data_XQO # _chem_comp.id XQO _chem_comp.name "2-[(2S,3S,4R,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)-1-pentyl-pyrrolidin-2-yl]-N-methyl-ethanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H26 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-05 _chem_comp.pdbx_modified_date 2015-11-13 _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 274.357 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XQO _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 5ABE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 XQO O13 O13 O 0 1 N N N 27.641 0.446 293.000 -0.531 2.410 -1.189 O13 XQO 1 XQO C12 C12 C 0 1 N N N 28.846 0.670 293.059 -0.414 2.603 0.003 C12 XQO 2 XQO N14 N14 N 0 1 N N N 29.554 0.738 294.177 -1.267 3.431 0.638 N14 XQO 3 XQO C15 C15 C 0 1 N N N 28.929 0.556 295.472 -2.335 4.099 -0.111 C15 XQO 4 XQO C11 C11 C 0 1 N N N 29.573 0.948 291.772 0.680 1.912 0.775 C11 XQO 5 XQO C3 C3 C 0 1 N N S 28.672 1.996 291.127 1.495 1.031 -0.174 C3 XQO 6 XQO C4 C4 C 0 1 N N S 29.378 2.839 290.106 2.671 0.389 0.586 C4 XQO 7 XQO O21 O21 O 0 1 N N N 30.225 3.777 290.766 3.913 0.773 -0.006 O21 XQO 8 XQO C5 C5 C 0 1 N N R 28.211 3.451 289.361 2.457 -1.136 0.446 C5 XQO 9 XQO O20 O20 O 0 1 N N N 28.112 4.810 289.723 3.703 -1.803 0.235 O20 XQO 10 XQO C6 C6 C 0 1 N N R 26.929 2.727 289.799 1.557 -1.245 -0.810 C6 XQO 11 XQO C18 C18 C 0 1 N N N 25.836 2.548 288.730 0.756 -2.549 -0.788 C18 XQO 12 XQO O19 O19 O 0 1 N N N 26.351 2.344 287.414 0.113 -2.691 0.480 O19 XQO 13 XQO N2 N2 N 0 1 N N N 27.436 1.487 290.457 0.654 -0.073 -0.684 N2 XQO 14 XQO C1 C1 C 0 1 N N N 27.551 0.233 289.629 -0.455 -0.359 0.236 C1 XQO 15 XQO C7 C7 C 0 1 N N N 28.572 0.124 288.488 -1.631 -0.943 -0.549 C7 XQO 16 XQO C8 C8 C 0 1 N N N 28.394 -1.177 287.685 -2.764 -1.296 0.418 C8 XQO 17 XQO C9 C9 C 0 1 N N N 27.176 -1.191 286.760 -3.940 -1.881 -0.367 C9 XQO 18 XQO C10 C10 C 0 1 N N N 27.248 -0.199 285.607 -5.072 -2.234 0.600 C10 XQO 19 XQO H14 H14 H 0 1 N N N 30.536 0.918 294.126 -1.174 3.586 1.591 H14 XQO 20 XQO H111 H111 H 0 0 N N N 30.581 1.346 291.959 1.332 2.659 1.228 H111 XQO 21 XQO H112 H112 H 0 0 N N N 29.646 0.044 291.149 0.238 1.293 1.556 H112 XQO 22 XQO H151 H151 H 0 0 N N N 29.688 0.651 296.263 -1.897 4.720 -0.892 H151 XQO 23 XQO H152 H152 H 0 0 N N N 28.153 1.322 295.615 -2.984 3.349 -0.564 H152 XQO 24 XQO H153 H153 H 0 0 N N N 28.471 -0.443 295.521 -2.918 4.723 0.565 H153 XQO 25 XQO H3 H3 H 0 1 N N N 28.347 2.672 291.932 1.872 1.629 -1.004 H3 XQO 26 XQO H4 H4 H 0 1 N N N 29.957 2.197 289.426 2.647 0.681 1.636 H4 XQO 27 XQO H21 H21 H 0 1 N N N 30.672 4.311 290.119 4.690 0.398 0.431 H21 XQO 28 XQO H5 H5 H 0 1 N N N 28.352 3.331 288.277 1.950 -1.537 1.324 H5 XQO 29 XQO H20 H20 H 0 1 N N N 27.383 5.208 289.263 4.333 -1.699 0.961 H20 XQO 30 XQO H6 H6 H 0 1 N N N 26.483 3.345 290.592 2.154 -1.178 -1.719 H6 XQO 31 XQO H181 H181 H 0 0 N N N 25.223 1.676 289.002 0.003 -2.526 -1.576 H181 XQO 32 XQO H182 H182 H 0 0 N N N 25.207 3.450 288.721 1.428 -3.391 -0.951 H182 XQO 33 XQO H19 H19 H 0 1 N N N 25.630 2.241 286.804 -0.414 -3.498 0.566 H19 XQO 34 XQO H11C H11C H 0 0 N N N 27.779 -0.584 290.330 -0.127 -1.076 0.988 H11C XQO 35 XQO H12C H12C H 0 0 N N N 26.561 0.065 289.179 -0.768 0.564 0.726 H12C XQO 36 XQO H71C H71C H 0 0 N N N 28.442 0.981 287.811 -1.987 -0.209 -1.272 H71C XQO 37 XQO H72C H72C H 0 0 N N N 29.586 0.144 288.914 -1.307 -1.842 -1.073 H72C XQO 38 XQO H81C H81C H 0 0 N N N 29.294 -1.327 287.070 -2.408 -2.031 1.141 H81C XQO 39 XQO H82C H82C H 0 0 N N N 28.294 -2.009 288.397 -3.088 -0.398 0.942 H82C XQO 40 XQO H91C H91C H 0 0 N N N 27.077 -2.202 286.338 -4.295 -1.147 -1.090 H91C XQO 41 XQO H92C H92C H 0 0 N N N 26.285 -0.955 287.361 -3.616 -2.780 -0.891 H92C XQO 42 XQO H101 H101 H 0 0 N N N 26.336 -0.278 284.997 -4.717 -2.969 1.323 H101 XQO 43 XQO H102 H102 H 0 0 N N N 27.335 0.822 286.007 -5.396 -1.335 1.124 H102 XQO 44 XQO H103 H103 H 0 0 N N N 28.126 -0.424 284.984 -5.910 -2.651 0.041 H103 XQO 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 XQO O13 C12 DOUB N N 1 XQO C12 N14 SING N N 2 XQO C12 C11 SING N N 3 XQO N14 C15 SING N N 4 XQO C11 C3 SING N N 5 XQO C3 C4 SING N N 6 XQO C3 N2 SING N N 7 XQO C4 O21 SING N N 8 XQO C4 C5 SING N N 9 XQO C5 O20 SING N N 10 XQO C5 C6 SING N N 11 XQO C6 C18 SING N N 12 XQO C6 N2 SING N N 13 XQO C18 O19 SING N N 14 XQO N2 C1 SING N N 15 XQO C1 C7 SING N N 16 XQO C7 C8 SING N N 17 XQO C8 C9 SING N N 18 XQO C9 C10 SING N N 19 XQO N14 H14 SING N N 20 XQO C11 H111 SING N N 21 XQO C11 H112 SING N N 22 XQO C15 H151 SING N N 23 XQO C15 H152 SING N N 24 XQO C15 H153 SING N N 25 XQO C3 H3 SING N N 26 XQO C4 H4 SING N N 27 XQO O21 H21 SING N N 28 XQO C5 H5 SING N N 29 XQO O20 H20 SING N N 30 XQO C6 H6 SING N N 31 XQO C18 H181 SING N N 32 XQO C18 H182 SING N N 33 XQO O19 H19 SING N N 34 XQO C1 H11C SING N N 35 XQO C1 H12C SING N N 36 XQO C7 H71C SING N N 37 XQO C7 H72C SING N N 38 XQO C8 H81C SING N N 39 XQO C8 H82C SING N N 40 XQO C9 H91C SING N N 41 XQO C9 H92C SING N N 42 XQO C10 H101 SING N N 43 XQO C10 H102 SING N N 44 XQO C10 H103 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 XQO InChI InChI 1.03 "InChI=1S/C13H26N2O4/c1-3-4-5-6-15-9(7-11(17)14-2)12(18)13(19)10(15)8-16/h9-10,12-13,16,18-19H,3-8H2,1-2H3,(H,14,17)/t9-,10+,12-,13+/m0/s1" XQO InChIKey InChI 1.03 NZYWNYJYZSBEBH-JULQROHOSA-N XQO SMILES_CANONICAL CACTVS 3.385 "CCCCCN1[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]1CC(=O)NC" XQO SMILES CACTVS 3.385 "CCCCCN1[CH](CO)[CH](O)[CH](O)[CH]1CC(=O)NC" XQO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCN1[C@H]([C@@H]([C@@H]([C@H]1CO)O)O)CC(=O)NC" XQO SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCN1C(C(C(C1CO)O)O)CC(=O)NC" # 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 XQO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(2S,3S,4R,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)-1-pentyl-pyrrolidin-2-yl]-N-methyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XQO "Create component" 2015-08-05 EBI XQO "Initial release" 2015-11-18 RCSB #