data_ETU # _chem_comp.id ETU _chem_comp.name "(3R)-4-(2-{4-[1-(3-chloro[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-4-piperidinyl]phenoxy}ethyl)-1,3-dimethyl-2-piperazinone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H30 Cl N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-20 _chem_comp.pdbx_modified_date 2016-09-23 _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 483.994 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ETU _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 5AD2 _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 ETU C C C 0 1 N N N -42.815 10.892 125.200 -7.825 -1.351 2.553 C ETU 1 ETU N N N 0 1 N N N -40.539 8.161 125.641 -8.151 -1.395 -1.066 N ETU 2 ETU O O O 0 1 N N N -40.053 10.207 124.839 -9.572 -1.983 0.499 O ETU 3 ETU CL CL CL 0 0 N N N -41.798 7.677 141.718 7.400 -3.273 -0.803 CL ETU 4 ETU C1 C1 C 0 1 N N R -41.966 10.119 126.201 -7.900 -0.535 1.261 C1 ETU 5 ETU N1 N1 N 0 1 N N N -42.766 9.163 126.992 -6.541 -0.184 0.827 N1 ETU 6 ETU O1 O1 O 0 1 N N N -42.358 9.117 129.941 -4.093 1.319 0.291 O1 ETU 7 ETU C2 C2 C 0 1 N N N -40.778 9.475 125.494 -8.585 -1.346 0.198 C2 ETU 8 ETU N2 N2 N 0 1 N N N -38.837 9.572 137.670 4.105 1.226 -0.760 N2 ETU 9 ETU C3 C3 C 0 1 N N N -41.366 7.237 126.405 -6.954 -0.695 -1.523 C3 ETU 10 ETU N3 N3 N 0 1 Y N N -40.851 11.385 142.326 8.618 -0.614 1.643 N3 ETU 11 ETU C4 C4 C 0 1 N N N -41.972 8.044 127.521 -6.574 0.400 -0.524 C4 ETU 12 ETU N4 N4 N 0 1 Y N N -41.485 10.193 142.668 8.694 -1.755 1.051 N4 ETU 13 ETU C5 C5 C 0 1 N N N -43.592 9.806 128.045 -5.904 0.734 1.781 C5 ETU 14 ETU N5 N5 N 0 1 Y N N -40.455 9.867 140.761 6.947 -0.775 0.274 N5 ETU 15 ETU C6 C6 C 0 1 N N N -42.844 10.299 129.286 -4.390 0.730 1.559 C6 ETU 16 ETU N6 N6 N 0 1 Y N N -39.969 9.263 139.588 5.785 -0.351 -0.373 N6 ETU 17 ETU C7 C7 C 0 1 Y N N -41.648 9.187 131.114 -2.783 1.393 -0.063 C7 ETU 18 ETU C8 C8 C 0 1 Y N N -41.210 7.999 131.683 -2.423 1.953 -1.280 C8 ETU 19 ETU C9 C9 C 0 1 Y N N -40.502 8.026 132.871 -1.091 2.027 -1.638 C9 ETU 20 ETU C10 C10 C 0 1 Y N N -40.264 9.219 133.542 -0.116 1.545 -0.783 C10 ETU 21 ETU C11 C11 C 0 1 Y N N -40.720 10.404 132.964 -0.473 0.987 0.430 C11 ETU 22 ETU C12 C12 C 0 1 Y N N -41.433 10.393 131.776 -1.803 0.915 0.795 C12 ETU 23 ETU C13 C13 C 0 1 N N N -39.491 9.203 134.850 1.336 1.628 -1.176 C13 ETU 24 ETU C14 C14 C 0 1 N N N -39.123 10.573 135.414 2.098 2.469 -0.142 C14 ETU 25 ETU C15 C15 C 0 1 N N N -38.219 10.427 136.642 3.566 2.579 -0.564 C15 ETU 26 ETU C16 C16 C 0 1 N N N -39.234 8.248 137.167 3.400 0.310 -1.666 C16 ETU 27 ETU C17 C17 C 0 1 N N N -40.148 8.365 135.949 1.933 0.220 -1.235 C17 ETU 28 ETU C18 C18 C 0 1 Y N N -39.294 10.110 138.858 5.263 0.823 -0.104 C18 ETU 29 ETU C19 C19 C 0 1 Y N N -38.996 11.467 139.169 5.861 1.679 0.842 C19 ETU 30 ETU C20 C20 C 0 1 Y N N -39.479 12.007 140.313 6.993 1.296 1.489 C20 ETU 31 ETU C21 C21 C 0 1 Y N N -40.250 11.182 141.167 7.555 0.037 1.201 C21 ETU 32 ETU C22 C22 C 0 1 Y N N -41.264 9.298 141.728 7.699 -1.895 0.210 C22 ETU 33 ETU C23 C23 C 0 1 N N N -39.379 7.558 124.990 -8.908 -2.192 -2.035 C23 ETU 34 ETU H H H 0 1 N N N -43.668 11.352 125.720 -7.337 -0.760 3.328 H ETU 35 ETU HA HA H 0 1 N N N -42.204 11.678 124.731 -8.833 -1.612 2.876 HA ETU 36 ETU HB HB H 0 1 N N N -43.185 10.204 124.425 -7.253 -2.261 2.375 HB ETU 37 ETU H1 H1 H 0 1 N N N -41.553 10.858 126.903 -8.469 0.377 1.441 H1 ETU 38 ETU H3 H3 H 0 1 N N N -42.156 6.815 125.767 -6.132 -1.404 -1.611 H3 ETU 39 ETU H3A H3A H 0 1 N N N -40.750 6.422 126.814 -7.148 -0.245 -2.497 H3A ETU 40 ETU H4 H4 H 0 1 N N N -41.166 8.443 128.155 -7.315 1.199 -0.559 H4 ETU 41 ETU H4A H4A H 0 1 N N N -42.624 7.393 128.122 -5.591 0.798 -0.775 H4A ETU 42 ETU H5 H5 H 0 1 N N N -44.098 10.672 127.592 -6.291 1.742 1.630 H5 ETU 43 ETU H5A H5A H 0 1 N N N -44.343 9.074 128.375 -6.123 0.409 2.798 H5A ETU 44 ETU H6 H6 H 0 1 N N N -43.525 10.853 129.949 -4.022 -0.296 1.579 H6 ETU 45 ETU H6A H6A H 0 1 N N N -42.005 10.949 128.996 -3.906 1.305 2.348 H6A ETU 46 ETU H8 H8 H 0 1 N N N -41.421 7.057 131.200 -3.184 2.329 -1.948 H8 ETU 47 ETU H9 H9 H 0 1 N N N -40.127 7.102 133.285 -0.810 2.463 -2.586 H9 ETU 48 ETU H11 H11 H 0 1 N N N -40.514 11.346 133.451 0.290 0.610 1.096 H11 ETU 49 ETU H12 H12 H 0 1 N N N -41.820 11.314 131.366 -2.081 0.484 1.745 H12 ETU 50 ETU H13 H13 H 0 1 N N N -38.536 8.706 134.627 1.421 2.095 -2.157 H13 ETU 51 ETU H14 H14 H 0 1 N N N -38.593 11.151 134.642 1.658 3.465 -0.089 H14 ETU 52 ETU H14A H14A H 0 0 N N N -40.042 11.103 135.703 2.034 1.990 0.835 H14A ETU 53 ETU H15 H15 H 0 1 N N N -38.034 11.423 137.070 4.133 3.089 0.215 H15 ETU 54 ETU H15A H15A H 0 0 N N N -37.264 9.978 136.331 3.638 3.139 -1.496 H15A ETU 55 ETU H16 H16 H 0 1 N N N -38.331 7.687 136.884 3.458 0.689 -2.687 H16 ETU 56 ETU H16A H16A H 0 0 N N N -39.767 7.708 137.963 3.859 -0.678 -1.617 H16A ETU 57 ETU H17 H17 H 0 1 N N N -41.091 8.844 136.251 1.875 -0.241 -0.249 H17 ETU 58 ETU H17A H17A H 0 0 N N N -40.357 7.358 135.558 1.375 -0.381 -1.953 H17A ETU 59 ETU H19 H19 H 0 1 N N N -38.391 12.060 138.499 5.420 2.642 1.052 H19 ETU 60 ETU H20 H20 H 0 1 N N N -39.282 13.038 140.567 7.456 1.949 2.214 H20 ETU 61 ETU H23 H23 H 0 1 N N N -39.346 6.483 125.221 -8.526 -3.213 -2.044 H23 ETU 62 ETU H23A H23A H 0 0 N N N -39.456 7.697 123.902 -9.962 -2.201 -1.754 H23A ETU 63 ETU H23B H23B H 0 0 N N N -38.461 8.040 125.357 -8.801 -1.755 -3.028 H23B ETU 64 # 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 ETU C C1 SING N N 1 ETU C H SING N N 2 ETU C HA SING N N 3 ETU C HB SING N N 4 ETU C23 N SING N N 5 ETU C2 N SING N N 6 ETU N C3 SING N N 7 ETU O C2 DOUB N N 8 ETU CL C22 SING N N 9 ETU C2 C1 SING N N 10 ETU C1 N1 SING N N 11 ETU C1 H1 SING N N 12 ETU N1 C4 SING N N 13 ETU N1 C5 SING N N 14 ETU C6 O1 SING N N 15 ETU O1 C7 SING N N 16 ETU C15 N2 SING N N 17 ETU C16 N2 SING N N 18 ETU N2 C18 SING N N 19 ETU C3 C4 SING N N 20 ETU C3 H3 SING N N 21 ETU C3 H3A SING N N 22 ETU C21 N3 DOUB Y N 23 ETU N3 N4 SING Y N 24 ETU C4 H4 SING N N 25 ETU C4 H4A SING N N 26 ETU C22 N4 DOUB Y N 27 ETU C5 C6 SING N N 28 ETU C5 H5 SING N N 29 ETU C5 H5A SING N N 30 ETU N6 N5 SING Y N 31 ETU N5 C21 SING Y N 32 ETU N5 C22 SING Y N 33 ETU C6 H6 SING N N 34 ETU C6 H6A SING N N 35 ETU C18 N6 DOUB Y N 36 ETU C7 C8 DOUB Y N 37 ETU C7 C12 SING Y N 38 ETU C8 C9 SING Y N 39 ETU C8 H8 SING N N 40 ETU C9 C10 DOUB Y N 41 ETU C9 H9 SING N N 42 ETU C11 C10 SING Y N 43 ETU C10 C13 SING N N 44 ETU C12 C11 DOUB Y N 45 ETU C11 H11 SING N N 46 ETU C12 H12 SING N N 47 ETU C13 C14 SING N N 48 ETU C13 C17 SING N N 49 ETU C13 H13 SING N N 50 ETU C14 C15 SING N N 51 ETU C14 H14 SING N N 52 ETU C14 H14A SING N N 53 ETU C15 H15 SING N N 54 ETU C15 H15A SING N N 55 ETU C17 C16 SING N N 56 ETU C16 H16 SING N N 57 ETU C16 H16A SING N N 58 ETU C17 H17 SING N N 59 ETU C17 H17A SING N N 60 ETU C18 C19 SING Y N 61 ETU C19 C20 DOUB Y N 62 ETU C19 H19 SING N N 63 ETU C20 C21 SING Y N 64 ETU C20 H20 SING N N 65 ETU C23 H23 SING N N 66 ETU C23 H23A SING N N 67 ETU C23 H23B SING N N 68 # 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 ETU InChI InChI 1.03 "InChI=1S/C24H30ClN7O2/c1-17-23(33)29(2)13-14-30(17)15-16-34-20-5-3-18(4-6-20)19-9-11-31(12-10-19)22-8-7-21-26-27-24(25)32(21)28-22/h3-8,17,19H,9-16H2,1-2H3/t17-/m1/s1" ETU InChIKey InChI 1.03 IPCCFHHXDRGUOQ-QGZVFWFLSA-N ETU SMILES_CANONICAL CACTVS 3.385 "C[C@H]1N(CCOc2ccc(cc2)C3CCN(CC3)c4ccc5nnc(Cl)n5n4)CCN(C)C1=O" ETU SMILES CACTVS 3.385 "C[CH]1N(CCOc2ccc(cc2)C3CCN(CC3)c4ccc5nnc(Cl)n5n4)CCN(C)C1=O" ETU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1C(=O)N(CCN1CCOc2ccc(cc2)C3CCN(CC3)c4ccc5nnc(n5n4)Cl)C" ETU SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(=O)N(CCN1CCOc2ccc(cc2)C3CCN(CC3)c4ccc5nnc(n5n4)Cl)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 ETU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-4-[2-[4-[1-(3-chloranyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl]phenoxy]ethyl]-1,3-dimethyl-piperazin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ETU "Create component" 2015-08-20 EBI ETU "Initial release" 2016-09-28 RCSB #