783    5.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8372    2.3136    5.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5404    0.5899    5.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5985    3.4022    3.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5363    3.1060    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0930    5.2573   -2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392    5.5740    0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013    5.3519    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    6.2640    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233    3.3248    1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470    1.3144    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    2.2270   -2.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481    4.5463   -2.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    5.6192   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    5.3881    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9933    4.3140    0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046    2.6860   -2.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9204    4.5514   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161    2.7166    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.6836    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    2.4540   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922    3.4425    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    0.8030   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326    0.8677    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179    0.4498   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219    0.3528   -2.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -0.8334   -2.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7074    0.9082   -2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -1.8885   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7331   -0.8559    3.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4005   -1.4610    3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982   -2.6140    3.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4370   -1.1394   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -3.3363   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744   -1.9091   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3326   -3.1477   -2.1171 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
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 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 20 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 18 33  1  0
 33 34  2  0
 34 35  1  0
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 41 43  1  0
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 49 50  1  0
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 56  3  1  0
 31  7  1  0
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 28 22  1  0
  1 58  1  0
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 37 80  1  0
 37 81  1  0
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 40 84  1  0
 41 85  1  6
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 42 87  1  0
 42 88  1  0
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 47 95  1  6
 48 96  1  0
 49 97  1  1
 50 98  1  0
 50 99  1  0
 50100  1  0
 51101  1  6
 54102  1  0
 54103  1  0
 54104  1  0
 56105  1  6
 57106  1  0
 57107  1  0
 57108  1  0
M  END


  Mrv1652307191923562D          

 70 75  0  0  1  0            999 V2000
    8.3524   -0.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    3.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326    3.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -1.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    2.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9674    0.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5818   -2.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -1.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9226   -3.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4356   -3.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1414    3.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3200    3.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9551    3.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4553    0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -2.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6875    1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2653   -2.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9460   -0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5845   -0.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    2.8493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7102    2.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2602   -1.4794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3407    1.7364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1457    0.1664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1471   -2.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -1.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7779   -2.1413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1781   -0.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014   -0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1323   -0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8639   -0.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999    0.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2367    0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8698    2.3722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0061    0.9841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5515   -1.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5110    0.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0613   -0.6731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3041   -2.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0534   -1.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3651    2.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415   -2.5146    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4458   -0.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9090    1.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0488    0.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5217   -2.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3118    2.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7914    1.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3737   -1.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3324    0.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9325    2.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077   -2.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1218   -2.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8600   -0.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7313   -2.8278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720    4.0337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    3.9372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1923    3.8618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0910   -3.3686    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831   -3.7024    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9280    2.1217    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731   -1.0698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    1.2976    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6760    0.1381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3481   -1.5489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    1.7682    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    0.7407    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7374   -0.4779    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 16 14  2  0  0  0  0
 17 15  2  0  0  0  0
 19  1  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20  2  1  6  0  0  0
 20 12  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  2  0  0  0  0
 22  4  1  6  0  0  0
 23  5  1  1  0  0  0
 24  6  1  1  0  0  0
 25  7  1  0  0  0  0
 26  8  1  0  0  0  0
 27 15  1  0  0  0  0
 27 22  1  0  0  0  0
 28 18  1  0  0  0  0
 30 29  2  0  0  0  0
 31 29  1  0  0  0  0
 32 29  1  0  0  0  0
 34 32  2  0  0  0  0
 34 33  1  0  0  0  0
 35 20  1  0  0  0  0
 35 23  1  0  0  0  0
 36 23  1  0  0  0  0
 36 24  1  0  0  0  0
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 37 30  1  0  0  0  0
 38 30  1  0  0  0  0
 38 33  2  0  0  0  0
 39 22  1  0  0  0  0
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 40 25  1  0  0  0  0
 40 31  2  0  0  0  0
 41 31  1  0  0  0  0
 42 21  1  0  0  0  0
 43  9  1  1  0  0  0
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 44 28  2  0  0  0  0
 44 32  1  0  0  0  0
 45 33  1  4  0  0  0
 45 42  2  0  0  0  0
 46 16  1  0  0  0  0
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 46 34  1  0  0  0  0
 47 26  2  0  0  0  0
 35 48  1  6  0  0  0
 36 49  1  1  0  0  0
 50 37  1  0  0  0  0
 51 38  1  0  0  0  0
 52 41  2  0  0  0  0
 53 42  1  0  0  0  0
 54 10  1  0  0  0  0
 27 54  1  1  0  0  0
 55 17  1  0  0  0  0
 55 43  1  0  0  0  0
 56 26  1  0  0  0  0
 39 56  1  6  0  0  0
 57 40  1  0  0  0  0
 57 43  1  0  0  0  0
 58 11  1  0  0  0  0
 59 12  1  0  0  0  0
 60 13  1  0  0  0  0
 61 15  1  0  0  0  0
 62 17  1  0  0  0  0
 20 63  1  6  0  0  0
 22 64  1  6  0  0  0
 23 65  1  1  0  0  0
 24 66  1  1  0  0  0
 27 67  1  1  0  0  0
 35 68  1  6  0  0  0
 36 69  1  1  0  0  0
 39 70  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0015351

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C1=C([H])\[C@]([H])(OC)[C@@]([H])(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)\C([H])=C(\[H])/C(/[H])=C(C)\C(O)=NC2=C(O)C3=C(C4=C2N2C=CC(C)=CC2=N4)C2=C(O[C@](C)(O1)C2=O)C(C)=C3O

> <INCHI_IDENTIFIER>
InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11-,17-15-,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1

> <INCHI_KEY>
NZCRJKRKKOLAOJ-LGPAXTBISA-N

> <FORMULA>
C43H51N3O11

> <MOLECULAR_WEIGHT>
785.891

> <EXACT_MASS>
785.352359474

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
83.00708754205615

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,23,36-pentahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6-oxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1^{4,7}.0^{5,35}.0^{26,34}.0^{27,32}]heptatriaconta-1(35),2,4,9,19,21,23,25(36),26(34),28,30,32-dodecaen-13-yl acetate

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
4.788601276067572

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.902232833501556

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.9880517877121013

> <JCHEM_PKA_STRONGEST_BASIC>
15.280918834028503

> <JCHEM_POLAR_SURFACE_AREA>
201.86999999999998

> <JCHEM_REFRACTIVITY>
217.4477000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,23,36-pentahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6-oxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1^{4,7}.0^{5,35}.0^{26,34}.0^{27,32}]heptatriaconta-1(35),2,4,9,19,21,23,25(36),26(34),28,30,32-dodecaen-13-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015351
     RDKit          3D
Rifaximin
108113  0  0  0  0  0  0  0  0999 V2000
   -1.7314   -2.3710    2.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629   -2.6723    1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7000   -2.8161    0.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7300   -4.2471   -0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8913   -5.1693    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857   -4.8447    0.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866   -4.9536    0.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2114   -6.2974    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982   -4.8615   -1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -3.5077   -1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -2.8821   -2.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -3.5618   -3.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -1.5230   -2.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2836   -0.9216   -4.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751   -0.8830   -1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.4779   -2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0784    1.0482   -3.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075    1.3183   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934    0.6894    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0106   -0.7001    3.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3597    1.8783    5.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8372    2.3136    5.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5404    0.5899    5.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5985    3.4022    3.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5363    3.1060    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0930    5.2573   -2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9013    5.3519    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    6.2640    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233    3.3248    1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470    1.3144    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    2.2270   -2.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481    4.5463   -2.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    5.6192   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    5.3881    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3949    1.6836    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    2.4540   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922    3.4425    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7179    0.4498   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219    0.3528   -2.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -0.8334   -2.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7074    0.9082   -2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -1.8885   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7331   -0.8559    3.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4005   -1.4610    3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982   -2.6140    3.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4370   -1.1394   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -3.3363   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744   -1.9091   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3326   -3.1477   -2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0      15.591  -0.592   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.170   6.677   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.581   6.430   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.845  -3.526   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.662   4.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.806   0.364   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.286  -5.317   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.526  -3.459   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.322  -6.228   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.813  -6.577   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.864   5.996   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.331   5.853   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.383   5.739   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.917   1.473   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.723  -4.915   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.483   2.022   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.228  -5.384   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.966  -1.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.158  -0.043   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.884   5.319   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.792   5.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.486  -2.762   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.636   3.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.272   0.311   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.475  -4.014   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.035  -3.095   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.452  -3.997   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.532  -0.461   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.709  -1.514   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.447  -1.316   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.112  -2.777   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.079  -0.074   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.200   1.602   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.775   1.294   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.624   4.428   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.011   1.837   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.230  -2.666   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.154   0.093   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.114  -1.257   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.901  -4.099   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.566  -3.134   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.015   4.162   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.358  -4.694   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      10.165  -1.159   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      11.030   2.978   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      11.291   1.055   0.000  0.00  0.00           N+0
HETATM   47  O   UNK     0      -0.974  -4.203   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.582   5.556   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -1.477   2.291   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      13.764  -2.655   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      13.687   0.164   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       6.431  -2.102   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      11.074   5.273   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.388  -5.103   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       5.827  -5.220   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -1.605  -1.621   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       8.832  -5.279   0.000  0.00  0.00           O+0
HETATM   58  H   UNK     0       5.921   7.530   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.991   7.350   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       7.826   7.209   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.037  -6.288   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.075  -6.911   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.599   3.960   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.816  -1.997   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.934   2.422   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.262   0.258   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.516  -2.891   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       2.665   3.301   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       1.455   1.383   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.377  -0.892   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   25                                                            
CONECT    8   26                                                            
CONECT    9   43                                                            
CONECT   10   54                                                            
CONECT   11   12   13   58                                                  
CONECT   12   11   20   59                                                  
CONECT   13   11   21   60                                                  
CONECT   14   16   19                                                       
CONECT   15   17   27   61                                                  
CONECT   16   14   46                                                       
CONECT   17   15   55   62                                                  
CONECT   18   19   28                                                       
CONECT   19    1   14   18                                                  
CONECT   20    2   12   35   63                                             
CONECT   21    3   13   42                                                  
CONECT   22    4   27   39   64                                             
CONECT   23    5   35   36   65                                             
CONECT   24    6   36   39   66                                             
CONECT   25    7   37   40                                                  
CONECT   26    8   47   56                                                  
CONECT   27   15   22   54   67                                             
CONECT   28   18   44   46                                                  
CONECT   29   30   31   32                                                  
CONECT   30   29   37   38                                                  
CONECT   31   29   40   41                                                  
CONECT   32   29   34   44                                                  
CONECT   33   34   38   45                                                  
CONECT   34   32   33   46                                                  
CONECT   35   20   23   48   68                                             
CONECT   36   23   24   49   69                                             
CONECT   37   25   30   50                                                  
CONECT   38   30   33   51                                                  
CONECT   39   22   24   56   70                                             
CONECT   40   25   31   57                                                  
CONECT   41   31   43   52                                                  
CONECT   42   21   45   53                                                  
CONECT   43    9   41   55   57                                             
CONECT   44   28   32                                                       
CONECT   45   33   42                                                       
CONECT   46   16   28   34                                                  
CONECT   47   26                                                            
CONECT   48   35                                                            
CONECT   49   36                                                            
CONECT   50   37                                                            
CONECT   51   38                                                            
CONECT   52   41                                                            
CONECT   53   42                                                            
CONECT   54   10   27                                                       
CONECT   55   17   43                                                       
CONECT   56   26   39                                                       
CONECT   57   40   43                                                       
CONECT   58   11                                                            
CONECT   59   12                                                            
CONECT   60   13                                                            
CONECT   61   15                                                            
CONECT   62   17                                                            
CONECT   63   20                                                            
CONECT   64   22                                                            
CONECT   65   23                                                            
CONECT   66   24                                                            
CONECT   67   27                                                            
CONECT   68   35                                                            
CONECT   69   36                                                            
CONECT   70   39                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  150    0
END

COMPND    HMDB0015351
HETATM    1  C1  UNL     1      -1.731  -2.371   2.665  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.463  -2.672   1.543  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.700  -2.816   0.389  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.730  -4.247  -0.084  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.891  -5.169   0.382  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.386  -4.845   0.631  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.587  -4.954   0.000  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.211  -6.297   0.333  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.598  -4.862  -1.409  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.784  -3.508  -1.665  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.402  -2.882  -2.828  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.748  -3.562  -3.976  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.645  -1.523  -2.954  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.284  -0.922  -4.058  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.275  -0.883  -1.858  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.498   0.478  -2.011  1.00  0.00           C  
HETATM   17  O5  UNL     1       2.078   1.048  -3.242  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.107   1.318  -1.044  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.493   0.689   0.113  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.268  -0.673   0.264  1.00  0.00           C  
HETATM   21  N1  UNL     1       3.796  -0.932   1.520  1.00  0.00           N  
HETATM   22  C16 UNL     1       4.289   0.061   2.111  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.908   0.170   3.362  1.00  0.00           C  
HETATM   24  C18 UNL     1       5.391   1.373   3.803  1.00  0.00           C  
HETATM   25  C19 UNL     1       6.054   1.560   5.114  1.00  0.00           C  
HETATM   26  C20 UNL     1       5.238   2.439   2.966  1.00  0.00           C  
HETATM   27  C21 UNL     1       4.628   2.249   1.774  1.00  0.00           C  
HETATM   28  N2  UNL     1       4.135   1.085   1.297  1.00  0.00           N  
HETATM   29  C22 UNL     1       2.661  -1.506  -0.690  1.00  0.00           C  
HETATM   30  C23 UNL     1       2.403  -2.861  -0.600  1.00  0.00           C  
HETATM   31  C24 UNL     1       2.607  -3.896   0.364  1.00  0.00           C  
HETATM   32  O6  UNL     1       3.332  -4.182   1.363  1.00  0.00           O  
HETATM   33  N3  UNL     1       3.106   2.641  -1.566  1.00  0.00           N  
HETATM   34  C25 UNL     1       2.916   3.793  -1.081  1.00  0.00           C  
HETATM   35  O7  UNL     1       3.504   4.949  -1.676  1.00  0.00           O  
HETATM   36  C26 UNL     1       2.114   4.110   0.093  1.00  0.00           C  
HETATM   37  C27 UNL     1       2.334   5.399   0.834  1.00  0.00           C  
HETATM   38  C28 UNL     1       1.184   3.308   0.568  1.00  0.00           C  
HETATM   39  C29 UNL     1       0.395   2.404  -0.229  1.00  0.00           C  
HETATM   40  C30 UNL     1      -0.286   2.799  -1.265  1.00  0.00           C  
HETATM   41  C31 UNL     1      -1.209   3.928  -1.262  1.00  0.00           C  
HETATM   42  C32 UNL     1      -1.160   4.857  -0.112  1.00  0.00           C  
HETATM   43  C33 UNL     1      -2.618   3.305  -1.343  1.00  0.00           C  
HETATM   44  O8  UNL     1      -3.565   4.295  -1.521  1.00  0.00           O  
HETATM   45  C34 UNL     1      -2.903   2.384  -0.197  1.00  0.00           C  
HETATM   46  C35 UNL     1      -4.292   2.504   0.369  1.00  0.00           C  
HETATM   47  C36 UNL     1      -2.589   0.938  -0.457  1.00  0.00           C  
HETATM   48  O9  UNL     1      -2.130   0.379   0.737  1.00  0.00           O  
HETATM   49  C37 UNL     1      -3.742   0.108  -0.916  1.00  0.00           C  
HETATM   50  C38 UNL     1      -3.951   0.128  -2.394  1.00  0.00           C  
HETATM   51  C39 UNL     1      -3.577  -1.317  -0.394  1.00  0.00           C  
HETATM   52  O10 UNL     1      -3.947  -1.273   0.961  1.00  0.00           O  
HETATM   53  C40 UNL     1      -5.090  -1.830   1.487  1.00  0.00           C  
HETATM   54  C41 UNL     1      -5.331  -1.693   2.950  1.00  0.00           C  
HETATM   55  O11 UNL     1      -5.876  -2.427   0.721  1.00  0.00           O  
HETATM   56  C42 UNL     1      -2.234  -1.910  -0.666  1.00  0.00           C  
HETATM   57  C43 UNL     1      -2.357  -2.672  -1.991  1.00  0.00           C  
HETATM   58  H1  UNL     1      -2.462  -2.281   3.508  1.00  0.00           H  
HETATM   59  H2  UNL     1      -1.198  -1.425   2.581  1.00  0.00           H  
HETATM   60  H3  UNL     1      -1.080  -3.227   2.941  1.00  0.00           H  
HETATM   61  H4  UNL     1      -0.637  -2.638   0.657  1.00  0.00           H  
HETATM   62  H5  UNL     1      -2.485  -4.476  -0.826  1.00  0.00           H  
HETATM   63  H6  UNL     1      -1.383  -6.155   0.516  1.00  0.00           H  
HETATM   64  H7  UNL     1       1.728  -7.046  -0.357  1.00  0.00           H  
HETATM   65  H8  UNL     1       1.878  -6.558   1.358  1.00  0.00           H  
HETATM   66  H9  UNL     1       3.313  -6.290   0.215  1.00  0.00           H  
HETATM   67  H10 UNL     1       0.155  -2.831  -4.558  1.00  0.00           H  
HETATM   68  H11 UNL     1       1.548  -3.931  -4.683  1.00  0.00           H  
HETATM   69  H12 UNL     1       0.160  -4.447  -3.675  1.00  0.00           H  
HETATM   70  H13 UNL     1       1.188  -0.216  -4.620  1.00  0.00           H  
HETATM   71  H14 UNL     1       2.174   2.003  -3.491  1.00  0.00           H  
HETATM   72  H15 UNL     1       5.011  -0.700   3.997  1.00  0.00           H  
HETATM   73  H16 UNL     1       5.360   1.878   5.912  1.00  0.00           H  
HETATM   74  H17 UNL     1       6.837   2.314   5.002  1.00  0.00           H  
HETATM   75  H18 UNL     1       6.540   0.590   5.360  1.00  0.00           H  
HETATM   76  H19 UNL     1       5.598   3.402   3.263  1.00  0.00           H  
HETATM   77  H20 UNL     1       4.536   3.106   1.120  1.00  0.00           H  
HETATM   78  H21 UNL     1       3.093   5.257  -2.534  1.00  0.00           H  
HETATM   79  H22 UNL     1       3.439   5.574   0.936  1.00  0.00           H  
HETATM   80  H23 UNL     1       1.901   5.352   1.850  1.00  0.00           H  
HETATM   81  H24 UNL     1       1.941   6.264   0.263  1.00  0.00           H  
HETATM   82  H25 UNL     1       1.023   3.325   1.653  1.00  0.00           H  
HETATM   83  H26 UNL     1       0.347   1.314   0.036  1.00  0.00           H  
HETATM   84  H27 UNL     1      -0.158   2.227  -2.212  1.00  0.00           H  
HETATM   85  H28 UNL     1      -1.148   4.546  -2.192  1.00  0.00           H  
HETATM   86  H29 UNL     1      -0.339   5.619  -0.190  1.00  0.00           H  
HETATM   87  H30 UNL     1      -2.146   5.388   0.042  1.00  0.00           H  
HETATM   88  H31 UNL     1      -0.993   4.314   0.836  1.00  0.00           H  
HETATM   89  H32 UNL     1      -2.605   2.686  -2.275  1.00  0.00           H  
HETATM   90  H33 UNL     1      -3.920   4.551  -0.652  1.00  0.00           H  
HETATM   91  H34 UNL     1      -2.216   2.717   0.637  1.00  0.00           H  
HETATM   92  H35 UNL     1      -4.395   1.684   1.123  1.00  0.00           H  
HETATM   93  H36 UNL     1      -5.068   2.454  -0.399  1.00  0.00           H  
HETATM   94  H37 UNL     1      -4.392   3.443   0.989  1.00  0.00           H  
HETATM   95  H38 UNL     1      -1.784   0.803  -1.207  1.00  0.00           H  
HETATM   96  H39 UNL     1      -2.433   0.868   1.538  1.00  0.00           H  
HETATM   97  H40 UNL     1      -4.718   0.450  -0.458  1.00  0.00           H  
HETATM   98  H41 UNL     1      -3.022   0.353  -2.962  1.00  0.00           H  
HETATM   99  H42 UNL     1      -4.407  -0.833  -2.699  1.00  0.00           H  
HETATM  100  H43 UNL     1      -4.707   0.908  -2.649  1.00  0.00           H  
HETATM  101  H44 UNL     1      -4.405  -1.888  -0.902  1.00  0.00           H  
HETATM  102  H45 UNL     1      -4.733  -0.856   3.367  1.00  0.00           H  
HETATM  103  H46 UNL     1      -6.400  -1.461   3.129  1.00  0.00           H  
HETATM  104  H47 UNL     1      -4.998  -2.614   3.445  1.00  0.00           H  
HETATM  105  H48 UNL     1      -1.437  -1.139  -0.877  1.00  0.00           H  
HETATM  106  H49 UNL     1      -1.482  -3.336  -2.155  1.00  0.00           H  
HETATM  107  H50 UNL     1      -2.274  -1.909  -2.813  1.00  0.00           H  
HETATM  108  H51 UNL     1      -3.333  -3.148  -2.117  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3
CONECT    3    4   56   61
CONECT    4    5    5   62
CONECT    5    6   63
CONECT    6    7
CONECT    7    8    9   31
CONECT    8   64   65   66
CONECT    9   10
CONECT   10   11   11   30
CONECT   11   12   13
CONECT   12   67   68   69
CONECT   13   14   15   15
CONECT   14   70
CONECT   15   16   29
CONECT   16   17   18   18
CONECT   17   71
CONECT   18   19   33
CONECT   19   20   20   28
CONECT   20   21   29
CONECT   21   22   22
CONECT   22   23   28
CONECT   23   24   24   72
CONECT   24   25   26
CONECT   25   73   74   75
CONECT   26   27   27   76
CONECT   27   28   77
CONECT   29   30   30
CONECT   30   31
CONECT   31   32   32
CONECT   33   34   34
CONECT   34   35   36
CONECT   35   78
CONECT   36   37   38   38
CONECT   37   79   80   81
CONECT   38   39   82
CONECT   39   40   40   83
CONECT   40   41   84
CONECT   41   42   43   85
CONECT   42   86   87   88
CONECT   43   44   45   89
CONECT   44   90
CONECT   45   46   47   91
CONECT   46   92   93   94
CONECT   47   48   49   95
CONECT   48   96
CONECT   49   50   51   97
CONECT   50   98   99  100
CONECT   51   52   56  101
CONECT   52   53
CONECT   53   54   55   55
CONECT   54  102  103  104
CONECT   56   57  105
CONECT   57  106  107  108
END

HMDB0015351
     RDKit          3D
Rifaximin
108113  0  0  0  0  0  0  0  0999 V2000
   -1.7314   -2.3710    2.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629   -2.6723    1.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7000   -2.8161    0.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7300   -4.2471   -0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8913   -5.1693    0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3857   -4.8447    0.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5866   -4.9536    0.0005 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2114   -6.2974    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5982   -4.8615   -1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840   -3.5077   -1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -2.8821   -2.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -3.5618   -3.9760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -1.5230   -2.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2836   -0.9216   -4.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2751   -0.8830   -1.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983    0.4779   -2.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0784    1.0482   -3.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075    1.3183   -1.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934    0.6894    0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2681   -0.6727    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7959   -0.9323    1.5205 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    0.0612    2.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080    0.1704    3.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.3729    3.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542    1.5598    5.1140 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375    2.4391    2.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281    2.2486    1.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1348    1.0854    1.2970 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609   -1.5065   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034   -2.8610   -0.6005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -3.8956    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321   -4.1824    1.3635 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    2.6413   -1.5657 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9157    3.7925   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    4.9486   -1.6756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1141    4.1103    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3337    5.3989    0.8339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1842    3.3081    0.5683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3949    2.4043   -0.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    2.7988   -1.2648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2091    3.9285   -1.2616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1596    4.8571   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6184    3.3050   -1.3428 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5648    4.2950   -1.5208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9031    2.3845   -0.1975 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2922    2.5035    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    0.9384   -0.4572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1304    0.3792    0.7365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7415    0.1082   -0.9161 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9508    0.1277   -2.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5774   -1.3167   -0.3940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9468   -1.2728    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899   -1.8304    1.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3307   -1.6927    2.9502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8760   -2.4267    0.7214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -1.9097   -0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3567   -2.6715   -1.9911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -2.2813    3.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -1.4251    2.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0803   -3.2272    2.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -2.6381    0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4847   -4.4760   -0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -6.1551    0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -7.0459   -0.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8782   -6.5583    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3126   -6.2900    0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -2.8309   -4.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5484   -3.9313   -4.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1596   -4.4465   -3.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1878   -0.2161   -4.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736    2.0026   -3.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0106   -0.7001    3.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3597    1.8783    5.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8372    2.3136    5.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5404    0.5899    5.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5985    3.4022    3.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5363    3.1060    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0930    5.2573   -2.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392    5.5740    0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9013    5.3519    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9407    6.2640    0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0233    3.3248    1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470    1.3144    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    2.2270   -2.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481    4.5463   -2.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3392    5.6192   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    5.3881    0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9933    4.3140    0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046    2.6860   -2.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9204    4.5514   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161    2.7166    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3949    1.6836    1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684    2.4540   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922    3.4425    0.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    0.8030   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326    0.8677    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179    0.4498   -0.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0219    0.3528   -2.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4072   -0.8334   -2.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7074    0.9082   -2.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -1.8885   -0.9018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7331   -0.8559    3.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4005   -1.4610    3.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982   -2.6140    3.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4370   -1.1394   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818   -3.3363   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744   -1.9091   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3326   -3.1477   -2.1171 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
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  9 10  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Deoxy-4'-methylpyrido(1',2'-1,2)imidazo(5,4C)rifamycin	HMDB
Redactiv	HMDB
Xifaxan	HMDB
(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,23,36-Pentahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6-oxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1,.0,.0,.0,]heptatriaconta-1(35),2,4,9,19,21,23,25(36),26(34),28,30,32-dodecaen-13-yl acetic acid	HMDB
Rifaximin	MeSH

Chemical Formula

C₄₃H₅₁N₃O₁₁

Average Molecular Weight

785.891

Monoisotopic Molecular Weight

785.352359474

IUPAC Name

(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,23,36-pentahydroxy-11-methoxy-3,7,12,14,16,18,22,30-octamethyl-6-oxo-8,37-dioxa-24,27,33-triazahexacyclo[23.10.1.1^{4,7}.0^{5,35}.0^{26,34}.0^{27,32}]heptatriaconta-1(35),2,4,9,19,21,23,25(36),26(34),28,30,32-dodecaen-13-yl acetate

Traditional Name

CAS Registry Number

80621-81-4

SMILES

[H]\C1=C([H])\[C@]([H])(OC)[C@@]([H])(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)\C([H])=C(\[H])/C(/[H])=C(C)\C(O)=NC2=C(O)C3=C(C4=C2N2C=CC(C)=CC2=N4)C2=C(O[C@](C)(O1)C2=O)C(C)=C3O

InChI Identifier

InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11-,17-15-,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1

InChI Key

NZCRJKRKKOLAOJ-LGPAXTBISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Naphthofuran
Macrolactam
1-naphthol
Naphthalene
Imidazo[1,2-a]pyridine
Coumaran
Benzofuran
Benzimidazole
Aryl alkyl ketone
Aryl ketone
Ketal
Methylpyridine
Benzenoid
Pyridine
N-substituted imidazole
Heteroaromatic compound
Imidazole
Azole
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	0.0074 g/L	Not Available
LogP	2.6	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0074 g/L	ALOGPS
logP	5.14	ALOGPS
logP	4.79	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	15.28	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	201.87 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	217.45 m³·mol⁻¹	ChemAxon
Polarizability	83.01 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	265.517	30932474
DeepCCS	[M-H]-	263.794	30932474
DeepCCS	[M-2H]-	297.825	30932474
DeepCCS	[M+Na]+	271.696	30932474
AllCCS	[M+H]+	275.9	32859911
AllCCS	[M+H-H2O]+	275.4	32859911
AllCCS	[M+NH4]+	276.3	32859911
AllCCS	[M+Na]+	276.4	32859911
AllCCS	[M-H]-	270.7	32859911
AllCCS	[M+Na-2H]-	275.6	32859911
AllCCS	[M+HCOO]-	281.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rifaximin	[H]\C1=C([H])\[C@]([H])(OC)[C@@]([H])(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)\C([H])=C(\[H])/C(/[H])=C(C)\C(O)=NC2=C(O)C3=C(C4=C2N2C=CC(C)=CC2=N4)C2=C(O[C@](C)(O1)C2=O)C(C)=C3O	7380.4	Standard polar	33892256
Rifaximin	[H]\C1=C([H])\[C@]([H])(OC)[C@@]([H])(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)\C([H])=C(\[H])/C(/[H])=C(C)\C(O)=NC2=C(O)C3=C(C4=C2N2C=CC(C)=CC2=N4)C2=C(O[C@](C)(O1)C2=O)C(C)=C3O	5169.1	Standard non polar	33892256
Rifaximin	[H]\C1=C([H])\[C@]([H])(OC)[C@@]([H])(C)[C@@]([H])(OC(C)=O)[C@]([H])(C)[C@]([H])(O)[C@]([H])(C)[C@@]([H])(O)[C@@]([H])(C)\C([H])=C(\[H])/C(/[H])=C(C)\C(O)=NC2=C(O)C3=C(C4=C2N2C=CC(C)=CC2=N4)C2=C(O[C@](C)(O1)C2=O)C(C)=C3O	5481.2	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 - Rifaximin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rifaximin GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	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 - Rifaximin 10V, Positive-QTOF	splash10-014r-0000000900-19cdae42a8f052959f6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 20V, Positive-QTOF	splash10-0kxr-0000000900-220873604573c9752f4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 40V, Positive-QTOF	splash10-056r-0000000900-7b85571f844525173846	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 10V, Negative-QTOF	splash10-001i-0000000900-b188da8cf176294aecf4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 20V, Negative-QTOF	splash10-06ec-1000000900-54e6cb30802b467c99ef	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 40V, Negative-QTOF	splash10-004i-3000000900-fa581886bf5e0432cd5b	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 10V, Positive-QTOF	splash10-05pc-0000002900-fac398053dd41549431d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 20V, Positive-QTOF	splash10-052r-0000000900-65af80c852fd86d1b066	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 40V, Positive-QTOF	splash10-0kdr-0000001900-5fbd292ca57ebb4f907c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 10V, Negative-QTOF	splash10-001i-1000002900-da688f2cf2566099fa84	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 20V, Negative-QTOF	splash10-0btc-9000005700-e305b96c3e149f07a56e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rifaximin 40V, Negative-QTOF	splash10-072c-2000000900-4f6be40d32d0202f63b1	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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 DB01220	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01220	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

23975968

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rifaximin

METLIN ID

Not Available

PubChem Compound

46783403

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

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Gillis JC, Brogden RN: Rifaximin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic potential in conditions mediated by gastrointestinal bacteria. Drugs. 1995 Mar;49(3):467-84. [PubMed:7774516 ]
Pakyz AL: Rifaximin: a new treatment for travelers' diarrhea. Ann Pharmacother. 2005 Feb;39(2):284-9. Epub 2004 Dec 14. [PubMed:15598963 ]
Scarpignato C, Pelosini I: Rifaximin, a poorly absorbed antibiotic: pharmacology and clinical potential. Chemotherapy. 2005;51 Suppl 1:36-66. [PubMed:15855748 ]
Williams R, Bass N: Rifaximin, a nonabsorbed oral antibiotic, in the treatment of hepatic encephalopathy: antimicrobial activity, efficacy, and safety. Rev Gastroenterol Disord. 2005;5 Suppl 1:S10-8. [PubMed:15976747 ]
Scarpignato C, Pelosini I: Experimental and clinical pharmacology of rifaximin, a gastrointestinal selective antibiotic. Digestion. 2006;73 Suppl 1:13-27. Epub 2006 Feb 8. [PubMed:16498249 ]
DuPont HL: Systematic review: prevention of travellers' diarrhoea. Aliment Pharmacol Ther. 2008 May;27(9):741-51. doi: 10.1111/j.1365-2036.2008.03647.x. Epub 2008 Feb 14. [PubMed:18284650 ]
Lawrence KR, Klee JA: Rifaximin for the treatment of hepatic encephalopathy. Pharmacotherapy. 2008 Aug;28(8):1019-32. doi: 10.1592/phco.28.8.1019. [PubMed:18657018 ]
Pimentel M: Review of rifaximin as treatment for SIBO and IBS. Expert Opin Investig Drugs. 2009 Mar;18(3):349-58. doi: 10.1517/13543780902780175 . [PubMed:19243285 ]
Ojetti V, Lauritano EC, Barbaro F, Migneco A, Ainora ME, Fontana L, Gabrielli M, Gasbarrini A: Rifaximin pharmacology and clinical implications. Expert Opin Drug Metab Toxicol. 2009 Jun;5(6):675-82. doi: 10.1517/17425250902973695. [PubMed:19442033 ]
Koo HL, DuPont HL: Rifaximin: a unique gastrointestinal-selective antibiotic for enteric diseases. Curr Opin Gastroenterol. 2010 Jan;26(1):17-25. doi: 10.1097/MOG.0b013e328333dc8d. [PubMed:19881343 ]
Koo HL, Dupont HL, Huang DB: The role of rifaximin in the treatment and chemoprophylaxis of travelers' diarrhea. Ther Clin Risk Manag. 2009;5:841-8. Epub 2009 Nov 2. [PubMed:19898648 ]
Layer P, Andresen V: Review article: rifaximin, a minimally absorbed oral antibacterial, for the treatment of travellers' diarrhoea. Aliment Pharmacol Ther. 2010 Jun;31(11):1155-64. doi: 10.1111/j.1365-2036.2010.04296.x. Epub 2010 Mar 11. [PubMed:20331580 ]
Romero-Gomez M: Pharmacotherapy of hepatic encephalopathy in cirrhosis. Expert Opin Pharmacother. 2010 Jun;11(8):1317-27. doi: 10.1517/14656561003724721. [PubMed:20384539 ]
Jalan R: Rifaximin in hepatic encephalopathy: more than just a non-absorbable antibiotic? J Hepatol. 2010 Sep;53(3):580-2. doi: 10.1016/j.jhep.2010.05.002. Epub 2010 May 31. [PubMed:20561708 ]
Cottreau J, Baker SF, DuPont HL, Garey KW: Rifaximin: a nonsystemic rifamycin antibiotic for gastrointestinal infections. Expert Rev Anti Infect Ther. 2010 Jul;8(7):747-60. doi: 10.1586/eri.10.58. [PubMed:20586560 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Nuclear receptor subfamily 1 group I member 2

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear receptor that binds and is activated by variety of endogenous and xenobiotic compounds. Transcription factor that activates the transcription of multiple genes involved in the metabolism and secretion of potentially harmful xenobiotics, drugs and endogenous compounds. Activated by the antibiotic rifampicin and various plant metabolites, such as hyperforin, guggulipid, colupulone, and isoflavones. Response to specific ligands is species-specific. Activated by naturally occurring steroids, such as pregnenolone and progesterone. Binds to a response element in the promoters of the CYP3A4 and ABCB1/MDR1 genes
Gene Name:: NR1I2
Uniprot ID:: O75469
Molecular weight:: 49761.2

References

Cheng J, Shah YM, Ma X, Pang X, Tanaka T, Kodama T, Krausz KW, Gonzalez FJ: Therapeutic role of rifaximin in inflammatory bowel disease: clinical implication of human pregnane X receptor activation. J Pharmacol Exp Ther. 2010 Oct;335(1):32-41. doi: 10.1124/jpet.110.170225. Epub 2010 Jul 13. [PubMed:20627999 ]
Ma X, Shah YM, Guo GL, Wang T, Krausz KW, Idle JR, Gonzalez FJ: Rifaximin is a gut-specific human pregnane X receptor activator. J Pharmacol Exp Ther. 2007 Jul;322(1):391-8. Epub 2007 Apr 18. [PubMed:17442842 ]

Showing metabocard for Rifaximin (HMDB0015351)

MOL for HMDB0015351 (Rifaximin)

3D MOL for HMDB0015351 (Rifaximin)

3D SDF for HMDB0015351 (Rifaximin)

3D-SDF for HMDB0015351 (Rifaximin)

PDB for HMDB0015351 (Rifaximin)

3D PDB for HMDB0015351 (Rifaximin)

SMILES for HMDB0015351 (Rifaximin)

INCHI for HMDB0015351 (Rifaximin)

Structure for HMDB0015351 (Rifaximin)

3D Structure for HMDB0015351 (Rifaximin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References