data_9UB # _chem_comp.id 9UB _chem_comp.name "[(2~{S},3~{R},4~{R},5~{S},6~{R})-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]methyl-[oxidanyl-[(2~{Z},6~{Z},10~{Z})-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]phosphoryl]oxy-phosphinic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H51 N O11 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-13 _chem_comp.pdbx_modified_date 2017-10-20 _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 651.663 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9UB _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 5OGL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 9UB C30 C1 C 0 1 N N S 88.854 42.682 190.457 4.029 0.103 -0.980 C30 9UB 1 9UB C29 C2 C 0 1 N N N 89.278 42.257 191.832 2.775 0.069 -0.104 C29 9UB 2 9UB C20 C3 C 0 1 N N N 83.731 40.390 195.114 -3.346 2.145 1.643 C20 9UB 3 9UB C17 C4 C 0 1 N N N 83.722 40.117 197.615 -5.301 0.894 2.400 C17 9UB 4 9UB C16 C5 C 0 1 N N N 82.838 41.397 197.682 -5.997 1.338 1.139 C16 9UB 5 9UB C15 C6 C 0 1 N N N 81.438 41.201 198.314 -5.789 0.289 0.045 C15 9UB 6 9UB C14 C7 C 0 1 N N N 80.600 40.178 197.571 -6.485 0.733 -1.216 C14 9UB 7 9UB C13 C8 C 0 1 N N N 78.515 39.013 196.966 -6.494 1.337 -3.581 C13 9UB 8 9UB C18 C9 C 0 1 N N N 84.164 39.338 198.895 -6.022 0.015 3.389 C18 9UB 9 9UB C12 C10 C 0 1 N N N 79.289 40.085 197.739 -5.794 0.927 -2.312 C12 9UB 10 9UB C11 C11 C 0 1 N N N 78.511 41.022 198.720 -4.299 0.739 -2.303 C11 9UB 11 9UB C09 C12 C 0 1 N N N 77.370 41.227 201.032 -2.468 -0.892 -2.679 C09 9UB 12 9UB C08 C13 C 0 1 N N N 76.633 42.268 203.207 -0.434 -1.938 -1.827 C08 9UB 13 9UB C07 C14 C 0 1 N N N 77.631 41.453 202.346 -1.932 -1.843 -1.955 C07 9UB 14 9UB C06 C15 C 0 1 N N N 78.941 40.897 203.010 -2.814 -2.843 -1.252 C06 9UB 15 9UB C05 C16 C 0 1 N N N 78.599 39.824 204.049 -3.043 -2.392 0.192 C05 9UB 16 9UB C04 C17 C 0 1 N N N 78.072 38.562 203.378 -3.925 -3.392 0.896 C04 9UB 17 9UB C03 C18 C 0 1 N N N 76.365 36.844 202.892 -2.310 -3.393 2.728 C03 9UB 18 9UB C02 C19 C 0 1 N N N 76.852 38.128 203.593 -3.543 -3.914 2.035 C02 9UB 19 9UB C01 C20 C 0 1 N N N 75.917 38.909 204.533 -4.337 -5.035 2.654 C01 9UB 20 9UB C10 C21 C 0 1 N N N 78.328 40.410 200.131 -3.964 -0.704 -2.688 C10 9UB 21 9UB C19 C22 C 0 1 N N N 84.134 39.649 196.413 -4.069 1.273 2.636 C19 9UB 22 9UB O21 O1 O 0 1 N N N 84.861 40.321 194.282 -2.024 1.641 1.440 O21 9UB 23 9UB P22 P1 P 0 1 N N N 85.107 41.558 193.233 -0.967 2.330 0.440 P22 9UB 24 9UB O23 O2 O 0 1 N N N 84.549 41.099 191.912 -1.566 2.444 -0.909 O23 9UB 25 9UB O24 O3 O 0 1 N N N 84.386 42.803 193.688 -0.589 3.796 0.986 O24 9UB 26 9UB O25 O4 O 0 1 N N N 86.722 41.991 193.142 0.364 1.427 0.361 O25 9UB 27 9UB P26 P2 P 0 1 N N N 88.018 41.070 192.632 1.623 1.376 -0.641 P26 9UB 28 9UB O27 O5 O 0 1 N N N 88.645 40.299 193.772 1.109 1.058 -2.133 O27 9UB 29 9UB O28 O6 O 0 1 N N N 87.511 40.103 191.602 2.318 2.683 -0.627 O28 9UB 30 9UB O31 O7 O 0 1 N N N 87.404 42.995 190.427 4.726 1.332 -0.767 O31 9UB 31 9UB C32 C23 C 0 1 N N R 86.981 44.337 190.880 5.127 1.548 0.588 C32 9UB 32 9UB C33 C24 C 0 1 N N N 85.645 44.653 190.256 5.835 2.900 0.701 C33 9UB 33 9UB O34 O8 O 0 1 N N N 85.835 44.630 188.847 4.909 3.948 0.409 O34 9UB 34 9UB C35 C25 C 0 1 N N S 87.958 45.464 190.504 6.083 0.433 1.020 C35 9UB 35 9UB O36 O9 O 0 1 N N N 87.564 46.648 191.219 6.440 0.615 2.391 O36 9UB 36 9UB C37 C26 C 0 1 N N R 89.352 45.051 190.807 5.388 -0.921 0.847 C37 9UB 37 9UB O38 O10 O 0 1 N N N 90.352 46.085 190.504 6.297 -1.971 1.180 O38 9UB 38 9UB C39 C27 C 0 1 N N R 89.678 43.874 190.009 4.940 -1.070 -0.611 C39 9UB 39 9UB N40 N1 N 0 1 N N N 91.122 43.600 190.195 4.208 -2.329 -0.772 N40 9UB 40 9UB C41 C28 C 0 1 N N N 91.784 42.831 189.153 4.880 -3.474 -1.003 C41 9UB 41 9UB C42 C29 C 0 1 N N N 93.276 42.533 189.281 4.127 -4.769 -1.169 C42 9UB 42 9UB O43 O11 O 0 1 N N N 91.139 42.453 188.228 6.090 -3.463 -1.078 O43 9UB 43 9UB H1 H1 H 0 1 N N N 89.047 41.851 189.763 3.742 0.025 -2.028 H1 9UB 44 9UB H2 H2 H 0 1 N N N 90.251 41.748 191.762 2.291 -0.903 -0.199 H2 9UB 45 9UB H3 H3 H 0 1 N N N 89.376 43.151 192.466 3.054 0.236 0.937 H3 9UB 46 9UB H4 H4 H 0 1 N N N 83.476 41.438 195.331 -3.885 2.143 0.696 H4 9UB 47 9UB H5 H5 H 0 1 N N N 82.872 39.895 194.639 -3.291 3.164 2.028 H5 9UB 48 9UB H6 H6 H 0 1 N N N 83.376 42.151 198.275 -7.063 1.453 1.334 H6 9UB 49 9UB H7 H7 H 0 1 N N N 82.699 41.768 196.656 -5.582 2.292 0.812 H7 9UB 50 9UB H8 H8 H 0 1 N N N 80.908 42.165 198.303 -4.723 0.174 -0.150 H8 9UB 51 9UB H9 H9 H 0 1 N N N 81.565 40.864 199.354 -6.204 -0.664 0.372 H9 9UB 52 9UB H10 H10 H 0 1 N N N 81.088 39.504 196.883 -7.553 0.891 -1.216 H10 9UB 53 9UB H11 H11 H 0 1 N N N 77.447 39.075 197.221 -6.540 2.425 -3.635 H11 9UB 54 9UB H12 H12 H 0 1 N N N 78.644 39.175 195.886 -5.944 0.954 -4.440 H12 9UB 55 9UB H13 H13 H 0 1 N N N 78.899 38.018 197.235 -7.505 0.930 -3.587 H13 9UB 56 9UB H14 H14 H 0 1 N N N 83.755 39.835 199.787 -5.846 -1.032 3.140 H14 9UB 57 9UB H15 H15 H 0 1 N N N 83.786 38.306 198.845 -5.651 0.217 4.393 H15 9UB 58 9UB H16 H16 H 0 1 N N N 85.262 39.324 198.955 -7.091 0.223 3.348 H16 9UB 59 9UB H17 H17 H 0 1 N N N 79.068 41.966 198.818 -3.842 1.421 -3.020 H17 9UB 60 9UB H18 H18 H 0 1 N N N 77.517 41.225 198.295 -3.912 0.948 -1.306 H18 9UB 61 9UB H19 H19 H 0 1 N N N 76.465 41.630 200.602 -1.839 -0.242 -3.269 H19 9UB 62 9UB H20 H20 H 0 1 N N N 77.013 42.345 204.236 -0.104 -1.351 -0.970 H20 9UB 63 9UB H21 H21 H 0 1 N N N 76.520 43.276 202.782 -0.146 -2.980 -1.686 H21 9UB 64 9UB H22 H22 H 0 1 N N N 75.656 41.762 203.214 0.034 -1.553 -2.733 H22 9UB 65 9UB H23 H23 H 0 1 N N N 79.583 40.457 202.233 -3.771 -2.909 -1.768 H23 9UB 66 9UB H24 H24 H 0 1 N N N 79.476 41.722 203.503 -2.330 -3.819 -1.255 H24 9UB 67 9UB H25 H25 H 0 1 N N N 79.505 39.576 204.621 -2.086 -2.326 0.709 H25 9UB 68 9UB H26 H26 H 0 1 N N N 77.831 40.216 204.731 -3.527 -1.416 0.196 H26 9UB 69 9UB H27 H27 H 0 1 N N N 78.717 38.011 202.710 -4.871 -3.678 0.461 H27 9UB 70 9UB H28 H28 H 0 1 N N N 75.327 36.635 203.189 -1.889 -2.570 2.149 H28 9UB 71 9UB H29 H29 H 0 1 N N N 76.414 36.980 201.802 -2.575 -3.038 3.724 H29 9UB 72 9UB H30 H30 H 0 1 N N N 77.007 36.000 203.185 -1.574 -4.193 2.810 H30 9UB 73 9UB H31 H31 H 0 1 N N N 76.446 39.787 204.931 -3.955 -5.991 2.297 H31 9UB 74 9UB H32 H32 H 0 1 N N N 75.028 39.238 203.975 -4.246 -4.990 3.739 H32 9UB 75 9UB H33 H33 H 0 1 N N N 75.608 38.259 205.365 -5.386 -4.936 2.373 H33 9UB 76 9UB H34 H34 H 0 1 N N N 77.922 39.393 200.021 -4.420 -1.386 -1.970 H34 9UB 77 9UB H35 H35 H 0 1 N N N 79.312 40.361 200.621 -4.350 -0.913 -3.685 H35 9UB 78 9UB H36 H36 H 0 1 N N N 84.744 38.759 196.360 -3.572 0.959 3.542 H36 9UB 79 9UB H37 H37 H 0 1 N N N 83.728 43.041 193.046 -0.191 3.797 1.867 H37 9UB 80 9UB H38 H38 H 0 1 N N N 88.585 39.367 193.595 0.643 0.214 -2.217 H38 9UB 81 9UB H39 H39 H 0 1 N N N 86.867 44.329 191.974 4.248 1.543 1.232 H39 9UB 82 9UB H40 H40 H 0 1 N N N 85.303 45.648 190.576 6.219 3.025 1.713 H40 9UB 83 9UB H41 H41 H 0 1 N N N 84.901 43.898 190.550 6.662 2.937 -0.008 H41 9UB 84 9UB H42 H42 H 0 1 N N N 85.013 44.825 188.413 5.290 4.835 0.462 H42 9UB 85 9UB H43 H43 H 0 1 N N N 87.870 45.645 189.423 6.981 0.463 0.402 H43 9UB 86 9UB H44 H44 H 0 1 N N N 86.669 46.872 190.993 6.886 1.453 2.574 H44 9UB 87 9UB H45 H45 H 0 1 N N N 89.419 44.792 191.874 4.518 -0.970 1.502 H45 9UB 88 9UB H46 H46 H 0 1 N N N 90.164 46.866 191.011 6.625 -1.934 2.088 H46 9UB 89 9UB H47 H47 H 0 1 N N N 89.474 44.074 188.947 5.814 -1.071 -1.263 H47 9UB 90 9UB H48 H48 H 0 1 N N N 91.618 43.928 190.999 3.240 -2.338 -0.713 H48 9UB 91 9UB H49 H49 H 0 1 N N N 93.609 41.944 188.413 3.881 -4.915 -2.221 H49 9UB 92 9UB H50 H50 H 0 1 N N N 93.837 43.479 189.319 4.746 -5.596 -0.822 H50 9UB 93 9UB H51 H51 H 0 1 N N N 93.458 41.962 190.203 3.208 -4.733 -0.583 H51 9UB 94 # 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 9UB O43 C41 DOUB N N 1 9UB O34 C33 SING N N 2 9UB C41 C42 SING N N 3 9UB C41 N40 SING N N 4 9UB C39 N40 SING N N 5 9UB C39 C30 SING N N 6 9UB C39 C37 SING N N 7 9UB C33 C32 SING N N 8 9UB O31 C30 SING N N 9 9UB O31 C32 SING N N 10 9UB C30 C29 SING N N 11 9UB O38 C37 SING N N 12 9UB C35 C37 SING N N 13 9UB C35 C32 SING N N 14 9UB C35 O36 SING N N 15 9UB O28 P26 DOUB N N 16 9UB C29 P26 SING N N 17 9UB O23 P22 DOUB N N 18 9UB P26 O25 SING N N 19 9UB P26 O27 SING N N 20 9UB O25 P22 SING N N 21 9UB P22 O24 SING N N 22 9UB P22 O21 SING N N 23 9UB O21 C20 SING N N 24 9UB C20 C19 SING N N 25 9UB C19 C17 DOUB N Z 26 9UB C13 C12 SING N N 27 9UB C14 C12 DOUB N Z 28 9UB C14 C15 SING N N 29 9UB C17 C16 SING N N 30 9UB C17 C18 SING N N 31 9UB C16 C15 SING N N 32 9UB C12 C11 SING N N 33 9UB C11 C10 SING N N 34 9UB C10 C09 SING N N 35 9UB C09 C07 DOUB N Z 36 9UB C07 C06 SING N N 37 9UB C07 C08 SING N N 38 9UB C03 C02 SING N N 39 9UB C06 C05 SING N N 40 9UB C04 C02 DOUB N N 41 9UB C04 C05 SING N N 42 9UB C02 C01 SING N N 43 9UB C30 H1 SING N N 44 9UB C29 H2 SING N N 45 9UB C29 H3 SING N N 46 9UB C20 H4 SING N N 47 9UB C20 H5 SING N N 48 9UB C16 H6 SING N N 49 9UB C16 H7 SING N N 50 9UB C15 H8 SING N N 51 9UB C15 H9 SING N N 52 9UB C14 H10 SING N N 53 9UB C13 H11 SING N N 54 9UB C13 H12 SING N N 55 9UB C13 H13 SING N N 56 9UB C18 H14 SING N N 57 9UB C18 H15 SING N N 58 9UB C18 H16 SING N N 59 9UB C11 H17 SING N N 60 9UB C11 H18 SING N N 61 9UB C09 H19 SING N N 62 9UB C08 H20 SING N N 63 9UB C08 H21 SING N N 64 9UB C08 H22 SING N N 65 9UB C06 H23 SING N N 66 9UB C06 H24 SING N N 67 9UB C05 H25 SING N N 68 9UB C05 H26 SING N N 69 9UB C04 H27 SING N N 70 9UB C03 H28 SING N N 71 9UB C03 H29 SING N N 72 9UB C03 H30 SING N N 73 9UB C01 H31 SING N N 74 9UB C01 H32 SING N N 75 9UB C01 H33 SING N N 76 9UB C10 H34 SING N N 77 9UB C10 H35 SING N N 78 9UB C19 H36 SING N N 79 9UB O24 H37 SING N N 80 9UB O27 H38 SING N N 81 9UB C32 H39 SING N N 82 9UB C33 H40 SING N N 83 9UB C33 H41 SING N N 84 9UB O34 H42 SING N N 85 9UB C35 H43 SING N N 86 9UB O36 H44 SING N N 87 9UB C37 H45 SING N N 88 9UB O38 H46 SING N N 89 9UB C39 H47 SING N N 90 9UB N40 H48 SING N N 91 9UB C42 H49 SING N N 92 9UB C42 H50 SING N N 93 9UB C42 H51 SING N N 94 # 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 9UB InChI InChI 1.03 ;InChI=1S/C29H51NO11P2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-39-43(37,38)41-42(35,36)19-26-27(30-24(6)32)29(34)28(33)25(18-31)40-26/h10,12,14,16,25-29,31,33-34H,7-9,11,13,15,17-19H2,1-6H3,(H,30,32)(H,35,36)(H,37,38)/b21-12-,22-14-,23-16-/t25-,26-,27+,28-,29-/m1/s1 ; 9UB InChIKey InChI 1.03 ZBWKCDFMHFZRQG-MJTKDKBSSA-N 9UB SMILES_CANONICAL CACTVS 3.385 "CC(C)=CCCC(\C)=C/CCC(\C)=C/CC\C(C)=C/CO[P](O)(=O)O[P](O)(=O)C[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O" 9UB SMILES CACTVS 3.385 "CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO[P](O)(=O)O[P](O)(=O)C[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1NC(C)=O" 9UB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=CCC/C(=C\CC/C(=C\CC/C(=C\COP(=O)(O)OP(=O)(C[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)O)/C)/C)/C)C" 9UB SMILES "OpenEye OEToolkits" 2.0.6 "CC(=CCCC(=CCCC(=CCCC(=CCOP(=O)(O)OP(=O)(CC1C(C(C(C(O1)CO)O)O)NC(=O)C)O)C)C)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 9UB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{S},3~{R},4~{R},5~{S},6~{R})-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]methyl-[oxidanyl-[(2~{Z},6~{Z},10~{Z})-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]phosphoryl]oxy-phosphinic 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 9UB "Create component" 2017-07-13 EBI 9UB "Initial release" 2017-10-25 RCSB #