data_BCO # _chem_comp.id BCO _chem_comp.name "Butyryl Coenzyme A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H42 N7 O17 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "S-{(3S,5S,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} butanethioate (non-preferred name)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-14 _chem_comp.pdbx_modified_date 2021-03-13 _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 837.624 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BCO _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 4XC7 _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 BCO O9 O1 O 0 1 N N N -207.141 -102.791 -34.670 8.706 -1.926 -0.104 O9 BCO 1 BCO P1 P1 P 0 1 N N N -207.236 -102.325 -33.227 9.099 -0.604 -0.639 P1 BCO 2 BCO O5 O2 O 0 1 N N N -205.837 -102.132 -32.680 10.083 0.127 0.405 O5 BCO 3 BCO O6 O3 O 0 1 N N N -207.968 -101.017 -33.163 9.858 -0.798 -2.046 O6 BCO 4 BCO O2 O4 O 0 1 N N N -207.977 -103.395 -32.361 7.784 0.299 -0.859 O2 BCO 5 BCO C1 C1 C 0 1 N N S -209.378 -103.440 -32.263 6.840 0.565 0.180 C1 BCO 6 BCO C2 C2 C 0 1 N N R -209.952 -103.795 -33.506 6.638 2.091 0.351 C2 BCO 7 BCO O3 O5 O 0 1 N N N -209.052 -104.643 -34.237 7.739 2.816 -0.201 O3 BCO 8 BCO C4 C3 C 0 1 N N R -211.132 -104.545 -33.167 5.345 2.341 -0.467 C4 BCO 9 BCO N1 N1 N 0 1 Y N N -212.364 -103.796 -33.036 4.659 3.545 0.008 N1 BCO 10 BCO C7 C4 C 0 1 Y N N -213.112 -103.699 -31.928 3.645 3.589 0.918 C7 BCO 11 BCO N2 N2 N 0 1 Y N N -214.181 -102.925 -32.186 3.272 4.822 1.108 N2 BCO 12 BCO C8 C5 C 0 1 Y N N -214.106 -102.531 -33.476 4.020 5.644 0.334 C8 BCO 13 BCO C6 C6 C 0 1 Y N N -212.951 -103.083 -34.026 4.924 4.835 -0.377 C6 BCO 14 BCO N3 N3 N 0 1 Y N N -212.658 -102.828 -35.318 5.780 5.407 -1.216 N3 BCO 15 BCO C15 C7 C 0 1 Y N N -213.457 -102.058 -36.068 5.786 6.713 -1.383 C15 BCO 16 BCO N4 N4 N 0 1 Y N N -214.568 -101.521 -35.552 4.957 7.513 -0.738 N4 BCO 17 BCO C12 C8 C 0 1 Y N N -214.930 -101.729 -34.275 4.068 7.032 0.125 C12 BCO 18 BCO N5 N5 N 0 1 N N N -216.159 -101.125 -33.730 3.203 7.879 0.796 N5 BCO 19 BCO O1 O6 O 0 1 N N N -210.882 -105.153 -31.934 4.549 1.165 -0.205 O1 BCO 20 BCO C3 C9 C 0 1 N N R -209.770 -104.537 -31.363 5.445 0.041 -0.211 C3 BCO 21 BCO C5 C10 C 0 1 N N N -210.143 -104.020 -30.024 4.977 -1.003 0.805 C5 BCO 22 BCO O4 O7 O 0 1 N N N -210.128 -102.623 -29.828 3.738 -1.567 0.373 O4 BCO 23 BCO P2 P2 P 0 1 N N N -210.493 -102.023 -28.394 2.954 -2.702 1.203 P2 BCO 24 BCO O12 O8 O 0 1 N N N -209.320 -102.290 -27.428 3.837 -4.047 1.239 O12 BCO 25 BCO O10 O9 O 0 1 N N N -210.716 -100.506 -28.531 2.720 -2.228 2.586 O10 BCO 26 BCO O7 O10 O 0 1 N N N -211.858 -102.708 -27.832 1.541 -3.006 0.494 O7 BCO 27 BCO P3 P3 P 0 1 N N N -212.128 -102.840 -26.295 0.163 -3.678 0.987 P3 BCO 28 BCO O14 O11 O 0 1 N N N -211.708 -104.189 -25.817 -0.694 -2.596 1.816 O14 BCO 29 BCO O13 O12 O 0 1 N N N -213.601 -102.653 -26.030 0.464 -4.839 1.854 O13 BCO 30 BCO O8 O13 O 0 1 N N N -211.301 -101.736 -25.506 -0.683 -4.168 -0.292 O8 BCO 31 BCO C11 C11 C 0 1 N N N -211.966 -100.667 -24.861 -1.907 -4.898 -0.182 C11 BCO 32 BCO C9 C12 C 0 1 N N N -211.102 -99.634 -24.140 -2.445 -5.203 -1.581 C9 BCO 33 BCO C13 C13 C 0 1 N N N -211.966 -98.560 -23.516 -2.699 -3.892 -2.327 C13 BCO 34 BCO C14 C14 C 0 1 N N N -210.151 -98.959 -25.190 -1.421 -6.038 -2.351 C14 BCO 35 BCO C10 C15 C 0 1 N N R -210.263 -100.302 -23.104 -3.756 -5.984 -1.464 C10 BCO 36 BCO O11 O14 O 0 1 N N N -209.139 -99.472 -22.893 -3.496 -7.266 -0.887 O11 BCO 37 BCO C16 C16 C 0 1 N N N -210.956 -100.595 -21.783 -4.717 -5.225 -0.587 C16 BCO 38 BCO O15 O15 O 0 1 N N N -211.826 -101.473 -21.708 -5.023 -5.665 0.501 O15 BCO 39 BCO N6 N6 N 0 1 N N N -210.584 -99.841 -20.588 -5.236 -4.056 -1.011 N6 BCO 40 BCO C17 C17 C 0 1 N N N -211.223 -100.128 -19.324 -6.094 -3.269 -0.122 C17 BCO 41 BCO C18 C18 C 0 1 N N N -212.611 -99.594 -19.039 -6.547 -1.998 -0.842 C18 BCO 42 BCO C19 C19 C 0 1 N N N -213.052 -99.547 -17.608 -7.430 -1.189 0.073 C19 BCO 43 BCO O16 O16 O 0 1 N N N -214.240 -99.626 -17.331 -7.673 -1.589 1.191 O16 BCO 44 BCO N7 N7 N 0 1 N N N -212.058 -99.412 -16.541 -7.949 -0.020 -0.352 N7 BCO 45 BCO C20 C20 C 0 1 N N N -212.470 -99.371 -15.165 -8.807 0.767 0.538 C20 BCO 46 BCO C21 C21 C 0 1 N N N -212.406 -98.034 -14.418 -9.260 2.038 -0.183 C21 BCO 47 BCO S1 S1 S 0 1 N N N -213.680 -97.704 -13.182 -10.320 3.010 0.916 S1 BCO 48 BCO C22 C22 C 0 1 N N N -212.948 -96.868 -11.731 -10.674 4.335 -0.107 C22 BCO 49 BCO O17 O17 O 0 1 N N N -211.700 -96.814 -11.603 -10.213 4.376 -1.229 O17 BCO 50 BCO C23 C23 C 0 1 N N N -213.850 -96.105 -10.734 -11.559 5.452 0.384 C23 BCO 51 BCO C24 C24 C 0 1 N N N -213.428 -96.074 -9.290 -11.714 6.503 -0.717 C24 BCO 52 BCO C25 C25 C 0 1 N N N -214.177 -95.146 -8.358 -12.612 7.636 -0.218 C25 BCO 53 BCO H1 H1 H 0 1 N N N -205.201 -102.343 -33.354 10.381 1.001 0.119 H1 BCO 54 BCO H2 H2 H 0 1 N N N -208.220 -100.752 -34.040 10.661 -1.333 -1.988 H2 BCO 55 BCO H3 H3 H 0 1 N N N -209.783 -102.485 -31.898 7.168 0.115 1.117 H3 BCO 56 BCO H4 H4 H 0 1 N N N -210.212 -102.902 -34.093 6.491 2.349 1.400 H4 BCO 57 BCO H5 H5 H 0 1 N N N -208.282 -104.147 -34.488 7.618 3.775 -0.199 H5 BCO 58 BCO H6 H6 H 0 1 N N N -211.280 -105.325 -33.928 5.573 2.424 -1.529 H6 BCO 59 BCO H7 H7 H 0 1 N N N -212.892 -104.167 -30.980 3.215 2.729 1.409 H7 BCO 60 BCO H8 H8 H 0 1 N N N -213.202 -101.869 -37.100 6.493 7.145 -2.075 H8 BCO 61 BCO H9 H9 H 0 1 N N N -216.611 -100.588 -34.442 3.241 8.835 0.638 H9 BCO 62 BCO H10 H10 H 0 1 N N N -216.775 -101.848 -33.417 2.558 7.516 1.423 H10 BCO 63 BCO H11 H11 H 0 1 N N N -208.937 -105.249 -31.263 5.480 -0.399 -1.208 H11 BCO 64 BCO H12 H12 H 0 1 N N N -211.164 -104.370 -29.811 5.726 -1.791 0.887 H12 BCO 65 BCO H13 H13 H 0 1 N N N -209.445 -104.460 -29.297 4.841 -0.528 1.777 H13 BCO 66 BCO H14 H14 H 0 1 N N N -208.973 -101.463 -27.114 4.030 -4.415 0.365 H14 BCO 67 BCO H15 H15 H 0 1 N N N -212.457 -104.642 -25.448 -0.928 -1.807 1.309 H15 BCO 68 BCO H16 H16 H 0 1 N N N -212.550 -100.133 -25.625 -1.726 -5.832 0.350 H16 BCO 69 BCO H17 H17 H 0 1 N N N -212.648 -101.104 -24.117 -2.637 -4.303 0.367 H17 BCO 70 BCO H18 H18 H 0 1 N N N -212.640 -99.015 -22.776 -1.750 -3.389 -2.511 H18 BCO 71 BCO H19 H19 H 0 1 N N N -211.325 -97.817 -23.019 -3.188 -4.103 -3.278 H19 BCO 72 BCO H20 H20 H 0 1 N N N -212.561 -98.067 -24.299 -3.340 -3.248 -1.724 H20 BCO 73 BCO H21 H21 H 0 1 N N N -209.521 -98.211 -24.687 -1.285 -6.998 -1.852 H21 BCO 74 BCO H22 H22 H 0 1 N N N -209.512 -99.726 -25.652 -1.778 -6.204 -3.368 H22 BCO 75 BCO H23 H23 H 0 1 N N N -210.754 -98.467 -25.968 -0.469 -5.507 -2.383 H23 BCO 76 BCO H24 H24 H 0 1 N N N -209.921 -101.263 -23.517 -4.192 -6.114 -2.454 H24 BCO 77 BCO H25 H25 H 0 1 N N N -208.575 -99.863 -22.236 -3.106 -7.227 -0.003 H25 BCO 78 BCO H26 H26 H 0 1 N N N -209.887 -99.126 -20.645 -5.042 -3.735 -1.906 H26 BCO 79 BCO H27 H27 H 0 1 N N N -211.280 -101.223 -19.239 -6.967 -3.859 0.157 H27 BCO 80 BCO H28 H28 H 0 1 N N N -212.657 -98.568 -19.432 -5.674 -1.407 -1.121 H28 BCO 81 BCO H29 H29 H 0 1 N N N -211.087 -99.348 -16.771 -7.755 0.301 -1.246 H29 BCO 82 BCO H30 H30 H 0 1 N N N -213.515 -99.712 -15.129 -9.680 0.176 0.817 H30 BCO 83 BCO H31 H31 H 0 1 N N N -211.834 -100.080 -14.615 -8.250 1.037 1.435 H31 BCO 84 BCO H32 H32 H 0 1 N N N -211.433 -97.989 -13.907 -8.387 2.628 -0.461 H32 BCO 85 BCO H33 H33 H 0 1 N N N -212.463 -97.234 -15.171 -9.817 1.768 -1.080 H33 BCO 86 BCO H34 H34 H 0 1 N N N -213.913 -95.063 -11.080 -12.538 5.052 0.645 H34 BCO 87 BCO H35 H35 H 0 1 N N N -213.536 -97.095 -8.894 -10.734 6.903 -0.978 H35 BCO 88 BCO H36 H36 H 0 1 N N N -213.761 -95.230 -7.343 -12.722 8.385 -1.003 H36 BCO 89 BCO H37 H37 H 0 1 N N N -214.073 -94.110 -8.712 -13.592 7.236 0.043 H37 BCO 90 BCO H38 H38 H 0 1 N N N -215.241 -95.423 -8.342 -12.161 8.096 0.662 H38 BCO 91 BCO H39 H39 H 0 1 N N N -210.563 -99.733 -18.538 -5.537 -2.999 0.775 H39 BCO 92 BCO H40 H40 H 0 1 N N N -213.326 -100.227 -19.584 -7.105 -2.268 -1.739 H40 BCO 93 BCO H41 H41 H 0 1 N N N -214.848 -96.566 -10.775 -11.108 5.912 1.264 H41 BCO 94 BCO H42 H42 H 0 1 N N N -212.368 -95.781 -9.264 -12.165 6.043 -1.597 H42 BCO 95 # # 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 BCO C15 N4 DOUB Y N 1 BCO C15 N3 SING Y N 2 BCO N4 C12 SING Y N 3 BCO N3 C6 DOUB Y N 4 BCO O9 P1 DOUB N N 5 BCO C12 N5 SING N N 6 BCO C12 C8 DOUB Y N 7 BCO O3 C2 SING N N 8 BCO C6 C8 SING Y N 9 BCO C6 N1 SING Y N 10 BCO C2 C4 SING N N 11 BCO C2 C1 SING N N 12 BCO C8 N2 SING Y N 13 BCO P1 O6 SING N N 14 BCO P1 O5 SING N N 15 BCO P1 O2 SING N N 16 BCO C4 N1 SING N N 17 BCO C4 O1 SING N N 18 BCO N1 C7 SING Y N 19 BCO O2 C1 SING N N 20 BCO C1 C3 SING N N 21 BCO N2 C7 DOUB Y N 22 BCO O1 C3 SING N N 23 BCO C3 C5 SING N N 24 BCO C5 O4 SING N N 25 BCO O4 P2 SING N N 26 BCO O10 P2 DOUB N N 27 BCO P2 O7 SING N N 28 BCO P2 O12 SING N N 29 BCO O7 P3 SING N N 30 BCO P3 O13 DOUB N N 31 BCO P3 O14 SING N N 32 BCO P3 O8 SING N N 33 BCO O8 C11 SING N N 34 BCO C14 C9 SING N N 35 BCO C11 C9 SING N N 36 BCO C9 C13 SING N N 37 BCO C9 C10 SING N N 38 BCO C10 O11 SING N N 39 BCO C10 C16 SING N N 40 BCO C16 O15 DOUB N N 41 BCO C16 N6 SING N N 42 BCO N6 C17 SING N N 43 BCO C17 C18 SING N N 44 BCO C18 C19 SING N N 45 BCO C19 O16 DOUB N N 46 BCO C19 N7 SING N N 47 BCO N7 C20 SING N N 48 BCO C20 C21 SING N N 49 BCO C21 S1 SING N N 50 BCO S1 C22 SING N N 51 BCO C22 O17 DOUB N N 52 BCO C22 C23 SING N N 53 BCO C23 C24 SING N N 54 BCO C24 C25 SING N N 55 BCO O5 H1 SING N N 56 BCO O6 H2 SING N N 57 BCO C1 H3 SING N N 58 BCO C2 H4 SING N N 59 BCO O3 H5 SING N N 60 BCO C4 H6 SING N N 61 BCO C7 H7 SING N N 62 BCO C15 H8 SING N N 63 BCO N5 H9 SING N N 64 BCO N5 H10 SING N N 65 BCO C3 H11 SING N N 66 BCO C5 H12 SING N N 67 BCO C5 H13 SING N N 68 BCO O12 H14 SING N N 69 BCO O14 H15 SING N N 70 BCO C11 H16 SING N N 71 BCO C11 H17 SING N N 72 BCO C13 H18 SING N N 73 BCO C13 H19 SING N N 74 BCO C13 H20 SING N N 75 BCO C14 H21 SING N N 76 BCO C14 H22 SING N N 77 BCO C14 H23 SING N N 78 BCO C10 H24 SING N N 79 BCO O11 H25 SING N N 80 BCO N6 H26 SING N N 81 BCO C17 H27 SING N N 82 BCO C18 H28 SING N N 83 BCO N7 H29 SING N N 84 BCO C20 H30 SING N N 85 BCO C20 H31 SING N N 86 BCO C21 H32 SING N N 87 BCO C21 H33 SING N N 88 BCO C23 H34 SING N N 89 BCO C24 H35 SING N N 90 BCO C25 H36 SING N N 91 BCO C25 H37 SING N N 92 BCO C25 H38 SING N N 93 BCO C17 H39 SING N N 94 BCO C18 H40 SING N N 95 BCO C23 H41 SING N N 96 BCO C24 H42 SING N N 97 # # 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 BCO SMILES ACDLabs 12.01 "O=P(O)(O)OC1C(OC(C1O)n2cnc3c2ncnc3N)COP(OP(=O)(O)OCC(C)(C(O)C(=O)NCCC(=O)NCCSC(=O)CCC)C)(O)=O" BCO InChI InChI 1.03 "InChI=1S/C25H42N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,35-36H,4-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,18-,19-,20+,24-/m1/s1" BCO InChIKey InChI 1.03 CRFNGMNYKDXRTN-CITAKDKDSA-N BCO SMILES_CANONICAL CACTVS 3.385 "CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23" BCO SMILES CACTVS 3.385 "CCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23" BCO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O" BCO SMILES "OpenEye OEToolkits" 2.0.4 "CCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O" # # 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 BCO "SYSTEMATIC NAME" ACDLabs 12.01 "S-{(3S,5S,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} butanethioate (non-preferred name)" BCO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{S}-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethyl] butanethioate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BCO "Create component" 2008-10-14 PDBJ BCO "Modify aromatic_flag" 2011-06-04 RCSB BCO "Modify descriptor" 2011-06-04 RCSB BCO "Other modification" 2015-01-30 RCSB BCO "Modify value order" 2016-01-21 RCSB BCO "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BCO _pdbx_chem_comp_synonyms.name "S-{(3S,5S,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} butanethioate (non-preferred name)" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##