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 #