data_6UR # _chem_comp.id 6UR _chem_comp.name ;[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-~{N}-[2-(1~{H}-indol-3-yl)ethyl]p hosphonamidic 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 TpAd _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-28 _chem_comp.pdbx_modified_date 2020-06-17 _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 6UR _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 5KLY _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 6UR C1 C1 C 0 1 N N N -31.569 6.719 -23.294 4.205 1.808 0.075 C1 6UR 1 6UR C2 C2 C 0 1 Y N N -26.350 5.103 -32.566 -6.525 -2.350 0.362 C2 6UR 2 6UR C3 C3 C 0 1 N N N -32.127 7.968 -23.968 4.753 0.855 -0.988 C3 6UR 3 6UR C4 C4 C 0 1 Y N N -28.354 5.245 -31.406 -4.940 -0.688 0.288 C4 6UR 4 6UR C5 C5 C 0 1 Y N N -29.097 4.931 -32.624 -5.917 0.246 0.673 C5 6UR 5 6UR C6 C6 C 0 1 Y N N -28.301 4.713 -33.837 -7.223 -0.218 0.903 C6 6UR 6 6UR C7 C7 C 0 1 Y N N -33.574 8.241 -23.625 5.516 -0.260 -0.319 C7 6UR 7 6UR N1 N1 N 0 1 Y N N -26.958 4.814 -33.734 -7.476 -1.511 0.731 N1 6UR 8 6UR N3 N2 N 0 1 Y N N -27.002 5.325 -31.410 -5.286 -1.963 0.146 N3 6UR 9 6UR C8 C8 C 0 1 Y N N -30.502 5.208 -30.983 -4.051 1.325 0.433 C8 6UR 10 6UR "C1'" C9 C 0 1 N N R -28.961 5.721 -29.071 -2.472 -0.521 -0.247 "C1'" 6UR 11 6UR "C2'" C10 C 0 1 N N R -29.833 6.816 -28.487 -2.354 -0.599 -1.791 "C2'" 6UR 12 6UR "C3'" C11 C 0 1 N N S -29.743 6.514 -26.992 -0.821 -0.555 -2.002 "C3'" 6UR 13 6UR "C4'" C12 C 0 1 N N R -29.341 5.032 -26.951 -0.278 0.067 -0.701 "C4'" 6UR 14 6UR "C5'" C13 C 0 1 N N N -30.330 4.152 -26.215 0.505 1.342 -1.021 "C5'" 6UR 15 6UR O3P O1 O 0 1 N N N -32.115 2.894 -24.210 1.282 4.280 -0.474 O3P 6UR 16 6UR P P1 P 0 1 N N N -31.254 4.042 -23.738 2.001 3.182 0.209 P 6UR 17 6UR N1P N3 N 0 1 N N N -32.231 5.481 -23.684 3.462 2.894 -0.577 N1P 6UR 18 6UR O2P O2 O 0 1 N N N -30.511 3.882 -22.451 2.287 3.597 1.738 O2P 6UR 19 6UR "O5'" O3 O 0 1 N N N -30.126 4.375 -24.827 1.102 1.847 0.175 "O5'" 6UR 20 6UR "O3'" O4 O 0 1 N N N -28.771 7.325 -26.301 -0.303 -1.875 -2.179 "O3'" 6UR 21 6UR "O2'" O5 O 0 1 N N N -29.384 8.122 -28.873 -2.902 -1.824 -2.283 "O2'" 6UR 22 6UR "O4'" O6 O 0 1 N N N -29.296 4.581 -28.299 -1.411 0.384 0.126 "O4'" 6UR 23 6UR N9 N4 N 0 1 Y N N -29.275 5.409 -30.470 -3.775 0.022 0.144 N9 6UR 24 6UR N7 N5 N 0 1 Y N N -30.407 4.929 -32.306 -5.309 1.454 0.743 N7 6UR 25 6UR N6 N6 N 0 1 N N N -28.911 4.419 -35.014 -8.226 0.654 1.289 N6 6UR 26 6UR C9 C14 C 0 1 Y N N -34.128 8.674 -22.322 4.952 -1.499 0.222 C9 6UR 27 6UR C10 C15 C 0 1 Y N N -35.582 8.821 -22.525 6.039 -2.226 0.742 C10 6UR 28 6UR N11 N7 N 0 1 Y N N -35.821 8.512 -23.813 7.171 -1.473 0.526 N11 6UR 29 6UR C12 C16 C 0 1 Y N N -34.675 8.179 -24.475 6.841 -0.308 -0.112 C12 6UR 30 6UR C13 C17 C 0 1 Y N N -33.544 8.909 -21.087 3.661 -2.024 0.302 C13 6UR 31 6UR C14 C18 C 0 1 Y N N -34.376 9.307 -20.038 3.459 -3.243 0.885 C14 6UR 32 6UR C15 C19 C 0 1 Y N N -35.756 9.451 -20.217 4.528 -3.964 1.399 C15 6UR 33 6UR C16 C20 C 0 1 Y N N -36.368 9.212 -21.445 5.810 -3.465 1.331 C16 6UR 34 6UR H1 H1 H 0 1 N N N -30.503 6.636 -23.552 3.539 1.262 0.744 H1 6UR 35 6UR H2 H2 H 0 1 N N N -31.675 6.838 -22.206 5.032 2.227 0.649 H2 6UR 36 6UR H3 H3 H 0 1 N N N -25.272 5.160 -32.558 -6.773 -3.394 0.238 H3 6UR 37 6UR H4 H4 H 0 1 N N N -32.045 7.842 -25.058 3.926 0.436 -1.562 H4 6UR 38 6UR H5 H5 H 0 1 N N N -31.525 8.833 -23.652 5.419 1.400 -1.657 H5 6UR 39 6UR H6 H6 H 0 1 N N N -31.425 5.261 -30.424 -3.333 2.131 0.408 H6 6UR 40 6UR H7 H7 H 0 1 N N N -27.899 5.985 -28.960 -2.314 -1.503 0.200 H7 6UR 41 6UR H8 H8 H 0 1 N N N -30.870 6.661 -28.818 -2.836 0.257 -2.261 H8 6UR 42 6UR H9 H9 H 0 1 N N N -30.737 6.632 -26.536 -0.572 0.072 -2.858 H9 6UR 43 6UR H10 H10 H 0 1 N N N -28.352 4.941 -26.479 0.368 -0.647 -0.190 H10 6UR 44 6UR H11 H11 H 0 1 N N N -31.359 4.423 -26.495 1.285 1.116 -1.749 H11 6UR 45 6UR H12 H12 H 0 1 N N N -30.150 3.095 -26.459 -0.172 2.090 -1.434 H12 6UR 46 6UR H13 H13 H 0 1 N N N -32.614 5.619 -24.597 3.313 2.694 -1.554 H13 6UR 47 6UR H14 H14 H 0 1 N N N -30.694 3.025 -22.083 2.757 2.923 2.247 H14 6UR 48 6UR H15 H15 H 0 1 N N N -28.761 7.092 -25.380 -0.656 -2.336 -2.952 H15 6UR 49 6UR H16 H16 H 0 1 N N N -29.953 8.779 -28.489 -2.852 -1.920 -3.244 H16 6UR 50 6UR H17 H17 H 0 1 N N N -28.220 4.303 -35.728 -9.126 0.323 1.438 H17 6UR 51 6UR H18 H18 H 0 1 N N N -29.435 3.573 -34.916 -8.030 1.596 1.412 H18 6UR 52 6UR H19 H19 H 0 1 N N N -36.728 8.525 -24.234 8.070 -1.732 0.784 H19 6UR 53 6UR H20 H20 H 0 1 N N N -34.628 7.904 -25.518 7.542 0.461 -0.400 H20 6UR 54 6UR H21 H21 H 0 1 N N N -32.481 8.788 -20.941 2.825 -1.469 -0.096 H21 6UR 55 6UR H22 H22 H 0 1 N N N -33.945 9.508 -19.068 2.460 -3.649 0.947 H22 6UR 56 6UR H23 H23 H 0 1 N N N -36.364 9.756 -19.379 4.353 -4.926 1.858 H23 6UR 57 6UR H24 H24 H 0 1 N N N -37.436 9.328 -21.557 6.635 -4.034 1.734 H24 6UR 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 6UR N6 C6 SING N N 1 6UR C6 N1 DOUB Y N 2 6UR C6 C5 SING Y N 3 6UR N1 C2 SING Y N 4 6UR C5 N7 SING Y N 5 6UR C5 C4 DOUB Y N 6 6UR C2 N3 DOUB Y N 7 6UR N7 C8 DOUB Y N 8 6UR N3 C4 SING Y N 9 6UR C4 N9 SING Y N 10 6UR C8 N9 SING Y N 11 6UR N9 "C1'" SING N N 12 6UR "C1'" "C2'" SING N N 13 6UR "C1'" "O4'" SING N N 14 6UR "O2'" "C2'" SING N N 15 6UR "C2'" "C3'" SING N N 16 6UR "O4'" "C4'" SING N N 17 6UR "C3'" "C4'" SING N N 18 6UR "C3'" "O3'" SING N N 19 6UR "C4'" "C5'" SING N N 20 6UR "C5'" "O5'" SING N N 21 6UR "O5'" P SING N N 22 6UR C12 N11 SING Y N 23 6UR C12 C7 DOUB Y N 24 6UR O3P P DOUB N N 25 6UR C3 C7 SING N N 26 6UR C3 C1 SING N N 27 6UR N11 C10 SING Y N 28 6UR P N1P SING N N 29 6UR P O2P SING N N 30 6UR N1P C1 SING N N 31 6UR C7 C9 SING Y N 32 6UR C10 C9 DOUB Y N 33 6UR C10 C16 SING Y N 34 6UR C9 C13 SING Y N 35 6UR C16 C15 DOUB Y N 36 6UR C13 C14 DOUB Y N 37 6UR C15 C14 SING Y N 38 6UR C1 H1 SING N N 39 6UR C1 H2 SING N N 40 6UR C2 H3 SING N N 41 6UR C3 H4 SING N N 42 6UR C3 H5 SING N N 43 6UR C8 H6 SING N N 44 6UR "C1'" H7 SING N N 45 6UR "C2'" H8 SING N N 46 6UR "C3'" H9 SING N N 47 6UR "C4'" H10 SING N N 48 6UR "C5'" H11 SING N N 49 6UR "C5'" H12 SING N N 50 6UR N1P H13 SING N N 51 6UR O2P H14 SING N N 52 6UR "O3'" H15 SING N N 53 6UR "O2'" H16 SING N N 54 6UR N6 H17 SING N N 55 6UR N6 H18 SING N N 56 6UR N11 H19 SING N N 57 6UR C12 H20 SING N N 58 6UR C13 H21 SING N N 59 6UR C14 H22 SING N N 60 6UR C15 H23 SING N N 61 6UR C16 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 6UR 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" 6UR InChIKey InChI 1.03 QUYHGTZYKXLUHM-WVSUBDOOSA-N 6UR 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" 6UR SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)NCCc4c[nH]c5ccccc45)[CH](O)[CH]3O" 6UR 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" 6UR 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 6UR _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~{R},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 6UR "Create component" 2016-06-28 RCSB 6UR "Initial release" 2017-06-28 RCSB 6UR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 6UR _pdbx_chem_comp_synonyms.name TpAd _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##