data_Z93 # _chem_comp.id Z93 _chem_comp.name "2-{[(4R)-2,5-dioxo-4-(4-pyridin-3-ylphenyl)imidazolidin-4-yl]methyl}-6-methoxy-1-oxo-1H-isoindolium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[(1S)-2-AMINO-1-(2,4-DICHLOROBENZYL)ETHYL]-5-[2-(METHYLAMINO)PYRIMIDIN-4-YL]THIOPHENE-2-CARBOXAMIDE" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2010-01-16 _chem_comp.pdbx_modified_date 2020-06-17 _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 427.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Z93 _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 3LEA _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 Z93 N1 N1 N 0 1 N N N 19.353 13.364 -4.810 -0.785 2.013 0.928 N1 Z93 1 Z93 C2 C2 C 0 1 N N N 18.366 14.073 -5.456 -0.154 0.891 1.326 C2 Z93 2 Z93 C3 C3 C 0 1 N N R 18.368 13.717 -6.979 0.278 0.190 0.054 C3 Z93 3 Z93 N4 N4 N 0 1 N N N 19.415 12.681 -6.950 -0.205 1.083 -1.014 N4 Z93 4 Z93 C5 C5 C 0 1 N N N 19.989 12.493 -5.651 -0.812 2.118 -0.406 C5 Z93 5 Z93 O6 O6 O 0 1 N N N 20.890 11.711 -5.273 -1.327 3.044 -1.001 O6 Z93 6 Z93 O7 O7 O 0 1 N N N 17.643 14.911 -4.939 0.031 0.520 2.466 O7 Z93 7 Z93 C8 C8 C 0 1 Y N N 17.062 13.057 -7.361 1.779 0.065 0.001 C8 Z93 8 Z93 C9 C9 C 0 1 Y N N 16.570 13.133 -8.696 2.535 1.073 -0.570 C9 Z93 9 Z93 C10 C10 C 0 1 Y N N 15.345 12.536 -9.039 3.910 0.963 -0.621 C10 Z93 10 Z93 C11 C11 C 0 1 Y N N 14.565 11.850 -8.068 4.536 -0.166 -0.096 C11 Z93 11 Z93 C12 C12 C 0 1 Y N N 15.028 11.783 -6.721 3.770 -1.178 0.478 C12 Z93 12 Z93 C13 C13 C 0 1 Y N N 16.264 12.370 -6.367 2.396 -1.055 0.528 C13 Z93 13 Z93 C14 C14 C 0 1 Y N N 13.280 11.214 -8.436 6.014 -0.290 -0.149 C14 Z93 14 Z93 C15 C15 C 0 1 Y N N 12.259 10.903 -7.476 6.651 -1.418 0.375 C15 Z93 15 Z93 C16 C16 C 0 1 Y N N 11.044 10.311 -7.861 8.032 -1.485 0.302 C16 Z93 16 Z93 C17 C17 C 0 1 Y N N 10.844 10.041 -9.211 8.730 -0.445 -0.282 C17 Z93 17 Z93 N18 N18 N 0 1 Y N N 11.757 10.322 -10.189 8.101 0.608 -0.768 N18 Z93 18 Z93 C19 C19 C 0 1 Y N N 12.953 10.903 -9.784 6.788 0.714 -0.726 C19 Z93 19 Z93 N20 N20 N 1 1 N N N 20.059 15.499 -7.289 -1.834 -1.022 -0.174 N20 Z93 20 Z93 C21 C21 C 0 1 N N N 20.272 16.286 -6.055 -2.526 -1.358 -1.229 C21 Z93 21 Z93 C22 C22 C 0 1 N N N 21.247 15.020 -7.870 -2.627 -0.508 0.802 C22 Z93 22 Z93 C23 C23 C 0 1 N N N 18.740 15.072 -7.769 -0.383 -1.185 -0.054 C23 Z93 23 Z93 C24 C24 C 0 1 Y N N 22.360 15.532 -7.034 -4.027 -0.516 0.299 C24 Z93 24 Z93 C25 C25 C 0 1 Y N N 21.764 16.282 -5.953 -3.949 -1.062 -1.001 C25 Z93 25 Z93 C26 C26 C 0 1 Y N N 22.537 16.913 -4.985 -5.103 -1.210 -1.758 C26 Z93 26 Z93 C27 C27 C 0 1 Y N N 23.944 16.756 -5.112 -6.326 -0.820 -1.233 C27 Z93 27 Z93 C28 C28 C 0 1 Y N N 24.558 16.013 -6.185 -6.402 -0.283 0.042 C28 Z93 28 Z93 C29 C29 C 0 1 Y N N 23.773 15.375 -7.180 -5.242 -0.131 0.814 C29 Z93 29 Z93 O30 O30 O 0 1 N N N 21.349 14.352 -8.881 -2.259 -0.112 1.890 O30 Z93 30 Z93 O31 O31 O 0 1 N N N 25.948 15.922 -6.358 -7.604 0.095 0.545 O31 Z93 31 Z93 C32 C32 C 0 1 N N N 26.808 16.565 -5.376 -8.746 -0.088 -0.294 C32 Z93 32 Z93 HN1 HN1 H 0 1 N N N 19.578 13.473 -3.842 -1.176 2.663 1.533 HN1 Z93 33 Z93 HN4 HN4 H 0 1 N N N 19.697 12.161 -7.756 -0.105 0.950 -1.970 HN4 Z93 34 Z93 H9 H9 H 0 1 N N N 17.143 13.653 -9.450 2.049 1.947 -0.977 H9 Z93 35 Z93 H10 H10 H 0 1 N N N 14.990 12.599 -10.057 4.499 1.750 -1.068 H10 Z93 36 Z93 H12 H12 H 0 1 N N N 14.434 11.283 -5.970 4.250 -2.055 0.886 H12 Z93 37 Z93 H13 H13 H 0 1 N N N 16.616 12.306 -5.348 1.801 -1.837 0.977 H13 Z93 38 Z93 H15 H15 H 0 1 N N N 12.429 11.129 -6.434 6.080 -2.216 0.826 H15 Z93 39 Z93 H16 H16 H 0 1 N N N 10.287 10.072 -7.129 8.558 -2.342 0.697 H16 Z93 40 Z93 H17 H17 H 0 1 N N N 9.911 9.582 -9.504 9.807 -0.494 -0.341 H17 Z93 41 Z93 H19 H19 H 0 1 N N N 13.684 11.134 -10.545 6.309 1.589 -1.139 H19 Z93 42 Z93 H21 H21 H 0 1 N N N 19.544 16.742 -5.401 -2.116 -1.787 -2.131 H21 Z93 43 Z93 H23 H23 H 0 1 N N N 18.770 14.886 -8.853 -0.002 -1.703 -0.934 H23 Z93 44 Z93 H23A H23A H 0 0 N N N 17.990 15.850 -7.567 -0.155 -1.769 0.838 H23A Z93 45 Z93 H26 H26 H 0 1 N N N 22.095 17.488 -4.185 -5.049 -1.626 -2.753 H26 Z93 46 Z93 H27 H27 H 0 1 N N N 24.583 17.214 -4.371 -7.224 -0.934 -1.822 H27 Z93 47 Z93 H29 H29 H 0 1 N N N 24.212 14.811 -7.990 -5.303 0.286 1.808 H29 Z93 48 Z93 H32 H32 H 0 1 N N N 27.861 16.405 -5.649 -9.639 0.254 0.228 H32 Z93 49 Z93 H32A H32A H 0 0 N N N 26.595 17.644 -5.353 -8.618 0.486 -1.212 H32A Z93 50 Z93 H32B H32B H 0 0 N N N 26.617 16.133 -4.383 -8.851 -1.145 -0.539 H32B Z93 51 # # 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 Z93 N1 C2 SING N N 1 Z93 N1 C5 SING N N 2 Z93 C2 C3 SING N N 3 Z93 C2 O7 DOUB N N 4 Z93 C3 N4 SING N N 5 Z93 C3 C8 SING N N 6 Z93 C3 C23 SING N N 7 Z93 N4 C5 SING N N 8 Z93 C5 O6 DOUB N N 9 Z93 C8 C9 DOUB Y N 10 Z93 C8 C13 SING Y N 11 Z93 C9 C10 SING Y N 12 Z93 C10 C11 DOUB Y N 13 Z93 C11 C12 SING Y N 14 Z93 C11 C14 SING Y N 15 Z93 C12 C13 DOUB Y N 16 Z93 C14 C15 DOUB Y N 17 Z93 C14 C19 SING Y N 18 Z93 C15 C16 SING Y N 19 Z93 C16 C17 DOUB Y N 20 Z93 C17 N18 SING Y N 21 Z93 N18 C19 DOUB Y N 22 Z93 N20 C21 DOUB N N 23 Z93 N20 C22 SING N N 24 Z93 N20 C23 SING N N 25 Z93 C21 C25 SING N N 26 Z93 C22 C24 SING N N 27 Z93 C22 O30 DOUB N N 28 Z93 C24 C25 DOUB Y N 29 Z93 C24 C29 SING Y N 30 Z93 C25 C26 SING Y N 31 Z93 C26 C27 DOUB Y N 32 Z93 C27 C28 SING Y N 33 Z93 C28 C29 DOUB Y N 34 Z93 C28 O31 SING N N 35 Z93 O31 C32 SING N N 36 Z93 N1 HN1 SING N N 37 Z93 N4 HN4 SING N N 38 Z93 C9 H9 SING N N 39 Z93 C10 H10 SING N N 40 Z93 C12 H12 SING N N 41 Z93 C13 H13 SING N N 42 Z93 C15 H15 SING N N 43 Z93 C16 H16 SING N N 44 Z93 C17 H17 SING N N 45 Z93 C19 H19 SING N N 46 Z93 C21 H21 SING N N 47 Z93 C23 H23 SING N N 48 Z93 C23 H23A SING N N 49 Z93 C26 H26 SING N N 50 Z93 C27 H27 SING N N 51 Z93 C29 H29 SING N N 52 Z93 C32 H32 SING N N 53 Z93 C32 H32A SING N N 54 Z93 C32 H32B SING N N 55 # # 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 Z93 SMILES_CANONICAL CACTVS 3.352 "COc1ccc2C=[N+](C[C@]3(NC(=O)NC3=O)c4ccc(cc4)c5cccnc5)C(=O)c2c1" Z93 SMILES CACTVS 3.352 "COc1ccc2C=[N+](C[C]3(NC(=O)NC3=O)c4ccc(cc4)c5cccnc5)C(=O)c2c1" Z93 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1ccc2c(c1)C(=O)[N+](=C2)C[C@@]3(C(=O)NC(=O)N3)c4ccc(cc4)c5cccnc5" Z93 SMILES "OpenEye OEToolkits" 1.7.0 "COc1ccc2c(c1)C(=O)[N+](=C2)CC3(C(=O)NC(=O)N3)c4ccc(cc4)c5cccnc5" Z93 InChI InChI 1.03 "InChI=1S/C24H18N4O4/c1-32-19-9-6-17-13-28(21(29)20(17)11-19)14-24(22(30)26-23(31)27-24)18-7-4-15(5-8-18)16-3-2-10-25-12-16/h2-13H,14H2,1H3,(H-,26,27,30,31)/p+1/t24-/m0/s1" Z93 InChIKey InChI 1.03 IPWWTFLYEBQOPS-DEOSSOPVSA-O # _pdbx_chem_comp_identifier.comp_id Z93 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "(5R)-5-[(6-methoxy-1-oxo-isoindol-2-ium-2-yl)methyl]-5-(4-pyridin-3-ylphenyl)imidazolidine-2,4-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site Z93 "Create component" 2010-01-16 RCSB Z93 "Modify aromatic_flag" 2011-06-04 RCSB Z93 "Modify descriptor" 2011-06-04 RCSB Z93 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id Z93 _pdbx_chem_comp_synonyms.name "N-[(1S)-2-AMINO-1-(2,4-DICHLOROBENZYL)ETHYL]-5-[2-(METHYLAMINO)PYRIMIDIN-4-YL]THIOPHENE-2-CARBOXAMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##