data_DKY # _chem_comp.id DKY _chem_comp.name "1-(3-deoxy-3-fluoro-beta-D-glucopyranosyl)-4-[(phenylcarbonyl)amino]pyrimidin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 F N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-12 _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 379.340 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DKY _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 3L7A _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 DKY C1 C1 C 0 1 N N R 33.505 23.012 27.813 -2.422 0.267 0.795 C1 DKY 1 DKY N1 N1 N 0 1 N N N 34.398 23.619 28.829 -0.958 0.258 0.837 N1 DKY 2 DKY C2 C2 C 0 1 N N S 33.908 23.172 26.334 -2.898 1.375 -0.149 C2 DKY 3 DKY N2 N2 N 0 1 N N N 34.588 24.695 30.950 1.074 -0.061 -0.262 N2 DKY 4 DKY O2 O2 O 0 1 N N N 34.005 24.564 25.992 -2.476 2.644 0.353 O2 DKY 5 DKY C3 C3 C 0 1 N N S 32.900 22.448 25.412 -4.427 1.339 -0.234 C3 DKY 6 DKY F3 F3 F 0 1 N N N 33.389 22.389 24.118 -4.867 2.302 -1.150 F3 DKY 7 DKY N3 N3 N 0 1 N N N 36.604 25.324 31.853 3.127 0.201 0.844 N3 DKY 8 DKY C4 C4 C 0 1 N N R 32.558 21.027 25.922 -4.870 -0.051 -0.700 C4 DKY 9 DKY O4 O4 O 0 1 N N N 31.381 20.543 25.273 -6.298 -0.118 -0.713 O4 DKY 10 DKY C5 C5 C 0 1 N N R 32.366 20.955 27.462 -4.318 -1.104 0.265 C5 DKY 11 DKY O5 O5 O 0 1 N N N 33.462 21.593 28.144 -2.894 -0.996 0.321 O5 DKY 12 DKY C6 C6 C 0 1 N N N 32.318 19.500 27.933 -4.705 -2.500 -0.226 C6 DKY 13 DKY O6 O6 O 0 1 N N N 33.438 18.802 27.363 -4.291 -3.474 0.733 O6 DKY 14 DKY C7 C7 C 0 1 N N N 35.799 23.664 28.680 -0.311 0.554 1.998 C7 DKY 15 DKY C8 C8 C 0 1 N N N 36.568 24.239 29.695 1.043 0.541 2.024 C8 DKY 16 DKY C9 C9 C 0 1 N N N 35.928 24.769 30.831 1.746 0.221 0.846 C9 DKY 17 DKY C10 C10 C 0 1 N N N 33.812 24.143 29.998 -0.258 -0.050 -0.271 C10 DKY 18 DKY O10 O10 O 0 1 N N N 32.589 24.113 30.151 -0.853 -0.317 -1.301 O10 DKY 19 DKY C11 C11 C 0 1 N N N 37.859 25.797 31.785 3.795 -0.106 -0.285 C11 DKY 20 DKY O11 O11 O 0 1 N N N 38.548 25.801 30.762 3.183 -0.366 -1.302 O11 DKY 21 DKY C12 C12 C 0 1 Y N N 38.421 26.366 33.104 5.273 -0.128 -0.287 C12 DKY 22 DKY C13 C13 C 0 1 Y N N 39.785 26.667 33.204 5.968 -0.446 -1.455 C13 DKY 23 DKY C14 C14 C 0 1 Y N N 40.319 27.173 34.392 7.348 -0.464 -1.449 C14 DKY 24 DKY C15 C15 C 0 1 Y N N 39.477 27.378 35.488 8.042 -0.168 -0.289 C15 DKY 25 DKY C16 C16 C 0 1 Y N N 38.119 27.076 35.397 7.359 0.147 0.872 C16 DKY 26 DKY C17 C17 C 0 1 Y N N 37.593 26.570 34.207 5.980 0.175 0.879 C17 DKY 27 DKY H1 H1 H 0 1 N N N 32.543 23.543 27.868 -2.813 0.449 1.796 H1 DKY 28 DKY H2 H2 H 0 1 N N N 34.895 22.709 26.188 -2.475 1.216 -1.140 H2 DKY 29 DKY HO2 HO2 H 0 1 N N N 34.254 24.650 25.079 -2.744 3.393 -0.197 HO2 DKY 30 DKY H3 H3 H 0 1 N N N 31.968 23.033 25.422 -4.852 1.548 0.748 H3 DKY 31 DKY HN3 HN3 H 0 1 N N N 36.135 25.390 32.734 3.616 0.408 1.656 HN3 DKY 32 DKY H4 H4 H 0 1 N N N 33.422 20.393 25.675 -4.486 -0.239 -1.702 H4 DKY 33 DKY HO4 HO4 H 0 1 N N N 31.179 19.671 25.592 -6.716 0.525 -1.301 HO4 DKY 34 DKY H5 H5 H 0 1 N N N 31.420 21.466 27.694 -4.734 -0.939 1.259 H5 DKY 35 DKY H6 H6 H 0 1 N N N 32.373 19.461 29.031 -5.786 -2.553 -0.355 H6 DKY 36 DKY H6A H6A H 0 1 N N N 31.379 19.032 27.603 -4.216 -2.698 -1.180 H6A DKY 37 DKY HO6 HO6 H 0 1 N N N 33.424 17.895 27.646 -4.504 -4.385 0.487 HO6 DKY 38 DKY H7 H7 H 0 1 N N N 36.270 23.261 27.796 -0.872 0.797 2.889 H7 DKY 39 DKY H8 H8 H 0 1 N N N 37.644 24.276 29.609 1.577 0.774 2.934 H8 DKY 40 DKY H13 H13 H 0 1 N N N 40.431 26.506 32.354 5.427 -0.677 -2.360 H13 DKY 41 DKY H14 H14 H 0 1 N N N 41.372 27.403 34.462 7.887 -0.710 -2.352 H14 DKY 42 DKY H15 H15 H 0 1 N N N 39.880 27.772 36.409 9.122 -0.184 -0.291 H15 DKY 43 DKY H16 H16 H 0 1 N N N 37.473 27.234 36.248 7.907 0.377 1.774 H16 DKY 44 DKY H17 H17 H 0 1 N N N 36.541 26.336 34.141 5.448 0.426 1.784 H17 DKY 45 # 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 DKY C2 C1 SING N N 1 DKY C1 O5 SING N N 2 DKY C1 N1 SING N N 3 DKY C1 H1 SING N N 4 DKY C7 N1 SING N N 5 DKY N1 C10 SING N N 6 DKY C3 C2 SING N N 7 DKY O2 C2 SING N N 8 DKY C2 H2 SING N N 9 DKY C10 N2 SING N N 10 DKY C9 N2 DOUB N N 11 DKY O2 HO2 SING N N 12 DKY F3 C3 SING N N 13 DKY C3 C4 SING N N 14 DKY C3 H3 SING N N 15 DKY C9 N3 SING N N 16 DKY C11 N3 SING N N 17 DKY N3 HN3 SING N N 18 DKY O4 C4 SING N N 19 DKY C4 C5 SING N N 20 DKY C4 H4 SING N N 21 DKY O4 HO4 SING N N 22 DKY C5 C6 SING N N 23 DKY C5 O5 SING N N 24 DKY C5 H5 SING N N 25 DKY O6 C6 SING N N 26 DKY C6 H6 SING N N 27 DKY C6 H6A SING N N 28 DKY O6 HO6 SING N N 29 DKY C7 C8 DOUB N N 30 DKY C7 H7 SING N N 31 DKY C8 C9 SING N N 32 DKY C8 H8 SING N N 33 DKY C10 O10 DOUB N N 34 DKY O11 C11 DOUB N N 35 DKY C11 C12 SING N N 36 DKY C12 C13 DOUB Y N 37 DKY C12 C17 SING Y N 38 DKY C13 C14 SING Y N 39 DKY C13 H13 SING N N 40 DKY C14 C15 DOUB Y N 41 DKY C14 H14 SING N N 42 DKY C16 C15 SING Y N 43 DKY C15 H15 SING N N 44 DKY C17 C16 DOUB Y N 45 DKY C16 H16 SING N N 46 DKY C17 H17 SING N N 47 # 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 DKY SMILES_CANONICAL CACTVS 3.352 "OC[C@H]1O[C@H]([C@H](O)[C@@H](F)[C@@H]1O)N2C=CC(=NC2=O)NC(=O)c3ccccc3" DKY SMILES CACTVS 3.352 "OC[CH]1O[CH]([CH](O)[CH](F)[CH]1O)N2C=CC(=NC2=O)NC(=O)c3ccccc3" DKY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(=O)NC2=NC(=O)N(C=C2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)F)O" DKY SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C(=O)NC2=NC(=O)N(C=C2)C3C(C(C(C(O3)CO)O)F)O" DKY InChI InChI 1.03 "InChI=1S/C17H18FN3O6/c18-12-13(23)10(8-22)27-16(14(12)24)21-7-6-11(20-17(21)26)19-15(25)9-4-2-1-3-5-9/h1-7,10,12-14,16,22-24H,8H2,(H,19,20,25,26)/t10-,12+,13-,14-,16-/m1/s1" DKY InChIKey InChI 1.03 PUCZITRLESUWFB-PBEGBBSFSA-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 DKY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[1-[(2R,3S,4S,5R,6R)-4-fluoro-3,5-dihydroxy-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 DKY "Create component" 2010-01-12 RCSB DKY "Modify aromatic_flag" 2011-06-04 RCSB DKY "Modify descriptor" 2011-06-04 RCSB #