data_SFB # _chem_comp.id SFB _chem_comp.name "(2S,3S,4R,5R)-5-(6-AMINOPURIN-9-YL)-N-[[(2S,3S,4R,5R)-5-(2,4-DIOXOPYRIMIDIN-1-YL)-4-HYDROXY-2-(HYDROXYMETHYL)OXOLAN-3-YL]METHYLSULFONYL]-3,4-DIHYDROXY-OXOLANE-2-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N8 O11 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-16 _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 588.548 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SFB _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 2XOG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 SFB N1A N1A N 0 1 Y N N 35.491 6.877 22.396 -9.022 1.918 0.638 N1A SFB 1 SFB C1B C1B C 0 1 N N R 39.007 6.692 18.644 -4.605 -0.801 0.363 C1B SFB 2 SFB C1C C1C C 0 1 N N R 37.605 0.422 11.955 4.683 0.779 0.964 C1C SFB 3 SFB N1D N1D N 0 1 N N N 36.784 -0.811 12.211 5.776 1.291 0.134 N1D SFB 4 SFB C1S C1S C 0 1 N N N 39.221 2.902 14.358 2.038 -1.770 0.625 C1S SFB 5 SFB O1S O1S O 0 1 N N N 41.689 2.380 14.943 1.331 -0.553 -1.641 O1S SFB 6 SFB C2A C2A C 0 1 Y N N 35.881 7.837 21.543 -8.839 0.621 0.808 C2A SFB 7 SFB C2B C2B C 0 1 N N R 40.481 6.895 18.977 -4.710 -1.540 -0.985 C2B SFB 8 SFB O2B O2B O 0 1 N N N 40.670 8.194 19.550 -5.429 -2.765 -0.830 O2B SFB 9 SFB C2C C2C C 0 1 N N R 37.524 1.185 13.268 3.596 0.152 0.071 C2C SFB 10 SFB O2C O2C O 0 1 N N N 36.573 2.251 13.154 2.349 0.826 0.251 O2C SFB 11 SFB C2D C2D C 0 1 N N N 35.636 -0.808 11.316 6.023 2.613 0.097 C2D SFB 12 SFB O2D O2D O 0 1 N N N 35.318 0.109 10.554 5.335 3.369 0.755 O2D SFB 13 SFB O2S O2S O 0 1 N N N 40.044 1.574 16.408 1.895 -2.959 -1.759 O2S SFB 14 SFB N3A N3A N 0 1 Y N N 36.824 7.598 20.616 -7.655 0.056 0.709 N3A SFB 15 SFB C3B C3B C 0 1 N N S 41.214 6.773 17.656 -3.239 -1.821 -1.379 C3B SFB 16 SFB O3B O3B O 0 1 N N N 41.883 7.997 17.342 -3.101 -3.131 -1.932 O3B SFB 17 SFB C3C C3C C 0 1 N N S 38.956 1.645 13.551 3.497 -1.312 0.565 C3C SFB 18 SFB N3D N3D N 0 1 N N N 34.872 -2.004 11.395 7.021 3.110 -0.657 N3D SFB 19 SFB N3S N3S N 0 1 N N N 40.543 4.013 16.373 -0.237 -2.232 -0.838 N3S SFB 20 SFB C4A C4A C 0 1 Y N N 37.402 6.373 20.519 -6.578 0.783 0.429 C4A SFB 21 SFB C4B C4B C 0 1 N N S 40.145 6.462 16.610 -2.512 -1.717 -0.014 C4B SFB 22 SFB O4B O4B O 0 1 N N N 38.950 6.119 17.336 -3.207 -0.645 0.657 O4B SFB 23 SFB C4C C4C C 0 1 N N S 39.808 1.182 12.370 4.105 -1.216 1.987 C4C SFB 24 SFB O4C O4C O 0 1 N N N 38.997 0.251 11.643 5.173 -0.256 1.833 O4C SFB 25 SFB C4D C4D C 0 1 N N N 35.128 -3.151 12.244 7.793 2.284 -1.392 C4D SFB 26 SFB O4D O4D O 0 1 N N N 34.381 -4.093 12.195 8.697 2.733 -2.074 O4D SFB 27 SFB C5A C5A C 0 1 Y N N 37.020 5.363 21.386 -6.720 2.168 0.240 C5A SFB 28 SFB C5B C5B C 0 1 N N N 40.526 5.304 15.689 -1.060 -1.367 -0.211 C5B SFB 29 SFB O5B O5B O 0 1 N N N 41.807 5.566 15.102 -0.631 -0.308 0.194 O5B SFB 30 SFB C5C C5C C 0 1 N N N 41.039 0.418 12.839 4.660 -2.572 2.429 C5C SFB 31 SFB O5C O5C O 0 1 N N N 40.649 -0.576 13.798 5.105 -2.486 3.784 O5C SFB 32 SFB C5D C5D C 0 1 N N N 36.303 -3.063 13.111 7.545 0.891 -1.362 C5D SFB 33 SFB C6A C6A C 0 1 Y N N 36.044 5.640 22.341 -8.005 2.725 0.356 C6A SFB 34 SFB N6A N6A N 0 1 N N N 35.636 4.687 23.206 -8.207 4.083 0.179 N6A SFB 35 SFB C6D C6D C 0 1 N N N 37.057 -1.933 13.060 6.541 0.419 -0.593 C6D SFB 36 SFB N7A N7A N 0 1 Y N N 37.744 4.268 21.073 -5.488 2.663 -0.029 N7A SFB 37 SFB C8A C8A C 0 1 Y N N 38.557 4.597 20.037 -4.620 1.693 -0.016 C8A SFB 38 SFB N9A N9A N 0 1 Y N N 38.341 5.884 19.705 -5.244 0.513 0.262 N9A SFB 39 SFB SAS SAS S 0 1 N N N 40.405 2.651 15.527 1.359 -1.847 -1.055 SAS SFB 40 SFB H1B H1B H 0 1 N N N 38.446 7.638 18.627 -5.085 -1.389 1.146 H1B SFB 41 SFB H1C H1C H 0 1 N N N 37.198 0.905 11.054 4.255 1.590 1.554 H1C SFB 42 SFB H1S H1S H 0 1 N N N 39.560 3.695 13.676 1.986 -2.758 1.084 H1S SFB 43 SFB H1SA H1SA H 0 0 N N N 38.289 3.204 14.858 1.459 -1.063 1.219 H1SA SFB 44 SFB H2A H2A H 0 1 N N N 35.430 8.817 21.603 -9.694 0.001 1.037 H2A SFB 45 SFB H2B H2B H 0 1 N N N 40.853 6.161 19.707 -5.192 -0.908 -1.730 H2B SFB 46 SFB HO2B HO2B H 0 0 N N N 41.589 8.319 19.757 -5.524 -3.271 -1.648 HO2B SFB 47 SFB H2C H2C H 0 1 N N N 37.162 0.580 14.112 3.898 0.183 -0.976 H2C SFB 48 SFB HO2C HO2C H 0 0 N N N 36.527 2.724 13.977 2.371 1.763 0.011 HO2C SFB 49 SFB H3B H3B H 0 1 N N N 41.982 5.986 17.691 -2.871 -1.066 -2.074 H3B SFB 50 SFB HO3B HO3B H 0 0 N N N 42.338 7.906 16.513 -2.197 -3.354 -2.194 HO3B SFB 51 SFB H3C H3C H 0 1 N N N 39.384 1.172 14.447 4.085 -1.977 -0.066 H3C SFB 52 SFB HN3D HN3D H 0 0 N N N 34.070 -2.060 10.800 7.185 4.066 -0.673 HN3D SFB 53 SFB HN3S HN3S H 0 0 N N N 40.640 3.976 17.368 -0.580 -3.079 -1.162 HN3S SFB 54 SFB H4B H4B H 0 1 N N N 40.013 7.340 15.961 -2.611 -2.648 0.545 H4B SFB 55 SFB H4C H4C H 0 1 N N N 40.132 2.053 11.781 3.363 -0.854 2.699 H4C SFB 56 SFB H5C H5C H 0 1 N N N 41.517 -0.071 11.978 3.878 -3.327 2.350 H5C SFB 57 SFB H5CA H5CA H 0 0 N N N 41.749 1.117 13.304 5.497 -2.848 1.788 H5CA SFB 58 SFB HO5C HO5C H 0 0 N N N 41.417 -1.053 14.091 5.470 -3.312 4.131 HO5C SFB 59 SFB H5D H5D H 0 1 N N N 36.565 -3.874 13.774 8.153 0.214 -1.944 H5D SFB 60 SFB HN6A HN6A H 0 0 N N N 34.931 5.062 23.808 -9.099 4.455 0.262 HN6A SFB 61 SFB HN6B HN6B H 0 0 N N N 35.262 3.912 22.696 -7.456 4.662 -0.027 HN6B SFB 62 SFB H6D H6D H 0 1 N N N 37.922 -1.877 13.704 6.339 -0.641 -0.554 H6D SFB 63 SFB H8A H8A H 0 1 N N N 39.262 3.935 19.557 -3.562 1.807 -0.199 H8A SFB 64 # 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 SFB N1A C2A DOUB Y N 1 SFB N1A C6A SING Y N 2 SFB C1B C2B SING N N 3 SFB C1B O4B SING N N 4 SFB C1B N9A SING N N 5 SFB C1C N1D SING N N 6 SFB C1C C2C SING N N 7 SFB C1C O4C SING N N 8 SFB N1D C2D SING N N 9 SFB N1D C6D SING N N 10 SFB C1S C3C SING N N 11 SFB C1S SAS SING N N 12 SFB O1S SAS DOUB N N 13 SFB C2A N3A SING Y N 14 SFB C2B O2B SING N N 15 SFB C2B C3B SING N N 16 SFB C2C O2C SING N N 17 SFB C2C C3C SING N N 18 SFB C2D O2D DOUB N N 19 SFB C2D N3D SING N N 20 SFB O2S SAS DOUB N N 21 SFB N3A C4A DOUB Y N 22 SFB C3B O3B SING N N 23 SFB C3B C4B SING N N 24 SFB C3C C4C SING N N 25 SFB N3D C4D SING N N 26 SFB N3S C5B SING N N 27 SFB N3S SAS SING N N 28 SFB C4A C5A SING Y N 29 SFB C4A N9A SING Y N 30 SFB C4B O4B SING N N 31 SFB C4B C5B SING N N 32 SFB C4C O4C SING N N 33 SFB C4C C5C SING N N 34 SFB C4D O4D DOUB N N 35 SFB C4D C5D SING N N 36 SFB C5A C6A DOUB Y N 37 SFB C5A N7A SING Y N 38 SFB C5B O5B DOUB N N 39 SFB C5C O5C SING N N 40 SFB C5D C6D DOUB N N 41 SFB C6A N6A SING N N 42 SFB N7A C8A DOUB Y N 43 SFB C8A N9A SING Y N 44 SFB C1B H1B SING N N 45 SFB C1C H1C SING N N 46 SFB C1S H1S SING N N 47 SFB C1S H1SA SING N N 48 SFB C2A H2A SING N N 49 SFB C2B H2B SING N N 50 SFB O2B HO2B SING N N 51 SFB C2C H2C SING N N 52 SFB O2C HO2C SING N N 53 SFB C3B H3B SING N N 54 SFB O3B HO3B SING N N 55 SFB C3C H3C SING N N 56 SFB N3D HN3D SING N N 57 SFB N3S HN3S SING N N 58 SFB C4B H4B SING N N 59 SFB C4C H4C SING N N 60 SFB C5C H5C SING N N 61 SFB C5C H5CA SING N N 62 SFB O5C HO5C SING N N 63 SFB C5D H5D SING N N 64 SFB N6A HN6A SING N N 65 SFB N6A HN6B SING N N 66 SFB C6D H6D SING N N 67 SFB C8A H8A SING N N 68 # 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 SFB SMILES ACDLabs 12.01 "O=C(NS(=O)(=O)CC2C(OC(N1C(=O)NC(=O)C=C1)C2O)CO)C5OC(n3c4ncnc(N)c4nc3)C(O)C5O" SFB SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)N[S](=O)(=O)C[C@H]4[C@@H](O)[C@@H](O[C@@H]4CO)N5C=CC(=O)NC5=O" SFB SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH]([CH](O)[CH]3O)C(=O)N[S](=O)(=O)C[CH]4[CH](O)[CH](O[CH]4CO)N5C=CC(=O)NC5=O" SFB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)C(=O)NS(=O)(=O)C[C@@H]4[C@H](O[C@H]([C@@H]4O)N5C=CC(=O)NC5=O)CO)O)O)N" SFB SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NS(=O)(=O)CC4C(OC(C4O)N5C=CC(=O)NC5=O)CO)O)O)N" SFB InChI InChI 1.03 ;InChI=1S/C20H24N8O11S/c21-15-10-16(23-5-22-15)28(6-24-10)19-13(33)12(32)14(39-19)17(34)26-40(36,37)4-7-8(3-29)38-18(11(7)31)27-2-1-9(30)25-20(27)35/h1-2,5-8,11-14,18-19,29,31-33H,3-4H2,(H,26,34)(H2,21,22,23)(H,25,30,35)/t7-,8-,11-,12+,13-,14+,18-,19-/m1/s1 ; SFB InChIKey InChI 1.03 KEQMCGJHYDWPEW-ZSIUBJGCSA-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 SFB "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-({[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]methyl}sulfonyl)-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)" SFB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]methylsulfonyl]-3,4-dihydroxy-oxolane-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SFB "Create component" 2010-08-16 EBI SFB "Modify aromatic_flag" 2011-06-04 RCSB SFB "Modify descriptor" 2011-06-04 RCSB #