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 2021-03-01 _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 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" ARD InChI InChI 1.03 "InChI=1S/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 1.03 SDSGJAIFUCCAOV-MSLSVLDMSA-N # _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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ARD "Create component" 1999-07-08 RCSB ARD "Modify descriptor" 2011-06-04 RCSB ARD "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ARD _pdbx_chem_comp_synonyms.name "RAPAMYCIN IMMUNOSUPPRESSANT DRUG" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##