data_FAY # _chem_comp.id FAY _chem_comp.name ;[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-(8-formyl-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 N9 O16 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "8-FORMYL-FLAVIN-ADENINE DINUCLEOTIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-02 _chem_comp.pdbx_modified_date 2020-06-17 _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 799.533 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FAY _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 3Q9T _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 FAY P P P 0 1 N N N 68.924 -7.666 24.078 0.918 3.592 -1.303 P FAY 1 FAY N1 N1 N 0 1 N N N 77.543 -4.076 24.224 -7.810 1.373 1.009 N1 FAY 2 FAY C2 C2 C 0 1 N N N 78.514 -3.935 25.213 -8.617 1.848 1.956 C2 FAY 3 FAY O2 O2 O 0 1 N N N 78.205 -3.521 26.324 -8.627 3.052 2.147 O2 FAY 4 FAY N3 N3 N 0 1 N N N 79.676 -4.673 25.133 -9.420 1.085 2.711 N3 FAY 5 FAY C4 C4 C 0 1 N N N 80.128 -5.057 23.895 -9.463 -0.258 2.556 C4 FAY 6 FAY O4 O4 O 0 1 N N N 81.356 -5.011 23.693 -10.190 -0.952 3.240 O4 FAY 7 FAY N5 N5 N 0 1 N N N 79.582 -5.595 21.635 -8.548 -2.132 1.282 N5 FAY 8 FAY C6 C6 C 0 1 Y N N 79.039 -6.644 19.604 -7.719 -4.022 0.101 C6 FAY 9 FAY C7 C7 C 0 1 Y N N 78.117 -7.168 18.715 -6.907 -4.542 -0.857 C7 FAY 10 FAY C8 C8 C 0 1 Y N N 76.751 -7.049 18.991 -6.082 -3.704 -1.626 C8 FAY 11 FAY O8 O8 O 0 1 N N N 74.627 -7.870 18.439 -4.493 -3.564 -3.324 O8 FAY 12 FAY C9 C9 C 0 1 Y N N 76.339 -6.514 20.219 -6.088 -2.329 -1.414 C9 FAY 13 FAY PA PA P 0 1 N N N 69.363 -9.850 22.333 3.825 3.627 -0.726 PA FAY 14 FAY "C1'" "C1'" C 0 1 N N N 75.376 -5.129 22.626 -6.069 0.466 -1.016 "C1'" FAY 15 FAY C10 C10 C 0 1 N N N 77.857 -4.683 23.031 -7.743 0.081 0.742 C10 FAY 16 FAY N10 N10 N 0 1 N N N 76.847 -5.188 22.207 -6.923 -0.421 -0.222 N10 FAY 17 FAY N1A N1A N 0 1 Y N N 61.701 -15.897 17.401 8.826 -5.566 0.885 N1A FAY 18 FAY O1A O1A O 0 1 N N N 69.722 -9.887 20.885 4.148 3.371 -2.147 O1A FAY 19 FAY C1B C1B C 0 1 N N R 65.801 -13.977 20.061 7.363 -0.591 1.177 C1B FAY 20 FAY O1P O1P O 0 1 N N N 68.429 -8.519 25.221 1.134 3.220 -2.719 O1P FAY 21 FAY "C2'" "C2'" C 0 1 N N S 74.996 -6.298 23.564 -4.717 0.630 -0.319 "C2'" FAY 22 FAY "O2'" "O2'" O 0 1 N N N 75.540 -7.452 23.031 -4.915 1.194 0.979 "O2'" FAY 23 FAY C2A C2A C 0 1 Y N N 62.369 -16.483 18.460 9.105 -4.677 1.821 C2A FAY 24 FAY O2A O2A O 0 1 N N N 70.512 -10.126 23.254 4.136 5.168 -0.375 O2A FAY 25 FAY C2B C2B C 0 1 N N R 67.223 -13.803 19.558 8.641 0.211 0.823 C2B FAY 26 FAY O2B O2B O 0 1 N N N 67.765 -14.984 18.995 9.746 -0.210 1.626 O2B FAY 27 FAY O2P O2P O 0 1 N N N 68.135 -6.373 23.980 0.534 5.153 -1.211 O2P FAY 28 FAY "C3'" "C3'" C 0 1 N N S 73.519 -6.583 23.993 -3.825 1.556 -1.148 "C3'" FAY 29 FAY "O3'" "O3'" O 0 1 N N N 73.150 -7.959 24.051 -3.627 0.992 -2.445 "O3'" FAY 30 FAY N3A N3A N 0 1 Y N N 63.443 -15.841 19.055 8.666 -3.437 1.771 N3A FAY 31 FAY C3B C3B C 0 1 N N S 67.945 -13.423 20.832 8.223 1.660 1.174 C3B FAY 32 FAY O3B O3B O 0 1 N N N 68.254 -14.598 21.540 8.701 2.017 2.472 O3B FAY 33 FAY O3P O3P O 0 1 N N N 68.703 -8.442 22.683 2.266 3.321 -0.465 O3P FAY 34 FAY "C4'" "C4'" C 0 1 N N R 72.458 -5.872 23.191 -2.473 1.720 -0.451 "C4'" FAY 35 FAY "O4'" "O4'" O 0 1 N N N 72.855 -4.504 23.153 -2.671 2.285 0.847 "O4'" FAY 36 FAY C4A C4A C 0 1 Y N N 63.836 -14.625 18.597 7.911 -3.026 0.758 C4A FAY 37 FAY C4B C4B C 0 1 N N R 66.897 -12.690 21.633 6.683 1.623 1.157 C4B FAY 38 FAY O4B O4B O 0 1 N N N 65.646 -12.969 21.028 6.291 0.292 0.780 O4B FAY 39 FAY C4X C4X C 0 1 N N N 79.201 -5.053 22.836 -8.586 -0.847 1.517 C4X FAY 40 FAY "C5'" "C5'" C 0 1 N N N 71.062 -6.058 23.834 -1.581 2.647 -1.280 "C5'" FAY 41 FAY "O5'" "O5'" O 0 1 N N N 70.534 -7.360 24.128 -0.280 2.708 -0.691 "O5'" FAY 42 FAY C5A C5A C 0 1 Y N N 63.169 -14.015 17.538 7.586 -3.934 -0.264 C5A FAY 43 FAY C5B C5B C 0 1 N N N 67.170 -11.199 21.668 6.150 2.630 0.136 C5B FAY 44 FAY O5B O5B O 0 1 N N N 68.213 -10.973 22.584 4.723 2.673 0.209 O5B FAY 45 FAY C5X C5X C 0 1 Y N N 78.611 -5.920 20.713 -7.741 -2.632 0.334 C5X FAY 46 FAY C6A C6A C 0 1 Y N N 62.094 -14.657 16.927 8.078 -5.247 -0.167 C6A FAY 47 FAY N6A N6A N 0 1 N N N 61.516 -14.117 15.845 7.792 -6.185 -1.143 N6A FAY 48 FAY N7A N7A N 0 1 Y N N 63.763 -12.827 17.302 6.818 -3.269 -1.160 N7A FAY 49 FAY C7M C7M C 0 1 N N N 78.621 -7.680 17.387 -6.892 -6.030 -1.098 C7M FAY 50 FAY C8A C8A C 0 1 Y N N 64.774 -12.657 18.180 6.655 -2.040 -0.763 C8A FAY 51 FAY C8M C8M C 0 1 N N N 75.822 -7.935 18.254 -5.206 -4.285 -2.660 C8M FAY 52 FAY C9A C9A C 0 1 Y N N 77.253 -5.899 21.072 -6.915 -1.785 -0.435 C9A FAY 53 FAY N9A N9A N 0 1 Y N N 64.833 -13.761 18.979 7.310 -1.841 0.415 N9A FAY 54 FAY HN3 HN3 H 0 1 N N N 80.179 -4.923 25.960 -9.980 1.505 3.383 HN3 FAY 55 FAY H6 H6 H 0 1 N N N 80.095 -6.797 19.437 -8.349 -4.676 0.685 H6 FAY 56 FAY H9 H9 H 0 1 N N N 75.300 -6.579 20.508 -5.453 -1.686 -2.006 H9 FAY 57 FAY "H1'" "H1'" H 0 1 N N N 75.198 -4.181 23.155 -5.918 0.035 -2.006 "H1'" FAY 58 FAY "H1'A" "H1'A" H 0 0 N N N 74.750 -5.184 21.723 -6.548 1.440 -1.112 "H1'A" FAY 59 FAY H1B H1B H 0 1 N N N 65.629 -14.990 20.454 7.319 -0.790 2.248 H1B FAY 60 FAY "H2'" "H2'" H 0 1 N N N 75.404 -5.949 24.524 -4.238 -0.345 -0.222 "H2'" FAY 61 FAY "HO2'" "HO2'" H 0 0 N N N 75.323 -8.191 23.587 -5.338 2.064 0.969 "HO2'" FAY 62 FAY H2A H2A H 0 1 N N N 62.051 -17.448 18.826 9.716 -4.979 2.659 H2A FAY 63 FAY H2B H2B H 0 1 N N N 67.304 -13.070 18.742 8.877 0.119 -0.237 H2B FAY 64 FAY HO2B HO2B H 0 0 N N N 68.652 -14.816 18.699 10.569 0.263 1.442 HO2B FAY 65 FAY "H3'" "H3'" H 0 1 N N N 73.543 -6.169 25.012 -4.304 2.531 -1.245 "H3'" FAY 66 FAY "HO3'" "HO3'" H 0 0 N N N 72.241 -8.033 24.319 -3.204 0.123 -2.436 "HO3'" FAY 67 FAY H3B H3B H 0 1 N N N 68.862 -12.844 20.647 8.599 2.357 0.425 H3B FAY 68 FAY HO3B HO3B H 0 0 N N N 68.708 -14.374 22.344 9.664 2.000 2.556 HO3B FAY 69 FAY "H4'" "H4'" H 0 1 N N N 72.369 -6.279 22.173 -1.994 0.746 -0.354 "H4'" FAY 70 FAY "HO4'" "HO4'" H 0 0 N N N 72.219 -4.003 22.657 -3.094 3.154 0.837 "HO4'" FAY 71 FAY H4B H4B H 0 1 N N N 66.906 -13.027 22.680 6.295 1.857 2.148 H4B FAY 72 FAY "H5'" "H5'" H 0 1 N N N 71.109 -5.533 24.800 -1.503 2.262 -2.296 "H5'" FAY 73 FAY "H5'A" "H5'A" H 0 0 N N N 70.350 -5.602 23.130 -2.017 3.646 -1.302 "H5'A" FAY 74 FAY H5B H5B H 0 1 N N N 67.464 -10.847 20.668 6.555 3.618 0.355 H5B FAY 75 FAY H5BA H5BA H 0 0 N N N 66.266 -10.658 21.986 6.453 2.327 -0.866 H5BA FAY 76 FAY HN6A HN6A H 0 0 N N N 60.816 -14.739 15.495 8.138 -7.088 -1.064 HN6A FAY 77 FAY HN6B HN6B H 0 0 N N N 61.093 -13.245 16.093 7.245 -5.940 -1.905 HN6B FAY 78 FAY H7M H7M H 0 1 N N N 78.812 -8.761 17.459 -7.640 -6.283 -1.849 H7M FAY 79 FAY H7MA H7MA H 0 0 N N N 77.864 -7.492 16.611 -5.906 -6.331 -1.450 H7MA FAY 80 FAY H7MB H7MB H 0 0 N N N 79.554 -7.160 17.124 -7.121 -6.550 -0.168 H7MB FAY 81 FAY H8A H8A H 0 1 N N N 65.424 -11.796 18.240 6.086 -1.289 -1.290 H8A FAY 82 FAY H8M H8M H 0 1 N N N 76.214 -8.647 17.543 -5.200 -5.352 -2.826 H8M FAY 83 FAY HO2A HO2A H 0 0 N N N 71.297 -10.282 22.743 3.947 5.408 0.543 HO2A FAY 84 FAY HO2P HO2P H 0 0 N N N 67.476 -6.351 24.664 0.378 5.467 -0.310 HO2P FAY 85 # # 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 FAY P O1P DOUB N N 1 FAY P O2P SING N N 2 FAY P O3P SING N N 3 FAY P "O5'" SING N N 4 FAY N1 C2 SING N N 5 FAY N1 C10 DOUB N N 6 FAY C2 O2 DOUB N N 7 FAY C2 N3 SING N N 8 FAY N3 C4 SING N N 9 FAY C4 O4 DOUB N N 10 FAY C4 C4X SING N N 11 FAY N5 C4X DOUB N N 12 FAY N5 C5X SING N N 13 FAY C6 C7 DOUB Y N 14 FAY C6 C5X SING Y N 15 FAY C7 C8 SING Y N 16 FAY C7 C7M SING N N 17 FAY C8 C9 DOUB Y N 18 FAY C8 C8M SING N N 19 FAY O8 C8M DOUB N N 20 FAY C9 C9A SING Y N 21 FAY PA O1A DOUB N N 22 FAY PA O2A SING N N 23 FAY PA O3P SING N N 24 FAY PA O5B SING N N 25 FAY "C1'" N10 SING N N 26 FAY "C1'" "C2'" SING N N 27 FAY C10 N10 SING N N 28 FAY C10 C4X SING N N 29 FAY N10 C9A SING N N 30 FAY N1A C2A DOUB Y N 31 FAY N1A C6A SING Y N 32 FAY C1B C2B SING N N 33 FAY C1B O4B SING N N 34 FAY C1B N9A SING N N 35 FAY "C2'" "O2'" SING N N 36 FAY "C2'" "C3'" SING N N 37 FAY C2A N3A SING Y N 38 FAY C2B O2B SING N N 39 FAY C2B C3B SING N N 40 FAY "C3'" "O3'" SING N N 41 FAY "C3'" "C4'" SING N N 42 FAY N3A C4A DOUB Y N 43 FAY C3B O3B SING N N 44 FAY C3B C4B SING N N 45 FAY "C4'" "O4'" SING N N 46 FAY "C4'" "C5'" SING N N 47 FAY C4A C5A SING Y N 48 FAY C4A N9A SING Y N 49 FAY C4B O4B SING N N 50 FAY C4B C5B SING N N 51 FAY "C5'" "O5'" SING N N 52 FAY C5A C6A DOUB Y N 53 FAY C5A N7A SING Y N 54 FAY C5B O5B SING N N 55 FAY C5X C9A DOUB Y N 56 FAY C6A N6A SING N N 57 FAY N7A C8A DOUB Y N 58 FAY C8A N9A SING Y N 59 FAY N3 HN3 SING N N 60 FAY C6 H6 SING N N 61 FAY C9 H9 SING N N 62 FAY "C1'" "H1'" SING N N 63 FAY "C1'" "H1'A" SING N N 64 FAY C1B H1B SING N N 65 FAY "C2'" "H2'" SING N N 66 FAY "O2'" "HO2'" SING N N 67 FAY C2A H2A SING N N 68 FAY C2B H2B SING N N 69 FAY O2B HO2B SING N N 70 FAY "C3'" "H3'" SING N N 71 FAY "O3'" "HO3'" SING N N 72 FAY C3B H3B SING N N 73 FAY O3B HO3B SING N N 74 FAY "C4'" "H4'" SING N N 75 FAY "O4'" "HO4'" SING N N 76 FAY C4B H4B SING N N 77 FAY "C5'" "H5'" SING N N 78 FAY "C5'" "H5'A" SING N N 79 FAY C5B H5B SING N N 80 FAY C5B H5BA SING N N 81 FAY N6A HN6A SING N N 82 FAY N6A HN6B SING N N 83 FAY C7M H7M SING N N 84 FAY C7M H7MA SING N N 85 FAY C7M H7MB SING N N 86 FAY C8A H8A SING N N 87 FAY C8M H8M SING N N 88 FAY O2A HO2A SING N N 89 FAY O2P HO2P SING N N 90 # # 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 FAY SMILES ACDLabs 12.01 "O=Cc2c(cc3N=C1C(=O)NC(=O)N=C1N(c3c2)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O)C" FAY SMILES_CANONICAL CACTVS 3.370 "Cc1cc2N=C3C(=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=O" FAY SMILES CACTVS 3.370 "Cc1cc2N=C3C(=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=O" FAY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc2c(cc1C=O)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O" FAY SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc2c(cc1C=O)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O" FAY InChI InChI 1.03 "InChI=1S/C27H31N9O16P2/c1-10-2-12-13(3-11(10)5-37)35(24-18(32-12)25(43)34-27(44)33-24)4-14(38)19(40)15(39)6-49-53(45,46)52-54(47,48)50-7-16-20(41)21(42)26(51-16)36-9-31-17-22(28)29-8-30-23(17)36/h2-3,5,8-9,14-16,19-21,26,38-42H,4,6-7H2,1H3,(H,45,46)(H,47,48)(H2,28,29,30)(H,34,43,44)/t14-,15+,16+,19-,20+,21+,26+/m0/s1" FAY InChIKey InChI 1.03 WPPWMPSQWPJDHE-UYBVJOGSSA-N # # 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 FAY "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)-5-(8-formyl-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" FAY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3S,4S)-5-[8-methanoyl-7-methyl-2,4-bis(oxidanylidene)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 FAY "Create component" 2011-06-02 PDBJ FAY "Modify aromatic_flag" 2011-06-04 RCSB FAY "Modify descriptor" 2011-06-04 RCSB FAY "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FAY _pdbx_chem_comp_synonyms.name "8-FORMYL-FLAVIN-ADENINE DINUCLEOTIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##