data_FED # _chem_comp.id FED _chem_comp.name "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-[(4aR)-4a-hydroxy-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]pentyl dihydrogen diphosphate (non-preferred name)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 N9 O16 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-24 _chem_comp.pdbx_modified_date 2013-08-02 _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 803.565 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FED _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 4H7U _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 FED O2A O2A O 0 1 N N N 7.882 32.001 9.201 4.228 -5.185 0.113 O2A FED 1 FED PA PA P 0 1 N N N 9.061 31.852 8.325 3.916 -3.690 0.626 PA FED 2 FED O1A O1A O 0 1 N N N 9.802 30.541 8.351 4.215 -3.593 2.072 O1A FED 3 FED O5B O5B O 0 1 N N N 8.603 32.161 6.845 4.833 -2.643 -0.184 O5B FED 4 FED C5B C5B C 0 1 N N N 9.303 31.871 5.621 6.258 -2.616 -0.083 C5B FED 5 FED C4B C4B C 0 1 N N R 8.283 31.339 4.660 6.812 -1.506 -0.977 C4B FED 6 FED C3B C3B C 0 1 N N S 7.798 29.915 4.931 8.357 -1.538 -0.981 C3B FED 7 FED O3B O3B O 0 1 N N N 6.387 29.818 4.918 8.840 -2.220 -2.140 O3B FED 8 FED C2B C2B C 0 1 N N R 8.490 29.091 3.836 8.763 -0.048 -1.017 C2B FED 9 FED O2B O2B O 0 1 N N N 7.886 27.865 3.478 9.514 0.238 -2.200 O2B FED 10 FED C1B C1B C 0 1 N N R 8.645 30.104 2.741 7.417 0.708 -1.031 C1B FED 11 FED N9A N9A N 0 1 Y N N 9.646 29.771 1.751 7.510 1.931 -0.230 N9A FED 12 FED C4A C4A C 0 1 Y N N 9.563 30.043 0.410 7.915 3.164 -0.675 C4A FED 13 FED N3A N3A N 0 1 Y N N 8.461 30.358 -0.274 8.326 3.653 -1.840 N3A FED 14 FED C2A C2A C 0 1 Y N N 8.664 30.505 -1.612 8.656 4.922 -1.956 C2A FED 15 FED N1A N1A N 0 1 Y N N 9.863 30.362 -2.180 8.601 5.765 -0.942 N1A FED 16 FED C6A C6A C 0 1 Y N N 10.942 30.014 -1.485 8.202 5.367 0.262 C6A FED 17 FED N6A N6A N 0 1 N N N 12.166 29.903 -2.059 8.146 6.258 1.320 N6A FED 18 FED C5A C5A C 0 1 Y N N 10.804 29.824 -0.135 7.838 4.021 0.436 C5A FED 19 FED N7A N7A N 0 1 Y N N 11.713 29.533 0.857 7.398 3.281 1.482 N7A FED 20 FED C8A C8A C 0 1 Y N N 11.006 29.556 1.996 7.205 2.054 1.093 C8A FED 21 FED O4B O4B O 0 1 N N N 9.010 31.284 3.416 6.472 -0.209 -0.439 O4B FED 22 FED O3P O3P O 0 1 N N N 10.170 32.988 8.626 2.363 -3.349 0.374 O3P FED 23 FED P P P 0 1 N N N 9.962 34.439 9.275 1.000 -3.704 1.155 P FED 24 FED O1P O1P O 0 1 N N N 8.820 35.184 8.534 1.193 -3.490 2.606 O1P FED 25 FED O2P O2P O 0 1 N N N 11.347 35.032 9.339 0.612 -5.243 0.886 O2P FED 26 FED "O5'" "O5'" O 0 1 N N N 9.447 34.053 10.750 -0.185 -2.751 0.624 "O5'" FED 27 FED "C5'" "C5'" C 0 1 N N N 10.275 33.309 11.675 -1.495 -2.749 1.194 "C5'" FED 28 FED "C4'" "C4'" C 0 1 N N R 9.598 33.066 13.030 -2.370 -1.732 0.458 "C4'" FED 29 FED "O4'" "O4'" O 0 1 N N N 8.327 32.448 12.783 -2.547 -2.149 -0.897 "O4'" FED 30 FED "C3'" "C3'" C 0 1 N N S 10.351 32.044 13.886 -3.733 -1.639 1.146 "C3'" FED 31 FED "O3'" "O3'" O 0 1 N N N 11.533 32.751 14.313 -3.556 -1.221 2.501 "O3'" FED 32 FED "C2'" "C2'" C 0 1 N N S 9.562 31.555 15.117 -4.608 -0.622 0.409 "C2'" FED 33 FED "O2'" "O2'" O 0 1 N N N 8.363 30.850 14.726 -4.785 -1.039 -0.946 "O2'" FED 34 FED "C1'" "C1'" C 0 1 N N N 10.472 30.625 15.933 -5.971 -0.529 1.097 "C1'" FED 35 FED N10 N10 N 0 1 N N N 9.780 29.687 16.862 -6.808 0.445 0.392 N10 FED 36 FED C10 C10 C 0 1 N N N 9.190 30.174 17.963 -7.603 0.041 -0.628 C10 FED 37 FED N1 N1 N 0 1 N N N 9.180 31.549 18.112 -7.827 -1.230 -0.828 N1 FED 38 FED C2 C2 C 0 1 N N N 8.271 31.998 19.032 -8.713 -1.666 -1.731 C2 FED 39 FED O2 O2 O 0 1 N N N 8.291 33.199 19.326 -8.789 -2.860 -1.954 O2 FED 40 FED C9A C9A C 0 1 Y N N 9.729 28.282 16.612 -6.791 1.791 0.776 C9A FED 41 FED C9 C9 C 0 1 Y N N 9.830 27.828 15.269 -5.852 2.247 1.690 C9 FED 42 FED C8 C8 C 0 1 Y N N 9.712 26.467 14.955 -5.852 3.574 2.075 C8 FED 43 FED C8M C8M C 0 1 N N N 9.757 26.021 13.482 -4.830 4.066 3.067 C8M FED 44 FED C7 C7 C 0 1 Y N N 9.327 25.576 15.958 -6.784 4.454 1.555 C7 FED 45 FED C7M C7M C 0 1 N N N 9.561 24.080 15.759 -6.779 5.897 1.988 C7M FED 46 FED C6 C6 C 0 1 Y N N 9.071 26.049 17.268 -7.721 4.011 0.638 C6 FED 47 FED C5X C5X C 0 1 Y N N 9.262 27.402 17.616 -7.721 2.686 0.243 C5X FED 48 FED N5 N5 N 0 1 N N N 8.755 27.878 18.841 -8.637 2.221 -0.717 N5 FED 49 FED C4X C4X C 0 1 N N R 8.914 29.340 19.134 -8.208 1.082 -1.534 C4X FED 50 FED O4X O4X O 0 1 N N N 9.941 29.530 20.021 -7.210 1.526 -2.455 O4X FED 51 FED C4 C4 C 0 1 N N N 7.673 29.784 19.658 -9.345 0.508 -2.321 C4 FED 52 FED N3 N3 N 0 1 N N N 7.518 31.153 19.801 -9.521 -0.824 -2.397 N3 FED 53 FED O4 O4 O 0 1 N N N 7.119 29.031 20.602 -10.114 1.250 -2.894 O4 FED 54 FED HOA2 HOA2 H 0 0 N N N 7.747 31.198 9.690 4.054 -5.321 -0.829 HOA2 FED 55 FED H51A H51A H 0 0 N N N 9.761 32.787 5.220 6.546 -2.427 0.952 H51A FED 56 FED H52A H52A H 0 0 N N N 10.085 31.118 5.800 6.664 -3.576 -0.402 H52A FED 57 FED H4B H4B H 0 1 N N N 7.425 32.024 4.592 6.428 -1.610 -1.992 H4B FED 58 FED H3B H3B H 0 1 N N N 8.189 29.593 5.907 8.731 -2.014 -0.075 H3B FED 59 FED HO3A HO3A H 0 0 N N N 6.129 28.920 5.090 9.805 -2.270 -2.193 HO3A FED 60 FED H2B H2B H 0 1 N N N 9.501 28.871 4.208 9.339 0.213 -0.129 H2B FED 61 FED HO2A HO2A H 0 0 N N N 8.398 27.446 2.796 10.342 -0.257 -2.269 HO2A FED 62 FED H1B H1B H 0 1 N N N 7.672 30.240 2.246 7.125 0.946 -2.054 H1B FED 63 FED H2A H2A H 0 1 N N N 7.819 30.747 -2.240 8.986 5.287 -2.918 H2A FED 64 FED H61A H61A H 0 0 N N N 12.099 30.119 -3.033 8.400 7.185 1.187 H61A FED 65 FED H62A H62A H 0 0 N N N 12.799 30.540 -1.620 7.854 5.956 2.194 H62A FED 66 FED H8A H8A H 0 1 N N N 11.433 29.425 2.979 6.851 1.252 1.724 H8A FED 67 FED HOP2 HOP2 H 0 0 N N N 11.358 35.863 8.879 0.471 -5.456 -0.047 HOP2 FED 68 FED "H5'1" "H5'1" H 0 0 N N N 10.515 32.335 11.224 -1.935 -3.742 1.099 "H5'1" FED 69 FED "H5'2" "H5'2" H 0 0 N N N 11.204 33.873 11.844 -1.433 -2.478 2.248 "H5'2" FED 70 FED "H4'" "H4'" H 0 1 N N N 9.490 34.015 13.576 -1.886 -0.756 0.477 "H4'" FED 71 FED "HO4'" "HO4'" H 0 0 N N N 7.887 32.287 13.609 -2.974 -3.013 -0.990 "HO4'" FED 72 FED "H3'" "H3'" H 0 1 N N N 10.623 31.178 13.264 -4.217 -2.615 1.127 "H3'" FED 73 FED "HO3'" "HO3'" H 0 0 N N N 12.064 32.181 14.857 -3.129 -0.358 2.594 "HO3'" FED 74 FED "H2'" "H2'" H 0 1 N N N 9.301 32.426 15.736 -4.124 0.354 0.428 "H2'" FED 75 FED "HO2'" "HO2'" H 0 0 N N N 7.898 30.561 15.502 -5.211 -1.903 -1.039 "HO2'" FED 76 FED "H1'1" "H1'1" H 0 0 N N N 11.062 30.024 15.225 -6.455 -1.505 1.078 "H1'1" FED 77 FED "H1'2" "H1'2" H 0 0 N N N 11.148 31.254 16.531 -5.836 -0.210 2.131 "H1'2" FED 78 FED H9 H9 H 0 1 N N N 10.000 28.543 14.478 -5.122 1.564 2.101 H9 FED 79 FED HM81 HM81 H 0 0 N N N 10.782 25.718 13.221 -3.942 4.409 2.534 HM81 FED 80 FED HM82 HM82 H 0 0 N N N 9.074 25.171 13.335 -5.249 4.892 3.642 HM82 FED 81 FED HM83 HM83 H 0 0 N N N 9.447 26.856 12.837 -4.558 3.254 3.741 HM83 FED 82 FED HM71 HM71 H 0 0 N N N 10.605 23.836 16.005 -6.134 6.474 1.325 HM71 FED 83 FED HM72 HM72 H 0 0 N N N 8.887 23.513 16.418 -7.793 6.294 1.943 HM72 FED 84 FED HM73 HM73 H 0 0 N N N 9.359 23.814 14.711 -6.406 5.969 3.010 HM73 FED 85 FED H6 H6 H 0 1 N N N 8.721 25.356 18.019 -8.449 4.698 0.233 H6 FED 86 FED HN5 HN5 H 0 1 N N N 7.776 27.673 18.860 -9.509 2.631 -0.831 HN5 FED 87 FED HO4X HO4X H 0 0 N N N 9.607 29.477 20.909 -7.519 2.199 -3.076 HO4X FED 88 FED HN3 HN3 H 0 1 N N N 6.862 31.520 20.460 -10.240 -1.182 -2.941 HN3 FED 89 # 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 FED O2A HOA2 SING N N 1 FED PA O1A DOUB N N 2 FED PA O3P SING N N 3 FED PA O2A SING N N 4 FED O5B PA SING N N 5 FED C5B O5B SING N N 6 FED C5B H51A SING N N 7 FED C5B H52A SING N N 8 FED C4B C3B SING N N 9 FED C4B C5B SING N N 10 FED C4B H4B SING N N 11 FED C3B H3B SING N N 12 FED O3B C3B SING N N 13 FED O3B HO3A SING N N 14 FED C2B C3B SING N N 15 FED C2B H2B SING N N 16 FED O2B C2B SING N N 17 FED O2B HO2A SING N N 18 FED C1B O4B SING N N 19 FED C1B C2B SING N N 20 FED C1B H1B SING N N 21 FED N9A C8A SING Y N 22 FED N9A C1B SING N N 23 FED C4A N9A SING Y N 24 FED N3A C4A DOUB Y N 25 FED C2A N3A SING Y N 26 FED C2A H2A SING N N 27 FED N1A C2A DOUB Y N 28 FED N1A C6A SING Y N 29 FED C6A C5A DOUB Y N 30 FED N6A C6A SING N N 31 FED N6A H61A SING N N 32 FED N6A H62A SING N N 33 FED C5A C4A SING Y N 34 FED C5A N7A SING Y N 35 FED N7A C8A DOUB Y N 36 FED C8A H8A SING N N 37 FED O4B C4B SING N N 38 FED O3P P SING N N 39 FED P O2P SING N N 40 FED P "O5'" SING N N 41 FED O1P P DOUB N N 42 FED O2P HOP2 SING N N 43 FED "O5'" "C5'" SING N N 44 FED "C5'" "C4'" SING N N 45 FED "C5'" "H5'1" SING N N 46 FED "C5'" "H5'2" SING N N 47 FED "C4'" "C3'" SING N N 48 FED "C4'" "H4'" SING N N 49 FED "O4'" "C4'" SING N N 50 FED "O4'" "HO4'" SING N N 51 FED "C3'" "O3'" SING N N 52 FED "C3'" "C2'" SING N N 53 FED "C3'" "H3'" SING N N 54 FED "O3'" "HO3'" SING N N 55 FED "C2'" "C1'" SING N N 56 FED "C2'" "H2'" SING N N 57 FED "O2'" "C2'" SING N N 58 FED "O2'" "HO2'" SING N N 59 FED "C1'" N10 SING N N 60 FED "C1'" "H1'1" SING N N 61 FED "C1'" "H1'2" SING N N 62 FED N10 C10 SING N N 63 FED C10 N1 DOUB N N 64 FED C10 C4X SING N N 65 FED N1 C2 SING N N 66 FED C2 O2 DOUB N N 67 FED C2 N3 SING N N 68 FED C9A N10 SING N N 69 FED C9A C5X DOUB Y N 70 FED C9 C9A SING Y N 71 FED C9 H9 SING N N 72 FED C8 C9 DOUB Y N 73 FED C8 C7 SING Y N 74 FED C8M C8 SING N N 75 FED C8M HM81 SING N N 76 FED C8M HM82 SING N N 77 FED C8M HM83 SING N N 78 FED C7 C6 DOUB Y N 79 FED C7M C7 SING N N 80 FED C7M HM71 SING N N 81 FED C7M HM72 SING N N 82 FED C7M HM73 SING N N 83 FED C6 C5X SING Y N 84 FED C6 H6 SING N N 85 FED C5X N5 SING N N 86 FED N5 C4X SING N N 87 FED N5 HN5 SING N N 88 FED C4X C4 SING N N 89 FED C4X O4X SING N N 90 FED O4X HO4X SING N N 91 FED C4 N3 SING N N 92 FED C4 O4 DOUB N N 93 FED N3 HN3 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 FED SMILES ACDLabs 12.01 "O=C2NC(=O)N=C3N(c1cc(c(cc1NC23O)C)C)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O" FED InChI InChI 1.03 ;InChI=1S/C27H35N9O16P2/c1-10-3-12-13(4-11(10)2)35(24-27(44,34-12)25(42)33-26(43)32-24)5-14(37)18(39)15(38)6-49-53(45,46)52-54(47,48)50-7-16-19(40)20(41)23(51-16)36-9-31-17-21(28)29-8-30-22(17)36/h3-4,8-9,14-16,18-20,23,34,37-41,44H,5-7H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,33,42,43)/t14-,15+,16+,18-,19+,20+,23+,27+/m0/s1 ; FED InChIKey InChI 1.03 WTOYVZYXGAOYIM-QUWWARRSSA-N FED SMILES_CANONICAL CACTVS 3.370 "Cc1cc2N[C@]3(O)C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)c2cc1C" FED SMILES CACTVS 3.370 "Cc1cc2N[C]3(O)C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)c2cc1C" FED SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3(N2)O)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O" FED SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3(N2)O)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)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 FED "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-2,3,4-trihydroxy-5-[(4aR)-4a-hydroxy-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]pentyl dihydrogen diphosphate (non-preferred name)" FED "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [5-[7,8-dimethyl-4a-oxidanyl-2,4-bis(oxidanylidene)-5H-benzo[g]pteridin-10-yl]-2,3,4-tris(oxidanyl)pentyl] hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FED "Create component" 2012-09-24 RCSB FED "Other modification" 2012-09-25 RCSB FED "Initial release" 2013-08-07 RCSB #