data_FSH # _chem_comp.id FSH _chem_comp.name ; (2R,3S,4S)-5-[(4R)-6',7'-dimethyl-2,3',5-trioxo-1'H-spiro[imidazolidine-4,2'-quinoxalin]-4'(3'H)-yl]-2,3,4-trihydroxypentyl-adenosine diphosphate ; _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 2008-06-04 _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 803.565 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FSH _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 3D2H _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 FSH O5B O5B O 0 1 N N N 26.338 45.068 9.113 5.028 -2.563 -0.267 O5B FSH 1 FSH C5B C5B C 0 1 N N N 25.120 44.532 9.598 6.455 -2.514 -0.204 C5B FSH 2 FSH C4B C4B C 0 1 N N R 23.984 45.101 8.755 6.972 -1.452 -1.176 C4B FSH 3 FSH O4B O4B O 0 1 N N N 23.993 46.516 8.872 6.560 -0.146 -0.739 O4B FSH 4 FSH C3B C3B C 0 1 N N S 24.170 44.807 7.273 8.513 -1.464 -1.195 C3B FSH 5 FSH O3B O3B O 0 1 N N N 22.876 44.774 6.701 8.995 -1.757 -2.508 O3B FSH 6 FSH C2B C2B C 0 1 N N R 24.938 46.015 6.771 8.909 -0.027 -0.777 C2B FSH 7 FSH O2B O2B O 0 1 N N N 24.768 46.264 5.385 10.006 0.448 -1.560 O2B FSH 8 FSH C1B C1B C 0 1 N N R 24.323 47.117 7.625 7.618 0.771 -1.094 C1B FSH 9 FSH O10 O10 O 0 1 N N N 24.397 41.020 19.041 -5.808 2.161 1.509 O10 FSH 10 FSH N1 N1 N 0 1 N N N 25.476 39.885 21.427 -7.041 4.027 -0.012 N1 FSH 11 FSH C2 C2 C 0 1 N N N 24.880 40.776 22.263 -7.870 4.814 0.701 C2 FSH 12 FSH O2 O2 O 0 1 N N N 24.045 40.558 23.126 -7.709 6.010 0.845 O2 FSH 13 FSH N3 N3 N 0 1 N N N 25.344 42.041 21.928 -8.890 4.131 1.234 N3 FSH 14 FSH C4 C4 C 0 1 N N N 26.271 41.988 20.967 -8.828 2.820 0.919 C4 FSH 15 FSH O4 O4 O 0 1 N N N 26.867 42.912 20.480 -9.603 1.948 1.250 O4 FSH 16 FSH C4X C4X C 0 1 N N R 26.254 40.573 20.404 -7.593 2.670 0.063 C4X FSH 17 FSH N5 N5 N 0 1 N N N 27.607 40.075 20.299 -7.945 2.184 -1.273 N5 FSH 18 FSH C5X C5X C 0 1 Y N N 28.217 39.754 19.114 -8.139 0.803 -1.439 C5X FSH 19 FSH C6 C6 C 0 1 Y N N 29.534 39.343 19.156 -8.972 0.319 -2.431 C6 FSH 20 FSH C7 C7 C 0 1 Y N N 30.174 39.004 17.958 -9.140 -1.046 -2.581 C7 FSH 21 FSH C7M C7M C 0 1 N N N 31.596 38.529 18.001 -10.047 -1.579 -3.661 C7M FSH 22 FSH C8 C8 C 0 1 Y N N 29.483 39.116 16.739 -8.476 -1.924 -1.743 C8 FSH 23 FSH C8M C8M C 0 1 N N N 30.058 38.793 15.376 -8.661 -3.409 -1.916 C8M FSH 24 FSH C9 C9 C 0 1 Y N N 28.171 39.552 16.739 -7.645 -1.445 -0.748 C9 FSH 25 FSH C9A C9A C 0 1 Y N N 27.531 39.882 17.915 -7.474 -0.079 -0.586 C9A FSH 26 FSH N10 N10 N 0 1 N N N 26.227 40.318 17.880 -6.635 0.417 0.419 N10 FSH 27 FSH C10 C10 C 0 1 N N N 25.540 40.632 19.043 -6.617 1.732 0.714 C10 FSH 28 FSH "C1'" "C1'" C 0 1 N N N 25.589 40.634 16.548 -5.768 -0.503 1.159 "C1'" FSH 29 FSH "C2'" "C2'" C 0 1 N N S 25.832 42.094 16.125 -4.421 -0.621 0.444 "C2'" FSH 30 FSH "O2'" "O2'" O 0 1 N N N 25.388 42.968 17.141 -4.627 -1.120 -0.879 "O2'" FSH 31 FSH "C3'" "C3'" C 0 1 N N S 25.076 42.379 14.828 -3.516 -1.582 1.217 "C3'" FSH 32 FSH "O3'" "O3'" O 0 1 N N N 25.417 41.369 13.896 -3.310 -1.083 2.540 "O3'" FSH 33 FSH "C4'" "C4'" C 0 1 N N R 25.404 43.758 14.276 -2.168 -1.700 0.501 "C4'" FSH 34 FSH "O4'" "O4'" O 0 1 N N N 24.383 44.196 13.395 -2.374 -2.199 -0.822 "O4'" FSH 35 FSH "C5'" "C5'" C 0 1 N N N 26.734 43.718 13.542 -1.263 -2.661 1.274 "C5'" FSH 36 FSH "O5'" "O5'" O 0 1 N N N 27.164 45.033 13.261 0.033 -2.682 0.673 "O5'" FSH 37 FSH P P P 0 1 N N R 28.347 45.191 12.192 1.243 -3.587 1.228 P FSH 38 FSH PA PA P 0 1 N N S 27.739 44.351 9.433 4.145 -3.571 0.625 PA FSH 39 FSH O1A O1A O 0 1 N N N 27.685 42.926 8.953 4.464 -5.089 0.194 O1A FSH 40 FSH O2A O2A O 0 1 N N N 28.838 45.195 8.849 4.478 -3.384 2.055 O2A FSH 41 FSH N9A N9A N 0 1 Y N N 25.252 48.228 7.861 7.546 1.983 -0.274 N9A FSH 42 FSH C8A C8A C 0 1 Y N N 26.567 48.165 8.268 6.890 2.117 0.913 C8A FSH 43 FSH N7A N7A N 0 1 Y N N 27.045 49.432 8.365 7.035 3.328 1.367 N7A FSH 44 FSH C5A C5A C 0 1 Y N N 26.037 50.296 8.044 7.791 4.046 0.503 C5A FSH 45 FSH C6A C6A C 0 1 Y N N 25.961 51.683 7.961 8.264 5.369 0.467 C6A FSH 46 FSH N6A N6A N 0 1 N N N 27.000 52.460 8.253 7.964 6.256 1.486 N6A FSH 47 FSH N1A N1A N 0 1 Y N N 24.780 52.273 7.584 9.006 5.748 -0.568 N1A FSH 48 FSH C2A C2A C 0 1 Y N N 23.681 51.507 7.285 9.297 4.909 -1.545 C2A FSH 49 FSH N3A N3A N 0 1 Y N N 23.762 50.137 7.348 8.876 3.661 -1.554 N3A FSH 50 FSH C4A C4A C 0 1 Y N N 24.921 49.544 7.720 8.133 3.190 -0.558 C4A FSH 51 FSH O3P O3P O 0 1 N N N 27.738 44.227 11.050 2.582 -3.264 0.394 O3P FSH 52 FSH O1P O1P O 0 1 N N N 28.460 46.606 11.720 1.469 -3.285 2.659 O1P FSH 53 FSH O2P O2P O 0 1 N N N 29.635 44.590 12.680 0.869 -5.144 1.060 O2P FSH 54 FSH H5B H5B H 0 1 N N N 25.134 43.435 9.517 6.765 -2.260 0.810 H5B FSH 55 FSH H5BA H5BA H 0 0 N N N 24.980 44.800 10.656 6.865 -3.486 -0.476 H5BA FSH 56 FSH H4B H4B H 0 1 N N N 23.052 44.642 9.116 6.586 -1.646 -2.177 H4B FSH 57 FSH H3B H3B H 0 1 N N N 24.687 43.864 7.040 8.897 -2.189 -0.478 H3B FSH 58 FSH HO3B HO3B H 0 0 N N N 22.224 44.767 7.392 9.959 -1.777 -2.577 HO3B FSH 59 FSH H2B H2B H 0 1 N N N 26.029 45.907 6.862 9.143 0.018 0.287 H2B FSH 60 FSH HO2B HO2B H 0 0 N N N 24.730 47.201 5.233 10.813 -0.076 -1.464 HO2B FSH 61 FSH H1B H1B H 0 1 N N N 23.449 47.539 7.107 7.571 1.019 -2.154 H1B FSH 62 FSH HN1 HN1 H 0 1 N N N 25.392 38.891 21.503 -6.240 4.303 -0.484 HN1 FSH 63 FSH HN3 HN3 H 0 1 N N N 25.024 42.887 22.353 -9.587 4.528 1.779 HN3 FSH 64 FSH HN5 HN5 H 0 1 N N N 28.177 40.795 20.694 -8.042 2.796 -2.019 HN5 FSH 65 FSH H6 H6 H 0 1 N N N 30.061 39.284 20.097 -9.490 1.004 -3.086 H6 FSH 66 FSH H7M H7M H 0 1 N N N 31.975 38.413 16.975 -9.473 -1.732 -4.575 H7M FSH 67 FSH H7MA H7MA H 0 0 N N N 32.212 39.265 18.538 -10.478 -2.526 -3.338 H7MA FSH 68 FSH H7MB H7MB H 0 0 N N N 31.643 37.561 18.521 -10.846 -0.862 -3.850 H7MB FSH 69 FSH H8M H8M H 0 1 N N N 29.242 38.715 14.642 -7.911 -3.790 -2.610 H8M FSH 70 FSH H8MA H8MA H 0 0 N N N 30.749 39.592 15.071 -8.547 -3.904 -0.951 H8MA FSH 71 FSH H8MB H8MB H 0 0 N N N 30.600 37.837 15.424 -9.657 -3.608 -2.312 H8MB FSH 72 FSH H9 H9 H 0 1 N N N 27.639 39.635 15.803 -7.128 -2.135 -0.097 H9 FSH 73 FSH "H1'" "H1'" H 0 1 N N N 26.021 39.970 15.785 -5.612 -0.122 2.168 "H1'" FSH 74 FSH "H1'A" "H1'A" H 0 0 N N N 24.504 40.483 16.645 -6.240 -1.484 1.210 "H1'A" FSH 75 FSH "H2'" "H2'" H 0 1 N N N 26.908 42.253 15.963 -3.950 0.361 0.393 "H2'" FSH 76 FSH "HO2'" "HO2'" H 0 0 N N N 25.288 42.485 17.953 -5.043 -1.992 -0.910 "HO2'" FSH 77 FSH "H3'" "H3'" H 0 1 N N N 23.994 42.371 15.024 -3.987 -2.563 1.268 "H3'" FSH 78 FSH "HO3'" "HO3'" H 0 0 N N N 25.493 41.750 13.029 -2.893 -0.211 2.571 "HO3'" FSH 79 FSH "H4'" "H4'" H 0 1 N N N 25.473 44.465 15.116 -1.697 -0.718 0.450 "H4'" FSH 80 FSH "HO4'" "HO4'" H 0 0 N N N 23.570 44.294 13.876 -2.790 -3.071 -0.853 "HO4'" FSH 81 FSH "H5'" "H5'" H 0 1 N N N 27.483 43.216 14.172 -1.178 -2.327 2.308 "H5'" FSH 82 FSH "H5'A" "H5'A" H 0 0 N N N 26.612 43.166 12.599 -1.691 -3.663 1.249 "H5'A" FSH 83 FSH HO1A HO1A H 0 0 N N N 27.674 42.912 8.003 4.269 -5.284 -0.733 HO1A FSH 84 FSH H8A H8A H 0 1 N N N 27.122 47.262 8.475 6.332 1.333 1.404 H8A FSH 85 FSH HN6A HN6A H 0 0 N N N 27.516 52.655 7.419 7.422 5.967 2.237 HN6A FSH 86 FSH HN6B HN6B H 0 0 N N N 26.673 53.317 8.651 8.296 7.166 1.450 HN6B FSH 87 FSH H2A H2A H 0 1 N N N 22.753 51.981 7.000 9.903 5.259 -2.368 H2A FSH 88 FSH HO2P HO2P H 0 0 N N N 30.224 44.463 11.946 0.708 -5.413 0.145 HO2P FSH 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 FSH O5B PA SING N N 1 FSH O5B C5B SING N N 2 FSH C4B C5B SING N N 3 FSH C5B H5B SING N N 4 FSH C5B H5BA SING N N 5 FSH C3B C4B SING N N 6 FSH C4B O4B SING N N 7 FSH C4B H4B SING N N 8 FSH C1B O4B SING N N 9 FSH O3B C3B SING N N 10 FSH C2B C3B SING N N 11 FSH C3B H3B SING N N 12 FSH O3B HO3B SING N N 13 FSH O2B C2B SING N N 14 FSH C2B C1B SING N N 15 FSH C2B H2B SING N N 16 FSH O2B HO2B SING N N 17 FSH C1B N9A SING N N 18 FSH C1B H1B SING N N 19 FSH O10 C10 DOUB N N 20 FSH C4X N1 SING N N 21 FSH N1 C2 SING N N 22 FSH N1 HN1 SING N N 23 FSH N3 C2 SING N N 24 FSH C2 O2 DOUB N N 25 FSH C4 N3 SING N N 26 FSH N3 HN3 SING N N 27 FSH C4X C4 SING N N 28 FSH O4 C4 DOUB N N 29 FSH C10 C4X SING N N 30 FSH N5 C4X SING N N 31 FSH C5X N5 SING N N 32 FSH N5 HN5 SING N N 33 FSH C9A C5X DOUB Y N 34 FSH C5X C6 SING Y N 35 FSH C7 C6 DOUB Y N 36 FSH C6 H6 SING N N 37 FSH C8 C7 SING Y N 38 FSH C7 C7M SING N N 39 FSH C7M H7M SING N N 40 FSH C7M H7MA SING N N 41 FSH C7M H7MB SING N N 42 FSH C8M C8 SING N N 43 FSH C8 C9 DOUB Y N 44 FSH C8M H8M SING N N 45 FSH C8M H8MA SING N N 46 FSH C8M H8MB SING N N 47 FSH C9 C9A SING Y N 48 FSH C9 H9 SING N N 49 FSH N10 C9A SING N N 50 FSH "C1'" N10 SING N N 51 FSH N10 C10 SING N N 52 FSH "C2'" "C1'" SING N N 53 FSH "C1'" "H1'" SING N N 54 FSH "C1'" "H1'A" SING N N 55 FSH "C3'" "C2'" SING N N 56 FSH "C2'" "O2'" SING N N 57 FSH "C2'" "H2'" SING N N 58 FSH "O2'" "HO2'" SING N N 59 FSH "O3'" "C3'" SING N N 60 FSH "C4'" "C3'" SING N N 61 FSH "C3'" "H3'" SING N N 62 FSH "O3'" "HO3'" SING N N 63 FSH "O4'" "C4'" SING N N 64 FSH "C5'" "C4'" SING N N 65 FSH "C4'" "H4'" SING N N 66 FSH "O4'" "HO4'" SING N N 67 FSH "O5'" "C5'" SING N N 68 FSH "C5'" "H5'" SING N N 69 FSH "C5'" "H5'A" SING N N 70 FSH P "O5'" SING N N 71 FSH O3P P SING N N 72 FSH O1P P DOUB N N 73 FSH P O2P SING N N 74 FSH O2A PA DOUB N N 75 FSH O1A PA SING N N 76 FSH PA O3P SING N N 77 FSH O1A HO1A SING N N 78 FSH C4A N9A SING Y N 79 FSH N9A C8A SING Y N 80 FSH C8A N7A DOUB Y N 81 FSH C8A H8A SING N N 82 FSH C5A N7A SING Y N 83 FSH C4A C5A SING Y N 84 FSH C6A C5A DOUB Y N 85 FSH N1A C6A SING Y N 86 FSH C6A N6A SING N N 87 FSH N6A HN6A SING N N 88 FSH N6A HN6B SING N N 89 FSH C2A N1A DOUB Y N 90 FSH C2A N3A SING Y N 91 FSH C2A H2A SING N N 92 FSH N3A C4A DOUB Y N 93 FSH O2P HO2P 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 FSH SMILES ACDLabs 10.04 "O=C1NC(=O)NC13Nc2cc(c(cc2N(C3=O)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O)C)C" FSH SMILES_CANONICAL CACTVS 3.341 "Cc1cc2N[C@]3(NC(=O)NC3=O)C(=O)N(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" FSH SMILES CACTVS 3.341 "Cc1cc2N[C]3(NC(=O)NC3=O)C(=O)N(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" FSH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)N(C(=O)[C@@]3(N2)C(=O)NC(=O)N3)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" FSH SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)N(C(=O)C3(N2)C(=O)NC(=O)N3)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O" FSH InChI InChI 1.03 "InChI=1S/C27H35N9O16P2/c1-10-3-12-13(4-11(10)2)35(25(43)27(33-12)24(42)32-26(44)34-27)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/h3-4,8-9,14-16,18-20,23,33,37-41H,5-7H2,1-2H3,(H,45,46)(H,47,48)(H2,28,29,30)(H2,32,34,42,44)/t14-,15+,16+,18-,19+,20+,23+,27+/m0/s1" FSH InChIKey InChI 1.03 HUPQKJNMCVRMPP-QUWWARRSSA-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 FSH "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-[(4R)-6',7'-dimethyl-2,3',5-trioxo-1'H-spiro[imidazolidine-4,2'-quinoxalin]-4'(3'H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" FSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4S)-5-[(3R)-6,7-dimethyl-2,2',5'-trioxo-spiro[4H-quinoxaline-3,4'-imidazolidine]-1-yl]-2,3,4-trihydroxy-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 FSH "Create component" 2008-06-04 RCSB FSH "Modify aromatic_flag" 2011-06-04 RCSB FSH "Modify descriptor" 2011-06-04 RCSB ##