data_ARD
# 
_chem_comp.id                                    ARD 
_chem_comp.name                                  "C15-(R)-METHYLTHIENYL RAPAMYCIN" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C55 H81 N O12 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "RAPAMYCIN IMMUNOSUPPRESSANT DRUG" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        980.296 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ARD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3FAP 
_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 
ARD O1    O1    O 0 1 N N N -7.324  26.316 38.943 -1.779 -1.840 2.466   O1    ARD 1   
ARD C1    C1    C 0 1 N N N -6.305  25.794 39.849 -0.575 -1.328 2.803   C1    ARD 2   
ARD O2    O2    O 0 1 N N N -5.126  25.530 39.577 -0.138 -0.409 2.163   O2    ARD 3   
ARD C2    C2    C 0 1 N N S -6.887  25.189 41.100 0.153  -1.937 3.957   C2    ARD 4   
ARD C3    C3    C 0 1 N N N -6.262  23.805 41.445 -0.534 -1.570 5.277   C3    ARD 5   
ARD C4    C4    C 0 1 N N N -7.024  22.775 40.571 0.124  -2.350 6.419   C4    ARD 6   
ARD C5    C5    C 0 1 N N N -8.593  22.867 40.848 1.617  -2.019 6.488   C5    ARD 7   
ARD C6    C6    C 0 1 N N N -9.164  24.227 40.457 2.282  -2.402 5.157   C6    ARD 8   
ARD N1    N1    N 0 1 N N N -8.301  25.188 41.268 1.579  -1.620 4.103   N1    ARD 9   
ARD C7    C7    C 0 1 N N N -8.837  26.117 42.016 2.289  -0.731 3.409   C7    ARD 10  
ARD O3    O3    O 0 1 N N N -8.024  26.932 42.578 1.759  0.299  3.048   O3    ARD 11  
ARD C8    C8    C 0 1 N N N -10.239 26.214 42.452 3.729  -0.858 3.135   C8    ARD 12  
ARD O4    O4    O 0 1 N N N -10.805 25.360 43.238 4.199  -1.968 3.176   O4    ARD 13  
ARD C9    C9    C 0 1 N N R -11.147 27.180 41.768 4.650  0.275  2.782   C9    ARD 14  
ARD C10   C10   C 0 1 N N R -10.676 28.589 41.951 6.073  -0.099 3.201   C10   ARD 15  
ARD C11   C11   C 0 1 N N N -11.721 29.598 41.216 7.054  1.015  2.827   C11   ARD 16  
ARD C12   C12   C 0 1 N N N -11.783 29.168 39.731 6.910  1.285  1.317   C12   ARD 17  
ARD C13   C13   C 0 1 N N S -12.195 27.681 39.600 5.441  1.640  1.077   C13   ARD 18  
ARD O5    O5    O 0 1 N N N -11.148 26.860 40.272 4.602  0.543  1.385   O5    ARD 19  
ARD O6    O6    O 0 1 N N N -12.472 26.936 42.273 4.249  1.438  3.517   O6    ARD 20  
ARD C42   C42   C 0 1 N N N -10.751 28.837 43.527 6.124  -0.302 4.720   C42   ARD 21  
ARD C14   C14   C 0 1 N N N -12.003 27.281 38.016 5.200  2.284  -0.262  C14   ARD 22  
ARD C15   C15   C 0 1 N N R -12.427 25.769 37.931 5.706  1.545  -1.496  C15   ARD 23  
ARD C49   C49   C 0 1 Y N N -13.768 25.549 38.327 5.547  0.058  -1.336  C49   ARD 24  
ARD C16   C16   C 0 1 N N N -12.254 25.258 36.424 4.887  2.022  -2.678  C16   ARD 25  
ARD C43   C43   C 0 1 N N N -12.193 23.798 36.446 4.673  3.518  -2.811  C43   ARD 26  
ARD C17   C17   C 0 1 N N N -11.957 26.071 35.452 4.330  1.223  -3.569  C17   ARD 27  
ARD C18   C18   C 0 1 N N N -11.590 25.484 34.064 3.484  1.793  -4.624  C18   ARD 28  
ARD C19   C19   C 0 1 N N N -11.384 26.306 33.068 2.757  0.968  -5.404  C19   ARD 29  
ARD C20   C20   C 0 1 N N N -11.037 25.512 31.863 1.861  1.558  -6.398  C20   ARD 30  
ARD C21   C21   C 0 1 N N N -10.686 26.238 30.769 1.077  0.765  -7.123  C21   ARD 31  
ARD C22   C22   C 0 1 N N S -10.224 25.554 29.453 0.132  1.351  -8.139  C22   ARD 32  
ARD C44   C44   C 0 1 N N N -10.898 26.099 28.136 0.756  1.252  -9.534  C44   ARD 33  
ARD C23   C23   C 0 1 N N N -8.739  25.784 29.282 -1.176 0.555  -8.108  C23   ARD 34  
ARD C24   C24   C 0 1 N N R -7.727  25.277 30.344 -1.973 0.921  -6.855  C24   ARD 35  
ARD C45   C45   C 0 1 N N N -7.641  23.759 30.194 -2.781 2.195  -7.124  C45   ARD 36  
ARD C25   C25   C 0 1 N N N -6.392  25.952 30.190 -2.920 -0.200 -6.509  C25   ARD 37  
ARD O8    O8    O 0 1 N N N -5.391  25.387 29.692 -2.991 -1.175 -7.216  O8    ARD 38  
ARD C26   C26   C 0 1 N N R -6.174  27.325 30.981 -3.775 -0.101 -5.269  C26   ARD 39  
ARD O9    O9    O 0 1 N N N -4.899  27.933 30.484 -2.935 0.097  -4.130  O9    ARD 40  
ARD C50   C50   C 0 1 N N N -4.881  28.496 29.220 -2.765 1.508  -3.983  C50   ARD 41  
ARD C27   C27   C 0 1 N N R -5.837  27.109 32.452 -4.591 -1.381 -5.087  C27   ARD 42  
ARD O10   O10   O 0 1 N N N -4.741  26.173 32.551 -5.730 -1.351 -5.948  O10   ARD 43  
ARD C28   C28   C 0 1 N N N -7.089  26.663 33.269 -5.054 -1.478 -3.652  C28   ARD 44  
ARD C46   C46   C 0 1 N N N -8.164  27.717 33.271 -6.109 -0.530 -3.149  C46   ARD 45  
ARD C29   C29   C 0 1 N N N -7.094  25.427 33.844 -4.517 -2.383 -2.880  C29   ARD 46  
ARD C30   C30   C 0 1 N N R -8.393  24.993 34.620 -4.893 -2.550 -1.430  C30   ARD 47  
ARD C47   C47   C 0 1 N N N -8.635  23.510 34.289 -4.821 -4.037 -1.063  C47   ARD 48  
ARD C31   C31   C 0 1 N N N -7.970  25.121 36.076 -3.890 -1.774 -0.609  C31   ARD 49  
ARD O11   O11   O 0 1 N N N -7.464  24.217 36.748 -3.483 -0.710 -1.022  O11   ARD 50  
ARD C32   C32   C 0 1 N N N -8.045  26.590 36.604 -3.392 -2.303 0.704   C32   ARD 51  
ARD C33   C33   C 0 1 N N S -6.830  26.715 37.690 -2.609 -1.217 1.452   C33   ARD 52  
ARD C34   C34   C 0 1 N N R -6.670  28.226 38.062 -3.590 -0.255 2.124   C34   ARD 53  
ARD C48   C48   C 0 1 N N N -8.083  28.821 38.496 -4.473 0.398  1.058   C48   ARD 54  
ARD C35   C35   C 0 1 N N N -6.245  29.130 36.861 -2.811 0.826  2.874   C35   ARD 55  
ARD C36   C36   C 0 1 N N S -5.038  28.585 36.123 -3.786 1.704  3.661   C36   ARD 56  
ARD C37   C37   C 0 1 N N N -4.541  29.754 35.079 -4.451 0.871  4.759   C37   ARD 57  
ARD C38   C38   C 0 1 N N R -3.222  29.374 34.359 -5.426 1.749  5.546   C38   ARD 58  
ARD O12   O12   O 0 1 N N N -2.846  30.505 33.596 -6.046 0.971  6.572   O12   ARD 59  
ARD C51   C51   C 0 1 N N N -3.740  30.777 32.399 -7.346 1.526  6.781   C51   ARD 60  
ARD C39   C39   C 0 1 N N R -2.084  29.283 35.437 -4.664 2.915  6.180   C39   ARD 61  
ARD O13   O13   O 0 1 N N N -0.860  28.923 34.643 -5.575 3.735  6.915   O13   ARD 62  
ARD C40   C40   C 0 1 N N N -2.467  28.137 36.380 -4.000 3.748  5.082   C40   ARD 63  
ARD C41   C41   C 0 1 N N N -3.849  28.423 37.021 -3.025 2.870  4.295   C41   ARD 64  
ARD C52   C52   C 0 1 Y N N -16.191 25.375 38.899 4.803  -2.511 -0.995  C52   ARD 65  
ARD C53   C53   C 0 1 Y N N -15.356 24.659 39.863 6.112  -2.228 -1.204  C53   ARD 66  
ARD C54   C54   C 0 1 Y N N -14.028 24.806 39.547 6.493  -0.911 -1.384  C54   ARD 67  
ARD C55   C55   C 0 1 N N N -17.605 25.362 38.982 4.145  -3.850 -0.779  C55   ARD 68  
ARD S1    S1    S 0 1 Y N N -15.304 26.058 37.697 4.062  -0.888 -1.041  S1    ARD 69  
ARD H2    H2    H 0 1 N N N -6.569  25.942 41.858 0.077  -3.038 3.849   H2    ARD 70  
ARD H31   1H3   H 0 1 N N N -5.155  23.769 41.316 -1.589 -1.836 5.214   H31   ARD 71  
ARD H32   2H3   H 0 1 N N N -6.276  23.566 42.534 -0.429 -0.503 5.452   H32   ARD 72  
ARD H41   1H4   H 0 1 N N N -6.785  22.891 39.488 -0.002 -3.418 6.248   H41   ARD 73  
ARD H42   2H4   H 0 1 N N N -6.636  21.739 40.715 -0.353 -2.076 7.361   H42   ARD 74  
ARD H51   1H5   H 0 1 N N N -9.142  22.037 40.344 2.080  -2.578 7.301   H51   ARD 75  
ARD H52   2H5   H 0 1 N N N -8.831  22.617 41.908 1.745  -0.950 6.663   H52   ARD 76  
ARD H61   1H6   H 0 1 N N N -9.188  24.428 39.360 2.154  -3.463 4.965   H61   ARD 77  
ARD H62   2H6   H 0 1 N N N -10.262 24.337 40.611 3.335  -2.132 5.176   H62   ARD 78  
ARD H10   H10   H 0 1 N N N -9.656  28.757 41.531 6.371  -1.023 2.707   H10   ARD 79  
ARD H111  1H11  H 0 0 N N N -12.721 29.630 41.707 8.074  0.696  3.048   H111  ARD 80  
ARD H112  2H11  H 0 0 N N N -11.463 30.674 41.352 6.817  1.917  3.388   H112  ARD 81  
ARD H121  1H12  H 0 0 N N N -12.452 29.833 39.137 7.190  0.390  0.763   H121  ARD 82  
ARD H122  2H12  H 0 0 N N N -10.823 29.377 39.202 7.551  2.118  1.028   H122  ARD 83  
ARD H13   H13   H 0 1 N N N -13.222 27.523 40.004 5.212  2.436  1.831   H13   ARD 84  
ARD HO6   HO6   H 0 1 N N N -13.050 27.551 41.837 3.350  1.651  3.233   HO6   ARD 85  
ARD H421  1H42  H 0 0 N N N -10.400 29.886 43.663 7.136  -0.582 5.015   H421  ARD 86  
ARD H422  2H42  H 0 0 N N N -11.752 28.631 43.972 5.843  0.623  5.220   H422  ARD 87  
ARD H423  3H42  H 0 0 N N N -10.189 28.087 44.132 5.431  -1.094 5.004   H423  ARD 88  
ARD H141  1H14  H 0 0 N N N -12.553 27.946 37.310 5.666  3.275  -0.239  H141  ARD 89  
ARD H142  2H14  H 0 0 N N N -10.983 27.489 37.616 4.118  2.431  -0.366  H142  ARD 90  
ARD H15   H15   H 0 1 N N N -11.768 25.206 38.633 6.756  1.787  -1.672  H15   ARD 91  
ARD H431  1H43  H 0 0 N N N -12.072 23.442 35.396 5.128  3.869  -3.737  H431  ARD 92  
ARD H432  2H43  H 0 0 N N N -11.399 23.409 37.126 3.604  3.732  -2.828  H432  ARD 93  
ARD H433  3H43  H 0 0 N N N -13.069 23.337 36.959 5.132  4.028  -1.965  H433  ARD 94  
ARD H17   H17   H 0 1 N N N -12.009 27.127 35.765 4.474  0.151  -3.593  H17   ARD 95  
ARD H18   H18   H 0 1 N N N -11.469 24.427 33.770 3.424  2.851  -4.819  H18   ARD 96  
ARD H19   H19   H 0 1 N N N -11.479 27.395 33.209 2.842  -0.099 -5.294  H19   ARD 97  
ARD H20   H20   H 0 1 N N N -11.039 24.411 31.782 1.844  2.628  -6.535  H20   ARD 98  
ARD H21   H21   H 0 1 N N N -10.771 27.324 30.940 1.125  -0.304 -6.973  H21   ARD 99  
ARD H22   H22   H 0 1 N N N -10.517 24.484 29.568 -0.057 2.396  -7.902  H22   ARD 100 
ARD H441  1H44  H 0 0 N N N -10.566 25.608 27.191 1.687  1.818  -9.557  H441  ARD 101 
ARD H442  2H44  H 0 0 N N N -12.008 26.047 28.224 0.960  0.207  -9.767  H442  ARD 102 
ARD H443  3H44  H 0 0 N N N -10.757 27.202 28.063 0.065  1.660  -10.271 H443  ARD 103 
ARD H231  1H23  H 0 0 N N N -8.436  25.373 28.290 -0.949 -0.510 -8.098  H231  ARD 104 
ARD H232  2H23  H 0 0 N N N -8.571  26.876 29.137 -1.764 0.795  -8.995  H232  ARD 105 
ARD H24   H24   H 0 1 N N N -8.067  25.531 31.375 -1.292 1.094  -6.022  H24   ARD 106 
ARD H451  1H45  H 0 0 N N N -6.914  23.394 30.956 -3.351 2.459  -6.234  H451  ARD 107 
ARD H452  2H45  H 0 0 N N N -8.633  23.256 30.260 -2.101 3.009  -7.375  H452  ARD 108 
ARD H453  3H45  H 0 0 N N N -7.386  23.435 29.157 -3.464 2.023  -7.956  H453  ARD 109 
ARD H26   H26   H 0 1 N N N -7.108  27.917 30.842 -4.456 0.745  -5.367  H26   ARD 110 
ARD H501  1H50  H 0 0 N N N -3.931  28.948 28.849 -2.128 1.710  -3.122  H501  ARD 111 
ARD H502  2H50  H 0 0 N N N -5.231  27.737 28.481 -2.301 1.914  -4.882  H502  ARD 112 
ARD H503  3H50  H 0 0 N N N -5.694  29.255 29.151 -3.738 1.977  -3.833  H503  ARD 113 
ARD H27   H27   H 0 1 N N N -5.514  28.074 32.906 -3.972 -2.247 -5.319  H27   ARD 114 
ARD HO1   HO1   H 0 1 N N N -4.531  26.038 33.467 -6.215 -2.174 -5.798  HO1   ARD 115 
ARD H461  1H46  H 0 0 N N N -9.058  27.398 33.854 -6.313 -0.737 -2.099  H461  ARD 116 
ARD H462  2H46  H 0 0 N N N -7.771  28.695 33.633 -5.755 0.495  -3.254  H462  ARD 117 
ARD H463  3H46  H 0 0 N N N -8.442  28.013 32.232 -7.022 -0.661 -3.730  H463  ARD 118 
ARD H29   H29   H 0 1 N N N -6.164  24.850 33.699 -3.764 -3.040 -3.304  H29   ARD 119 
ARD H30   H30   H 0 1 N N N -9.310  25.578 34.378 -5.896 -2.188 -1.230  H30   ARD 120 
ARD H471  1H47  H 0 0 N N N -9.555  23.202 34.838 -5.546 -4.594 -1.657  H471  ARD 121 
ARD H472  2H47  H 0 0 N N N -8.689  23.307 33.193 -3.819 -4.414 -1.266  H472  ARD 122 
ARD H473  3H47  H 0 0 N N N -7.754  22.861 34.508 -5.048 -4.161 -0.004  H473  ARD 123 
ARD H321  1H32  H 0 0 N N N -8.011  27.360 35.799 -2.737 -3.157 0.532   H321  ARD 124 
ARD H322  2H32  H 0 0 N N N -9.044  26.872 37.010 -4.236 -2.612 1.321   H322  ARD 125 
ARD H33   H33   H 0 1 N N N -5.946  26.176 37.275 -1.977 -0.678 0.747   H33   ARD 126 
ARD H34   H34   H 0 1 N N N -5.891  28.241 38.859 -4.216 -0.805 2.826   H34   ARD 127 
ARD H481  1H48  H 0 0 N N N -7.969  29.898 38.761 -3.843 0.869  0.303   H481  ARD 128 
ARD H482  2H48  H 0 0 N N N -8.864  28.659 37.717 -5.098 -0.360 0.588   H482  ARD 129 
ARD H483  3H48  H 0 0 N N N -8.552  28.232 39.318 -5.106 1.153  1.525   H483  ARD 130 
ARD H351  1H35  H 0 0 N N N -7.098  29.298 36.164 -2.263 1.441  2.160   H351  ARD 131 
ARD H352  2H35  H 0 0 N N N -6.072  30.181 37.191 -2.109 0.356  3.563   H352  ARD 132 
ARD H36   H36   H 0 1 N N N -5.340  27.613 35.667 -4.550 2.093  2.987   H36   ARD 133 
ARD H371  1H37  H 0 0 N N N -5.342  30.007 34.346 -3.687 0.483  5.433   H371  ARD 134 
ARD H372  2H37  H 0 0 N N N -4.451  30.740 35.591 -4.993 0.041  4.307   H372  ARD 135 
ARD H38   H38   H 0 1 N N N -3.355  28.433 33.775 -6.189 2.138  4.872   H38   ARD 136 
ARD H511  1H51  H 0 0 N N N -3.443  31.668 31.797 -7.861 0.962  7.559   H511  ARD 137 
ARD H512  2H51  H 0 0 N N N -3.806  29.873 31.749 -7.252 2.567  7.089   H512  ARD 138 
ARD H513  3H51  H 0 0 N N N -4.804  30.859 32.719 -7.918 1.471  5.855   H513  ARD 139 
ARD H39   H39   H 0 1 N N N -1.924  30.210 36.035 -3.901 2.527  6.854   H39   ARD 140 
ARD "HO'" "HO'" H 0 1 N N N -0.171  28.867 35.295 -5.056 4.456  7.297   "HO'" ARD 141 
ARD H401  1H40  H 0 0 N N N -2.439  27.146 35.868 -3.458 4.579  5.534   H401  ARD 142 
ARD H402  2H40  H 0 0 N N N -1.680  27.945 37.147 -4.764 4.136  4.408   H402  ARD 143 
ARD H411  1H41  H 0 0 N N N -3.764  29.322 37.674 -2.261 2.482  4.969   H411  ARD 144 
ARD H412  2H41  H 0 0 N N N -4.069  27.629 37.772 -2.552 3.463  3.513   H412  ARD 145 
ARD H53   H53   H 0 1 N N N -15.691 24.071 40.734 6.847  -3.019 -1.233  H53   ARD 146 
ARD H54   H54   H 0 1 N N N -13.253 24.373 40.202 7.529  -0.658 -1.553  H54   ARD 147 
ARD H551  1H55  H 0 0 N N N -18.241 25.907 38.247 3.073  -3.709 -0.642  H551  ARD 148 
ARD H552  2H55  H 0 0 N N N -17.936 24.297 38.995 4.320  -4.485 -1.648  H552  ARD 149 
ARD H553  3H55  H 0 0 N N N -17.890 25.707 40.003 4.566  -4.323 0.107   H553  ARD 150 
# 
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 
ARD O1  C1    SING N N 1   
ARD O1  C33   SING N N 2   
ARD C1  O2    DOUB N N 3   
ARD C1  C2    SING N N 4   
ARD C2  C3    SING N N 5   
ARD C2  N1    SING N N 6   
ARD C2  H2    SING N N 7   
ARD C3  C4    SING N N 8   
ARD C3  H31   SING N N 9   
ARD C3  H32   SING N N 10  
ARD C4  C5    SING N N 11  
ARD C4  H41   SING N N 12  
ARD C4  H42   SING N N 13  
ARD C5  C6    SING N N 14  
ARD C5  H51   SING N N 15  
ARD C5  H52   SING N N 16  
ARD C6  N1    SING N N 17  
ARD C6  H61   SING N N 18  
ARD C6  H62   SING N N 19  
ARD N1  C7    SING N N 20  
ARD C7  O3    DOUB N N 21  
ARD C7  C8    SING N N 22  
ARD C8  O4    DOUB N N 23  
ARD C8  C9    SING N N 24  
ARD C9  C10   SING N N 25  
ARD C9  O5    SING N N 26  
ARD C9  O6    SING N N 27  
ARD C10 C11   SING N N 28  
ARD C10 C42   SING N N 29  
ARD C10 H10   SING N N 30  
ARD C11 C12   SING N N 31  
ARD C11 H111  SING N N 32  
ARD C11 H112  SING N N 33  
ARD C12 C13   SING N N 34  
ARD C12 H121  SING N N 35  
ARD C12 H122  SING N N 36  
ARD C13 O5    SING N N 37  
ARD C13 C14   SING N N 38  
ARD C13 H13   SING N N 39  
ARD O6  HO6   SING N N 40  
ARD C42 H421  SING N N 41  
ARD C42 H422  SING N N 42  
ARD C42 H423  SING N N 43  
ARD C14 C15   SING N N 44  
ARD C14 H141  SING N N 45  
ARD C14 H142  SING N N 46  
ARD C15 C49   SING N N 47  
ARD C15 C16   SING N N 48  
ARD C15 H15   SING N N 49  
ARD C49 C54   DOUB Y N 50  
ARD C49 S1    SING Y N 51  
ARD C16 C43   SING N N 52  
ARD C16 C17   DOUB N E 53  
ARD C43 H431  SING N N 54  
ARD C43 H432  SING N N 55  
ARD C43 H433  SING N N 56  
ARD C17 C18   SING N N 57  
ARD C17 H17   SING N N 58  
ARD C18 C19   DOUB N E 59  
ARD C18 H18   SING N N 60  
ARD C19 C20   SING N N 61  
ARD C19 H19   SING N N 62  
ARD C20 C21   DOUB N E 63  
ARD C20 H20   SING N N 64  
ARD C21 C22   SING N N 65  
ARD C21 H21   SING N N 66  
ARD C22 C44   SING N N 67  
ARD C22 C23   SING N N 68  
ARD C22 H22   SING N N 69  
ARD C44 H441  SING N N 70  
ARD C44 H442  SING N N 71  
ARD C44 H443  SING N N 72  
ARD C23 C24   SING N N 73  
ARD C23 H231  SING N N 74  
ARD C23 H232  SING N N 75  
ARD C24 C45   SING N N 76  
ARD C24 C25   SING N N 77  
ARD C24 H24   SING N N 78  
ARD C45 H451  SING N N 79  
ARD C45 H452  SING N N 80  
ARD C45 H453  SING N N 81  
ARD C25 O8    DOUB N N 82  
ARD C25 C26   SING N N 83  
ARD C26 O9    SING N N 84  
ARD C26 C27   SING N N 85  
ARD C26 H26   SING N N 86  
ARD O9  C50   SING N N 87  
ARD C50 H501  SING N N 88  
ARD C50 H502  SING N N 89  
ARD C50 H503  SING N N 90  
ARD C27 O10   SING N N 91  
ARD C27 C28   SING N N 92  
ARD C27 H27   SING N N 93  
ARD O10 HO1   SING N N 94  
ARD C28 C46   SING N N 95  
ARD C28 C29   DOUB N E 96  
ARD C46 H461  SING N N 97  
ARD C46 H462  SING N N 98  
ARD C46 H463  SING N N 99  
ARD C29 C30   SING N N 100 
ARD C29 H29   SING N N 101 
ARD C30 C47   SING N N 102 
ARD C30 C31   SING N N 103 
ARD C30 H30   SING N N 104 
ARD C47 H471  SING N N 105 
ARD C47 H472  SING N N 106 
ARD C47 H473  SING N N 107 
ARD C31 O11   DOUB N N 108 
ARD C31 C32   SING N N 109 
ARD C32 C33   SING N N 110 
ARD C32 H321  SING N N 111 
ARD C32 H322  SING N N 112 
ARD C33 C34   SING N N 113 
ARD C33 H33   SING N N 114 
ARD C34 C48   SING N N 115 
ARD C34 C35   SING N N 116 
ARD C34 H34   SING N N 117 
ARD C48 H481  SING N N 118 
ARD C48 H482  SING N N 119 
ARD C48 H483  SING N N 120 
ARD C35 C36   SING N N 121 
ARD C35 H351  SING N N 122 
ARD C35 H352  SING N N 123 
ARD C36 C37   SING N N 124 
ARD C36 C41   SING N N 125 
ARD C36 H36   SING N N 126 
ARD C37 C38   SING N N 127 
ARD C37 H371  SING N N 128 
ARD C37 H372  SING N N 129 
ARD C38 O12   SING N N 130 
ARD C38 C39   SING N N 131 
ARD C38 H38   SING N N 132 
ARD O12 C51   SING N N 133 
ARD C51 H511  SING N N 134 
ARD C51 H512  SING N N 135 
ARD C51 H513  SING N N 136 
ARD C39 O13   SING N N 137 
ARD C39 C40   SING N N 138 
ARD C39 H39   SING N N 139 
ARD O13 "HO'" SING N N 140 
ARD C40 C41   SING N N 141 
ARD C40 H401  SING N N 142 
ARD C40 H402  SING N N 143 
ARD C41 H411  SING N N 144 
ARD C41 H412  SING N N 145 
ARD C52 C53   DOUB Y N 146 
ARD C52 C55   SING N N 147 
ARD C52 S1    SING Y N 148 
ARD C53 C54   SING Y N 149 
ARD C53 H53   SING N N 150 
ARD C54 H54   SING N N 151 
ARD C55 H551  SING N N 152 
ARD C55 H552  SING N N 153 
ARD C55 H553  SING N N 154 
# 
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 
ARD SMILES           ACDLabs              10.04 O=C2C(=O)C5(OC(CC(c1sc(cc1)C)C(=CC=CC=CC(C)CC(C(=O)C(OC)C(O)C(=CC(C(=O)CC(OC(=O)C3N2CCCC3)C(C)CC4CCC(O)C(OC)C4)C)C)C)C)CCC5C)O 
ARD InChI            InChI                1.02b 
;InChI=1/C55H81NO12S/c1-32-16-12-11-13-17-33(2)42(48-24-20-39(8)69-48)30-41-22-19-38(7)55(64,68-41)52(61)53(62)56-25-15-14-18-43(56)54(63)67-46(35(4)28-40-21-23-44(57)47(29-40)65-9)31-45(58)34(3)27-37(6)50(60)51(66-10)49(59)36(5)26-32/h11-13,16-17,20,24,27,32,34-36,38,40-44,46-47,50-51,57,60,64H,14-15,18-19,21-23,25-26,28-31H2,1-10H3/b13-11+,16-12+,33-17+,37-27+/t32-,34-,35-,36-,38-,40+,41+,42-,43+,44-,46+,47-,50-,51+,55-/m1/s1
;
ARD InChIKey         InChI                1.02b SDSGJAIFUCCAOV-MSLSVLDMBG 
ARD SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1C[C@@H](CC[C@H]1O)C[C@@H](C)[C@@H]2CC(=O)[C@H](C)/C=C(C)/[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C(C)/[C@@H](C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)c5sc(C)cc5 
ARD SMILES           CACTVS               3.341 CO[CH]1C[CH](CC[CH]1O)C[CH](C)[CH]2CC(=O)[CH](C)C=C(C)[CH](O)[CH](OC)C(=O)[CH](C)C[CH](C)C=CC=CC=C(C)[CH](C[CH]3CC[CH](C)[C](O)(O3)C(=O)C(=O)N4CCCC[CH]4C(=O)O2)c5sc(C)cc5 
ARD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(s1)[C@@H]/2C[C@@H]3CC[C@H]([C@@](O3)(C(=O)C(=O)N4CCCC[C@H]4C(=O)O[C@@H](CC(=O)[C@@H](\C=C(\[C@H]([C@H](C(=O)[C@@H](C[C@@H](\C=C\C=C\C=C2/C)C)C)OC)O)/C)C)[C@H](C)C[C@@H]5CC[C@H]([C@@H](C5)OC)O)O)C 
ARD SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(s1)C2CC3CCC(C(O3)(C(=O)C(=O)N4CCCCC4C(=O)OC(CC(=O)C(C=C(C(C(C(=O)C(CC(C=CC=CC=C2C)C)C)OC)O)C)C)C(C)CC5CCC(C(C5)OC)O)O)C 
# 
_pdbx_chem_comp_identifier.comp_id           ARD 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;(3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21R,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl}-10-methoxy-6,8,12,14,20,26-hexamethyl-21-(5-methylthiophen-2-yl)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
;
# 
