data_MOU # _chem_comp.id MOU _chem_comp.name ;(1S,4R,5R,9S,11S)-2-({[(2S,5R,6R,7R,9S,10R)-2-(7-CARBOXYHEPTYL)-6-HYDROXY-10-METHOXY-9-METHYL-3-OXO-1,4,8-TRIOXASPIRO[4 .5]DEC-7-YL]OXY}METHYL)-9-FORMYL-13-ISOPROPYL-5-METHYLTETRACYCLO[7.4.0.02,11.04.8]TRIDEC-12-ENE-1-CARBOXYLIC ACID ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C37 H54 O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms MORINIAFUNGIN _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-02 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 690.817 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MOU _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 2NPF _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 MOU C C C 0 1 N N R 3.286 12.144 39.147 1.895 -0.912 -0.511 C MOU 1 MOU O O O 0 1 N N N 3.315 10.750 39.203 2.443 0.356 -0.849 O MOU 2 MOU C1 C1 C 0 1 N N N 4.584 10.314 39.191 3.754 0.350 -0.501 C1 MOU 3 MOU C2 C2 C 0 1 N N S 5.536 11.465 39.367 4.089 -0.945 0.175 C2 MOU 4 MOU O3 O3 O 0 1 N N N 4.627 12.606 39.279 2.892 -1.708 0.131 O3 MOU 5 MOU C4 C4 C 0 1 N N N 2.134 18.225 43.477 -0.244 -7.601 -3.187 C4 MOU 6 MOU C5 C5 C 0 1 N N N 2.135 16.952 44.128 0.882 -7.034 -3.654 C5 MOU 7 MOU C6 C6 C 0 1 N N R 0.729 16.368 43.777 0.457 -5.896 -4.565 C6 MOU 8 MOU C7 C7 C 0 1 N N N -0.292 17.061 44.769 -0.108 -6.647 -5.802 C7 MOU 9 MOU C8 C8 C 0 1 N N R -0.577 18.376 43.898 -1.536 -7.068 -5.307 C8 MOU 10 MOU C9 C9 C 0 1 N N R 0.671 18.231 42.757 -1.410 -6.798 -3.754 C9 MOU 11 MOU C10 C10 C 0 1 N N S 0.534 16.796 42.268 -0.786 -5.366 -3.775 C10 MOU 12 MOU C11 C11 C 0 1 N N N -0.482 19.635 44.798 -1.826 -8.507 -5.626 C11 MOU 13 MOU O12 O12 O 0 1 N N N 0.266 19.805 45.769 -1.034 -9.245 -6.203 O12 MOU 14 MOU C13 C13 C 0 1 N N N -0.884 16.450 41.543 -1.703 -4.302 -4.465 C13 MOU 15 MOU C14 C14 C 0 1 N N R -1.928 18.355 43.078 -2.631 -6.157 -5.884 C14 MOU 16 MOU C15 C15 C 0 1 N N S -2.146 16.934 42.386 -2.199 -4.691 -5.845 C15 MOU 17 MOU C16 C16 C 0 1 N N R -3.494 17.149 41.663 -3.367 -3.963 -6.522 C16 MOU 18 MOU C17 C17 C 0 1 N N N -4.270 18.004 42.691 -3.824 -4.980 -7.603 C17 MOU 19 MOU C18 C18 C 0 1 N N N -3.271 18.459 43.769 -3.050 -6.288 -7.343 C18 MOU 20 MOU C19 C19 C 0 1 N N N -3.393 17.921 40.325 -4.514 -3.570 -5.595 C19 MOU 21 MOU C20 C20 C 0 1 N N N 3.217 19.284 43.444 -0.372 -8.806 -2.333 C20 MOU 22 MOU C21 C21 C 0 1 N N N 3.856 19.522 44.831 0.198 -10.038 -3.041 C21 MOU 23 MOU C22 C22 C 0 1 N N N 4.316 18.905 42.421 0.317 -8.606 -0.979 C22 MOU 24 MOU C23 C23 C 0 1 N N N 0.620 19.442 41.677 -2.657 -6.925 -2.927 C23 MOU 25 MOU O24 O24 O 0 1 N N N 0.729 20.626 42.151 -3.723 -7.366 -3.328 O24 MOU 26 MOU O25 O25 O 0 1 N N N 0.478 19.153 40.439 -2.442 -6.478 -1.665 O25 MOU 27 MOU C26 C26 C 0 1 N N N 1.479 16.189 41.178 -0.405 -4.761 -2.398 C26 MOU 28 MOU O27 O27 O 0 1 N N N 1.494 14.756 41.251 0.282 -3.557 -2.639 O27 MOU 29 MOU C28 C28 C 0 1 N N S 2.355 14.206 40.210 0.712 -2.935 -1.431 C28 MOU 30 MOU O29 O29 O 0 1 N N N 1.904 14.618 38.846 -0.406 -2.652 -0.587 O29 MOU 31 MOU C30 C30 C 0 1 N N S 2.694 14.137 37.766 -0.025 -2.067 0.664 C30 MOU 32 MOU C31 C31 C 0 1 N N S 2.695 12.614 37.793 0.696 -0.730 0.434 C31 MOU 33 MOU C32 C32 C 0 1 N N S 2.391 12.678 40.293 1.447 -1.637 -1.786 C32 MOU 34 MOU O33 O33 O 0 1 N N N 1.063 12.215 40.172 0.562 -0.785 -2.519 O33 MOU 35 MOU C34 C34 C 0 1 N N N 2.123 14.656 36.468 -1.295 -1.886 1.489 C34 MOU 36 MOU O35 O35 O 0 1 N N N 3.510 12.123 36.707 1.131 -0.205 1.685 O35 MOU 37 MOU C36 C36 C 0 1 N N N 2.943 11.067 35.926 1.804 1.034 1.520 C36 MOU 38 MOU O37 O37 O 0 1 N N N 4.859 9.151 39.025 4.531 1.269 -0.706 O37 MOU 39 MOU C38 C38 C 0 1 N N N 6.127 11.374 40.746 5.191 -1.692 -0.547 C38 MOU 40 MOU C39 C39 C 0 1 N N N 7.091 12.416 41.215 5.579 -3.020 0.116 C39 MOU 41 MOU C40 C40 C 0 1 N N N 7.358 12.015 42.646 6.717 -3.745 -0.607 C40 MOU 42 MOU C41 C41 C 0 1 N N N 8.232 12.924 43.403 7.109 -5.073 0.051 C41 MOU 43 MOU C42 C42 C 0 1 N N N 8.344 12.386 44.802 8.230 -5.810 -0.687 C42 MOU 44 MOU C43 C43 C 0 1 N N N 9.191 13.304 45.657 8.625 -7.138 -0.027 C43 MOU 45 MOU C44 C44 C 0 1 N N N 10.227 12.582 46.535 9.759 -7.892 -0.715 C44 MOU 46 MOU C45 C45 C 0 1 N N N 11.584 13.287 46.718 9.417 -8.291 -2.128 C45 MOU 47 MOU O46 O46 O 0 1 N N N 12.370 12.631 47.460 10.501 -8.311 -2.943 O46 MOU 48 MOU O47 O47 O 0 1 N N N 11.798 14.423 46.137 8.287 -8.574 -2.503 O47 MOU 49 MOU H46 H46 H 0 1 N N N 13.191 13.101 47.547 10.320 -8.571 -3.871 H46 MOU 50 MOU H441 1H44 H 0 0 N N N 9.783 12.468 47.535 10.007 -8.800 -0.152 H441 MOU 51 MOU H442 2H44 H 0 0 N N N 10.452 11.640 46.013 10.680 -7.299 -0.736 H442 MOU 52 MOU H431 1H43 H 0 0 N N N 9.735 13.984 44.985 7.735 -7.777 0.008 H431 MOU 53 MOU H432 2H43 H 0 0 N N N 8.503 13.822 46.342 8.911 -6.947 1.015 H432 MOU 54 MOU H421 1H42 H 0 0 N N N 7.338 12.311 45.241 7.909 -6.037 -1.709 H421 MOU 55 MOU H422 2H42 H 0 0 N N N 8.819 11.395 44.765 9.108 -5.159 -0.773 H422 MOU 56 MOU H411 1H41 H 0 0 N N N 9.226 12.970 42.935 7.431 -4.849 1.074 H411 MOU 57 MOU H412 2H41 H 0 0 N N N 7.814 13.941 43.413 6.227 -5.720 0.130 H412 MOU 58 MOU H401 1H40 H 0 0 N N N 6.389 11.977 43.166 7.607 -3.106 -0.616 H401 MOU 59 MOU H402 2H40 H 0 0 N N N 7.884 11.050 42.601 6.441 -3.920 -1.654 H402 MOU 60 MOU H391 1H39 H 0 0 N N N 8.013 12.416 40.615 4.688 -3.657 0.133 H391 MOU 61 MOU H392 2H39 H 0 0 N N N 6.698 13.439 41.121 5.859 -2.838 1.160 H392 MOU 62 MOU H381 1H38 H 0 0 N N N 5.278 11.407 41.445 4.859 -1.907 -1.572 H381 MOU 63 MOU H382 2H38 H 0 0 N N N 6.733 10.457 40.709 6.079 -1.051 -0.636 H382 MOU 64 MOU H2 H2 H 0 1 N N N 6.370 11.509 38.651 4.345 -0.760 1.222 H2 MOU 65 MOU H32 H32 H 0 1 N N N 2.810 12.325 41.247 2.297 -1.850 -2.444 H32 MOU 66 MOU H33 H33 H 0 1 N N N 0.683 12.111 41.037 0.937 -0.703 -3.408 H33 MOU 67 MOU H28 H28 H 0 1 N N N 3.365 14.608 40.378 1.376 -3.643 -0.923 H28 MOU 68 MOU H261 1H26 H 0 0 N N N 1.119 16.493 40.184 0.233 -5.462 -1.877 H261 MOU 69 MOU H262 2H26 H 0 0 N N N 2.500 16.560 41.352 -1.312 -4.573 -1.840 H262 MOU 70 MOU H131 1H13 H 0 0 N N N -0.906 16.955 40.566 -1.167 -3.347 -4.540 H131 MOU 71 MOU H132 2H13 H 0 0 N N N -0.949 15.356 41.446 -2.563 -4.123 -3.809 H132 MOU 72 MOU H15 H15 H 0 1 N N N -2.213 16.067 43.059 -1.356 -4.518 -6.526 H15 MOU 73 MOU H16 H16 H 0 1 N N N -3.952 16.190 41.381 -3.004 -3.049 -7.008 H16 MOU 74 MOU H191 1H19 H 0 0 N N N -3.369 19.002 40.526 -4.675 -2.489 -5.620 H191 MOU 75 MOU H192 2H19 H 0 0 N N N -2.473 17.625 39.800 -5.441 -4.064 -5.901 H192 MOU 76 MOU H193 3H19 H 0 0 N N N -4.266 17.684 39.698 -4.292 -3.862 -4.565 H193 MOU 77 MOU H171 1H17 H 0 0 N N N -4.715 18.879 42.195 -3.602 -4.608 -8.610 H171 MOU 78 MOU H172 2H17 H 0 0 N N N -5.083 17.418 43.143 -4.903 -5.161 -7.553 H172 MOU 79 MOU H181 1H18 H 0 0 N N N -3.317 17.814 44.659 -3.675 -7.167 -7.524 H181 MOU 80 MOU H182 2H18 H 0 0 N N N -3.480 19.473 44.140 -2.180 -6.349 -8.007 H182 MOU 81 MOU H14 H14 H 0 1 N N N -1.740 19.256 42.475 -3.543 -6.299 -5.286 H14 MOU 82 MOU H11 H11 H 0 1 N N N -1.141 20.454 44.550 -2.816 -8.876 -5.308 H11 MOU 83 MOU H71 1H7 H 0 1 N N N -1.192 16.460 44.966 -0.111 -6.023 -6.698 H71 MOU 84 MOU H72 2H7 H 0 1 N N N 0.071 17.231 45.793 0.510 -7.517 -6.064 H72 MOU 85 MOU H6 H6 H 0 1 N N N 0.597 15.281 43.881 1.242 -5.166 -4.766 H6 MOU 86 MOU H5 H5 H 0 1 N N N 2.919 16.502 44.720 1.894 -7.369 -3.488 H5 MOU 87 MOU H20 H20 H 0 1 N N N 2.732 20.222 43.137 -1.440 -8.989 -2.139 H20 MOU 88 MOU H211 1H21 H 0 0 N N N 4.950 19.579 44.727 1.266 -9.918 -3.252 H211 MOU 89 MOU H212 2H21 H 0 0 N N N 3.479 20.466 45.251 -0.315 -10.210 -3.995 H212 MOU 90 MOU H213 3H21 H 0 0 N N N 3.595 18.691 45.502 0.074 -10.939 -2.431 H213 MOU 91 MOU H221 1H22 H 0 0 N N N 3.870 18.815 41.419 -0.099 -7.737 -0.457 H221 MOU 92 MOU H222 2H22 H 0 0 N N N 5.090 19.686 42.409 1.394 -8.443 -1.099 H222 MOU 93 MOU H223 3H22 H 0 0 N N N 4.768 17.944 42.708 0.179 -9.480 -0.333 H223 MOU 94 MOU H25 H25 H 0 1 N N N 0.466 19.953 39.926 -3.247 -6.550 -1.109 H25 MOU 95 MOU H30 H30 H 0 1 N N N 3.732 14.490 37.858 0.619 -2.767 1.209 H30 MOU 96 MOU H341 1H34 H 0 0 N N N 1.035 14.782 36.570 -1.086 -1.309 2.395 H341 MOU 97 MOU H342 2H34 H 0 0 N N N 2.583 15.625 36.227 -2.057 -1.355 0.910 H342 MOU 98 MOU H343 3H34 H 0 0 N N N 2.335 13.938 35.662 -1.702 -2.857 1.786 H343 MOU 99 MOU H31 H31 H 0 1 N N N 1.671 12.228 37.681 0.003 0.002 0.001 H31 MOU 100 MOU H361 1H36 H 0 0 N N N 2.797 11.413 34.892 1.539 1.706 2.340 H361 MOU 101 MOU H362 2H36 H 0 0 N N N 3.622 10.202 35.931 1.520 1.479 0.563 H362 MOU 102 MOU H363 3H36 H 0 0 N N N 1.973 10.775 36.355 2.882 0.857 1.531 H363 MOU 103 # # 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 MOU C O3 SING N N 1 MOU C O SING N N 2 MOU C C32 SING N N 3 MOU C C31 SING N N 4 MOU O C1 SING N N 5 MOU C1 C2 SING N N 6 MOU C1 O37 DOUB N N 7 MOU C2 C38 SING N N 8 MOU C2 H2 SING N N 9 MOU C2 O3 SING N N 10 MOU C4 C5 DOUB N N 11 MOU C4 C20 SING N N 12 MOU C4 C9 SING N N 13 MOU C5 C6 SING N N 14 MOU C5 H5 SING N N 15 MOU C6 C7 SING N N 16 MOU C6 C10 SING N N 17 MOU C6 H6 SING N N 18 MOU C7 C8 SING N N 19 MOU C7 H71 SING N N 20 MOU C7 H72 SING N N 21 MOU C8 C14 SING N N 22 MOU C8 C11 SING N N 23 MOU C8 C9 SING N N 24 MOU C9 C10 SING N N 25 MOU C9 C23 SING N N 26 MOU C10 C26 SING N N 27 MOU C10 C13 SING N N 28 MOU C11 H11 SING N N 29 MOU C11 O12 DOUB N N 30 MOU C13 H131 SING N N 31 MOU C13 H132 SING N N 32 MOU C13 C15 SING N N 33 MOU C14 C18 SING N N 34 MOU C14 C15 SING N N 35 MOU C14 H14 SING N N 36 MOU C15 H15 SING N N 37 MOU C15 C16 SING N N 38 MOU C16 H16 SING N N 39 MOU C16 C19 SING N N 40 MOU C16 C17 SING N N 41 MOU C17 H171 SING N N 42 MOU C17 H172 SING N N 43 MOU C17 C18 SING N N 44 MOU C18 H181 SING N N 45 MOU C18 H182 SING N N 46 MOU C19 H191 SING N N 47 MOU C19 H192 SING N N 48 MOU C19 H193 SING N N 49 MOU C20 H20 SING N N 50 MOU C20 C21 SING N N 51 MOU C20 C22 SING N N 52 MOU C21 H211 SING N N 53 MOU C21 H212 SING N N 54 MOU C21 H213 SING N N 55 MOU C22 H221 SING N N 56 MOU C22 H222 SING N N 57 MOU C22 H223 SING N N 58 MOU C23 O24 DOUB N N 59 MOU C23 O25 SING N N 60 MOU O25 H25 SING N N 61 MOU C26 O27 SING N N 62 MOU C26 H261 SING N N 63 MOU C26 H262 SING N N 64 MOU O27 C28 SING N N 65 MOU C28 C32 SING N N 66 MOU C28 H28 SING N N 67 MOU C28 O29 SING N N 68 MOU O29 C30 SING N N 69 MOU C30 H30 SING N N 70 MOU C30 C34 SING N N 71 MOU C30 C31 SING N N 72 MOU C31 H31 SING N N 73 MOU C31 O35 SING N N 74 MOU C32 H32 SING N N 75 MOU C32 O33 SING N N 76 MOU O33 H33 SING N N 77 MOU C34 H341 SING N N 78 MOU C34 H342 SING N N 79 MOU C34 H343 SING N N 80 MOU O35 C36 SING N N 81 MOU C36 H361 SING N N 82 MOU C36 H362 SING N N 83 MOU C36 H363 SING N N 84 MOU C38 C39 SING N N 85 MOU C38 H381 SING N N 86 MOU C38 H382 SING N N 87 MOU C39 C40 SING N N 88 MOU C39 H391 SING N N 89 MOU C39 H392 SING N N 90 MOU C40 C41 SING N N 91 MOU C40 H401 SING N N 92 MOU C40 H402 SING N N 93 MOU C41 C42 SING N N 94 MOU C41 H411 SING N N 95 MOU C41 H412 SING N N 96 MOU C42 C43 SING N N 97 MOU C42 H421 SING N N 98 MOU C42 H422 SING N N 99 MOU C43 C44 SING N N 100 MOU C43 H431 SING N N 101 MOU C43 H432 SING N N 102 MOU C44 C45 SING N N 103 MOU C44 H441 SING N N 104 MOU C44 H442 SING N N 105 MOU C45 O46 SING N N 106 MOU C45 O47 DOUB N N 107 MOU O46 H46 SING N N 108 # # 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 MOU SMILES ACDLabs 10.04 "O=CC41CC2C=C(C(C)C)C1(C(=O)O)C2(CC3C(C)CCC34)COC6OC(C)C(OC)C5(OC(=O)C(O5)CCCCCCCC(=O)O)C6O" MOU SMILES_CANONICAL CACTVS 3.341 "CO[C@@H]1[C@@H](C)O[C@@H](OC[C@@]23C[C@@H]4[C@H](C)CC[C@H]4[C@]5(C[C@@H]2C=C(C(C)C)[C@@]35C(O)=O)C=O)[C@@H](O)[C@]16O[C@@H](CCCCCCCC(O)=O)C(=O)O6" MOU SMILES CACTVS 3.341 "CO[CH]1[CH](C)O[CH](OC[C]23C[CH]4[CH](C)CC[CH]4[C]5(C[CH]2C=C(C(C)C)[C]35C(O)=O)C=O)[CH](O)[C]16O[CH](CCCCCCCC(O)=O)C(=O)O6" MOU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CC[C@@H]2[C@@H]1C[C@@]3([C@@H]4C[C@]2([C@]3(C(=C4)C(C)C)C(=O)O)C=O)CO[C@H]5[C@H]([C@@]6([C@@H]([C@H](O5)C)OC)O[C@H](C(=O)O6)CCCCCCCC(=O)O)O" MOU SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCC2C1CC3(C4CC2(C3(C(=C4)C(C)C)C(=O)O)C=O)COC5C(C6(C(C(O5)C)OC)OC(C(=O)O6)CCCCCCCC(=O)O)O" MOU InChI InChI 1.03 "InChI=1S/C37H54O12/c1-20(2)26-15-23-16-34(18-38)25-14-13-21(3)24(25)17-35(23,36(26,34)33(43)44)19-46-32-29(41)37(30(45-5)22(4)47-32)48-27(31(42)49-37)11-9-7-6-8-10-12-28(39)40/h15,18,20-25,27,29-30,32,41H,6-14,16-17,19H2,1-5H3,(H,39,40)(H,43,44)/t21-,22-,23+,24-,25-,27+,29-,30-,32-,34+,35+,36+,37-/m1/s1" MOU InChIKey InChI 1.03 UDEBDAZBOLNLCQ-FTMOPRGTSA-N # _pdbx_chem_comp_identifier.comp_id MOU _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 "(1R,2S,4R,5R,8R,9S,11R)-2-({[(2S,5R,6R,7R,9R,10R)-2-(7-carboxyheptyl)-6-hydroxy-10-methoxy-9-methyl-3-oxo-1,4,8-trioxaspiro[4.5]dec-7-yl]oxy}methyl)-9-formyl-5-methyl-13-(1-methylethyl)tetracyclo[7.4.0.0~2,11~.0~4,8~]tridec-12-ene-1-carboxylic acid (non-preferred name)" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MOU "Create component" 2006-11-02 RCSB MOU "Modify descriptor" 2011-06-04 RCSB MOU "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MOU _pdbx_chem_comp_synonyms.name MORINIAFUNGIN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##