data_5QO
# 
_chem_comp.id                                    5QO 
_chem_comp.name                                  " macrocyclic quinoxaline-pyrrolodihydropiperidinone" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-11-10 
_chem_comp.pdbx_modified_date                    2016-04-29 
_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                        359.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5QO 
_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        5EOL 
_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 
5QO C15 C1  C 0 1 N N N -15.757 -34.270 2.060  4.300  1.210  0.039  C15 5QO 1  
5QO N5  N1  N 0 1 N N N -15.480 -33.775 0.675  4.922  -0.082 -0.136 N5  5QO 2  
5QO C16 C2  C 0 1 N N N -16.265 -34.186 -0.430 4.276  -1.269 -0.172 C16 5QO 3  
5QO O1  O1  O 0 1 N N N -16.007 -33.778 -1.561 4.876  -2.323 -0.234 O1  5QO 4  
5QO C12 C3  C 0 1 Y N N -17.299 -35.097 -0.214 2.806  -1.196 -0.131 C12 5QO 5  
5QO C13 C4  C 0 1 Y N N -17.983 -35.943 -0.981 1.823  -2.180 0.072  C13 5QO 6  
5QO C10 C5  C 0 1 Y N N -18.867 -36.597 -0.209 0.621  -1.555 0.016  C10 5QO 7  
5QO N4  N2  N 0 1 Y N N -18.741 -36.177 1.057  0.842  -0.215 -0.251 N4  5QO 8  
5QO C11 C6  C 0 1 Y N N -17.788 -35.259 1.069  2.162  0.019  -0.275 C11 5QO 9  
5QO C14 C7  C 0 1 N N S -17.264 -34.474 2.277  2.857  1.349  -0.415 C14 5QO 10 
5QO C17 C8  C 0 1 N N N -17.534 -35.205 3.606  2.111  2.352  0.469  C17 5QO 11 
5QO C21 C9  C 0 1 N N N -18.830 -34.925 4.048  1.306  3.338  -0.320 C21 5QO 12 
5QO C20 C10 C 0 1 N N N -19.737 -35.898 4.470  0.007  3.463  -0.317 C20 5QO 13 
5QO C18 C11 C 0 1 N N R -19.411 -37.396 4.559  -0.932 2.641  0.510  C18 5QO 14 
5QO C19 C12 C 0 1 N N N -19.120 -37.730 6.022  -1.301 3.458  1.760  C19 5QO 15 
5QO N3  N3  N 0 1 N N N -20.572 -38.198 4.127  -2.185 2.350  -0.236 N3  5QO 16 
5QO C2  C13 C 0 1 Y N N -20.824 -38.542 2.857  -2.548 0.997  -0.227 C2  5QO 17 
5QO N2  N4  N 0 1 Y N N -20.202 -37.921 1.839  -1.581 0.143  0.089  N2  5QO 18 
5QO C3  C14 C 0 1 Y N N -20.451 -38.258 0.557  -1.815 -1.165 0.102  C3  5QO 19 
5QO C5  C15 C 0 1 Y N N -19.802 -37.593 -0.490 -0.738 -2.096 0.203  C5  5QO 20 
5QO C6  C16 C 0 1 Y N N -20.060 -37.968 -1.810 -1.023 -3.414 0.488  C6  5QO 21 
5QO C7  C17 C 0 1 Y N N -20.978 -38.980 -2.081 -2.347 -3.843 0.508  C7  5QO 22 
5QO C8  C18 C 0 1 Y N N -21.638 -39.631 -1.041 -3.387 -2.993 0.254  C8  5QO 23 
5QO C4  C19 C 0 1 Y N N -21.374 -39.271 0.280  -3.143 -1.637 -0.008 C4  5QO 24 
5QO N1  N5  N 0 1 Y N N -22.000 -39.896 1.293  -4.095 -0.772 -0.382 N1  5QO 25 
5QO C1  C20 C 0 1 Y N N -21.749 -39.556 2.570  -3.829 0.514  -0.511 C1  5QO 26 
5QO C9  C21 C 0 1 N N N -22.487 -40.291 3.691  -4.911 1.454  -0.974 C9  5QO 27 
5QO H1  H1  H 0 1 N N N -15.238 -35.228 2.211  4.346  1.463  1.097  H1  5QO 28 
5QO H2  H2  H 0 1 N N N -15.385 -33.533 2.787  4.894  1.939  -0.508 H2  5QO 29 
5QO H3  H3  H 0 1 N N N -14.723 -33.139 0.526  5.887  -0.100 -0.242 H3  5QO 30 
5QO H4  H4  H 0 1 N N N -17.850 -36.080 -2.044 1.989  -3.230 0.250  H4  5QO 31 
5QO H5  H5  H 0 1 N N N -19.268 -36.497 1.844  0.205  0.496  -0.421 H5  5QO 32 
5QO H6  H6  H 0 1 N N N -17.757 -33.491 2.305  2.820  1.679  -1.450 H6  5QO 33 
5QO H7  H7  H 0 1 N N N -17.427 -36.289 3.454  1.469  1.816  1.155  H7  5QO 34 
5QO H8  H8  H 0 1 N N N -16.810 -34.867 4.362  2.853  2.907  1.049  H8  5QO 35 
5QO H9  H9  H 0 1 N N N -19.149 -33.893 4.064  1.856  4.040  -0.963 H9  5QO 36 
5QO H10 H10 H 0 1 N N N -20.729 -35.578 4.751  -0.416 4.231  -0.974 H10 5QO 37 
5QO H11 H11 H 0 1 N N N -18.530 -37.623 3.940  -0.448 1.727  0.821  H11 5QO 38 
5QO H12 H12 H 0 1 N N N -18.256 -37.143 6.368  -1.782 4.388  1.458  H12 5QO 39 
5QO H13 H13 H 0 1 N N N -19.999 -37.485 6.636  -1.986 2.881  2.382  H13 5QO 40 
5QO H14 H14 H 0 1 N N N -18.895 -38.803 6.115  -0.398 3.683  2.327  H14 5QO 41 
5QO H15 H15 H 0 1 N N N -21.378 -37.692 4.434  -2.696 3.046  -0.706 H15 5QO 42 
5QO H16 H16 H 0 1 N N N -19.547 -37.473 -2.622 -0.215 -4.110 0.667  H16 5QO 43 
5QO H17 H17 H 0 1 N N N -21.179 -39.262 -3.104 -2.561 -4.880 0.730  H17 5QO 44 
5QO H18 H18 H 0 1 N N N -22.352 -40.412 -1.257 -4.401 -3.372 0.267  H18 5QO 45 
5QO H19 H19 H 0 1 N N N -23.162 -41.042 3.255  -5.454 1.837  -0.110 H19 5QO 46 
5QO H20 H20 H 0 1 N N N -21.757 -40.790 4.345  -4.461 2.285  -1.518 H20 5QO 47 
5QO H21 H21 H 0 1 N N N -23.073 -39.569 4.279  -5.600 0.921  -1.630 H21 5QO 48 
# 
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 
5QO C7  C6  DOUB Y N 1  
5QO C7  C8  SING Y N 2  
5QO C6  C5  SING Y N 3  
5QO O1  C16 DOUB N N 4  
5QO C8  C4  DOUB Y N 5  
5QO C13 C12 SING Y N 6  
5QO C13 C10 DOUB Y N 7  
5QO C5  C10 SING N N 8  
5QO C5  C3  DOUB Y N 9  
5QO C16 C12 SING N N 10 
5QO C16 N5  SING N N 11 
5QO C12 C11 DOUB Y N 12 
5QO C10 N4  SING Y N 13 
5QO C4  C3  SING Y N 14 
5QO C4  N1  SING Y N 15 
5QO C3  N2  SING Y N 16 
5QO N5  C15 SING N N 17 
5QO N4  C11 SING Y N 18 
5QO C11 C14 SING N N 19 
5QO N1  C1  DOUB Y N 20 
5QO N2  C2  DOUB Y N 21 
5QO C15 C14 SING N N 22 
5QO C14 C17 SING N N 23 
5QO C1  C2  SING Y N 24 
5QO C1  C9  SING N N 25 
5QO C2  N3  SING N N 26 
5QO C17 C21 SING N N 27 
5QO C21 C20 DOUB N Z 28 
5QO N3  C18 SING N N 29 
5QO C20 C18 SING N N 30 
5QO C18 C19 SING N N 31 
5QO C15 H1  SING N N 32 
5QO C15 H2  SING N N 33 
5QO N5  H3  SING N N 34 
5QO C13 H4  SING N N 35 
5QO N4  H5  SING N N 36 
5QO C14 H6  SING N N 37 
5QO C17 H7  SING N N 38 
5QO C17 H8  SING N N 39 
5QO C21 H9  SING N N 40 
5QO C20 H10 SING N N 41 
5QO C18 H11 SING N N 42 
5QO C19 H12 SING N N 43 
5QO C19 H13 SING N N 44 
5QO C19 H14 SING N N 45 
5QO N3  H15 SING N N 46 
5QO C6  H16 SING N N 47 
5QO C7  H17 SING N N 48 
5QO C8  H18 SING N N 49 
5QO C9  H19 SING N N 50 
5QO C9  H20 SING N N 51 
5QO C9  H21 SING N N 52 
# 
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 
5QO InChI            InChI                1.03  "InChI=1S/C21H21N5O/c1-11-5-3-6-13-10-22-21(27)15-9-17(25-18(13)15)14-7-4-8-16-19(14)26-20(23-11)12(2)24-16/h3-5,7-9,11,13,25H,6,10H2,1-2H3,(H,22,27)(H,23,26)/b5-3-/t11-,13+/m1/s1" 
5QO InChIKey         InChI                1.03  DDQXBYGNFGPJRL-CLZWFORCSA-N                                                                                                                                                          
5QO SMILES_CANONICAL CACTVS               3.385 "C[C@H]\1Nc2nc3c(cccc3c4[nH]c5[C@H](CNC(=O)c5c4)C\C=C\1)nc2C"                                                                                                                        
5QO SMILES           CACTVS               3.385 "C[CH]1Nc2nc3c(cccc3c4[nH]c5[CH](CNC(=O)c5c4)CC=C1)nc2C"                                                                                                                             
5QO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c2nc3c(cccc3n1)-c4cc5c([nH]4)[C@@H](C/C=C\[C@H](N2)C)CNC5=O"                                                                                                                     
5QO SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1c2nc3c(cccc3n1)-c4cc5c([nH]4)C(CC=CC(N2)C)CNC5=O"                                                                                                                                
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5QO "Create component" 2015-11-10 RCSB 
5QO "Initial release"  2016-05-04 RCSB 
# 
