data_914 # _chem_comp.id 914 _chem_comp.name ;[(2R,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxymethyl-[hydroxy(phosphonooxy)phosphoryl]oxy-phosphinic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H13 F N5 O11 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "[(5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl)phosphonate-diphosphate]" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-24 _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 491.157 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 914 _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 3KK1 _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 914 C1 C1 C 0 1 N N R 40.735 82.479 26.787 1.650 1.842 0.149 C1 914 1 914 F1 F1 F 0 1 N N N 43.597 83.791 25.116 5.064 2.905 -0.384 F1 914 2 914 N1 N1 N 0 1 Y N N 41.906 81.458 23.913 4.028 -0.001 0.537 N1 914 3 914 O1 O1 O 0 1 N N N 41.201 81.364 26.125 2.261 1.367 1.364 O1 914 4 914 P1 P1 P 0 1 N N N 36.974 83.574 26.384 -1.382 0.981 -0.498 P1 914 5 914 C2 C2 C 0 1 N N N 41.691 83.572 26.440 2.706 2.671 -0.545 C2 914 6 914 N2 N2 N 0 1 Y N N 40.571 81.047 22.116 3.829 -2.003 -0.310 N2 914 7 914 O2 O2 O 0 1 N N N 39.481 82.721 26.302 1.266 0.739 -0.674 O2 914 8 914 P2 P2 P 0 1 N N N 37.702 86.516 27.024 -4.241 0.459 0.082 P2 914 9 914 C3 C3 C 0 1 N N N 42.585 83.083 25.614 3.876 2.370 -0.024 C3 914 10 914 N3 N3 N 0 1 Y N N 44.043 81.871 22.708 6.511 -0.082 0.763 N3 914 11 914 O3 O3 O 0 1 N N N 35.884 83.177 27.316 -1.544 1.231 -2.081 O3 914 12 914 P3 P3 P 0 1 N N N 34.810 87.563 27.185 -6.549 -1.398 0.193 P3 914 13 914 C4 C4 C 0 1 N N R 42.312 81.629 25.319 3.665 1.324 1.046 C4 914 14 914 N4 N4 N 0 1 Y N N 43.759 81.657 20.305 7.484 -2.052 0.047 N4 914 15 914 O4 O4 O 0 1 N N N 37.108 85.216 26.143 -2.658 0.167 0.050 O4 914 16 914 C5 C5 C 0 1 Y N N 42.695 81.569 22.788 5.295 -0.521 0.455 C5 914 17 914 N5 N5 N 0 1 N N N 41.741 81.143 19.259 6.233 -3.847 -0.833 N5 914 18 914 O5 O5 O 0 1 N N N 38.663 87.270 26.174 -4.674 0.976 -1.235 O5 914 19 914 C6 C6 C 0 1 Y N N 41.811 81.305 21.686 5.152 -1.807 -0.091 C6 914 20 914 O6 O6 O 0 1 N N N 36.382 87.450 27.372 -5.031 -0.905 0.409 O6 914 21 914 C7 C7 C 0 1 Y N N 40.651 81.138 23.412 3.167 -0.946 0.064 C7 914 22 914 O7 O7 O 0 1 N N N 34.579 87.685 25.687 -6.998 -1.030 -1.168 O7 914 23 914 C8 C8 C 0 1 Y N N 44.479 81.887 21.432 7.569 -0.838 0.562 C8 914 24 914 O8 O8 O 0 1 N N N 37.018 82.996 25.028 -1.290 2.283 0.200 O8 914 25 914 C9 C9 C 0 1 Y N N 42.422 81.362 20.395 6.311 -2.575 -0.293 C9 914 26 914 O9 O9 O 0 1 N N N 38.197 85.996 28.319 -4.563 1.551 1.220 O9 914 27 914 C10 C10 C 0 1 N N N 38.619 83.327 27.200 0.134 0.016 -0.187 C10 914 28 914 O10 O10 O 0 1 N N N 34.221 86.303 27.773 -6.625 -2.996 0.371 O10 914 29 914 O11 O11 O 0 1 N N N 34.422 88.810 27.960 -7.502 -0.691 1.282 O11 914 30 914 H1 H1 H 0 1 N N N 40.673 82.377 27.880 0.781 2.458 0.381 H1 914 31 914 H2 H2 H 0 1 N N N 41.653 84.588 26.805 2.531 3.387 -1.334 H2 914 32 914 HO3 HO3 H 0 1 N N N 35.311 82.553 26.886 -1.610 0.419 -2.602 HO3 914 33 914 H4 H4 H 0 1 N N N 43.184 80.983 25.498 4.258 1.562 1.929 H4 914 34 914 HN5 HN5 H 0 1 N N N 42.357 81.236 18.477 7.041 -4.367 -0.967 HN5 914 35 914 HN5A HN5A H 0 0 N N N 41.358 80.220 19.273 5.371 -4.218 -1.077 HN5A 914 36 914 H7 H7 H 0 1 N N N 39.798 80.976 24.055 2.095 -0.832 0.000 H7 914 37 914 H8 H8 H 0 1 N N N 45.526 82.109 21.290 8.542 -0.452 0.824 H8 914 38 914 HO9 HO9 H 0 1 N N N 39.111 86.232 28.427 -4.305 1.279 2.111 HO9 914 39 914 H10 H10 H 0 1 N N N 39.029 84.300 27.507 0.243 -0.153 0.884 H10 914 40 914 H10A H10A H 0 0 N N N 38.499 82.687 28.087 0.066 -0.942 -0.701 H10A 914 41 914 HO10 HO10 H 0 0 N N N 33.801 85.799 27.086 -7.512 -3.363 0.254 HO10 914 42 914 HO11 HO11 H 0 0 N N N 34.093 89.468 27.358 -7.266 -0.888 2.198 HO11 914 43 # # 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 914 O1 C1 SING N N 1 914 O2 C1 SING N N 2 914 C2 C1 SING N N 3 914 C1 H1 SING N N 4 914 F1 C3 SING N N 5 914 C5 N1 SING Y N 6 914 C7 N1 SING Y N 7 914 N1 C4 SING N N 8 914 C4 O1 SING N N 9 914 O8 P1 DOUB N N 10 914 O4 P1 SING N N 11 914 P1 C10 SING N N 12 914 P1 O3 SING N N 13 914 C3 C2 DOUB N N 14 914 C2 H2 SING N N 15 914 C6 N2 SING Y N 16 914 N2 C7 DOUB Y N 17 914 O2 C10 SING N N 18 914 O4 P2 SING N N 19 914 O5 P2 DOUB N N 20 914 P2 O6 SING N N 21 914 P2 O9 SING N N 22 914 C4 C3 SING N N 23 914 C8 N3 DOUB Y N 24 914 N3 C5 SING Y N 25 914 O3 HO3 SING N N 26 914 O7 P3 DOUB N N 27 914 P3 O6 SING N N 28 914 P3 O10 SING N N 29 914 P3 O11 SING N N 30 914 C4 H4 SING N N 31 914 N4 C9 DOUB Y N 32 914 N4 C8 SING Y N 33 914 C6 C5 DOUB Y N 34 914 N5 C9 SING N N 35 914 N5 HN5 SING N N 36 914 N5 HN5A SING N N 37 914 C9 C6 SING Y N 38 914 C7 H7 SING N N 39 914 C8 H8 SING N N 40 914 O9 HO9 SING N N 41 914 C10 H10 SING N N 42 914 C10 H10A SING N N 43 914 O10 HO10 SING N N 44 914 O11 HO11 SING N N 45 # # 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 914 SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](OC[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)C=C3F" 914 SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](OC[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)C=C3F" 914 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@H]3C(=C[C@H](O3)OC[P@@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)F)N" 914 SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(=CC(O3)OCP(=O)(O)OP(=O)(O)OP(=O)(O)O)F)N" 914 InChI InChI 1.03 "InChI=1S/C10H13FN5O11P3/c11-5-1-6(24-4-28(17,18)26-30(22,23)27-29(19,20)21)25-10(5)16-3-15-7-8(12)13-2-14-9(7)16/h1-3,6,10H,4H2,(H,17,18)(H,22,23)(H2,12,13,14)(H2,19,20,21)/t6-,10+/m0/s1" 914 InChIKey InChI 1.03 VWRYHMYAWKXIKG-QUBYGPBYSA-N # _pdbx_chem_comp_identifier.comp_id 914 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "[(2R,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yl]oxymethyl-[hydroxy(phosphonooxy)phosphoryl]oxy-phosphinic 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 914 "Create component" 2009-11-24 RCSB 914 "Modify aromatic_flag" 2011-06-04 RCSB 914 "Modify descriptor" 2011-06-04 RCSB 914 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 914 _pdbx_chem_comp_synonyms.name "[(5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl)phosphonate-diphosphate]" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##