data_FCG # _chem_comp.id FCG _chem_comp.name "(N5,C4A)-(ALPHA-HYDROXY-PROPANO)-3,4,4A,5-TETRAHYDRO-FLAVIN-ADENINE DINUCLEOTIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H43 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 2006-01-05 _chem_comp.pdbx_modified_date 2011-06-04 _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 847.661 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FCG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2A89 _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 FCG PA AP P 0 1 N N R 46.735 35.315 5.541 3.727 -0.461 1.038 PA FCG 1 FCG O1A AO1 O 0 1 N N N 47.654 34.972 6.622 3.306 -1.764 1.600 O1A FCG 2 FCG O2A AO2 O 0 1 N N N 45.864 36.515 5.586 4.249 0.492 2.227 O2A FCG 3 FCG O5B AO5* O 0 1 N N N 47.513 35.283 4.196 4.914 -0.693 -0.024 O5B FCG 4 FCG C5B AC5* C 0 1 N N N 46.937 35.589 2.876 5.942 -1.416 0.656 C5B FCG 5 FCG C4B AC4* C 0 1 N N R 47.915 36.428 2.191 7.107 -1.670 -0.302 C4B FCG 6 FCG O4B AO4* O 0 1 N N N 47.668 36.511 0.810 7.737 -0.425 -0.648 O4B FCG 7 FCG C1B AC1* C 0 1 N N R 47.812 37.800 0.305 9.146 -0.697 -0.810 C1B FCG 8 FCG N9A AN9 N 0 1 Y N N 47.058 38.145 -0.864 9.928 0.533 -0.662 N9A FCG 9 FCG C4A AC4 C 0 1 Y N N 47.515 38.264 -2.139 11.182 0.763 -1.170 C4A FCG 10 FCG N3A AN3 N 0 1 Y N N 48.833 38.090 -2.592 12.042 0.061 -1.900 N3A FCG 11 FCG C2A AC2 C 0 1 Y N N 49.003 38.269 -3.982 13.203 0.575 -2.247 C2A FCG 12 FCG N1A AN1 N 0 1 Y N N 47.958 38.598 -4.841 13.571 1.795 -1.900 N1A FCG 13 FCG C6A AC6 C 0 1 Y N N 46.661 38.768 -4.339 12.775 2.573 -1.174 C6A FCG 14 FCG N6A AN6 N 0 1 N N N 45.640 39.090 -5.177 13.169 3.850 -0.814 N6A FCG 15 FCG C5A AC5 C 0 1 Y N N 46.391 38.597 -2.908 11.524 2.069 -0.779 C5A FCG 16 FCG N7A AN7 N 0 1 Y N N 45.284 38.679 -2.120 10.484 2.556 -0.060 N7A FCG 17 FCG C8A AC8 C 0 1 Y N N 45.713 38.402 -0.933 9.547 1.656 0.010 C8A FCG 18 FCG C2B AC2* C 0 1 N N R 47.736 38.767 1.533 9.458 -1.688 0.341 C2B FCG 19 FCG O2B AO2* O 0 1 N N N 48.441 40.027 1.452 10.597 -2.491 0.027 O2B FCG 20 FCG C3B AC3* C 0 1 N N S 48.074 37.864 2.707 8.169 -2.550 0.385 C3B FCG 21 FCG O3B AO3* O 0 1 N N N 49.425 38.100 3.124 8.358 -3.771 -0.333 O3B FCG 22 FCG O3P O3P O 0 1 N N N 45.639 34.086 5.369 2.476 0.236 0.302 O3P FCG 23 FCG P P P 0 1 N N S 46.028 32.445 5.336 1.211 0.078 1.284 P FCG 24 FCG O1P O1P O 0 1 N N N 44.884 31.944 4.619 1.231 -1.267 1.903 O1P FCG 25 FCG O2P O2P O 0 1 N N N 47.416 32.293 4.889 1.282 1.199 2.437 O2P FCG 26 FCG "O5'" O5* O 0 1 N N N 45.951 32.103 6.873 -0.149 0.260 0.441 "O5'" FCG 27 FCG "C5'" C5* C 0 1 N N N 44.684 32.068 7.698 -1.230 -0.008 1.338 "C5'" FCG 28 FCG "C4'" C4* C 0 1 N N R 45.144 32.218 9.123 -2.558 0.149 0.595 "C4'" FCG 29 FCG "O4'" O4* O 0 1 N N N 45.910 33.317 9.402 -2.656 -0.849 -0.423 "O4'" FCG 30 FCG "C3'" C3* C 0 1 N N S 43.747 32.124 10.035 -3.716 -0.014 1.582 "C3'" FCG 31 FCG "O3'" O3* O 0 1 N N N 43.053 30.932 9.724 -3.618 0.984 2.600 "O3'" FCG 32 FCG "C2'" C2* C 0 1 N N S 44.186 32.143 11.532 -5.045 0.142 0.840 "C2'" FCG 33 FCG "O2'" O2* O 0 1 N N N 44.862 33.423 11.843 -5.142 -0.856 -0.178 "O2'" FCG 34 FCG "C1'" C1* C 0 1 N N N 42.897 32.062 12.257 -6.202 -0.021 1.827 "C1'" FCG 35 FCG N10 N10 N 0 1 N N N 42.906 32.518 13.735 -7.478 0.058 1.103 N10 FCG 36 FCG C10 C10 C 0 1 N N S 43.303 31.529 14.742 -7.412 1.258 0.263 C10 FCG 37 FCG N1 N1 N 0 1 N N N 43.745 30.280 14.361 -7.477 2.445 1.117 N1 FCG 38 FCG C2 C2 C 0 1 N N N 44.314 29.362 15.282 -8.104 3.563 0.731 C2 FCG 39 FCG O2 O2 O 0 1 N N N 44.675 28.275 14.937 -8.117 4.515 1.487 O2 FCG 40 FCG N3 N3 N 0 1 N N N 44.454 29.906 16.552 -8.719 3.677 -0.455 N3 FCG 41 FCG C4 C4 C 0 1 N N R 44.104 31.188 17.016 -8.693 2.586 -1.430 C4 FCG 42 FCG O4 O4 O 0 1 N N N 44.558 31.716 18.011 -9.893 2.613 -2.206 O4 FCG 43 FCG C4X C4A C 0 1 N N S 42.962 31.925 16.130 -8.585 1.244 -0.708 C4X FCG 44 FCG N5 N5 N 0 1 N N N 42.800 33.299 16.537 -8.455 0.155 -1.685 N5 FCG 45 FCG C9A C9A C 0 1 Y N N 42.553 33.913 14.081 -7.533 -1.057 0.263 C9A FCG 46 FCG C5X C5A C 0 1 Y N N 42.505 34.266 15.531 -7.995 -1.007 -1.044 C5X FCG 47 FCG C9 C9 C 0 1 Y N N 42.293 34.947 13.113 -7.097 -2.270 0.795 C9 FCG 48 FCG C6 C6 C 0 1 Y N N 42.150 35.687 15.913 -8.023 -2.183 -1.796 C6 FCG 49 FCG C7 C7 C 0 1 Y N N 41.881 36.674 14.912 -7.581 -3.374 -1.268 C7 FCG 50 FCG C7M C7M C 0 1 N N N 41.546 38.099 15.357 -7.623 -4.629 -2.101 C7M FCG 51 FCG C11 C11 C 0 1 N N N 41.531 31.312 16.545 -9.896 0.943 0.044 C11 FCG 52 FCG C12 C12 C 0 1 N N N 41.302 31.965 17.944 -10.798 0.339 -1.058 C12 FCG 53 FCG C13 C13 C 0 1 N N R 41.978 33.391 17.786 -9.828 -0.149 -2.151 C13 FCG 54 FCG O14 O14 O 0 1 N N N 42.949 33.773 18.821 -10.091 0.537 -3.377 O14 FCG 55 FCG C8M C8M C 0 1 N N N 41.885 37.003 12.441 -6.649 -4.726 0.622 C8M FCG 56 FCG C8 C8 C 0 1 Y N N 41.998 36.213 13.479 -7.124 -3.422 0.035 C8 FCG 57 FCG HO2 HO2 H 0 1 N N N 45.266 36.738 4.883 4.513 1.328 1.819 HO2 FCG 58 FCG H11 1H1 H 0 1 N N N 45.921 36.045 2.930 6.293 -0.833 1.508 H11 FCG 59 FCG H12 2H1 H 0 1 N N N 46.648 34.681 2.297 5.545 -2.368 1.007 H12 FCG 60 FCG H5 H5 H 0 1 N N N 48.865 35.890 2.418 6.743 -2.164 -1.204 H5 FCG 61 FCG "H1'" H1* H 0 1 N N N 48.810 37.899 -0.183 9.339 -1.159 -1.778 "H1'" FCG 62 FCG H7 H7 H 0 1 N N N 50.007 38.145 -4.421 13.881 -0.023 -2.838 H7 FCG 63 FCG HN61 1HN6 H 0 0 N N N 45.607 38.397 -5.924 12.579 4.409 -0.284 HN61 FCG 64 FCG HN62 2HN6 H 0 0 N N N 44.696 39.214 -4.811 14.035 4.187 -1.093 HN62 FCG 65 FCG H8 H8 H 0 1 N N N 45.014 38.387 -0.080 8.605 1.781 0.524 H8 FCG 66 FCG H111 H11 H 0 0 N N N 46.722 39.223 1.624 9.605 -1.158 1.281 H111 FCG 67 FCG H122 H12 H 0 0 N N N 48.395 40.614 2.198 10.737 -3.083 0.778 H122 FCG 68 FCG H15 H15 H 0 1 N N N 47.413 38.054 3.585 7.883 -2.756 1.417 H15 FCG 69 FCG H16 H16 H 0 1 N N N 49.524 38.989 3.444 9.074 -4.247 0.110 H16 FCG 70 FCG H2P H2P H 0 1 N N N 47.635 31.369 4.870 1.266 2.058 1.992 H2P FCG 71 FCG "H5'1" 1H5* H 0 0 N N N 44.053 31.166 7.519 -1.193 0.695 2.170 "H5'1" FCG 72 FCG "H5'2" 2H5* H 0 0 N N N 43.922 32.820 7.388 -1.143 -1.026 1.717 "H5'2" FCG 73 FCG "H4'" H4* H 0 1 N N N 45.871 31.409 9.369 -2.606 1.138 0.140 "H4'" FCG 74 FCG H3 H3 H 0 1 N N N 46.200 33.412 10.302 -2.610 -1.707 0.022 H3 FCG 75 FCG "H3'" H3* H 0 1 N N N 43.059 32.975 9.822 -3.668 -1.004 2.038 "H3'" FCG 76 FCG H2 H2 H 0 1 N N N 42.259 30.879 10.243 -3.665 1.841 2.156 H2 FCG 77 FCG "H2'" H2* H 0 1 N N N 44.897 31.327 11.798 -5.092 1.131 0.385 "H2'" FCG 78 FCG H1 H1 H 0 1 N N N 45.129 33.435 12.755 -5.002 -1.710 0.254 H1 FCG 79 FCG "H1'1" 1H1* H 0 0 N N N 42.492 31.026 12.187 -6.158 0.772 2.573 "H1'1" FCG 80 FCG "H1'2" 2H1* H 0 0 N N N 42.115 32.625 11.696 -6.125 -0.990 2.321 "H1'2" FCG 81 FCG H10 H10 H 0 1 N N N 44.385 31.316 14.906 -6.476 1.261 -0.296 H10 FCG 82 FCG HN1 HN1 H 0 1 N N N 44.412 30.407 13.600 -7.053 2.420 1.990 HN1 FCG 83 FCG HN3 HN3 H 0 1 N N N 44.871 29.278 17.238 -9.190 4.497 -0.671 HN3 FCG 84 FCG H4 H4 H 0 1 N N N 44.999 31.427 17.637 -7.833 2.708 -2.088 H4 FCG 85 FCG HO4 HO4 H 0 1 N N N 44.322 32.581 18.324 -9.918 3.471 -2.651 HO4 FCG 86 FCG H9 H9 H 0 1 N N N 42.322 34.758 12.027 -6.736 -2.309 1.812 H9 FCG 87 FCG H6 H6 H 0 1 N N N 42.085 36.017 16.964 -8.392 -2.159 -2.811 H6 FCG 88 FCG H7M1 1H7M H 0 0 N N N 42.361 38.471 16.021 -6.685 -4.733 -2.648 H7M1 FCG 89 FCG H7M2 2H7M H 0 0 N N N 41.336 38.868 14.577 -7.762 -5.492 -1.451 H7M2 FCG 90 FCG H7M3 3H7M H 0 0 N N N 40.688 38.063 16.068 -8.451 -4.569 -2.808 H7M3 FCG 91 FCG H141 1H11 H 0 0 N N N 41.468 30.199 16.525 -9.726 0.220 0.842 H141 FCG 92 FCG H112 2H11 H 0 0 N N N 40.713 31.475 15.806 -10.333 1.860 0.440 H112 FCG 93 FCG H121 1H12 H 0 0 N N N 41.678 31.365 18.805 -11.372 -0.498 -0.661 H121 FCG 94 FCG H142 2H12 H 0 0 N N N 40.239 31.988 18.279 -11.466 1.101 -1.459 H142 FCG 95 FCG H13 H13 H 0 1 N N N 41.147 34.134 17.818 -9.941 -1.223 -2.295 H13 FCG 96 FCG H14 H14 H 0 1 N N N 42.428 33.831 19.613 -10.998 0.316 -3.631 H14 FCG 97 FCG H8M1 1H8M H 0 0 N N N 41.143 36.608 11.708 -7.487 -5.238 1.095 H8M1 FCG 98 FCG H8M2 2H8M H 0 0 N N N 41.641 38.048 12.743 -6.241 -5.354 -0.170 H8M2 FCG 99 FCG H8M3 3H8M H 0 0 N N N 42.797 36.967 11.801 -5.876 -4.530 1.365 H8M3 FCG 100 # 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 FCG PA O1A DOUB N N 1 FCG PA O2A SING N N 2 FCG PA O5B SING N N 3 FCG PA O3P SING N N 4 FCG O2A HO2 SING N N 5 FCG O5B C5B SING N N 6 FCG C5B C4B SING N N 7 FCG C5B H11 SING N N 8 FCG C5B H12 SING N N 9 FCG C4B O4B SING N N 10 FCG C4B C3B SING N N 11 FCG C4B H5 SING N N 12 FCG O4B C1B SING N N 13 FCG C1B N9A SING N N 14 FCG C1B C2B SING N N 15 FCG C1B "H1'" SING N N 16 FCG N9A C4A SING Y N 17 FCG N9A C8A SING Y N 18 FCG C4A N3A SING Y N 19 FCG C4A C5A DOUB Y N 20 FCG N3A C2A DOUB Y N 21 FCG C2A N1A SING Y N 22 FCG C2A H7 SING N N 23 FCG N1A C6A DOUB Y N 24 FCG C6A N6A SING N N 25 FCG C6A C5A SING Y N 26 FCG N6A HN61 SING N N 27 FCG N6A HN62 SING N N 28 FCG C5A N7A SING Y N 29 FCG N7A C8A DOUB Y N 30 FCG C8A H8 SING N N 31 FCG C2B O2B SING N N 32 FCG C2B C3B SING N N 33 FCG C2B H111 SING N N 34 FCG O2B H122 SING N N 35 FCG C3B O3B SING N N 36 FCG C3B H15 SING N N 37 FCG O3B H16 SING N N 38 FCG O3P P SING N N 39 FCG P O1P DOUB N N 40 FCG P O2P SING N N 41 FCG P "O5'" SING N N 42 FCG O2P H2P SING N N 43 FCG "O5'" "C5'" SING N N 44 FCG "C5'" "C4'" SING N N 45 FCG "C5'" "H5'1" SING N N 46 FCG "C5'" "H5'2" SING N N 47 FCG "C4'" "O4'" SING N N 48 FCG "C4'" "C3'" SING N N 49 FCG "C4'" "H4'" SING N N 50 FCG "O4'" H3 SING N N 51 FCG "C3'" "O3'" SING N N 52 FCG "C3'" "C2'" SING N N 53 FCG "C3'" "H3'" SING N N 54 FCG "O3'" H2 SING N N 55 FCG "C2'" "O2'" SING N N 56 FCG "C2'" "C1'" SING N N 57 FCG "C2'" "H2'" SING N N 58 FCG "O2'" H1 SING N N 59 FCG "C1'" N10 SING N N 60 FCG "C1'" "H1'1" SING N N 61 FCG "C1'" "H1'2" SING N N 62 FCG N10 C10 SING N N 63 FCG N10 C9A SING N N 64 FCG C10 N1 SING N N 65 FCG C10 C4X SING N N 66 FCG C10 H10 SING N N 67 FCG N1 C2 SING N N 68 FCG N1 HN1 SING N N 69 FCG C2 O2 DOUB N N 70 FCG C2 N3 SING N N 71 FCG N3 C4 SING N N 72 FCG N3 HN3 SING N N 73 FCG C4 O4 SING N N 74 FCG C4 C4X SING N N 75 FCG C4 H4 SING N N 76 FCG O4 HO4 SING N N 77 FCG C4X N5 SING N N 78 FCG C4X C11 SING N N 79 FCG N5 C5X SING N N 80 FCG N5 C13 SING N N 81 FCG C9A C5X DOUB Y N 82 FCG C9A C9 SING Y N 83 FCG C5X C6 SING Y N 84 FCG C9 C8 DOUB Y N 85 FCG C9 H9 SING N N 86 FCG C6 C7 DOUB Y N 87 FCG C6 H6 SING N N 88 FCG C7 C7M SING N N 89 FCG C7 C8 SING Y N 90 FCG C7M H7M1 SING N N 91 FCG C7M H7M2 SING N N 92 FCG C7M H7M3 SING N N 93 FCG C11 C12 SING N N 94 FCG C11 H141 SING N N 95 FCG C11 H112 SING N N 96 FCG C12 C13 SING N N 97 FCG C12 H121 SING N N 98 FCG C12 H142 SING N N 99 FCG C13 O14 SING N N 100 FCG C13 H13 SING N N 101 FCG O14 H14 SING N N 102 FCG C8M C8 SING N N 103 FCG C8M H8M1 SING N N 104 FCG C8M H8M2 SING N N 105 FCG C8M H8M3 SING N N 106 # 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 FCG SMILES ACDLabs 10.04 "O=C2NC(O)C73N(c1cc(c(cc1N(C3N2)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O)C)C)C(O)CC7" FCG SMILES_CANONICAL CACTVS 3.341 "Cc1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H]6NC(=O)N[C@H](O)[C@]67CC[C@@H](O)N7c2cc1C" FCG SMILES CACTVS 3.341 "Cc1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)[CH]6NC(=O)N[CH](O)[C]67CC[CH](O)N7c2cc1C" FCG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)[N@]3[C@@H](CC[C@@]34C(N2C[C@@H]([C@@H]([C@@H](CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]5[C@H]([C@H]([C@@H](O5)n6cnc7c6ncnc7N)O)O)O)O)O)NC(=O)NC4O)O" FCG SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)N3C(CCC34C(N2CC(C(C(COP(=O)(O)OP(=O)(O)OCC5C(C(C(O5)n6cnc7c6ncnc7N)O)O)O)O)O)NC(=O)NC4O)O" FCG InChI InChI 1.03 ;InChI=1S/C30H43N9O16P2/c1-12-5-14-15(6-13(12)2)39-19(42)3-4-30(39)27(35-29(47)36-28(30)46)37(14)7-16(40)21(43)17(41)8-52-56(48,49)55-57(50,51)53-9-18-22(44)23(45)26(54-18)38-11-34-20-24(31)32-10-33-25(20)38/h5-6,10-11,16-19,21-23,26-28,40-46H,3-4,7-9H2,1-2H3,(H,48,49)(H,50,51)(H2,31,32,33)(H2,35,36,47)/t16-,17+,18+,19+,21-,22+,23+,26+,27-,28+,30-/m0/s1 ; FCG InChIKey InChI 1.03 JIPQJEPHOHUOJG-VWUOBWNNSA-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 FCG "SYSTEMATIC NAME" ACDLabs 10.04 ;[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-[(1R,3aS,4R,7aS)-1,4-dihydroxy-10,11-dimethyl-6-oxo-2,3,5,6,7,7a-hexahydro-1H-benzo[g]pyrrolo[2,1-e]pteridin-8(4H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name) ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FCG "Create component" 2006-01-05 RCSB FCG "Modify descriptor" 2011-06-04 RCSB #