data_BKM # _chem_comp.id BKM _chem_comp.name "(2Z)-2-[(1R)-3-{[(2R,3S,4R,7S,8S,11S,13R,16E)-17-ethyl-4,8-dihydroxy-3,7,11,13-tetramethyl-6,15-dioxononadeca-16,18-dien-2-yl]oxy}-1-hydroxy-3-oxopropyl]-3-methylbut-2-enedioic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H52 O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Tautomycetin diacid form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-10 _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 624.759 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BKM _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 6ALZ _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 BKM C01 C1 C 0 1 N N N 11.422 23.416 -11.162 15.633 -1.587 -0.729 C01 BKM 1 BKM C02 C2 C 0 1 N N N 12.642 23.831 -10.836 14.423 -1.649 -1.292 C02 BKM 2 BKM C03 C3 C 0 1 N N N 13.554 24.368 -11.955 13.259 -1.125 -0.581 C03 BKM 3 BKM C04 C4 C 0 1 N N N 13.282 25.569 -12.481 12.030 -1.189 -1.153 C04 BKM 4 BKM C05 C5 C 0 1 N N N 14.150 26.135 -13.623 10.890 -0.820 -0.414 C05 BKM 5 BKM C07 C6 C 0 1 N N N 15.260 27.193 -13.356 9.541 -0.770 -1.084 C07 BKM 6 BKM C08 C7 C 0 1 N N R 15.698 27.930 -14.632 8.481 -0.344 -0.066 C08 BKM 7 BKM C09 C8 C 0 1 N N N 16.604 27.041 -15.482 8.355 -1.417 1.017 C09 BKM 8 BKM C10 C9 C 0 1 N N N 16.493 29.193 -14.261 7.135 -0.172 -0.772 C10 BKM 9 BKM C11 C10 C 0 1 N N S 15.721 30.173 -13.362 6.105 0.373 0.219 C11 BKM 10 BKM C12 C11 C 0 1 N N N 16.670 31.290 -12.953 6.514 1.780 0.658 C12 BKM 11 BKM C13 C12 C 0 1 N N N 14.530 30.778 -14.126 4.731 0.428 -0.452 C13 BKM 12 BKM C14 C13 C 0 1 N N N 13.668 31.717 -13.221 3.679 0.854 0.574 C14 BKM 13 BKM C15 C14 C 0 1 N N S 12.790 32.699 -14.038 2.305 0.909 -0.097 C15 BKM 14 BKM C17 C15 C 0 1 N N S 11.865 33.487 -13.111 1.235 1.213 0.954 C17 BKM 15 BKM C18 C16 C 0 1 N N N 10.968 32.531 -12.320 1.240 0.113 2.018 C18 BKM 16 BKM C19 C17 C 0 1 N N N 10.976 34.422 -13.948 -0.118 1.267 0.293 C19 BKM 17 BKM C21 C18 C 0 1 N N N 10.999 35.957 -13.679 -1.196 2.157 0.855 C21 BKM 18 BKM C22 C19 C 0 1 N N R 10.147 36.769 -14.681 -2.461 2.026 0.004 C22 BKM 19 BKM C24 C20 C 0 1 N N S 10.857 36.867 -16.037 -3.513 3.020 0.499 C24 BKM 20 BKM C25 C21 C 0 1 N N N 12.315 37.308 -15.834 -3.850 2.721 1.961 C25 BKM 21 BKM C26 C22 C 0 1 N N R 10.120 37.873 -16.925 -4.778 2.889 -0.352 C26 BKM 22 BKM C27 C23 C 0 1 N N N 10.977 38.232 -18.147 -4.442 3.188 -1.815 C27 BKM 23 BKM C29 C24 C 0 1 N N N 7.762 38.068 -17.056 -6.626 1.384 -0.366 C29 BKM 24 BKM C31 C25 C 0 1 N N N 6.404 37.355 -16.830 -7.239 0.011 -0.262 C31 BKM 25 BKM C32 C26 C 0 1 N N R 5.596 38.020 -15.707 -8.755 0.115 -0.438 C32 BKM 26 BKM C34 C27 C 0 1 N N N 6.160 37.591 -14.344 -9.380 -1.238 -0.213 C34 BKM 27 BKM C35 C28 C 0 1 N N N 6.245 36.092 -14.011 -9.094 -2.347 -1.143 C35 BKM 28 BKM C38 C29 C 0 1 N N N 6.554 38.522 -13.461 -10.197 -1.434 0.835 C38 BKM 29 BKM C39 C30 C 0 1 N N N 6.454 40.017 -13.825 -10.486 -0.302 1.788 C39 BKM 30 BKM C40 C31 C 0 1 N N N 7.123 38.118 -12.095 -10.813 -2.757 1.053 C40 BKM 31 BKM C43 C32 C 0 1 N N N 14.746 23.522 -12.464 13.424 -0.514 0.786 C43 BKM 32 BKM C44 C33 C 0 1 N N N 16.095 23.871 -11.795 13.289 -1.604 1.852 C44 BKM 33 BKM O06 O1 O 0 1 N N N 13.951 25.734 -14.722 10.993 -0.543 0.764 O06 BKM 34 BKM O16 O2 O 0 1 N N N 13.609 33.592 -14.722 2.301 1.936 -1.092 O16 BKM 35 BKM O20 O3 O 0 1 N N N 10.273 33.973 -14.795 -0.338 0.597 -0.688 O20 BKM 36 BKM O23 O4 O 0 1 N N N 9.947 38.049 -14.171 -2.973 0.696 0.113 O23 BKM 37 BKM O28 O5 O 0 1 N N N 8.916 37.303 -17.365 -5.298 1.538 -0.242 O28 BKM 38 BKM O30 O6 O 0 1 N N N 7.836 39.251 -16.971 -7.330 2.347 -0.561 O30 BKM 39 BKM O33 O7 O 0 1 N N N 4.264 37.627 -15.794 -9.051 0.562 -1.763 O33 BKM 40 BKM O36 O8 O 0 1 N N N 7.323 35.566 -13.620 -9.991 -2.679 -2.092 O36 BKM 41 BKM O37 O9 O 0 1 N N N 5.212 35.378 -14.142 -8.050 -2.961 -1.054 O37 BKM 42 BKM O41 O10 O 0 1 N N N 6.361 37.746 -11.160 -11.709 -2.928 2.045 O41 BKM 43 BKM O42 O11 O 0 1 N N N 8.372 38.164 -11.917 -10.513 -3.692 0.338 O42 BKM 44 BKM H1 H1 H 0 1 N N N 11.093 23.461 -12.190 15.751 -1.148 0.251 H1 BKM 45 BKM H2 H2 H 0 1 N N N 10.760 23.034 -10.399 16.493 -1.978 -1.253 H2 BKM 46 BKM H3 H3 H 0 1 N N N 12.985 23.793 -9.813 14.306 -2.087 -2.272 H3 BKM 47 BKM H4 H4 H 0 1 N N N 12.450 26.145 -12.103 11.926 -1.523 -2.175 H4 BKM 48 BKM H5 H5 H 0 1 N N N 16.135 26.684 -12.926 9.568 -0.050 -1.902 H5 BKM 49 BKM H6 H6 H 0 1 N N N 14.876 27.932 -12.637 9.293 -1.756 -1.476 H6 BKM 50 BKM H7 H7 H 0 1 N N N 14.809 28.215 -15.214 8.775 0.601 0.391 H7 BKM 51 BKM H8 H8 H 0 1 N N N 16.061 26.127 -15.764 7.600 -1.114 1.743 H8 BKM 52 BKM H9 H9 H 0 1 N N N 16.903 27.584 -16.390 8.061 -2.362 0.560 H9 BKM 53 BKM H10 H10 H 0 1 N N N 17.500 26.772 -14.904 9.314 -1.540 1.521 H10 BKM 54 BKM H11 H11 H 0 1 N N N 17.407 28.884 -13.732 7.247 0.527 -1.602 H11 BKM 55 BKM H12 H12 H 0 1 N N N 16.766 29.716 -15.190 6.798 -1.136 -1.153 H12 BKM 56 BKM H13 H13 H 0 1 N N N 15.357 29.646 -12.468 6.058 -0.280 1.090 H13 BKM 57 BKM H14 H14 H 0 1 N N N 16.139 32.005 -12.308 6.561 2.434 -0.213 H14 BKM 58 BKM H15 H15 H 0 1 N N N 17.523 30.864 -12.404 5.780 2.169 1.364 H15 BKM 59 BKM H16 H16 H 0 1 N N N 17.035 31.808 -13.852 7.493 1.741 1.136 H16 BKM 60 BKM H17 H17 H 0 1 N N N 14.913 31.360 -14.978 4.754 1.149 -1.270 H17 BKM 61 BKM H18 H18 H 0 1 N N N 13.894 29.961 -14.497 4.478 -0.557 -0.844 H18 BKM 62 BKM H19 H19 H 0 1 N N N 13.011 31.095 -12.595 3.655 0.133 1.391 H19 BKM 63 BKM H20 H20 H 0 1 N N N 14.342 32.301 -12.577 3.931 1.839 0.965 H20 BKM 64 BKM H21 H21 H 0 1 N N N 12.176 32.117 -14.741 2.091 -0.052 -0.566 H21 BKM 65 BKM H22 H22 H 0 1 N N N 12.468 34.086 -12.413 1.449 2.173 1.423 H22 BKM 66 BKM H23 H23 H 0 1 N N N 10.308 33.110 -11.658 2.218 0.074 2.496 H23 BKM 67 BKM H24 H24 H 0 1 N N N 10.358 31.939 -13.018 0.478 0.330 2.767 H24 BKM 68 BKM H25 H25 H 0 1 N N N 11.593 31.857 -11.716 1.026 -0.847 1.549 H25 BKM 69 BKM H26 H26 H 0 1 N N N 12.040 36.307 -13.743 -1.415 1.858 1.880 H26 BKM 70 BKM H27 H27 H 0 1 N N N 10.613 36.139 -12.665 -0.855 3.192 0.843 H27 BKM 71 BKM H28 H28 H 0 1 N N N 9.186 36.253 -14.822 -2.221 2.239 -1.038 H28 BKM 72 BKM H29 H29 H 0 1 N N N 10.844 35.880 -16.522 -3.123 4.034 0.415 H29 BKM 73 BKM H30 H30 H 0 1 N N N 12.834 36.578 -15.195 -4.240 1.707 2.044 H30 BKM 74 BKM H31 H31 H 0 1 N N N 12.820 37.365 -16.810 -2.949 2.815 2.567 H31 BKM 75 BKM H32 H32 H 0 1 N N N 12.335 38.297 -15.352 -4.600 3.430 2.313 H32 BKM 76 BKM H33 H33 H 0 1 N N N 9.928 38.787 -16.344 -5.528 3.597 -0.000 H33 BKM 77 BKM H34 H34 H 0 1 N N N 11.924 38.680 -17.812 -5.343 3.094 -2.421 H34 BKM 78 BKM H35 H35 H 0 1 N N N 11.187 37.322 -18.728 -4.051 4.202 -1.898 H35 BKM 79 BKM H36 H36 H 0 1 N N N 10.434 38.951 -18.777 -3.692 2.479 -2.167 H36 BKM 80 BKM H37 H37 H 0 1 N N N 5.820 37.395 -17.762 -6.825 -0.631 -1.040 H37 BKM 81 BKM H38 H38 H 0 1 N N N 6.593 36.305 -16.561 -7.015 -0.414 0.717 H38 BKM 82 BKM H39 H39 H 0 1 N N N 5.689 39.112 -15.802 -9.157 0.825 0.284 H39 BKM 83 BKM H40 H40 H 0 1 N N N 6.820 40.625 -12.984 -11.301 0.304 1.395 H40 BKM 84 BKM H41 H41 H 0 1 N N N 7.066 40.219 -14.717 -10.769 -0.708 2.758 H41 BKM 85 BKM H42 H42 H 0 1 N N N 5.405 40.274 -14.034 -9.594 0.315 1.898 H42 BKM 86 BKM H43 H43 H 0 1 N N N 14.527 22.462 -12.268 14.408 -0.052 0.862 H43 BKM 87 BKM H44 H44 H 0 1 N N N 14.846 23.682 -13.548 12.654 0.242 0.941 H44 BKM 88 BKM H45 H45 H 0 1 N N N 16.887 23.229 -12.209 14.058 -2.360 1.697 H45 BKM 89 BKM H46 H46 H 0 1 N N N 16.339 24.926 -11.990 13.408 -1.162 2.841 H46 BKM 90 BKM H47 H47 H 0 1 N N N 16.020 23.706 -10.710 12.305 -2.066 1.776 H47 BKM 91 BKM H48 H48 H 0 1 N N N 13.072 34.195 -15.223 2.485 2.819 -0.745 H48 BKM 92 BKM H49 H49 H 0 1 N N N 9.396 38.000 -13.399 -3.208 0.438 1.015 H49 BKM 93 BKM H50 H50 H 0 1 N N N 4.141 36.816 -15.315 -8.722 -0.024 -2.458 H50 BKM 94 BKM H51 H51 H 0 1 N N N 7.187 34.638 -13.470 -9.760 -3.412 -2.678 H51 BKM 95 BKM H52 H52 H 0 1 N N N 6.880 37.536 -10.392 -12.085 -3.813 2.149 H52 BKM 96 # # 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 BKM C27 C26 SING N N 1 BKM O28 C29 SING N N 2 BKM O28 C26 SING N N 3 BKM C29 O30 DOUB N N 4 BKM C29 C31 SING N N 5 BKM C26 C24 SING N N 6 BKM C31 C32 SING N N 7 BKM C24 C25 SING N N 8 BKM C24 C22 SING N N 9 BKM O33 C32 SING N N 10 BKM C32 C34 SING N N 11 BKM C09 C08 SING N N 12 BKM O20 C19 DOUB N N 13 BKM O06 C05 DOUB N N 14 BKM O16 C15 SING N N 15 BKM C22 O23 SING N N 16 BKM C22 C21 SING N N 17 BKM C08 C10 SING N N 18 BKM C08 C07 SING N N 19 BKM C34 C35 SING N N 20 BKM C34 C38 DOUB N Z 21 BKM C10 C11 SING N N 22 BKM O37 C35 DOUB N N 23 BKM C13 C11 SING N N 24 BKM C13 C14 SING N N 25 BKM C15 C14 SING N N 26 BKM C15 C17 SING N N 27 BKM C35 O36 SING N N 28 BKM C19 C21 SING N N 29 BKM C19 C17 SING N N 30 BKM C39 C38 SING N N 31 BKM C05 C07 SING N N 32 BKM C05 C04 SING N N 33 BKM C38 C40 SING N N 34 BKM C11 C12 SING N N 35 BKM C17 C18 SING N N 36 BKM C04 C03 DOUB N E 37 BKM C43 C03 SING N N 38 BKM C43 C44 SING N N 39 BKM C40 O42 DOUB N N 40 BKM C40 O41 SING N N 41 BKM C03 C02 SING N N 42 BKM C01 C02 DOUB N N 43 BKM C01 H1 SING N N 44 BKM C01 H2 SING N N 45 BKM C02 H3 SING N N 46 BKM C04 H4 SING N N 47 BKM C07 H5 SING N N 48 BKM C07 H6 SING N N 49 BKM C08 H7 SING N N 50 BKM C09 H8 SING N N 51 BKM C09 H9 SING N N 52 BKM C09 H10 SING N N 53 BKM C10 H11 SING N N 54 BKM C10 H12 SING N N 55 BKM C11 H13 SING N N 56 BKM C12 H14 SING N N 57 BKM C12 H15 SING N N 58 BKM C12 H16 SING N N 59 BKM C13 H17 SING N N 60 BKM C13 H18 SING N N 61 BKM C14 H19 SING N N 62 BKM C14 H20 SING N N 63 BKM C15 H21 SING N N 64 BKM C17 H22 SING N N 65 BKM C18 H23 SING N N 66 BKM C18 H24 SING N N 67 BKM C18 H25 SING N N 68 BKM C21 H26 SING N N 69 BKM C21 H27 SING N N 70 BKM C22 H28 SING N N 71 BKM C24 H29 SING N N 72 BKM C25 H30 SING N N 73 BKM C25 H31 SING N N 74 BKM C25 H32 SING N N 75 BKM C26 H33 SING N N 76 BKM C27 H34 SING N N 77 BKM C27 H35 SING N N 78 BKM C27 H36 SING N N 79 BKM C31 H37 SING N N 80 BKM C31 H38 SING N N 81 BKM C32 H39 SING N N 82 BKM C39 H40 SING N N 83 BKM C39 H41 SING N N 84 BKM C39 H42 SING N N 85 BKM C43 H43 SING N N 86 BKM C43 H44 SING N N 87 BKM C44 H45 SING N N 88 BKM C44 H46 SING N N 89 BKM C44 H47 SING N N 90 BKM O16 H48 SING N N 91 BKM O23 H49 SING N N 92 BKM O33 H50 SING N N 93 BKM O36 H51 SING N N 94 BKM O41 H52 SING N N 95 # # 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 BKM SMILES ACDLabs 12.01 "C=[C@H]C(=[C@H]C(CC(CC(C)CCC(C(C)C(CC(O)C(C)C(C)OC(=O)CC(/C(C(O)=O)=C(/C(=O)O)C)O)=O)O)C)=O)CC" BKM InChI InChI 1.03 "InChI=1S/C33H52O11/c1-9-24(10-2)15-25(34)14-19(4)13-18(3)11-12-26(35)21(6)28(37)16-27(36)20(5)23(8)44-30(39)17-29(38)31(33(42)43)22(7)32(40)41/h9,15,18-21,23,26-27,29,35-36,38H,1,10-14,16-17H2,2-8H3,(H,40,41)(H,42,43)/b24-15-,31-22-/t18-,19+,20+,21-,23+,26-,27+,29+/m0/s1" BKM InChIKey InChI 1.03 AQLTUWTUANKXRS-OXKGMMJMSA-N BKM SMILES_CANONICAL CACTVS 3.385 "CCC(\C=C)=C/C(=O)C[C@H](C)C[C@@H](C)CC[C@H](O)[C@H](C)C(=O)C[C@@H](O)[C@H](C)[C@@H](C)OC(=O)C[C@@H](O)\C(C(O)=O)=C(/C)C(O)=O" BKM SMILES CACTVS 3.385 "CCC(C=C)=CC(=O)C[CH](C)C[CH](C)CC[CH](O)[CH](C)C(=O)C[CH](O)[CH](C)[CH](C)OC(=O)C[CH](O)C(C(O)=O)=C(C)C(O)=O" BKM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC/C(=C\C(=O)C[C@H](C)C[C@@H](C)CC[C@@H]([C@H](C)C(=O)C[C@H]([C@H](C)[C@@H](C)OC(=O)C[C@H](/C(=C(\C)/C(=O)O)/C(=O)O)O)O)O)/C=C" BKM SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=CC(=O)CC(C)CC(C)CCC(C(C)C(=O)CC(C(C)C(C)OC(=O)CC(C(=C(C)C(=O)O)C(=O)O)O)O)O)C=C" # # 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 BKM "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-2-[(1R)-3-{[(2R,3S,4R,7S,8S,11S,13R,16E)-17-ethyl-4,8-dihydroxy-3,7,11,13-tetramethyl-6,15-dioxononadeca-16,18-dien-2-yl]oxy}-1-hydroxy-3-oxopropyl]-3-methylbut-2-enedioic acid" BKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{Z})-2-[(1~{R})-3-[(2~{R},3~{S},4~{R},7~{S},8~{S},11~{S},13~{R},16~{E})-17-ethyl-3,7,11,13-tetramethyl-4,8-bis(oxidanyl)-6,15-bis(oxidanylidene)nonadeca-16,18-dien-2-yl]oxy-1-oxidanyl-3-oxidanylidene-propyl]-3-methyl-but-2-enedioic 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 BKM "Create component" 2017-08-10 RCSB BKM "Initial release" 2017-11-29 RCSB BKM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BKM _pdbx_chem_comp_synonyms.name "Tautomycetin diacid form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##