data_6US # _chem_comp.id 6US _chem_comp.name "[(2~{R},3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[2-(1~{H}-indol-3-yl)ethyl]phosphonamidic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N7 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms TpAra-Ad _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-28 _chem_comp.pdbx_modified_date 2021-03-01 _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 489.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6US _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 5KM6 _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 6US C1 C1 C 0 1 N N N 14.662 10.786 9.651 -2.962 0.772 -0.973 C1 6US 1 6US C5 C2 C 0 1 Y N N 9.181 11.872 17.934 4.158 -2.216 -0.376 C5 6US 2 6US C6 C3 C 0 1 Y N N 7.987 12.164 18.735 5.155 -3.194 -0.225 C6 6US 3 6US C7 C4 C 0 1 Y N N 16.904 11.726 10.424 -4.125 -1.404 -1.217 C7 6US 4 6US C8 C5 C 0 1 Y N N 11.053 11.344 16.980 2.476 -0.953 -0.902 C8 6US 5 6US C16 C6 C 0 1 Y N N 17.827 11.689 7.939 -5.163 -1.573 1.198 C16 6US 6 6US C2 C7 C 0 1 Y N N 6.966 13.097 16.801 6.109 -1.916 1.444 C2 6US 7 6US C3 C8 C 0 1 N N N 15.396 11.908 10.375 -4.193 0.065 -1.544 C3 6US 8 6US C12 C9 C 0 1 Y N N 17.904 11.646 9.325 -4.579 -2.043 0.020 C12 6US 9 6US C14 C10 C 0 1 Y N N 20.237 11.446 7.817 -5.225 -3.807 2.049 C14 6US 10 6US O3P O1 O 0 1 N N N 13.483 7.388 11.261 -3.673 2.829 1.243 O3P 6US 11 6US P P1 P 0 1 N N N 13.249 8.600 10.420 -2.637 3.140 0.051 P 6US 12 6US N1P N1 N 0 1 N N N 14.693 9.559 10.422 -3.028 2.205 -1.292 N1P 6US 13 6US O2P O2 O 0 1 N N N 12.802 8.428 8.993 -2.714 4.574 -0.307 O2P 6US 14 6US "O5'" O3 O 0 1 N N N 12.154 9.567 11.094 -1.142 2.787 0.534 "O5'" 6US 15 6US "C5'" C11 C 0 1 N N N 11.995 9.616 12.504 0.026 3.234 -0.159 "C5'" 6US 16 6US "C4'" C12 C 0 1 N N R 11.256 10.914 12.785 1.274 2.724 0.564 "C4'" 6US 17 6US "C3'" C13 C 0 1 N N S 12.160 12.143 12.817 2.548 3.297 -0.094 "C3'" 6US 18 6US "O3'" O4 O 0 1 N N N 11.743 13.033 11.777 3.027 4.426 0.641 "O3'" 6US 19 6US "C2'" C14 C 0 1 N N S 11.927 12.783 14.185 3.564 2.135 -0.022 "C2'" 6US 20 6US "O2'" O5 O 0 1 N N N 13.001 12.442 15.068 3.966 1.740 -1.335 "O2'" 6US 21 6US "C1'" C15 C 0 1 N N R 10.627 12.118 14.595 2.782 0.997 0.671 "C1'" 6US 22 6US "O4'" O6 O 0 1 N N N 10.713 10.789 14.087 1.393 1.293 0.413 "O4'" 6US 23 6US N9 N2 N 0 1 Y N N 10.318 11.941 16.022 3.145 -0.298 0.089 N9 6US 24 6US C4 C16 C 0 1 Y N N 9.128 12.270 16.528 4.216 -1.077 0.446 C4 6US 25 6US N7 N3 N 0 1 Y N N 10.382 11.307 18.159 3.075 -2.075 -1.177 N7 6US 26 6US N3 N4 N 0 1 Y N N 8.030 12.877 16.013 5.200 -0.971 1.333 N3 6US 27 6US N1 N5 N 0 1 Y N N 6.953 12.749 18.097 6.099 -3.001 0.690 N1 6US 28 6US N6 N6 N 0 1 N N N 7.926 11.834 20.046 5.153 -4.334 -1.010 N6 6US 29 6US C9 C17 C 0 1 Y N N 17.638 11.614 11.593 -3.641 -2.376 -2.006 C9 6US 30 6US N10 N7 N 0 1 Y N N 18.970 11.476 11.322 -3.745 -3.586 -1.374 N10 6US 31 6US C11 C18 C 0 1 Y N N 19.204 11.496 9.998 -4.319 -3.418 -0.134 C11 6US 32 6US C13 C19 C 0 1 Y N N 20.347 11.396 9.210 -4.649 -4.293 0.895 C13 6US 33 6US C15 C20 C 0 1 Y N N 18.999 11.595 7.187 -5.479 -2.451 2.196 C15 6US 34 6US H1 H1 H 0 1 N N N 13.615 11.085 9.493 -2.937 0.642 0.109 H1 6US 35 6US H2 H2 H 0 1 N N N 15.144 10.611 8.678 -2.060 0.344 -1.411 H2 6US 36 6US H3 H3 H 0 1 N N N 12.046 10.947 16.830 1.584 -0.590 -1.391 H3 6US 37 6US H4 H4 H 0 1 N N N 16.871 11.794 7.448 -5.364 -0.519 1.319 H4 6US 38 6US H5 H5 H 0 1 N N N 6.092 13.570 16.378 6.895 -1.799 2.175 H5 6US 39 6US H6 H6 H 0 1 N N N 15.178 12.854 9.858 -5.094 0.494 -1.106 H6 6US 40 6US H7 H7 H 0 1 N N N 15.020 11.959 11.407 -4.217 0.196 -2.626 H7 6US 41 6US H8 H8 H 0 1 N N N 21.130 11.368 7.214 -5.481 -4.489 2.847 H8 6US 42 6US H9 H9 H 0 1 N N N 13.306 6.608 10.749 -3.677 1.905 1.530 H9 6US 43 6US H10 H10 H 0 1 N N N 15.433 8.992 10.060 -2.432 2.429 -2.075 H10 6US 44 6US H11 H11 H 0 1 N N N 11.407 8.755 12.855 0.013 2.849 -1.178 H11 6US 45 6US H12 H12 H 0 1 N N N 12.976 9.617 13.002 0.039 4.324 -0.182 H12 6US 46 6US H13 H13 H 0 1 N N N 10.463 11.059 12.036 1.237 2.994 1.620 H13 6US 47 6US H14 H14 H 0 1 N N N 13.214 11.848 12.706 2.353 3.570 -1.131 H14 6US 48 6US H15 H15 H 0 1 N N N 12.295 13.806 11.781 3.826 4.826 0.271 H15 6US 49 6US H16 H16 H 0 1 N N N 11.798 13.871 14.089 4.430 2.421 0.574 H16 6US 50 6US H17 H17 H 0 1 N N N 12.853 12.842 15.917 4.408 2.437 -1.838 H17 6US 51 6US H18 H18 H 0 1 N N N 9.795 12.649 14.109 2.980 0.999 1.743 H18 6US 52 6US H19 H19 H 0 1 N N N 7.032 12.091 20.414 4.458 -4.464 -1.674 H19 6US 53 6US H20 H20 H 0 1 N N N 8.057 10.848 20.148 5.846 -5.003 -0.896 H20 6US 54 6US H21 H21 H 0 1 N N N 17.214 11.633 12.586 -3.232 -2.227 -2.994 H21 6US 55 6US H22 H22 H 0 1 N N N 19.680 11.373 12.019 -3.461 -4.435 -1.746 H22 6US 56 6US H23 H23 H 0 1 N N N 21.316 11.280 9.673 -4.455 -5.350 0.790 H23 6US 57 6US H24 H24 H 0 1 N N N 18.948 11.638 6.109 -5.931 -2.086 3.107 H24 6US 58 # # 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 6US C15 C14 DOUB Y N 1 6US C15 C16 SING Y N 2 6US C14 C13 SING Y N 3 6US C16 C12 DOUB Y N 4 6US O2P P DOUB N N 5 6US C13 C11 DOUB Y N 6 6US C12 C11 SING Y N 7 6US C12 C7 SING Y N 8 6US C1 C3 SING N N 9 6US C1 N1P SING N N 10 6US C11 N10 SING Y N 11 6US C3 C7 SING N N 12 6US P N1P SING N N 13 6US P "O5'" SING N N 14 6US P O3P SING N N 15 6US C7 C9 DOUB Y N 16 6US "O5'" "C5'" SING N N 17 6US N10 C9 SING Y N 18 6US "O3'" "C3'" SING N N 19 6US "C5'" "C4'" SING N N 20 6US "C4'" "C3'" SING N N 21 6US "C4'" "O4'" SING N N 22 6US "C3'" "C2'" SING N N 23 6US "O4'" "C1'" SING N N 24 6US "C2'" "C1'" SING N N 25 6US "C2'" "O2'" SING N N 26 6US "C1'" N9 SING N N 27 6US N3 C4 DOUB Y N 28 6US N3 C2 SING Y N 29 6US N9 C4 SING Y N 30 6US N9 C8 SING Y N 31 6US C4 C5 SING Y N 32 6US C2 N1 DOUB Y N 33 6US C8 N7 DOUB Y N 34 6US C5 N7 SING Y N 35 6US C5 C6 DOUB Y N 36 6US N1 C6 SING Y N 37 6US C6 N6 SING N N 38 6US C1 H1 SING N N 39 6US C1 H2 SING N N 40 6US C8 H3 SING N N 41 6US C16 H4 SING N N 42 6US C2 H5 SING N N 43 6US C3 H6 SING N N 44 6US C3 H7 SING N N 45 6US C14 H8 SING N N 46 6US O3P H9 SING N N 47 6US N1P H10 SING N N 48 6US "C5'" H11 SING N N 49 6US "C5'" H12 SING N N 50 6US "C4'" H13 SING N N 51 6US "C3'" H14 SING N N 52 6US "O3'" H15 SING N N 53 6US "C2'" H16 SING N N 54 6US "O2'" H17 SING N N 55 6US "C1'" H18 SING N N 56 6US N6 H19 SING N N 57 6US N6 H20 SING N N 58 6US C9 H21 SING N N 59 6US N10 H22 SING N N 60 6US C13 H23 SING N N 61 6US C15 H24 SING N N 62 # # 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 6US InChI InChI 1.03 "InChI=1S/C20H24N7O6P/c21-18-15-19(24-9-23-18)27(10-25-15)20-17(29)16(28)14(33-20)8-32-34(30,31)26-6-5-11-7-22-13-4-2-1-3-12(11)13/h1-4,7,9-10,14,16-17,20,22,28-29H,5-6,8H2,(H2,21,23,24)(H2,26,30,31)/t14-,16-,17+,20-/m1/s1" 6US InChIKey InChI 1.03 QUYHGTZYKXLUHM-DFYYWFRZSA-N 6US SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)NCCc4c[nH]c5ccccc45)[C@@H](O)[C@@H]3O" 6US SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)NCCc4c[nH]c5ccccc45)[CH](O)[CH]3O" 6US SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1ccc2c(c1)c(c[nH]2)CCNP(=O)(O)OC[C@@H]3[C@H]([C@@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O" 6US SMILES "OpenEye OEToolkits" 2.0.5 "c1ccc2c(c1)c(c[nH]2)CCNP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O" # _pdbx_chem_comp_identifier.comp_id 6US _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.5 _pdbx_chem_comp_identifier.identifier "[(2~{R},3~{S},4~{S},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[2-(1~{H}-indol-3-yl)ethyl]phosphonamidic 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 6US "Create component" 2016-06-28 RCSB 6US "Initial release" 2017-06-28 RCSB 6US "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 6US _pdbx_chem_comp_synonyms.name TpAra-Ad _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##