data_SFD # _chem_comp.id SFD _chem_comp.name "(S)-10-((2S,3S,4R)-5-((S)-((S)-(((2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-3,4-DIHYDROXY-TETRAHYDROFURAN-2-YL)METHOXY)(HYDROXY)PHOSPHORYLOXY)(HYDROXY)PHOSPHORYLOXY)-2,3,4-TRIHYDROXYPENTYL)-7,8-DIMETHYL-2,4-DIOXO-2,3,4,4A-TETRAHYDROBENZO[G]PTERIDINE-5(10H)-SULFONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H35 N9 O18 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N5-SULFONO FLAVIN-ADENINE DINUCLEOTIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-11 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 867.629 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SFD _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 ? _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 SFD O2 O2 O 0 1 N N N 24.469 -7.336 127.423 -9.205 -2.021 2.490 O2 SFD 1 SFD C4A C4A C 0 1 Y N N 36.781 7.769 132.111 11.299 -1.547 0.471 C4A SFD 2 SFD N10 N10 N 0 1 N N N 25.507 -4.596 130.629 -6.772 -0.243 -1.115 N10 SFD 3 SFD C0F C0F C 0 1 N N N 24.242 -5.181 131.202 -7.203 -1.510 -0.909 C0F SFD 4 SFD N1F N1F N 0 1 N N N 24.070 -5.295 132.583 -6.369 -2.512 -0.989 N1F SFD 5 SFD C2F C2F C 0 1 N N N 22.894 -5.552 133.221 -6.718 -3.760 -0.656 C2F SFD 6 SFD O2F O2F O 0 1 N N N 22.881 -5.626 134.375 -5.935 -4.668 -0.865 O2F SFD 7 SFD N3F N3F N 0 1 N N N 21.695 -5.717 132.360 -7.907 -4.040 -0.096 N3F SFD 8 SFD C4F C4F C 0 1 N N N 21.724 -5.631 130.861 -8.871 -3.104 -0.019 C4F SFD 9 SFD O4F O4F O 0 1 N N N 20.703 -5.747 130.225 -9.920 -3.366 0.531 O4F SFD 10 SFD C5F C5F C 0 1 N N S 23.022 -5.381 130.239 -8.660 -1.744 -0.606 C5F SFD 11 SFD N5F N5F N 0 1 N N N 23.173 -5.185 128.799 -9.107 -0.684 0.306 N5F SFD 12 SFD C6F C6F C 0 1 Y N N 24.255 -4.492 128.235 -8.763 0.630 -0.040 C6F SFD 13 SFD C9F C9F C 0 1 Y N N 25.506 -4.129 129.132 -7.587 0.841 -0.764 C9F SFD 14 SFD C1F C1F C 0 1 Y N N 26.502 -3.085 128.486 -7.227 2.131 -1.120 C1F SFD 15 SFD C8F C8F C 0 1 Y N N 26.339 -2.504 127.173 -8.027 3.198 -0.752 C8F SFD 16 SFD C3F C3F C 0 1 N N N 27.382 -1.531 126.734 -7.634 4.599 -1.144 C3F SFD 17 SFD C7F C7F C 0 1 Y N N 25.012 -2.998 126.304 -9.182 2.986 -0.022 C7F SFD 18 SFD CBF CBF C 0 1 Y N N 24.023 -3.993 126.895 -9.552 1.696 0.352 CBF SFD 19 SFD CAF CAF C 0 1 N N N 24.773 -2.466 124.943 -10.028 4.162 0.394 CAF SFD 20 SFD C1R C1R C 0 1 N N N 26.545 -4.411 131.295 -5.453 -0.005 -1.704 C1R SFD 21 SFD C2R C2R C 0 1 N N S 26.680 -3.135 132.148 -4.407 0.092 -0.592 C2R SFD 22 SFD O2R O2R O 0 1 N N N 26.249 -1.959 131.500 -4.740 1.173 0.282 O2R SFD 23 SFD C3R C3R C 0 1 N N S 28.196 -3.122 132.732 -3.028 0.340 -1.208 C3R SFD 24 SFD O3R O3R O 0 1 N N N 28.516 -4.329 133.330 -2.695 -0.741 -2.081 O3R SFD 25 SFD C4R C4R C 0 1 N N R 28.459 -1.954 133.552 -1.983 0.437 -0.095 C4R SFD 26 SFD O4R O4R O 0 1 N N N 28.082 -0.629 133.039 -2.316 1.518 0.779 O4R SFD 27 SFD C5R C5R C 0 1 N N N 30.122 -1.890 133.821 -0.604 0.685 -0.711 C5R SFD 28 SFD O5R O5R O 0 1 N N N 30.416 -0.720 134.661 0.388 0.660 0.317 O5R SFD 29 SFD PF PF P 0 1 N N S 31.817 0.022 134.542 1.806 0.926 -0.398 PF SFD 30 SFD OP1 OP1 O 0 1 N N N 31.714 0.851 135.697 2.143 -0.294 -1.393 OP1 SFD 31 SFD OP2 OP2 O 0 1 N N N 32.901 -1.098 134.595 1.740 2.188 -1.170 OP2 SFD 32 SFD OP OP O 0 1 N N N 31.822 0.659 133.166 2.958 1.042 0.720 OP SFD 33 SFD PA PA P 0 1 N N S 30.819 1.950 132.743 4.195 1.813 0.036 PA SFD 34 SFD OP3 OP3 O 0 1 N N N 29.621 1.957 133.360 3.905 3.396 0.032 OP3 SFD 35 SFD OP4 OP4 O 0 1 N N N 30.937 1.943 131.262 4.363 1.338 -1.356 OP4 SFD 36 SFD O0R O0R O 0 1 N N N 31.728 3.180 133.238 5.540 1.516 0.870 O0R SFD 37 SFD C0R C0R C 0 1 N N N 33.010 3.628 132.985 6.614 2.125 0.152 C0R SFD 38 SFD C9R C9R C 0 1 N N R 33.152 5.191 133.194 7.929 1.879 0.895 C9R SFD 39 SFD O9R O9R O 0 1 N N N 34.507 5.526 133.011 8.251 0.479 0.868 O9R SFD 40 SFD C6R C6R C 0 1 N N R 34.586 6.714 132.154 9.690 0.379 0.800 C6R SFD 41 SFD N9A N9A N 0 1 Y N N 35.895 6.828 131.716 10.092 -0.927 0.271 N9A SFD 42 SFD N3A N3A N 0 1 Y N N 36.616 8.911 133.052 12.409 -1.248 1.139 N3A SFD 43 SFD C2A C2A C 0 1 Y N N 37.783 9.736 133.258 13.431 -2.078 1.148 C2A SFD 44 SFD N1A N1A N 0 1 Y N N 39.037 9.455 132.585 13.411 -3.234 0.510 N1A SFD 45 SFD C6A C6A C 0 1 Y N N 39.196 8.316 131.660 12.343 -3.621 -0.181 C6A SFD 46 SFD N9 N9 N 0 1 N N N 40.345 8.037 131.041 12.332 -4.834 -0.846 N9 SFD 47 SFD C5M C5M C 0 1 Y N N 38.022 7.402 131.381 11.226 -2.769 -0.220 C5M SFD 48 SFD N7A N7A N 0 1 Y N N 37.819 6.332 130.627 10.004 -2.826 -0.801 N7A SFD 49 SFD C8A C8A C 0 1 Y N N 36.590 5.984 130.807 9.337 -1.747 -0.514 C8A SFD 50 SFD C7R C7R C 0 1 N N R 33.244 6.397 131.206 10.085 1.513 -0.180 C7R SFD 51 SFD O7R O7R O 0 1 N N N 33.127 7.810 130.553 11.429 1.942 0.052 O7R SFD 52 SFD C8R C8R C 0 1 N N S 32.090 5.907 132.160 9.076 2.631 0.193 C8R SFD 53 SFD O8R O8R O 0 1 N N N 31.432 7.037 132.810 9.681 3.575 1.079 O8R SFD 54 SFD S S S 0 1 N N N 23.187 -6.990 128.004 -9.997 -1.019 1.662 S SFD 55 SFD O1 O1 O 0 1 N N N 22.729 -8.052 128.842 -10.011 0.183 2.420 O1 SFD 56 SFD O3 O3 O 0 1 N N N 22.244 -6.895 126.903 -11.147 -1.718 1.207 O3 SFD 57 SFD HO2 HO2 H 0 1 N N N 24.380 -7.412 126.480 -9.731 -2.210 3.279 HO2 SFD 58 SFD H3F H3F H 0 1 N N N 20.817 -5.896 132.804 -8.072 -4.928 0.256 H3F SFD 59 SFD H5F H5F H 0 1 N N N 23.091 -6.321 129.672 -9.227 -1.670 -1.534 H5F SFD 60 SFD H1F H1F H 0 1 N N N 27.363 -2.786 129.065 -6.322 2.304 -1.685 H1F SFD 61 SFD H3F1 1H3F H 0 0 N N N 28.379 -1.973 126.877 -8.070 4.841 -2.113 H3F1 SFD 62 SFD H3F2 2H3F H 0 0 N N N 27.300 -0.611 127.331 -8.001 5.301 -0.395 H3F2 SFD 63 SFD H3F3 3H3F H 0 0 N N N 27.236 -1.292 125.670 -6.548 4.668 -1.206 H3F3 SFD 64 SFD HBF HBF H 0 1 N N N 23.165 -4.320 126.326 -10.440 1.524 0.942 HBF SFD 65 SFD HAF1 1HAF H 0 0 N N N 23.827 -2.870 124.553 -9.681 4.537 1.357 HAF1 SFD 66 SFD HAF2 2HAF H 0 0 N N N 25.600 -2.765 124.282 -9.947 4.951 -0.354 HAF2 SFD 67 SFD HAF3 3HAF H 0 0 N N N 24.714 -1.368 124.983 -11.068 3.848 0.480 HAF3 SFD 68 SFD H1R1 1H1R H 0 0 N N N 27.333 -4.306 130.535 -5.199 -0.829 -2.371 H1R1 SFD 69 SFD H1R2 2H1R H 0 0 N N N 26.618 -5.258 131.993 -5.469 0.927 -2.269 H1R2 SFD 70 SFD H2R H2R H 0 1 N N N 25.980 -3.153 132.996 -4.390 -0.840 -0.027 H2R SFD 71 SFD H1 H1 H 0 1 N N N 26.152 -1.262 132.139 -4.744 1.976 -0.256 H1 SFD 72 SFD H3R H3R H 0 1 N N N 28.889 -3.022 131.884 -3.045 1.272 -1.773 H3R SFD 73 SFD H2 H2 H 0 1 N N N 28.589 -5.003 132.665 -2.691 -1.544 -1.543 H2 SFD 74 SFD H4R H4R H 0 1 N N N 27.819 -2.111 134.432 -1.966 -0.495 0.470 H4R SFD 75 SFD H3 H3 H 0 1 N N N 28.001 -0.020 133.763 -2.320 2.321 0.241 H3 SFD 76 SFD H5R1 1H5R H 0 0 N N N 30.655 -1.807 132.862 -0.388 -0.092 -1.444 H5R1 SFD 77 SFD H5R2 2H5R H 0 0 N N N 30.452 -2.807 134.331 -0.595 1.659 -1.201 H5R2 SFD 78 SFD HP1 HP1 H 0 1 N N N 31.691 0.308 136.476 2.177 -1.095 -0.851 HP1 SFD 79 SFD HP3 HP3 H 0 1 N N N 29.749 1.959 134.301 3.802 3.664 0.956 HP3 SFD 80 SFD H0R1 1H0R H 0 0 N N N 33.245 3.405 131.934 6.675 1.693 -0.847 H0R1 SFD 81 SFD H0R2 2H0R H 0 0 N N N 33.701 3.119 133.673 6.437 3.198 0.074 H0R2 SFD 82 SFD H9R H9R H 0 1 N N N 32.894 5.547 134.202 7.840 2.219 1.927 H9R SFD 83 SFD H6R H6R H 0 1 N N N 34.485 7.755 132.493 10.133 0.547 1.781 H6R SFD 84 SFD H2A H2A H 0 1 N N N 37.721 10.581 133.928 14.319 -1.803 1.697 H2A SFD 85 SFD HN91 1HN9 H 0 0 N N N 40.514 7.283 130.407 11.546 -5.105 -1.347 HN91 SFD 86 SFD HN92 2HN9 H 0 0 N N N 41.003 8.730 131.335 13.109 -5.414 -0.812 HN92 SFD 87 SFD H8A H8A H 0 1 N N N 36.135 5.136 130.316 8.333 -1.531 -0.849 H8A SFD 88 SFD H7R H7R H 0 1 N N N 33.250 5.604 130.443 9.953 1.197 -1.214 H7R SFD 89 SFD H4 H4 H 0 1 N N N 33.103 8.473 131.233 11.612 2.645 -0.586 H4 SFD 90 SFD H8R H8R H 0 1 N N N 31.258 5.323 131.740 8.712 3.131 -0.704 H8R SFD 91 SFD H5 H5 H 0 1 N N N 31.289 6.836 133.727 10.426 3.967 0.604 H5 SFD 92 # # 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 SFD O2 S SING N N 1 SFD O2 HO2 SING N N 2 SFD C4A N9A SING Y N 3 SFD C4A N3A SING Y N 4 SFD C4A C5M DOUB Y N 5 SFD N10 C0F SING N N 6 SFD N10 C9F SING N N 7 SFD N10 C1R SING N N 8 SFD C0F N1F DOUB N N 9 SFD C0F C5F SING N N 10 SFD N1F C2F SING N N 11 SFD C2F O2F DOUB N N 12 SFD C2F N3F SING N N 13 SFD N3F C4F SING N N 14 SFD N3F H3F SING N N 15 SFD C4F O4F DOUB N N 16 SFD C4F C5F SING N N 17 SFD C5F N5F SING N N 18 SFD C5F H5F SING N N 19 SFD N5F C6F SING N N 20 SFD N5F S SING N N 21 SFD C6F C9F SING Y N 22 SFD C6F CBF DOUB Y N 23 SFD C9F C1F DOUB Y N 24 SFD C1F C8F SING Y N 25 SFD C1F H1F SING N N 26 SFD C8F C3F SING N N 27 SFD C8F C7F DOUB Y N 28 SFD C3F H3F1 SING N N 29 SFD C3F H3F2 SING N N 30 SFD C3F H3F3 SING N N 31 SFD C7F CBF SING Y N 32 SFD C7F CAF SING N N 33 SFD CBF HBF SING N N 34 SFD CAF HAF1 SING N N 35 SFD CAF HAF2 SING N N 36 SFD CAF HAF3 SING N N 37 SFD C1R C2R SING N N 38 SFD C1R H1R1 SING N N 39 SFD C1R H1R2 SING N N 40 SFD C2R O2R SING N N 41 SFD C2R C3R SING N N 42 SFD C2R H2R SING N N 43 SFD O2R H1 SING N N 44 SFD C3R O3R SING N N 45 SFD C3R C4R SING N N 46 SFD C3R H3R SING N N 47 SFD O3R H2 SING N N 48 SFD C4R O4R SING N N 49 SFD C4R C5R SING N N 50 SFD C4R H4R SING N N 51 SFD O4R H3 SING N N 52 SFD C5R O5R SING N N 53 SFD C5R H5R1 SING N N 54 SFD C5R H5R2 SING N N 55 SFD O5R PF SING N N 56 SFD PF OP1 SING N N 57 SFD PF OP2 DOUB N N 58 SFD PF OP SING N N 59 SFD OP1 HP1 SING N N 60 SFD OP PA SING N N 61 SFD PA OP3 SING N N 62 SFD PA OP4 DOUB N N 63 SFD PA O0R SING N N 64 SFD OP3 HP3 SING N N 65 SFD O0R C0R SING N N 66 SFD C0R C9R SING N N 67 SFD C0R H0R1 SING N N 68 SFD C0R H0R2 SING N N 69 SFD C9R O9R SING N N 70 SFD C9R C8R SING N N 71 SFD C9R H9R SING N N 72 SFD O9R C6R SING N N 73 SFD C6R N9A SING N N 74 SFD C6R C7R SING N N 75 SFD C6R H6R SING N N 76 SFD N9A C8A SING Y N 77 SFD N3A C2A DOUB Y N 78 SFD C2A N1A SING Y N 79 SFD C2A H2A SING N N 80 SFD N1A C6A DOUB Y N 81 SFD C6A N9 SING N N 82 SFD C6A C5M SING Y N 83 SFD N9 HN91 SING N N 84 SFD N9 HN92 SING N N 85 SFD C5M N7A SING Y N 86 SFD N7A C8A DOUB Y N 87 SFD C8A H8A SING N N 88 SFD C7R O7R SING N N 89 SFD C7R C8R SING N N 90 SFD C7R H7R SING N N 91 SFD O7R H4 SING N N 92 SFD C8R O8R SING N N 93 SFD C8R H8R SING N N 94 SFD O8R H5 SING N N 95 SFD S O1 DOUB N N 96 SFD S O3 DOUB 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 SFD SMILES ACDLabs 10.04 "O=S(=O)(O)N2c1cc(c(cc1N(C3=NC(=O)NC(=O)C23)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O)C)C" SFD 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)C6=NC(=O)NC(=O)[C@H]6N(c2cc1C)[S](O)(=O)=O" SFD 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)C6=NC(=O)NC(=O)[CH]6N(c2cc1C)[S](O)(=O)=O" SFD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)[N@](C3C(=O)NC(=O)N=C3N2C[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)S(=O)(=O)O" SFD SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)N(C3C(=O)NC(=O)N=C3N2CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O)S(=O)(=O)O" SFD InChI InChI 1.03 "InChI=1S/C27H35N9O18P2S/c1-10-3-12-13(4-11(10)2)36(57(48,49)50)18-24(32-27(43)33-25(18)42)34(12)5-14(37)19(39)15(38)6-51-55(44,45)54-56(46,47)52-7-16-20(40)21(41)26(53-16)35-9-31-17-22(28)29-8-30-23(17)35/h3-4,8-9,14-16,18-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,33,42,43)(H,48,49,50)/t14-,15+,16+,18-,19-,20+,21+,26+/m0/s1" SFD InChIKey InChI 1.03 WCBOBURWKHIISA-LDVRFEIFSA-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 SFD "SYSTEMATIC NAME" ACDLabs 10.04 "(4aS)-10-[(2S,3S,4R)-5-{[(S)-{[(S)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-2,3,4-trihydroxypentyl]-7,8-dimethyl-2,4-dioxo-2,4,4a,10-tetrahydrobenzo[g]pteridine-5(3H)-sulfonic acid (non-preferred name)" SFD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5S)-10-[(2S,3S,4R)-5-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2,3,4-trihydroxy-pentyl]-7,8-dimethyl-2,4-dioxo-4aH-benzo[g]pteridine-5-sulfonic 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 SFD "Create component" 2006-01-11 RCSB SFD "Modify descriptor" 2011-06-04 RCSB SFD "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SFD _pdbx_chem_comp_synonyms.name "N5-SULFONO FLAVIN-ADENINE DINUCLEOTIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##