data_M4O
# 
_chem_comp.id                                    M4O 
_chem_comp.name                                  
;(2R)-3-{[(S)-{[(2R,3R,4R,5S,6S)-3-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-5-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-5-{[(2R,3R,4S,5R,6S)-6-carbamoyl-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]oxy}-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-hydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}-6-carbamoyl-4-(carbamoyloxy)-5-hydroxy-5-methyltetrahydro-2H-pyran-2-yl]oxy}(hydroxy)phosphoryl]oxy}-2-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}propanoic acid
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C49 H80 N5 O32 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        1282.148 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M4O 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3BFL 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
M4O OAG  OAG  O 0 1 N N N 38.011 39.719 6.070  7.598   2.632  -2.212 OAG  M4O 1   
M4O CAG  CAG  C 0 1 N N R 38.555 38.876 7.096  8.141   1.495  -2.886 CAG  M4O 2   
M4O CBG  CBG  C 0 1 N N N 39.647 39.620 7.952  8.965   0.684  -1.919 CBG  M4O 3   
M4O OBG  OBG  O 0 1 N N N 40.541 40.292 7.356  9.002   0.992  -0.751 OBG  M4O 4   
M4O OCG  OCG  O 0 1 N N N 39.601 39.515 9.200  9.657   -0.380 -2.355 OCG  M4O 5   
M4O CCG  CCG  C 0 1 N N N 37.390 38.368 7.965  7.001   0.632  -3.432 CCG  M4O 6   
M4O ODG  ODG  O 0 1 N N N 36.825 37.110 7.522  6.243   0.100  -2.344 ODG  M4O 7   
M4O PAG  PAG  P 0 1 N N S 35.849 36.305 8.554  4.964   -0.855 -2.551 PAG  M4O 8   
M4O OEG  OEG  O 0 1 N N N 34.516 37.169 8.881  3.793   -0.032 -3.288 OEG  M4O 9   
M4O OFG  OFG  O 0 1 N N N 35.430 35.009 7.935  5.347   -2.019 -3.382 OFG  M4O 10  
M4O OGG  OGG  O 0 1 N N N 36.670 36.214 9.911  4.440   -1.368 -1.118 OGG  M4O 11  
M4O C1F  C1F  C 0 1 N N R 37.436 35.055 10.269 3.381   -2.317 -0.971 C1F  M4O 12  
M4O O1F  O1F  O 0 1 N N N 38.839 35.008 9.696  3.924   -3.638 -0.952 O1F  M4O 13  
M4O C5F  C5F  C 0 1 N N S 39.737 36.142 10.125 4.870   -3.866 0.094  C5F  M4O 14  
M4O C6F  C6F  C 0 1 N N N 41.068 36.111 9.292  5.394   -5.276 -0.001 C6F  M4O 15  
M4O O6F  O6F  O 0 1 N N N 41.929 36.965 9.504  4.832   -6.086 -0.708 O6F  M4O 16  
M4O N6F  N6F  N 0 1 N N N 41.235 35.162 8.381  6.487   -5.637 0.701  N6F  M4O 17  
M4O C4F  C4F  C 0 1 N N S 39.937 35.979 11.723 4.188   -3.665 1.449  C4F  M4O 18  
M4O O4F  O4F  O 0 1 N N N 40.771 37.064 12.157 5.145   -3.837 2.496  O4F  M4O 19  
M4O CAF  CAF  C 0 1 N N N 40.660 34.641 12.125 3.063   -4.689 1.613  CAF  M4O 20  
M4O C3F  C3F  C 0 1 N N R 38.476 36.047 12.373 3.605   -2.250 1.514  C3F  M4O 21  
M4O O3F  O3F  O 0 1 N N N 38.408 35.899 13.830 2.892   -2.075 2.767  O3F  M4O 22  
M4O CBF  CBF  C 0 1 N N N 37.913 36.959 14.586 3.122   -0.936 3.447  CBF  M4O 23  
M4O OAF  OAF  O 0 1 N N N 37.523 38.023 14.060 3.861   -0.090 2.984  OAF  M4O 24  
M4O NAF  NAF  N 0 1 N N N 37.876 36.782 15.890 2.532   -0.735 4.643  NAF  M4O 25  
M4O C2F  C2F  C 0 1 N N R 37.446 34.994 11.811 2.639   -2.053 0.342  C2F  M4O 26  
M4O O1   O1   O 0 1 N N N 36.146 35.347 12.386 2.144   -0.712 0.351  O1   M4O 27  
M4O C1E  C1E  C 0 1 N N S 35.390 34.235 12.917 0.877   -0.564 0.993  C1E  M4O 28  
M4O C2E  C2E  C 0 1 N N R 34.079 34.798 13.541 0.493   0.917  1.030  C2E  M4O 29  
M4O C3E  C3E  C 0 1 N N R 33.223 33.623 14.128 -0.893  1.062  1.666  C3E  M4O 30  
M4O O2E  O2E  O 0 1 N N N 32.022 34.128 14.724 -1.291  2.434  1.638  O2E  M4O 31  
M4O N2E  N2E  N 0 1 N N N 34.404 35.761 14.640 1.476   1.658  1.824  N2E  M4O 32  
M4O CAE  CAE  C 0 1 N N N 33.889 36.999 14.757 2.554   2.202  1.226  CAE  M4O 33  
M4O CBE  CBE  C 0 1 N N N 34.388 37.773 15.959 3.617   2.875  2.055  CBE  M4O 34  
M4O OBE  OBE  O 0 1 N N N 33.077 37.518 13.984 2.668   2.150  0.020  OBE  M4O 35  
M4O O1E  O1E  O 0 1 N N N 35.054 33.272 11.841 -0.114  -1.294 0.267  O1E  M4O 36  
M4O C5E  C5E  C 0 1 N N R 34.257 32.098 12.359 -1.421  -1.234 0.842  C5E  M4O 37  
M4O C6E  C6E  C 0 1 N N N 33.939 31.106 11.238 -2.388  -2.070 0.000  C6E  M4O 38  
M4O O2   O2   O 0 1 N N N 34.409 31.433 9.919  -2.003  -3.445 0.058  O2   M4O 39  
M4O C4E  C4E  C 0 1 N N S 32.886 32.605 12.969 -1.897  0.220  0.872  C4E  M4O 40  
M4O O3   O3   O 0 1 N N N 32.067 31.486 13.509 -3.180  0.290  1.499  O3   M4O 41  
M4O C1D  C1D  C 0 1 N N R 33.814 30.495 8.993  -2.845  -4.317 -0.699 C1D  M4O 42  
M4O O1D  O1D  O 0 1 N N N 34.843 30.114 7.956  -4.158  -4.321 -0.133 O1D  M4O 43  
M4O C5D  C5D  C 0 1 N N R 34.353 28.989 7.051  -5.092  -5.145 -0.833 C5D  M4O 44  
M4O C6D  C6D  C 0 1 N N N 35.485 28.497 6.099  -6.462  -5.050 -0.158 C6D  M4O 45  
M4O O6D  O6D  O 0 1 N N N 36.785 28.749 6.659  -6.964  -3.718 -0.285 O6D  M4O 46  
M4O C4D  C4D  C 0 1 N N S 33.066 29.528 6.247  -4.609  -6.598 -0.806 C4D  M4O 47  
M4O O4D  O4D  O 0 1 N N N 32.526 28.531 5.366  -5.512  -7.415 -1.554 O4D  M4O 48  
M4O C3D  C3D  C 0 1 N N S 31.966 30.006 7.279  -3.212  -6.675 -1.429 C3D  M4O 49  
M4O O3D  O3D  O 0 1 N N N 30.822 30.554 6.601  -2.723  -8.015 -1.341 O3D  M4O 50  
M4O C2D  C2D  C 0 1 N N R 32.546 31.089 8.244  -2.272  -5.736 -0.667 C2D  M4O 51  
M4O O2D  O2D  O 0 1 N N N 31.504 31.478 9.189  -0.984  -5.745 -1.284 O2D  M4O 52  
M4O C1C  C1C  C 0 1 N N S 30.693 31.638 12.997 -4.268  0.430  0.583  C1C  M4O 53  
M4O C2C  C2C  C 0 1 N N R 30.004 30.232 12.991 -5.591  0.238  1.329  C2C  M4O 54  
M4O C3C  C3C  C 0 1 N N R 28.551 30.457 12.438 -6.753  0.449  0.354  C3C  M4O 55  
M4O O3C  O3C  O 0 1 N N N 27.927 29.186 12.401 -7.992  0.345  1.057  O3C  M4O 56  
M4O N2C  N2C  N 0 1 N N N 30.796 29.286 12.117 -5.651  -1.118 1.879  N2C  M4O 57  
M4O CAC  CAC  C 0 1 N N N 31.754 28.386 12.533 -5.088  -1.387 3.073  CAC  M4O 58  
M4O CBC  CBC  C 0 1 N N N 32.365 27.570 11.390 -5.150  -2.783 3.639  CBC  M4O 59  
M4O O2C  O2C  O 0 1 N N N 32.144 28.191 13.703 -4.532  -0.506 3.694  O2C  M4O 60  
M4O O1C  O1C  O 0 1 N N N 29.901 32.613 13.853 -4.235  1.734  0.001  O1C  M4O 61  
M4O C5C  C5C  C 0 1 N N R 28.490 32.852 13.428 -5.271  1.972  -0.955 C5C  M4O 62  
M4O C6C  C6C  C 0 1 N N N 27.828 33.886 14.366 -5.120  3.382  -1.530 C6C  M4O 63  
M4O C4C  C4C  C 0 1 N N S 27.743 31.451 13.417 -6.634  1.842  -0.271 C4C  M4O 64  
M4O O4   O4   O 0 1 N N N 26.324 31.769 12.984 -7.672  2.023  -1.237 O4   M4O 65  
M4O C1B  C1B  C 0 1 N N R 25.219 30.980 13.537 -8.269  3.321  -1.213 C1B  M4O 66  
M4O O1B  O1B  O 0 1 N N N 25.352 29.566 13.099 -8.978  3.497  0.016  O1B  M4O 67  
M4O C2B  C2B  C 0 1 N N R 23.726 31.372 13.075 -9.243  3.457  -2.386 C2B  M4O 68  
M4O O2B  O2B  O 0 1 N N N 23.432 32.729 13.426 -8.527  3.339  -3.617 O2B  M4O 69  
M4O C3B  C3B  C 0 1 N N S 22.677 30.381 13.772 -9.923  4.827  -2.319 C3B  M4O 70  
M4O O3B  O3B  O 0 1 N N N 21.331 30.689 13.404 -10.886 4.935  -3.370 O3B  M4O 71  
M4O C4B  C4B  C 0 1 N N R 23.010 28.892 13.378 -10.622 4.972  -0.964 C4B  M4O 72  
M4O O4B  O4B  O 0 1 N N N 22.781 28.652 11.975 -11.648 3.984  -0.847 O4B  M4O 73  
M4O C5B  C5B  C 0 1 N N S 24.494 28.643 13.811 -9.595  4.778  0.155  C5B  M4O 74  
M4O C6B  C6B  C 0 1 N N N 25.098 27.255 13.520 -10.286 4.861  1.492  C6B  M4O 75  
M4O O6B  O6B  O 0 1 N N N 26.417 27.054 13.805 -10.331 3.887  2.212  O6B  M4O 76  
M4O N1A  N1A  N 0 1 N N N 24.296 26.300 12.992 -10.853 6.018  1.886  N1A  M4O 77  
M4O C1H  C1H  C 0 1 N N N 37.881 39.731 3.619  7.767   4.921  -1.520 C1H  M4O 78  
M4O C2H  C2H  C 0 1 N N N 38.764 40.253 2.724  8.467   5.682  -0.716 C2H  M4O 79  
M4O C3H  C3H  C 0 1 N N N 43.326 41.824 4.014  12.284  4.665  1.884  C3H  M4O 80  
M4O C4H  C4H  C 0 1 N N N 42.378 41.433 3.118  11.675  4.285  0.788  C4H  M4O 81  
M4O C5H  C5H  C 0 1 N N N 44.771 41.823 3.599  13.724  4.287  2.115  C5H  M4O 82  
M4O C6H  C6H  C 0 1 N N N 40.890 41.399 3.438  10.194  4.517  0.630  C6H  M4O 83  
M4O C7H  C7H  C 0 1 N N N 42.964 42.260 5.414  11.544  5.479  2.914  C7H  M4O 84  
M4O C8H  C8H  C 0 1 N N N 40.275 40.102 2.897  9.948   5.450  -0.558 C8H  M4O 85  
M4O C9H  C9H  C 0 1 N N N 38.312 38.956 4.859  8.435   3.789  -2.257 C9H  M4O 86  
M4O CAH  CAH  C 0 1 N N N 38.234 40.991 1.533  7.792   6.790  0.051  CAH  M4O 87  
M4O HAG  HAG  H 0 1 N N N 39.073 38.021 6.636  8.772   1.828  -3.710 HAG  M4O 88  
M4O HOCG HOCG H 0 0 N N N 40.318 40.004 9.586  10.171  -0.869 -1.697 HOCG M4O 89  
M4O HCG  HCG  H 0 1 N N N 37.767 38.228 8.989  6.354   1.243  -4.062 HCG  M4O 90  
M4O HCGA HCGA H 0 0 N N N 36.589 39.119 7.897  7.415   -0.186 -4.021 HCGA M4O 91  
M4O HOEG HOEG H 0 0 N N N 34.469 37.338 9.815  3.491   0.746  -2.799 HOEG M4O 92  
M4O H1F  H1F  H 0 1 N N N 36.959 34.170 9.823  2.687   -2.220 -1.806 H1F  M4O 93  
M4O H5F  H5F  H 0 1 N N N 39.309 37.136 9.928  5.697   -3.163 -0.005 H5F  M4O 94  
M4O HN6F HN6F H 0 0 N N N 42.130 35.303 7.959  6.893   -5.012 1.322  HN6F M4O 95  
M4O HN6A HN6A H 0 0 N N N 40.584 34.437 8.157  6.868   -6.521 0.584  HN6A M4O 96  
M4O HO4F HO4F H 0 0 N N N 40.955 36.971 13.084 5.556   -4.712 2.514  HO4F M4O 97  
M4O HAF  HAF  H 0 1 N N N 40.829 34.030 11.226 3.477   -5.696 1.561  HAF  M4O 98  
M4O HAFA HAFA H 0 0 N N N 41.626 34.874 12.597 2.577   -4.545 2.578  HAFA M4O 99  
M4O HAFB HAFB H 0 0 N N N 40.031 34.083 12.834 2.332   -4.556 0.815  HAFB M4O 100 
M4O H3F  H3F  H 0 1 N N N 38.207 37.073 12.081 4.412   -1.520 1.449  H3F  M4O 101 
M4O HNAF HNAF H 0 0 N N N 38.223 35.879 16.145 2.001   -1.439 5.046  HNAF M4O 102 
M4O HNAA HNAA H 0 0 N N N 37.544 37.463 16.542 2.639   0.114  5.099  HNAA M4O 103 
M4O H2F  H2F  H 0 1 N N N 37.708 33.961 12.083 1.806   -2.750 0.436  H2F  M4O 104 
M4O H1E  H1E  H 0 1 N N N 35.988 33.708 13.675 0.938   -0.949 2.011  H1E  M4O 105 
M4O H2E  H2E  H 0 1 N N N 33.510 35.317 12.756 0.471   1.313  0.015  H2E  M4O 106 
M4O H3E  H3E  H 0 1 N N N 33.795 33.105 14.912 -0.859  0.713  2.698  H3E  M4O 107 
M4O HO2E HO2E H 0 0 N N N 32.154 34.240 15.658 -0.695  3.026  2.116  HO2E M4O 108 
M4O HN2E HN2E H 0 0 N N N 35.053 35.462 15.340 1.351   1.757  2.781  HN2E M4O 109 
M4O HBE  HBE  H 0 1 N N N 34.509 37.089 16.812 3.388   2.747  3.113  HBE  M4O 110 
M4O HBEA HBEA H 0 0 N N N 35.357 38.236 15.720 4.586   2.427  1.837  HBEA M4O 111 
M4O HBEB HBEB H 0 0 N N N 33.661 38.556 16.218 3.645   3.938  1.816  HBEB M4O 112 
M4O H5E  H5E  H 0 1 N N N 34.865 31.598 13.128 -1.390  -1.628 1.858  H5E  M4O 113 
M4O H6E  H6E  H 0 1 N N N 34.402 30.148 11.516 -3.399  -1.959 0.391  H6E  M4O 114 
M4O H6EA H6EA H 0 0 N N N 32.842 31.101 11.160 -2.358  -1.728 -1.034 H6EA M4O 115 
M4O H4E  H4E  H 0 1 N N N 32.295 33.083 12.174 -1.968  0.602  -0.146 H4E  M4O 116 
M4O H1D  H1D  H 0 1 N N N 33.481 29.625 9.578  -2.896  -3.968 -1.730 H1D  M4O 117 
M4O H5D  H5D  H 0 1 N N N 34.065 28.112 7.649  -5.172  -4.808 -1.866 H5D  M4O 118 
M4O H6D  H6D  H 0 1 N N N 35.370 27.415 5.940  -7.152  -5.745 -0.636 H6D  M4O 119 
M4O H6DA H6DA H 0 0 N N N 35.403 29.045 5.149  -6.365  -5.303 0.898  H6DA M4O 120 
M4O HO6D HO6D H 0 0 N N N 37.426 28.805 5.960  -7.831  -3.584 0.121  HO6D M4O 121 
M4O H4D  H4D  H 0 1 N N N 33.383 30.375 5.620  -4.568  -6.949 0.225  H4D  M4O 122 
M4O HO4D HO4D H 0 0 N N N 32.407 28.904 4.500  -5.267  -8.350 -1.579 HO4D M4O 123 
M4O H3D  H3D  H 0 1 N N N 31.656 29.123 7.857  -3.262  -6.371 -2.474 H3D  M4O 124 
M4O HO3D HO3D H 0 0 N N N 30.113 30.675 7.222  -1.841  -8.137 -1.718 HO3D M4O 125 
M4O H2D  H2D  H 0 1 N N N 32.865 31.981 7.685  -2.184  -6.069 0.367  H2D  M4O 126 
M4O HO2D HO2D H 0 0 N N N 31.879 31.563 10.058 -0.336  -5.171 -0.853 HO2D M4O 127 
M4O H1C  H1C  H 0 1 N N N 30.726 32.043 11.975 -4.181  -0.321 -0.202 H1C  M4O 128 
M4O H2C  H2C  H 0 1 N N N 29.962 29.782 13.994 -5.660  0.963  2.140  H2C  M4O 129 
M4O H3C  H3C  H 0 1 N N N 28.569 30.912 11.437 -6.712  -0.307 -0.430 H3C  M4O 130 
M4O HO3C HO3C H 0 0 N N N 27.787 28.927 11.498 -8.131  -0.512 1.485  HO3C M4O 131 
M4O HN2C HN2C H 0 0 N N N 30.605 29.316 11.136 -6.096  -1.823 1.383  HN2C M4O 132 
M4O HBC  HBC  H 0 1 N N N 32.511 28.218 10.513 -5.685  -3.432 2.946  HBC  M4O 133 
M4O HBCA HBCA H 0 0 N N N 33.335 27.161 11.709 -4.139  -3.161 3.784  HBCA M4O 134 
M4O HBCB HBCB H 0 0 N N N 31.687 26.745 11.126 -5.672  -2.764 4.596  HBCB M4O 135 
M4O H5C  H5C  H 0 1 N N N 28.437 33.279 12.416 -5.197  1.241  -1.760 H5C  M4O 136 
M4O H6C  H6C  H 0 1 N N N 27.671 33.435 15.357 -4.110  3.510  -1.918 H6C  M4O 137 
M4O H6CA H6CA H 0 0 N N N 28.483 34.765 14.463 -5.839  3.524  -2.337 H6CA M4O 138 
M4O H6CB H6CB H 0 0 N N N 26.859 34.194 13.946 -5.305  4.116  -0.746 H6CB M4O 139 
M4O H4C  H4C  H 0 1 N N N 27.703 30.931 14.386 -6.725  2.600  0.508  H4C  M4O 140 
M4O H1B  H1B  H 0 1 N N N 25.313 31.171 14.616 -7.492  4.080  -1.296 H1B  M4O 141 
M4O H2B  H2B  H 0 1 N N N 23.651 31.275 11.982 -9.997  2.671  -2.327 H2B  M4O 142 
M4O HO2B HO2B H 0 0 N N N 23.367 32.805 14.371 -8.066  2.495  -3.725 HO2B M4O 143 
M4O H3B  H3B  H 0 1 N N N 22.765 30.509 14.861 -9.174  5.612  -2.429 H3B  M4O 144 
M4O HO3B HO3B H 0 0 N N N 20.796 30.757 14.186 -11.356 5.780  -3.387 HO3B M4O 145 
M4O H4B  H4B  H 0 1 N N N 22.346 28.180 13.891 -11.062 5.967  -0.886 H4B  M4O 146 
M4O HO4B HO4B H 0 0 N N N 22.731 29.482 11.515 -12.133 4.018  -0.012 HO4B M4O 147 
M4O H5B  H5B  H 0 1 N N N 24.452 28.761 14.904 -8.835  5.557  0.089  H5B  M4O 148 
M4O HN1A HN1A H 0 0 N N N 24.850 25.476 12.872 -10.817 6.797  1.310  HN1A M4O 149 
M4O HN1B HN1B H 0 0 N N N 23.328 26.400 12.764 -11.298 6.071  2.747  HN1B M4O 150 
M4O H1H  H1H  H 0 1 N N N 36.825 39.873 3.442  6.712   5.104  -1.654 H1H  M4O 151 
M4O H4H  H4H  H 0 1 N N N 42.698 41.132 2.131  12.233  3.805  -0.002 H4H  M4O 152 
M4O H5H  H5H  H 0 1 N N N 44.838 41.823 2.501  13.771  3.332  2.637  H5H  M4O 153 
M4O H5HA H5HA H 0 0 N N N 45.267 42.721 3.996  14.236  4.202  1.156  H5HA M4O 154 
M4O H5HB H5HB H 0 0 N N N 45.266 40.924 3.996  14.209  5.055  2.717  H5HB M4O 155 
M4O H6H  H6H  H 0 1 N N N 40.750 41.443 4.528  9.694   3.565  0.453  H6H  M4O 156 
M4O H6HA H6HA H 0 0 N N N 40.396 42.261 2.967  9.799   4.972  1.538  H6HA M4O 157 
M4O H7H  H7H  H 0 1 N N N 42.876 41.376 6.063  10.559  5.743  2.529  H7H  M4O 158 
M4O H7HA H7HA H 0 0 N N N 43.748 42.925 5.805  11.433  4.895  3.827  H7HA M4O 159 
M4O H7HB H7HB H 0 0 N N N 42.004 42.797 5.394  12.105  6.388  3.129  H7HB M4O 160 
M4O H8H  H8H  H 0 1 N N N 40.476 39.286 3.606  10.343  4.995  -1.465 H8H  M4O 161 
M4O H8HA H8HA H 0 0 N N N 40.724 39.878 1.918  10.448  6.402  -0.381 H8HA M4O 162 
M4O H9H  H9H  H 0 1 N N N 39.395 38.770 4.810  9.392   3.563  -1.787 H9H  M4O 163 
M4O H9HA H9HA H 0 0 N N N 37.763 38.003 4.892  8.599   4.078  -3.295 H9HA M4O 164 
M4O HAH  HAH  H 0 1 N N N 38.104 42.053 1.787  7.445   6.408  1.011  HAH  M4O 165 
M4O HAHA HAHA H 0 0 N N N 38.944 40.898 0.698  8.501   7.601  0.217  HAHA M4O 166 
M4O HAHB HAHB H 0 0 N N N 37.264 40.563 1.239  6.942   7.162  -0.521 HAHB M4O 167 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
M4O C9H OAG  SING N N 1   
M4O OAG CAG  SING N N 2   
M4O CAG CBG  SING N N 3   
M4O CAG CCG  SING N N 4   
M4O CAG HAG  SING N N 5   
M4O OBG CBG  DOUB N N 6   
M4O CBG OCG  SING N N 7   
M4O OCG HOCG SING N N 8   
M4O ODG CCG  SING N N 9   
M4O CCG HCG  SING N N 10  
M4O CCG HCGA SING N N 11  
M4O ODG PAG  SING N N 12  
M4O OFG PAG  DOUB N N 13  
M4O PAG OEG  SING N N 14  
M4O PAG OGG  SING N N 15  
M4O OEG HOEG SING N N 16  
M4O OGG C1F  SING N N 17  
M4O O1F C1F  SING N N 18  
M4O C1F C2F  SING N N 19  
M4O C1F H1F  SING N N 20  
M4O O1F C5F  SING N N 21  
M4O C6F C5F  SING N N 22  
M4O C5F C4F  SING N N 23  
M4O C5F H5F  SING N N 24  
M4O N6F C6F  SING N N 25  
M4O C6F O6F  DOUB N N 26  
M4O N6F HN6F SING N N 27  
M4O N6F HN6A SING N N 28  
M4O C4F CAF  SING N N 29  
M4O C4F O4F  SING N N 30  
M4O C4F C3F  SING N N 31  
M4O O4F HO4F SING N N 32  
M4O CAF HAF  SING N N 33  
M4O CAF HAFA SING N N 34  
M4O CAF HAFB SING N N 35  
M4O C2F C3F  SING N N 36  
M4O C3F O3F  SING N N 37  
M4O C3F H3F  SING N N 38  
M4O O3F CBF  SING N N 39  
M4O OAF CBF  DOUB N N 40  
M4O CBF NAF  SING N N 41  
M4O NAF HNAF SING N N 42  
M4O NAF HNAA SING N N 43  
M4O C2F O1   SING N N 44  
M4O C2F H2F  SING N N 45  
M4O O1  C1E  SING N N 46  
M4O O1E C1E  SING N N 47  
M4O C1E C2E  SING N N 48  
M4O C1E H1E  SING N N 49  
M4O C2E C3E  SING N N 50  
M4O C2E N2E  SING N N 51  
M4O C2E H2E  SING N N 52  
M4O C4E C3E  SING N N 53  
M4O C3E O2E  SING N N 54  
M4O C3E H3E  SING N N 55  
M4O O2E HO2E SING N N 56  
M4O N2E CAE  SING N N 57  
M4O N2E HN2E SING N N 58  
M4O OBE CAE  DOUB N N 59  
M4O CAE CBE  SING N N 60  
M4O CBE HBE  SING N N 61  
M4O CBE HBEA SING N N 62  
M4O CBE HBEB SING N N 63  
M4O O1E C5E  SING N N 64  
M4O C6E C5E  SING N N 65  
M4O C5E C4E  SING N N 66  
M4O C5E H5E  SING N N 67  
M4O O2  C6E  SING N N 68  
M4O C6E H6E  SING N N 69  
M4O C6E H6EA SING N N 70  
M4O C1D O2   SING N N 71  
M4O C4E O3   SING N N 72  
M4O C4E H4E  SING N N 73  
M4O C1C O3   SING N N 74  
M4O O1D C1D  SING N N 75  
M4O C2D C1D  SING N N 76  
M4O C1D H1D  SING N N 77  
M4O C5D O1D  SING N N 78  
M4O C6D C5D  SING N N 79  
M4O C4D C5D  SING N N 80  
M4O C5D H5D  SING N N 81  
M4O C6D O6D  SING N N 82  
M4O C6D H6D  SING N N 83  
M4O C6D H6DA SING N N 84  
M4O O6D HO6D SING N N 85  
M4O O4D C4D  SING N N 86  
M4O C4D C3D  SING N N 87  
M4O C4D H4D  SING N N 88  
M4O O4D HO4D SING N N 89  
M4O O3D C3D  SING N N 90  
M4O C3D C2D  SING N N 91  
M4O C3D H3D  SING N N 92  
M4O O3D HO3D SING N N 93  
M4O C2D O2D  SING N N 94  
M4O C2D H2D  SING N N 95  
M4O O2D HO2D SING N N 96  
M4O C2C C1C  SING N N 97  
M4O C1C O1C  SING N N 98  
M4O C1C H1C  SING N N 99  
M4O N2C C2C  SING N N 100 
M4O C3C C2C  SING N N 101 
M4O C2C H2C  SING N N 102 
M4O O3C C3C  SING N N 103 
M4O C3C C4C  SING N N 104 
M4O C3C H3C  SING N N 105 
M4O O3C HO3C SING N N 106 
M4O N2C CAC  SING N N 107 
M4O N2C HN2C SING N N 108 
M4O CBC CAC  SING N N 109 
M4O CAC O2C  DOUB N N 110 
M4O CBC HBC  SING N N 111 
M4O CBC HBCA SING N N 112 
M4O CBC HBCB SING N N 113 
M4O C5C O1C  SING N N 114 
M4O C4C C5C  SING N N 115 
M4O C5C C6C  SING N N 116 
M4O C5C H5C  SING N N 117 
M4O C6C H6C  SING N N 118 
M4O C6C H6CA SING N N 119 
M4O C6C H6CB SING N N 120 
M4O O4  C4C  SING N N 121 
M4O C4C H4C  SING N N 122 
M4O O4  C1B  SING N N 123 
M4O C2B C1B  SING N N 124 
M4O O1B C1B  SING N N 125 
M4O C1B H1B  SING N N 126 
M4O O1B C5B  SING N N 127 
M4O C2B O2B  SING N N 128 
M4O C2B C3B  SING N N 129 
M4O C2B H2B  SING N N 130 
M4O O2B HO2B SING N N 131 
M4O C4B C3B  SING N N 132 
M4O O3B C3B  SING N N 133 
M4O C3B H3B  SING N N 134 
M4O O3B HO3B SING N N 135 
M4O O4B C4B  SING N N 136 
M4O C4B C5B  SING N N 137 
M4O C4B H4B  SING N N 138 
M4O O4B HO4B SING N N 139 
M4O C6B C5B  SING N N 140 
M4O C5B H5B  SING N N 141 
M4O N1A C6B  SING N N 142 
M4O C6B O6B  DOUB N N 143 
M4O N1A HN1A SING N N 144 
M4O N1A HN1B SING N N 145 
M4O C2H C1H  DOUB N N 146 
M4O C1H C9H  SING N Z 147 
M4O C1H H1H  SING N N 148 
M4O CAH C2H  SING N N 149 
M4O C2H C8H  SING N N 150 
M4O C4H C3H  DOUB N N 151 
M4O C5H C3H  SING N N 152 
M4O C3H C7H  SING N N 153 
M4O C4H C6H  SING N N 154 
M4O C4H H4H  SING N N 155 
M4O C5H H5H  SING N N 156 
M4O C5H H5HA SING N N 157 
M4O C5H H5HB SING N N 158 
M4O C8H C6H  SING N N 159 
M4O C6H H6H  SING N N 160 
M4O C6H H6HA SING N N 161 
M4O C7H H7H  SING N N 162 
M4O C7H H7HA SING N N 163 
M4O C7H H7HB SING N N 164 
M4O C8H H8H  SING N N 165 
M4O C8H H8HA SING N N 166 
M4O C9H H9H  SING N N 167 
M4O C9H H9HA SING N N 168 
M4O CAH HAH  SING N N 169 
M4O CAH HAHA SING N N 170 
M4O CAH HAHB SING N N 171 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
M4O SMILES           ACDLabs              10.04 O=C(N)C5OC(OC1C(O)C(NC(=O)C)C(OC1C)OC3C(OC(OC2C(OC(=O)N)C(O)(C)C(OC2OP(=O)(O)OCC(OC/C=C(/C)CC\C=C(/C)C)C(=O)O)C(=O)N)C(NC(=O)C)C3O)COC4OC(C(O)C(O)C4O)CO)C(O)C(O)C5O 
M4O InChI            InChI                1.02b 
;InChI=1/C49H80N5O32P/c1-16(2)9-8-10-17(3)11-12-74-23(42(68)69)15-76-87(72,73)86-47-37(38(85-48(52)70)49(7,71)39(84-47)41(51)67)83-44-25(54-20(6)57)28(60)35(22(79-44)14-75-45-32(64)29(61)26(58)21(13-55)78-45)81-43-24(53-19(5)56)27(59)34(18(4)77-43)80-46-33(65)30(62)31(63)36(82-46)40(50)66/h9,11,18,21-39,43-47,55,58-65,71H,8,10,12-15H2,1-7H3,(H2,50,66)(H2,51,67)(H2,52,70)(H,53,56)(H,54,57)(H,68,69)(H,72,73)/b17-11-/t18-,21-,22-,23-,24-,25-,26-,27-,28-,29+,30+,31-,32-,33-,34-,35-,36+,37-,38-,39-,43+,44+,45-,46-,47-,49+/m1/s1/f/h53-54,68,72H,50-52H2
;
M4O InChIKey         InChI                1.02b RAPYBPXXZJZLIC-ZPRNUFFODY 
M4O SMILES_CANONICAL CACTVS               3.341 
;C[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@H]4[C@H](O[C@H](C(N)=O)[C@@](C)(O)[C@@H]4OC(N)=O)O[P@](O)(=O)OC[C@@H](OC\C=C(C)/CCC=C(C)C)C(O)=O)[C@H](NC(C)=O)[C@@H](O)[C@@H]1O[C@@H]5O[C@@H]([C@H](O)[C@H](O)[C@H]5O)C(N)=O
;
M4O SMILES           CACTVS               3.341 
C[CH]1O[CH](O[CH]2[CH](O)[CH](NC(C)=O)[CH](O[CH]2CO[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)O[CH]4[CH](O[CH](C(N)=O)[C](C)(O)[CH]4OC(N)=O)O[P](O)(=O)OC[CH](OCC=C(C)CCC=C(C)C)C(O)=O)[CH](NC(C)=O)[CH](O)[CH]1O[CH]5O[CH]([CH](O)[CH](O)[CH]5O)C(N)=O 
M4O SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 
;C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)NC(=O)C)O[C@@H]3[C@H]([C@]([C@H](O[C@@H]3O[P@@](=O)(O)OC[C@H](C(=O)O)OC\C=C(\C)/CCC=C(C)C)C(=O)N)(C)O)OC(=O)N)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)NC(=O)C)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C(=O)N)O)O)O
;
M4O SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OC2C(OC(C(C2O)NC(=O)C)OC3C(C(C(OC3OP(=O)(O)OCC(C(=O)O)OCC=C(C)CCC=C(C)C)C(=O)N)(C)O)OC(=O)N)COC4C(C(C(C(O4)CO)O)O)O)NC(=O)C)O)OC5C(C(C(C(O5)C(=O)N)O)O)O 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
M4O "SYSTEMATIC NAME" ACDLabs              10.04 
;(2R)-3-{[(S)-{[(2R,3R,4R,5S,6S)-3-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-5-{[(2S,3R,4R,5S,6R)-3-(acetylamino)-5-{[(2R,3R,4S,5R,6S)-6-carbamoyl-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]oxy}-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-hydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}-6-carbamoyl-4-(carbamoyloxy)-5-hydroxy-5-methyltetrahydro-2H-pyran-2-yl]oxy}(hydroxy)phosphoryl]oxy}-2-{[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]oxy}propanoic acid (non-preferred name)
;
M4O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
;(2R)-3-[[(2R,3R,4R,5S,6S)-3-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2S,3R,4R,5S,6R)-3-acetamido-5-[(2R,3R,4S,5R,6S)-6-aminocarbonyl-3,4,5-trihydroxy-oxan-2-yl]oxy-4-hydroxy-6-methyl-oxan-2-yl]oxy-4-hydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-aminocarbonyl-4-aminocarbonyloxy-5-hydroxy-5-methyl-oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-2-[(2Z)-3,7-dimethylocta-2,6-dienoxy]propanoic acid
;
# 
