data_5WE # _chem_comp.id 5WE _chem_comp.name "4-[8-azanyl-3-[(2~{S})-1-[4-(dimethylamino)butanoyl]pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-(1,3-thiazol-2-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 N8 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-15 _chem_comp.pdbx_modified_date 2016-01-29 _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 518.634 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5WE _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5FBN _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 5WE C2 C1 C 0 1 Y N N -12.253 20.441 -30.148 -2.852 4.375 -2.113 C2 5WE 1 5WE C3 C2 C 0 1 Y N N -13.592 20.377 -30.056 -3.361 3.619 -1.121 C3 5WE 2 5WE C4 C3 C 0 1 Y N N -11.973 19.140 -28.233 -0.726 3.504 -1.821 C4 5WE 3 5WE C5 C4 C 0 1 Y N N -13.379 19.010 -28.107 -1.208 2.690 -0.774 C5 5WE 4 5WE C12 C5 C 0 1 N N N -18.043 20.854 -27.804 -4.807 1.233 3.535 C12 5WE 5 5WE C13 C6 C 0 1 N N N -18.770 19.638 -28.441 -4.356 -0.097 2.883 C13 5WE 6 5WE N14 N1 N 0 1 N N N -17.805 19.031 -29.386 -4.266 0.200 1.442 N14 5WE 7 5WE N15 N2 N 0 1 N N N -11.125 18.726 -27.221 0.609 3.454 -2.186 N15 5WE 8 5WE C16 C7 C 0 1 Y N N -14.001 17.439 -26.112 0.783 1.333 0.095 C16 5WE 9 5WE C17 C8 C 0 1 Y N N -12.903 16.569 -26.116 1.797 2.294 0.030 C17 5WE 10 5WE C18 C9 C 0 1 Y N N -12.684 15.726 -25.064 3.106 1.907 0.052 C18 5WE 11 5WE C19 C10 C 0 1 Y N N -13.550 15.726 -23.958 3.433 0.549 0.139 C19 5WE 12 5WE C20 C11 C 0 1 Y N N -14.671 16.567 -23.965 2.418 -0.411 0.204 C20 5WE 13 5WE C21 C12 C 0 1 Y N N -14.884 17.418 -25.024 1.109 -0.023 0.182 C21 5WE 14 5WE C22 C13 C 0 1 N N N -13.300 14.758 -22.874 4.847 0.131 0.162 C22 5WE 15 5WE O37 O1 O 0 1 N N N -17.073 17.485 -30.789 -4.274 -0.344 -0.709 O37 5WE 16 5WE C30 C14 C 0 1 N N N -17.958 17.862 -30.041 -4.363 -0.703 0.446 C30 5WE 17 5WE C31 C15 C 0 1 N N N -19.176 17.040 -29.854 -4.580 -2.159 0.768 C31 5WE 18 5WE C32 C16 C 0 1 N N N -19.330 15.882 -30.506 -4.653 -2.964 -0.531 C32 5WE 19 5WE C11 C17 C 0 1 N N N -17.087 21.289 -28.942 -4.040 2.276 2.680 C11 5WE 20 5WE C10 C18 C 0 1 N N S -16.642 19.923 -29.506 -4.055 1.645 1.271 C10 5WE 21 5WE C7 C19 C 0 1 Y N N -15.457 19.392 -28.742 -2.737 1.892 0.584 C7 5WE 22 5WE N6 N3 N 0 1 Y N N -14.175 19.651 -29.045 -2.543 2.757 -0.430 N6 5WE 23 5WE N8 N4 N 0 1 Y N N -15.505 18.569 -27.731 -1.610 1.300 0.882 N8 5WE 24 5WE C9 C20 C 0 1 Y N N -14.267 18.355 -27.246 -0.634 1.753 0.078 C9 5WE 25 5WE N1 N5 N 0 1 Y N N -11.468 19.871 -29.221 -1.559 4.312 -2.450 N1 5WE 26 5WE O24 O2 O 0 1 N N N -14.250 14.158 -22.412 5.729 0.966 0.105 O24 5WE 27 5WE N23 N6 N 0 1 N N N -12.056 14.466 -22.448 5.162 -1.176 0.246 N23 5WE 28 5WE C25 C21 C 0 1 Y N N -11.841 13.487 -21.483 6.493 -1.570 0.268 C25 5WE 29 5WE N29 N7 N 0 1 Y N N -10.666 13.138 -21.069 6.904 -2.798 0.346 N29 5WE 30 5WE S26 S1 S 0 1 Y N N -13.042 12.526 -20.723 7.830 -0.508 0.187 S26 5WE 31 5WE C28 C22 C 0 1 Y N N -10.610 12.173 -20.176 8.209 -2.992 0.355 C28 5WE 32 5WE C27 C23 C 0 1 Y N N -11.795 11.676 -19.826 8.936 -1.876 0.278 C27 5WE 33 5WE H1 H1 H 0 1 N N N -11.802 20.959 -30.981 -3.506 5.045 -2.652 H1 5WE 34 5WE H2 H2 H 0 1 N N N -14.209 20.895 -30.775 -4.409 3.690 -0.870 H2 5WE 35 5WE H3 H3 H 0 1 N N N -17.484 20.559 -26.903 -5.884 1.369 3.442 H3 5WE 36 5WE H4 H4 H 0 1 N N N -18.752 21.655 -27.549 -4.498 1.281 4.580 H4 5WE 37 5WE H5 H5 H 0 1 N N N -19.671 19.970 -28.977 -3.382 -0.398 3.270 H5 5WE 38 5WE H6 H6 H 0 1 N N N -19.052 18.912 -27.664 -5.094 -0.879 3.066 H6 5WE 39 5WE H7 H7 H 0 1 N N N -10.201 19.063 -27.401 1.148 2.684 -1.949 H7 5WE 40 5WE H8 H8 H 0 1 N N N -11.448 19.089 -26.347 1.005 4.190 -2.679 H8 5WE 41 5WE H9 H9 H 0 1 N N N -12.225 16.565 -26.957 1.544 3.342 -0.038 H9 5WE 42 5WE H10 H10 H 0 1 N N N -11.839 15.054 -25.083 3.889 2.649 0.001 H10 5WE 43 5WE H11 H11 H 0 1 N N N -15.367 16.547 -23.139 2.670 -1.459 0.271 H11 5WE 44 5WE H12 H12 H 0 1 N N N -15.740 18.076 -25.017 0.326 -0.765 0.233 H12 5WE 45 5WE H13 H13 H 0 1 N N N -20.029 17.675 -30.137 -3.753 -2.525 1.376 H13 5WE 46 5WE H14 H14 H 0 1 N N N -20.371 15.547 -30.625 -5.481 -2.598 -1.139 H14 5WE 47 5WE H15 H15 H 0 1 N N N -18.811 15.817 -31.474 -3.719 -2.849 -1.082 H15 5WE 48 5WE H16 H16 H 0 1 N N N -16.232 21.861 -28.552 -4.560 3.234 2.680 H16 5WE 49 5WE H17 H17 H 0 1 N N N -17.612 21.886 -29.702 -3.018 2.394 3.041 H17 5WE 50 5WE H18 H18 H 0 1 N N N -16.370 20.045 -30.565 -4.868 2.071 0.683 H18 5WE 51 5WE H19 H19 H 0 1 N N N -11.275 14.960 -22.831 4.458 -1.843 0.292 H19 5WE 52 5WE H20 H20 H 0 1 N N N -9.680 11.814 -19.761 8.653 -3.974 0.418 H20 5WE 53 5WE H21 H21 H 0 1 N N N -11.961 10.884 -19.111 10.015 -1.821 0.269 H21 5WE 54 5WE C1 C24 C 0 1 N N N ? ? ? -4.874 -4.442 -0.205 C1 5WE 55 5WE N2 N8 N 0 1 N N N ? ? ? -4.944 -5.214 -1.452 N2 5WE 56 5WE C8 C25 C 0 1 N N N ? ? ? -3.652 -5.200 -2.153 C8 5WE 57 5WE C14 C26 C 0 1 N N N ? ? ? -5.388 -6.590 -1.196 C14 5WE 58 5WE H22 H22 H 0 1 N N N -19.234 16.805 -28.781 -5.514 -2.274 1.319 H22 5WE 59 5WE H23 H23 H 0 1 N N N ? ? ? -4.046 -4.807 0.403 H23 5WE 60 5WE H24 H24 H 0 1 N N N ? ? ? -5.807 -4.557 0.346 H24 5WE 61 5WE H25 H25 H 0 1 N N N ? ? ? -2.887 -5.639 -1.513 H25 5WE 62 5WE H26 H26 H 0 1 N N N ? ? ? -3.732 -5.779 -3.073 H26 5WE 63 5WE H27 H27 H 0 1 N N N ? ? ? -3.380 -4.172 -2.393 H27 5WE 64 5WE H28 H28 H 0 1 N N N ? ? ? -6.378 -6.573 -0.740 H28 5WE 65 5WE H29 H29 H 0 1 N N N ? ? ? -5.431 -7.140 -2.136 H29 5WE 66 5WE H30 H30 H 0 1 N N N ? ? ? -4.686 -7.079 -0.521 H30 5WE 67 # 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 5WE O37 C30 DOUB N N 1 5WE C32 C31 SING N N 2 5WE C2 C3 DOUB Y N 3 5WE C2 N1 SING Y N 4 5WE C3 N6 SING Y N 5 5WE C30 C31 SING N N 6 5WE C30 N14 SING N N 7 5WE C10 N14 SING N N 8 5WE C10 C11 SING N N 9 5WE C10 C7 SING N N 10 5WE N14 C13 SING N N 11 5WE N1 C4 DOUB Y N 12 5WE N6 C7 SING Y N 13 5WE N6 C5 SING Y N 14 5WE C11 C12 SING N N 15 5WE C7 N8 DOUB Y N 16 5WE C13 C12 SING N N 17 5WE C4 C5 SING Y N 18 5WE C4 N15 SING N N 19 5WE C5 C9 DOUB Y N 20 5WE N8 C9 SING Y N 21 5WE C9 C16 SING N N 22 5WE C17 C16 DOUB Y N 23 5WE C17 C18 SING Y N 24 5WE C16 C21 SING Y N 25 5WE C18 C19 DOUB Y N 26 5WE C21 C20 DOUB Y N 27 5WE C20 C19 SING Y N 28 5WE C19 C22 SING N N 29 5WE C22 N23 SING N N 30 5WE C22 O24 DOUB N N 31 5WE N23 C25 SING N N 32 5WE C25 N29 DOUB Y N 33 5WE C25 S26 SING Y N 34 5WE N29 C28 SING Y N 35 5WE S26 C27 SING Y N 36 5WE C28 C27 DOUB Y N 37 5WE C2 H1 SING N N 38 5WE C3 H2 SING N N 39 5WE C12 H3 SING N N 40 5WE C12 H4 SING N N 41 5WE C13 H5 SING N N 42 5WE C13 H6 SING N N 43 5WE N15 H7 SING N N 44 5WE N15 H8 SING N N 45 5WE C17 H9 SING N N 46 5WE C18 H10 SING N N 47 5WE C20 H11 SING N N 48 5WE C21 H12 SING N N 49 5WE C31 H13 SING N N 50 5WE C32 H14 SING N N 51 5WE C32 H15 SING N N 52 5WE C11 H16 SING N N 53 5WE C11 H17 SING N N 54 5WE C10 H18 SING N N 55 5WE N23 H19 SING N N 56 5WE C28 H20 SING N N 57 5WE C27 H21 SING N N 58 5WE C32 C1 SING N N 59 5WE C1 N2 SING N N 60 5WE N2 C8 SING N N 61 5WE N2 C14 SING N N 62 5WE C31 H22 SING N N 63 5WE C1 H23 SING N N 64 5WE C1 H24 SING N N 65 5WE C8 H25 SING N N 66 5WE C8 H26 SING N N 67 5WE C8 H27 SING N N 68 5WE C14 H28 SING N N 69 5WE C14 H29 SING N N 70 5WE C14 H30 SING N N 71 # 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 5WE InChI InChI 1.03 "InChI=1S/C26H30N8O2S/c1-32(2)13-4-6-20(35)33-14-3-5-19(33)24-30-21(22-23(27)28-11-15-34(22)24)17-7-9-18(10-8-17)25(36)31-26-29-12-16-37-26/h7-12,15-16,19H,3-6,13-14H2,1-2H3,(H2,27,28)(H,29,31,36)/t19-/m0/s1" 5WE InChIKey InChI 1.03 HUXVNVAKNWKLJM-IBGZPJMESA-N 5WE SMILES_CANONICAL CACTVS 3.385 "CN(C)CCCC(=O)N1CCC[C@H]1c2nc(c3ccc(cc3)C(=O)Nc4sccn4)c5n2ccnc5N" 5WE SMILES CACTVS 3.385 "CN(C)CCCC(=O)N1CCC[CH]1c2nc(c3ccc(cc3)C(=O)Nc4sccn4)c5n2ccnc5N" 5WE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(C)CCCC(=O)N1CCC[C@H]1c2nc(c3n2ccnc3N)c4ccc(cc4)C(=O)Nc5nccs5" 5WE SMILES "OpenEye OEToolkits" 2.0.4 "CN(C)CCCC(=O)N1CCCC1c2nc(c3n2ccnc3N)c4ccc(cc4)C(=O)Nc5nccs5" # 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 5WE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[8-azanyl-3-[(2~{S})-1-[4-(dimethylamino)butanoyl]pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-(1,3-thiazol-2-yl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5WE "Create component" 2015-12-15 EBI 5WE "Initial release" 2016-02-03 RCSB #