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 "Neryl Moenomycin A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-28 _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 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 N 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 36.593 39.125 7.939 7.415 -0.186 -4.021 HCGA M4O 91 M4O HOEG HOEG H 0 0 N N N 33.747 36.679 8.614 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 42.078 35.127 7.844 6.893 -5.012 1.322 HN6F M4O 95 M4O HN6A HN6A H 0 0 N N N 40.518 34.481 8.231 6.868 -6.521 0.584 HN6A M4O 96 M4O HO4F HO4F H 0 0 N N N 41.351 37.321 11.450 5.556 -4.712 2.514 HO4F M4O 97 M4O HAF HAF H 0 1 N N N 40.763 34.594 13.219 3.477 -5.696 1.561 HAF M4O 98 M4O HAFA HAFA H 0 0 N N N 40.065 33.784 11.776 2.577 -4.545 2.578 HAFA M4O 99 M4O HAFB HAFB H 0 0 N N N 41.657 34.609 11.661 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 37.530 37.509 16.484 2.001 -1.439 5.046 HNAF M4O 102 M4O HNAA HNAA H 0 0 N N N 38.194 35.921 16.287 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 31.514 33.406 15.075 -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 33.919 38.768 15.975 3.388 2.747 3.113 HBE M4O 110 M4O HBEA HBEA H 0 0 N N N 34.127 37.230 16.879 4.586 2.427 1.837 HBEA M4O 111 M4O HBEB HBEB H 0 0 N N N 35.481 37.884 15.896 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 32.843 31.029 11.179 -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 35.401 29.031 5.141 -6.365 -5.303 0.898 H6DA M4O 120 M4O HO6D HO6D H 0 0 N N N 37.454 28.440 6.059 -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 31.771 28.885 4.911 -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 30.178 30.833 7.241 -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 30.760 31.829 8.714 -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 27.559 28.989 13.254 -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 33.117 26.877 11.795 -5.685 -3.432 2.946 HBC M4O 133 M4O HBCA HBCA H 0 0 N N N 31.573 26.998 10.884 -4.139 -3.161 3.784 HBCA M4O 134 M4O HBCB HBCB H 0 0 N N N 32.844 28.250 10.670 -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 26.789 34.058 14.048 -4.110 3.510 -1.918 H6C M4O 137 M4O H6CA H6CA H 0 0 N N N 27.837 33.504 15.397 -5.839 3.524 -2.337 H6CA M4O 138 M4O H6CB H6CB H 0 0 N N N 28.387 34.833 14.321 -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 22.550 32.945 13.147 -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 20.738 30.084 13.834 -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 22.990 27.748 11.770 -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 24.665 25.392 12.791 -10.817 6.797 1.310 HN1A M4O 149 M4O HN1B HN1B H 0 0 N N N 23.335 26.502 12.803 -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 45.394 42.164 4.439 13.771 3.332 2.637 H5H M4O 153 M4O H5HA H5HA H 0 0 N N N 45.069 40.804 3.312 14.236 4.202 1.156 H5HA M4O 154 M4O H5HB H5HB H 0 0 N N N 44.907 42.500 2.743 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 40.395 42.262 2.968 9.799 4.972 1.538 H6HA M4O 157 M4O H7H H7H H 0 1 N N N 43.878 42.531 5.962 10.559 5.743 2.529 H7H M4O 158 M4O H7HA H7HA H 0 0 N N N 42.294 43.131 5.365 11.433 4.895 3.827 H7HA M4O 159 M4O H7HB H7HB H 0 0 N N N 42.455 41.435 5.935 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 40.727 39.869 1.922 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 37.771 37.999 4.892 8.599 4.078 -3.295 H9HA M4O 164 M4O HAH HAH H 0 1 N N N 39.074 41.345 0.917 7.445 6.408 1.011 HAH M4O 165 M4O HAHA HAHA H 0 0 N N N 37.600 40.318 0.937 8.501 7.601 0.217 HAHA M4O 166 M4O HAHB HAHB H 0 0 N N N 37.639 41.852 1.871 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 11.02 "O=C(O)C(OC/C=C(/C)CC\C=C(/C)C)COP(=O)(O)OC5OC(C(=O)N)C(O)(C)C(OC(=O)N)C5OC4OC(COC1OC(C(O)C(O)C1O)CO)C(OC3OC(C)C(OC2OC(C(=O)N)C(O)C(O)C2O)C(O)C3NC(=O)C)C(O)C4NC(=O)C" M4O SMILES_CANONICAL CACTVS 3.352 "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 3.352 "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" 1.7.0 "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" 1.7.0 "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" M4O InChI InChI 1.03 "InChI=1S/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" M4O InChIKey InChI 1.03 RAPYBPXXZJZLIC-LMVGRRJQSA-N # # 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 11.02 "(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" 1.6.1 "(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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M4O "Create component" 2008-02-28 RCSB M4O "Modify descriptor" 2011-06-04 RCSB M4O "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M4O _pdbx_chem_comp_synonyms.name "Neryl Moenomycin A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##