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 
# 
