data_DK5 # _chem_comp.id DK5 _chem_comp.name "1-(2,3-dideoxy-3-fluoro-beta-D-arabino-hexopyranosyl)-4-[(phenylcarbonyl)amino]pyrimidin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-13 _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 363.340 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DK5 _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 3L7D _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 DK5 C1 C1 C 0 1 N N R 33.522 23.129 27.909 -2.523 0.343 0.855 C1 DK5 1 DK5 N1 N1 N 0 1 N N N 34.441 23.754 28.899 -1.059 0.304 0.890 N1 DK5 2 DK5 C2 C2 C 0 1 N N N 33.794 23.413 26.409 -2.982 1.551 0.034 C2 DK5 3 DK5 N2 N2 N 0 1 N N N 34.643 24.807 31.020 0.965 0.068 -0.243 N2 DK5 4 DK5 C3 C3 C 0 1 N N R 32.859 22.581 25.504 -4.512 1.551 -0.049 C3 DK5 5 DK5 F3 F3 F 0 1 N N N 33.379 22.490 24.234 -4.937 2.610 -0.857 F3 DK5 6 DK5 N3 N3 N 0 1 N N N 36.635 25.508 31.895 3.024 0.178 0.876 N3 DK5 7 DK5 C4 C4 C 0 1 N N R 32.601 21.153 26.020 -4.979 0.224 -0.656 C4 DK5 8 DK5 O4 O4 O 0 1 N N N 31.459 20.644 25.320 -6.407 0.183 -0.671 O4 DK5 9 DK5 C5 C5 C 0 1 N N R 32.362 21.075 27.548 -4.443 -0.933 0.192 C5 DK5 10 DK5 O5 O5 O 0 1 N N N 33.475 21.700 28.234 -3.017 -0.855 0.253 O5 DK5 11 DK5 C6 C6 C 0 1 N N N 32.295 19.607 28.018 -4.855 -2.263 -0.442 C6 DK5 12 DK5 O6 O6 O 0 1 N N N 33.463 18.911 27.545 -4.456 -3.340 0.409 O6 DK5 13 DK5 C7 C7 C 0 1 N N N 35.842 23.831 28.715 -0.405 0.467 2.073 C7 DK5 14 DK5 C8 C8 C 0 1 N N N 36.622 24.429 29.717 0.949 0.428 2.093 C8 DK5 15 DK5 C9 C9 C 0 1 N N N 35.978 24.922 30.875 1.644 0.221 0.885 C9 DK5 16 DK5 C10 C10 C 0 1 N N N 33.864 24.245 30.079 -0.367 0.103 -0.247 C10 DK5 17 DK5 O10 O10 O 0 1 N N N 32.638 24.170 30.240 -0.969 -0.045 -1.297 O10 DK5 18 DK5 C11 C11 C 0 1 N N N 37.904 25.959 31.830 3.685 -0.021 -0.282 C11 DK5 19 DK5 O11 O11 O 0 1 N N N 38.627 25.885 30.832 3.066 -0.162 -1.318 O11 DK5 20 DK5 C12 C12 C 0 1 Y N N 38.437 26.606 33.123 5.162 -0.067 -0.291 C12 DK5 21 DK5 C13 C13 C 0 1 Y N N 39.381 27.640 33.038 5.876 0.089 0.898 C13 DK5 22 DK5 C14 C14 C 0 1 Y N N 39.879 28.237 34.201 7.255 0.045 0.882 C14 DK5 23 DK5 C15 C15 C 0 1 Y N N 39.428 27.810 35.452 7.930 -0.154 -0.309 C15 DK5 24 DK5 C16 C16 C 0 1 Y N N 38.481 26.788 35.534 7.228 -0.309 -1.491 C16 DK5 25 DK5 C17 C17 C 0 1 Y N N 37.989 26.183 34.373 5.849 -0.272 -1.489 C17 DK5 26 DK5 H1 H1 H 0 1 N N N 32.538 23.610 28.013 -2.909 0.426 1.871 H1 DK5 27 DK5 H2 H2 H 0 1 N N N 33.622 24.481 26.212 -2.644 2.468 0.515 H2 DK5 28 DK5 H2A H2A H 0 1 N N N 34.837 23.150 26.180 -2.562 1.490 -0.970 H2A DK5 29 DK5 H3 H3 H 0 1 N N N 31.898 23.116 25.507 -4.931 1.662 0.951 H3 DK5 30 DK5 HN3 HN3 H 0 1 N N N 36.147 25.616 32.761 3.518 0.291 1.703 HN3 DK5 31 DK5 H4 H4 H 0 1 N N N 33.503 20.553 25.832 -4.600 0.136 -1.674 H4 DK5 32 DK5 HO4 HO4 H 0 1 N N N 31.273 19.761 25.617 -6.816 0.891 -1.186 HO4 DK5 33 DK5 H5 H5 H 0 1 N N N 31.412 21.583 27.773 -4.854 -0.867 1.199 H5 DK5 34 DK5 H6 H6 H 0 1 N N N 32.263 19.572 29.117 -5.937 -2.284 -0.571 H6 DK5 35 DK5 H6A H6A H 0 1 N N N 31.391 19.130 27.613 -4.371 -2.369 -1.413 H6A DK5 36 DK5 HO6 HO6 H 0 1 N N N 33.430 18.005 27.830 -4.685 -4.215 0.070 HO6 DK5 37 DK5 H7 H7 H 0 1 N N N 36.302 23.437 27.821 -0.960 0.625 2.987 H7 DK5 38 DK5 H8 H8 H 0 1 N N N 37.693 24.511 29.606 1.488 0.555 3.020 H8 DK5 39 DK5 H13 H13 H 0 1 N N N 39.725 27.977 32.071 5.350 0.245 1.829 H13 DK5 40 DK5 H14 H14 H 0 1 N N N 40.612 29.027 34.132 7.808 0.166 1.802 H14 DK5 41 DK5 H15 H15 H 0 1 N N N 39.810 28.269 36.352 9.009 -0.188 -0.316 H15 DK5 42 DK5 H16 H16 H 0 1 N N N 38.126 26.462 36.500 7.762 -0.463 -2.418 H16 DK5 43 DK5 H17 H17 H 0 1 N N N 37.262 25.388 34.445 5.303 -0.398 -2.412 H17 DK5 44 # 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 DK5 C2 C1 SING N N 1 DK5 C1 O5 SING N N 2 DK5 C1 N1 SING N N 3 DK5 C1 H1 SING N N 4 DK5 C7 N1 SING N N 5 DK5 N1 C10 SING N N 6 DK5 C3 C2 SING N N 7 DK5 C2 H2 SING N N 8 DK5 C2 H2A SING N N 9 DK5 C10 N2 SING N N 10 DK5 C9 N2 DOUB N N 11 DK5 F3 C3 SING N N 12 DK5 C3 C4 SING N N 13 DK5 C3 H3 SING N N 14 DK5 C9 N3 SING N N 15 DK5 C11 N3 SING N N 16 DK5 N3 HN3 SING N N 17 DK5 O4 C4 SING N N 18 DK5 C4 C5 SING N N 19 DK5 C4 H4 SING N N 20 DK5 O4 HO4 SING N N 21 DK5 C5 C6 SING N N 22 DK5 C5 O5 SING N N 23 DK5 C5 H5 SING N N 24 DK5 O6 C6 SING N N 25 DK5 C6 H6 SING N N 26 DK5 C6 H6A SING N N 27 DK5 O6 HO6 SING N N 28 DK5 C7 C8 DOUB N N 29 DK5 C7 H7 SING N N 30 DK5 C8 C9 SING N N 31 DK5 C8 H8 SING N N 32 DK5 C10 O10 DOUB N N 33 DK5 O11 C11 DOUB N N 34 DK5 C11 C12 SING N N 35 DK5 C13 C12 DOUB Y N 36 DK5 C12 C17 SING Y N 37 DK5 C13 C14 SING Y N 38 DK5 C13 H13 SING N N 39 DK5 C14 C15 DOUB Y N 40 DK5 C14 H14 SING N N 41 DK5 C15 C16 SING Y N 42 DK5 C15 H15 SING N N 43 DK5 C17 C16 DOUB Y N 44 DK5 C16 H16 SING N N 45 DK5 C17 H17 SING N N 46 # 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 DK5 SMILES_CANONICAL CACTVS 3.352 "OC[C@H]1O[C@H](C[C@@H](F)[C@@H]1O)N2C=CC(=NC2=O)NC(=O)c3ccccc3" DK5 SMILES CACTVS 3.352 "OC[CH]1O[CH](C[CH](F)[CH]1O)N2C=CC(=NC2=O)NC(=O)c3ccccc3" DK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(=O)NC2=NC(=O)N(C=C2)[C@H]3C[C@H]([C@@H]([C@H](O3)CO)O)F" DK5 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(=O)NC2=NC(=O)N(C=C2)C3CC(C(C(O3)CO)O)F" DK5 InChI InChI 1.03 "InChI=1S/C17H18FN3O5/c18-11-8-14(26-12(9-22)15(11)23)21-7-6-13(20-17(21)25)19-16(24)10-4-2-1-3-5-10/h1-7,11-12,14-15,22-23H,8-9H2,(H,19,20,24,25)/t11-,12-,14-,15+/m1/s1" DK5 InChIKey InChI 1.03 JDMVJAAWOFCRPK-GBOPCIDUSA-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 DK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[1-[(2R,4R,5R,6R)-4-fluoro-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxo-pyrimidin-4-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DK5 "Create component" 2010-01-13 RCSB DK5 "Modify aromatic_flag" 2011-06-04 RCSB DK5 "Modify descriptor" 2011-06-04 RCSB #