data_SX0 # _chem_comp.id SX0 _chem_comp.name "(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid (non-preferred name)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 Br N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-20 _chem_comp.pdbx_modified_date 2011-07-22 _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 462.319 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SX0 _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 3SX0 _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 SX0 C C C 0 1 N N N 25.350 63.244 -2.719 -7.857 1.771 -0.625 C SX0 1 SX0 N N N 0 1 N N N 23.359 61.910 -3.229 -7.722 -0.187 0.807 N SX0 2 SX0 O O O 0 1 N N N 24.568 63.917 -2.033 -7.555 3.051 -0.893 O SX0 3 SX0 BR BR BR 0 0 N N N 15.391 64.480 -10.875 3.445 2.992 0.892 BR SX0 4 SX0 N1 N1 N 0 1 Y N N 16.028 59.659 -10.238 6.000 -0.481 -1.522 N1 SX0 5 SX0 C2 C2 C 0 1 Y N N 17.271 59.329 -9.888 5.330 -1.593 -1.767 C2 SX0 6 SX0 N3 N3 N 0 1 Y N N 18.247 60.219 -9.744 4.080 -1.766 -1.399 N3 SX0 7 SX0 C4 C4 C 0 1 Y N N 17.994 61.514 -9.940 3.423 -0.807 -0.749 C4 SX0 8 SX0 C5 C5 C 0 1 Y N N 16.719 61.905 -10.304 4.096 0.396 -0.466 C5 SX0 9 SX0 C6 C6 C 0 1 Y N N 15.712 60.938 -10.463 5.430 0.534 -0.879 C6 SX0 10 SX0 N6 N6 N 0 1 N N N 14.461 61.235 -10.816 6.134 1.697 -0.625 N6 SX0 11 SX0 C7 C7 C 0 1 Y N N 16.815 63.277 -10.425 3.138 1.243 0.242 C7 SX0 12 SX0 C8 C8 C 0 1 Y N N 18.066 63.678 -10.152 1.997 0.541 0.341 C8 SX0 13 SX0 N9 N9 N 0 1 Y N N 18.778 62.590 -9.864 2.156 -0.688 -0.248 N9 SX0 14 SX0 CA CA C 0 1 N N S 24.719 62.273 -3.725 -6.970 0.963 0.287 CA SX0 15 SX0 CB CB C 0 1 N N N 24.638 62.941 -5.117 -5.753 0.466 -0.495 CB SX0 16 SX0 SD SD S 0 1 N N N 23.647 65.027 -6.759 -3.348 -0.838 -0.469 SD SX0 17 SX0 CG CG C 0 1 N N N 23.788 64.211 -5.105 -4.792 -0.248 0.458 CG SX0 18 SX0 "C1'" "C1'" C 0 1 N N R 20.221 62.546 -9.472 1.120 -1.721 -0.330 "C1'" SX0 19 SX0 "C2'" "C2'" C 0 1 N N R 21.121 63.377 -10.388 1.216 -2.676 0.881 "C2'" SX0 20 SX0 "O2'" "O2'" O 0 1 N N N 21.401 62.526 -11.450 1.921 -3.867 0.524 "O2'" SX0 21 SX0 "C3'" "C3'" C 0 1 N N S 22.385 63.556 -9.505 -0.255 -3.000 1.222 "C3'" SX0 22 SX0 "O3'" "O3'" O 0 1 N N N 23.291 62.459 -9.755 -0.504 -4.400 1.086 "O3'" SX0 23 SX0 "C4'" "C4'" C 0 1 N N S 21.815 63.420 -8.077 -1.067 -2.202 0.177 "C4'" SX0 24 SX0 "O4'" "O4'" O 0 1 N N N 20.369 63.232 -8.223 -0.192 -1.126 -0.226 "O4'" SX0 25 SX0 "C5'" "C5'" C 0 1 N N N 21.918 64.668 -7.233 -2.343 -1.642 0.809 "C5'" SX0 26 SX0 OXT OXT O 0 1 N N N 26.593 63.311 -2.671 -8.842 1.269 -1.111 OXT SX0 27 SX0 HN HN H 0 1 N N N 22.928 61.276 -3.871 -8.494 0.115 1.381 HN SX0 28 SX0 HNA HNA H 0 1 N N N 23.437 61.475 -2.332 -8.040 -0.781 0.055 HNA SX0 29 SX0 HO HO H 0 1 N N N 25.062 64.494 -1.463 -8.155 3.531 -1.480 HO SX0 30 SX0 H2 H2 H 0 1 N N N 17.496 58.287 -9.713 5.831 -2.394 -2.292 H2 SX0 31 SX0 HN6 HN6 H 0 1 N N N 13.918 60.396 -10.860 7.056 1.780 -0.916 HN6 SX0 32 SX0 HN6A HN6A H 0 0 N N N 14.062 61.855 -10.140 5.707 2.430 -0.155 HN6A SX0 33 SX0 H8 H8 H 0 1 N N N 18.429 64.695 -10.164 1.091 0.891 0.815 H8 SX0 34 SX0 HA HA H 0 1 N N N 25.330 61.364 -3.822 -6.639 1.586 1.117 HA SX0 35 SX0 HB HB H 0 1 N N N 25.657 63.206 -5.437 -6.077 -0.228 -1.271 HB SX0 36 SX0 HBA HBA H 0 1 N N N 24.188 62.226 -5.822 -5.245 1.314 -0.955 HBA SX0 37 SX0 HG HG H 0 1 N N N 22.776 63.941 -4.770 -4.467 0.445 1.234 HG SX0 38 SX0 HGA HGA H 0 1 N N N 24.252 64.926 -4.410 -5.299 -1.096 0.918 HGA SX0 39 SX0 "H1'" "H1'" H 0 1 N N N 20.497 61.481 -9.483 1.212 -2.277 -1.263 "H1'" SX0 40 SX0 "H2'" "H2'" H 0 1 N N N 20.728 64.335 -10.759 1.703 -2.180 1.720 "H2'" SX0 41 SX0 "HO2'" "HO2'" H 0 0 N N N 21.963 62.971 -12.073 2.011 -4.502 1.247 "HO2'" SX0 42 SX0 "H3'" "H3'" H 0 1 N N N 22.928 64.496 -9.684 -0.496 -2.664 2.230 "H3'" SX0 43 SX0 "HO3'" "HO3'" H 0 0 N N N 24.068 62.561 -9.218 0.025 -4.953 1.677 "HO3'" SX0 44 SX0 "H4'" "H4'" H 0 1 N N N 22.382 62.609 -7.596 -1.313 -2.834 -0.676 "H4'" SX0 45 SX0 "H5'" "H5'" H 0 1 N N N 21.324 64.525 -6.318 -2.080 -0.914 1.576 "H5'" SX0 46 SX0 "H5'A" "H5'A" H 0 0 N N N 21.527 65.518 -7.811 -2.912 -2.455 1.260 "H5'A" SX0 47 # 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 SX0 CA C SING N N 1 SX0 C OXT DOUB N N 2 SX0 C O SING N N 3 SX0 CA N SING N N 4 SX0 N HN SING N N 5 SX0 N HNA SING N N 6 SX0 O HO SING N N 7 SX0 BR C7 SING N N 8 SX0 C6 N1 DOUB Y N 9 SX0 N1 C2 SING Y N 10 SX0 C2 N3 DOUB Y N 11 SX0 C2 H2 SING N N 12 SX0 C4 N3 SING Y N 13 SX0 C5 C4 DOUB Y N 14 SX0 C4 N9 SING Y N 15 SX0 C6 C5 SING Y N 16 SX0 C7 C5 SING Y N 17 SX0 N6 C6 SING N N 18 SX0 N6 HN6 SING N N 19 SX0 N6 HN6A SING N N 20 SX0 C7 C8 DOUB Y N 21 SX0 C8 N9 SING Y N 22 SX0 C8 H8 SING N N 23 SX0 N9 "C1'" SING N N 24 SX0 CB CA SING N N 25 SX0 CA HA SING N N 26 SX0 CB CG SING N N 27 SX0 CB HB SING N N 28 SX0 CB HBA SING N N 29 SX0 "C5'" SD SING N N 30 SX0 SD CG SING N N 31 SX0 CG HG SING N N 32 SX0 CG HGA SING N N 33 SX0 "C2'" "C1'" SING N N 34 SX0 "C1'" "O4'" SING N N 35 SX0 "C1'" "H1'" SING N N 36 SX0 "O2'" "C2'" SING N N 37 SX0 "C2'" "C3'" SING N N 38 SX0 "C2'" "H2'" SING N N 39 SX0 "O2'" "HO2'" SING N N 40 SX0 "O3'" "C3'" SING N N 41 SX0 "C3'" "C4'" SING N N 42 SX0 "C3'" "H3'" SING N N 43 SX0 "O3'" "HO3'" SING N N 44 SX0 "O4'" "C4'" SING N N 45 SX0 "C4'" "C5'" SING N N 46 SX0 "C4'" "H4'" SING N N 47 SX0 "C5'" "H5'" SING N N 48 SX0 "C5'" "H5'A" SING N N 49 # 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 SX0 SMILES ACDLabs 12.01 "O=C(O)C(N)CCSCC3OC(n2cc(Br)c1c(ncnc12)N)C(O)C3O" SX0 InChI InChI 1.03 "InChI=1S/C15H20BrN5O5S/c16-6-3-21(13-9(6)12(18)19-5-20-13)14-11(23)10(22)8(26-14)4-27-2-1-7(17)15(24)25/h3,5,7-8,10-11,14,22-23H,1-2,4,17H2,(H,24,25)(H2,18,19,20)/t7-,8+,10+,11+,14+/m0/s1" SX0 InChIKey InChI 1.03 DIULHULFPSIBAK-TWBCTODHSA-N SX0 SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cc(Br)c3c(N)ncnc23)C(O)=O" SX0 SMILES CACTVS 3.370 "N[CH](CCSC[CH]1O[CH]([CH](O)[CH]1O)n2cc(Br)c3c(N)ncnc23)C(O)=O" SX0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1c(c2c(ncnc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)N)O)O)N)Br" SX0 SMILES "OpenEye OEToolkits" 1.7.2 "c1c(c2c(ncnc2n1C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N)Br" # 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 SX0 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(4-amino-5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid (non-preferred name)" SX0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-2-azanyl-4-[[(2S,3S,4R,5R)-5-(4-azanyl-5-bromanyl-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl]butanoic 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 SX0 "Create component" 2011-07-20 RCSB #