data_IUY
# 
_chem_comp.id                                    IUY 
_chem_comp.name                                  "ethyl (5R)-5-(4-cyanophenyl)-7-methyl-8-[3-(trifluoromethyl)phenyl]-1,5-dihydroimidazo[1,2-a]pyrimidin-4-ium-6-carboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H20 F3 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2015-09-24 
_chem_comp.pdbx_modified_date                    2016-07-29 
_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                        453.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IUY 
_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        5A8X 
_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 
IUY C1   C1   C 0 1 N N N 27.715 -21.667 4.436  -1.160 1.507  -0.328 C1   IUY 1  
IUY C2   C2   C 0 1 N N R 28.674 -22.469 5.289  -1.897 1.081  0.911  C2   IUY 2  
IUY C3   C3   C 0 1 N N N 27.401 -22.016 3.151  0.181  1.530  -0.405 C3   IUY 3  
IUY N4   N4   N 0 1 N N N 27.917 -23.150 2.547  0.966  1.172  0.664  N4   IUY 4  
IUY C5   C5   C 0 1 N N N 26.427 -21.176 2.345  0.839  1.958  -1.692 C5   IUY 5  
IUY C6   C6   C 0 1 Y N N 27.946 -23.293 6.345  -2.513 -0.276 0.687  C6   IUY 6  
IUY C7   C7   C 0 1 Y N N 28.144 -23.072 7.713  -3.884 -0.434 0.782  C7   IUY 7  
IUY C8   C8   C 0 1 Y N N 27.471 -23.840 8.664  -4.455 -1.674 0.577  C8   IUY 8  
IUY C9   C9   C 0 1 Y N N 26.595 -24.868 8.238  -3.645 -2.770 0.273  C9   IUY 9  
IUY C10  C10  C 0 1 Y N N 26.416 -25.101 6.875  -2.262 -2.603 0.179  C10  IUY 10 
IUY C11  C11  C 0 1 Y N N 27.090 -24.328 5.934  -1.705 -1.357 0.381  C11  IUY 11 
IUY C12  C12  C 0 1 N N N 27.164 -20.512 5.063  -1.910 1.894  -1.462 C12  IUY 12 
IUY O13  O13  O 0 1 N N N 26.363 -19.768 4.499  -1.342 2.324  -2.449 O13  IUY 13 
IUY O14  O14  O 0 1 N N N 27.516 -20.241 6.347  -3.255 1.787  -1.449 O14  IUY 14 
IUY C15  C15  C 0 1 N N N 26.709 -19.279 7.050  -3.949 2.197  -2.630 C15  IUY 15 
IUY C16  C16  C 0 1 N N N 27.033 -19.288 8.559  -5.454 2.004  -2.429 C16  IUY 16 
IUY C17  C17  C 0 1 N N N 25.915 -25.692 9.184  -4.230 -4.059 0.060  C17  IUY 17 
IUY N18  N18  N 0 1 N N N 25.388 -26.364 9.933  -4.694 -5.082 -0.109 N18  IUY 18 
IUY N19  N19  N 1 1 Y N N 29.354 -23.470 4.455  -0.966 1.013  2.042  N19  IUY 19 
IUY C20  C20  C 0 1 Y N N 28.965 -23.793 3.180  0.345  1.053  1.904  C20  IUY 20 
IUY N21  N21  N 0 1 Y N N 29.722 -24.743 2.724  0.914  0.962  3.127  N21  IUY 21 
IUY C22  C22  C 0 1 Y N N 30.618 -25.088 3.674  -0.113 0.869  4.040  C22  IUY 22 
IUY C23  C23  C 0 1 Y N N 30.394 -24.312 4.766  -1.265 0.903  3.342  C23  IUY 23 
IUY C24  C24  C 0 1 Y N N 27.459 -23.708 1.335  2.336  0.936  0.512  C24  IUY 24 
IUY C25  C25  C 0 1 Y N N 28.079 -23.378 0.128  3.259  1.804  1.082  C25  IUY 25 
IUY C26  C26  C 0 1 Y N N 27.644 -23.914 -1.063 4.612  1.568  0.930  C26  IUY 26 
IUY C27  C27  C 0 1 Y N N 26.583 -24.808 -1.054 5.047  0.470  0.211  C27  IUY 27 
IUY C28  C28  C 0 1 Y N N 25.955 -25.171 0.133  4.131  -0.396 -0.357 C28  IUY 28 
IUY C29  C29  C 0 1 Y N N 26.395 -24.634 1.333  2.777  -0.169 -0.204 C29  IUY 29 
IUY C30  C30  C 0 1 N N N 24.811 -26.162 0.132  4.610  -1.591 -1.140 C30  IUY 30 
IUY F31  F31  F 0 1 N N N 24.053 -26.102 -1.020 6.009  -1.611 -1.151 F31  IUY 31 
IUY F32  F32  F 0 1 N N N 25.306 -27.454 0.241  4.131  -2.762 -0.543 F32  IUY 32 
IUY F33  F33  F 0 1 N N N 23.968 -25.895 1.185  4.135  -1.510 -2.453 F33  IUY 33 
IUY H2   H2   H 0 1 N N N 29.404 -21.801 5.770  -2.683 1.803  1.133  H2   IUY 34 
IUY H5   H5   H 0 1 N N N 26.305 -21.615 1.344  0.567  2.990  -1.914 H5   IUY 35 
IUY H5A  H5A  H 0 1 N N N 25.453 -21.152 2.856  1.921  1.881  -1.590 H5A  IUY 36 
IUY H5B  H5B  H 0 1 N N N 26.817 -20.152 2.251  0.504  1.311  -2.503 H5B  IUY 37 
IUY H7   H7   H 0 1 N N N 28.825 -22.299 8.036  -4.510 0.414  1.017  H7   IUY 38 
IUY H8   H8   H 0 1 N N N 27.617 -23.652 9.717  -5.525 -1.796 0.652  H8   IUY 39 
IUY H10  H10  H 0 1 N N N 25.750 -25.886 6.547  -1.629 -3.447 -0.055 H10  IUY 40 
IUY H11  H11  H 0 1 N N N 26.954 -24.525 4.881  -0.636 -1.226 0.305  H11  IUY 41 
IUY H15  H15  H 0 1 N N N 26.909 -18.276 6.645  -3.741 3.248  -2.827 H15  IUY 42 
IUY H15A H15A H 0 0 N N N 25.647 -19.527 6.908  -3.615 1.595  -3.475 H15A IUY 43 
IUY H16  H16  H 0 1 N N N 26.405 -18.546 9.074  -5.662 0.952  -2.232 H16  IUY 44 
IUY H16A H16A H 0 0 N N N 26.832 -20.288 8.971  -5.788 2.605  -1.584 H16A IUY 45 
IUY H16B H16B H 0 0 N N N 28.094 -19.037 8.708  -5.983 2.316  -3.329 H16B IUY 46 
IUY HN21 HN21 H 0 0 N N N 29.653 -25.154 1.815  1.863  0.962  3.325  HN21 IUY 47 
IUY H22  H22  H 0 1 N N N 31.380 -25.848 3.581  -0.014 0.785  5.112  H22  IUY 48 
IUY H23  H23  H 0 1 N N N 30.932 -24.350 5.702  -2.259 0.851  3.760  H23  IUY 49 
IUY H25  H25  H 0 1 N N N 28.913 -22.692 0.129  2.920  2.662  1.643  H25  IUY 50 
IUY H26  H26  H 0 1 N N N 28.122 -23.642 -1.992 5.330  2.242  1.373  H26  IUY 51 
IUY H27  H27  H 0 1 N N N 26.238 -25.230 -1.986 6.105  0.288  0.093  H27  IUY 52 
IUY H29  H29  H 0 1 N N N 25.925 -24.923 2.262  2.062  -0.848 -0.645 H29  IUY 53 
# 
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 
IUY C1  C2   SING N N 1  
IUY C1  C3   DOUB N N 2  
IUY C1  C12  SING N N 3  
IUY C2  C6   SING N N 4  
IUY C2  N19  SING N N 5  
IUY C3  N4   SING N N 6  
IUY C3  C5   SING N N 7  
IUY N4  C20  SING N N 8  
IUY N4  C24  SING N N 9  
IUY C6  C7   DOUB Y N 10 
IUY C6  C11  SING Y N 11 
IUY C7  C8   SING Y N 12 
IUY C8  C9   DOUB Y N 13 
IUY C9  C10  SING Y N 14 
IUY C9  C17  SING N N 15 
IUY C10 C11  DOUB Y N 16 
IUY C12 O13  DOUB N N 17 
IUY C12 O14  SING N N 18 
IUY O14 C15  SING N N 19 
IUY C15 C16  SING N N 20 
IUY C17 N18  TRIP N N 21 
IUY N19 C20  DOUB Y N 22 
IUY N19 C23  SING Y N 23 
IUY C20 N21  SING Y N 24 
IUY N21 C22  SING Y N 25 
IUY C22 C23  DOUB Y N 26 
IUY C24 C25  DOUB Y N 27 
IUY C24 C29  SING Y N 28 
IUY C25 C26  SING Y N 29 
IUY C26 C27  DOUB Y N 30 
IUY C27 C28  SING Y N 31 
IUY C28 C29  DOUB Y N 32 
IUY C28 C30  SING N N 33 
IUY C30 F31  SING N N 34 
IUY C30 F32  SING N N 35 
IUY C30 F33  SING N N 36 
IUY C2  H2   SING N N 37 
IUY C5  H5   SING N N 38 
IUY C5  H5A  SING N N 39 
IUY C5  H5B  SING N N 40 
IUY C7  H7   SING N N 41 
IUY C8  H8   SING N N 42 
IUY C10 H10  SING N N 43 
IUY C11 H11  SING N N 44 
IUY C15 H15  SING N N 45 
IUY C15 H15A SING N N 46 
IUY C16 H16  SING N N 47 
IUY C16 H16A SING N N 48 
IUY C16 H16B SING N N 49 
IUY N21 HN21 SING N N 50 
IUY C22 H22  SING N N 51 
IUY C23 H23  SING N N 52 
IUY C25 H25  SING N N 53 
IUY C26 H26  SING N N 54 
IUY C27 H27  SING N N 55 
IUY C29 H29  SING N N 56 
# 
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 
IUY InChI            InChI                1.03  "InChI=1S/C24H19F3N4O2/c1-3-33-22(32)20-15(2)31(19-6-4-5-18(13-19)24(25,26)27)23-29-11-12-30(23)21(20)17-9-7-16(14-28)8-10-17/h4-13,21H,3H2,1-2H3/p+1/t21-/m1/s1" 
IUY InChIKey         InChI                1.03  JHIVXCHUXFMPOR-OAQYLSRUSA-O                                                                                                                                       
IUY SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)C1=C(C)N(c2cccc(c2)C(F)(F)F)c3[nH]cc[n+]3[C@@H]1c4ccc(cc4)C#N"                                                                                           
IUY SMILES           CACTVS               3.385 "CCOC(=O)C1=C(C)N(c2cccc(c2)C(F)(F)F)c3[nH]cc[n+]3[CH]1c4ccc(cc4)C#N"                                                                                             
IUY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOC(=O)C1=C(N(c2[nH]cc[n+]2[C@@H]1c3ccc(cc3)C#N)c4cccc(c4)C(F)(F)F)C"                                                                                           
IUY SMILES           "OpenEye OEToolkits" 1.7.6 "CCOC(=O)C1=C(N(c2[nH]cc[n+]2C1c3ccc(cc3)C#N)c4cccc(c4)C(F)(F)F)C"                                                                                                
# 
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 
IUY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "ethyl (5R)-5-(4-cyanophenyl)-7-methyl-8-[3-(trifluoromethyl)phenyl]-1,5-dihydroimidazo[1,2-a]pyrimidin-4-ium-6-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IUY "Create component" 2015-09-24 EBI  
IUY "Initial release"  2016-08-03 RCSB 
# 
