data_4EK # _chem_comp.id 4EK _chem_comp.name "6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]-3-(pyridin-2-yl)imidazo[1,2-b]pyridazine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 F N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-10 _chem_comp.pdbx_modified_date 2015-05-29 _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 359.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EK _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 4YNE _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 4EK C2 C1 C 0 1 Y N N -19.998 -44.326 -16.131 1.979 -2.088 -1.850 C2 4EK 1 4EK C3 C2 C 0 1 Y N N -20.438 -45.383 -15.324 1.253 -3.186 -1.419 C3 4EK 2 4EK C11 C3 C 0 1 N N N -15.279 -42.647 -17.040 3.534 1.844 0.696 C11 4EK 3 4EK C13 C4 C 0 1 Y N N -16.025 -42.176 -14.756 1.030 1.743 0.227 C13 4EK 4 4EK C16 C5 C 0 1 Y N N -16.325 -40.472 -12.602 -1.304 2.838 -0.743 C16 4EK 5 4EK C17 C6 C 0 1 Y N N -15.804 -39.899 -13.841 -0.104 3.571 -0.832 C17 4EK 6 4EK C18 C7 C 0 1 Y N N -15.672 -40.730 -14.899 1.046 3.026 -0.352 C18 4EK 7 4EK C20 C8 C 0 1 Y N N -17.051 -40.872 -10.578 -3.339 2.090 -0.815 C20 4EK 8 4EK C21 C9 C 0 1 Y N N -17.068 -41.998 -11.330 -2.570 1.113 -0.216 C21 4EK 9 4EK C22 C10 C 0 1 Y N N -17.562 -43.328 -10.775 -3.038 -0.194 0.283 C22 4EK 10 4EK C23 C11 C 0 1 Y N N -17.668 -44.491 -11.556 -2.129 -1.076 0.874 C23 4EK 11 4EK C24 C12 C 0 1 Y N N -18.147 -45.683 -10.986 -2.584 -2.297 1.336 C24 4EK 12 4EK C25 C13 C 0 1 Y N N -18.528 -45.697 -9.631 -3.932 -2.601 1.194 C25 4EK 13 4EK C26 C14 C 0 1 Y N N -18.415 -44.511 -8.892 -4.777 -1.682 0.600 C26 4EK 14 4EK F1 F1 F 0 1 N N N -20.892 -43.611 -16.790 2.342 -1.985 -3.147 F1 4EK 15 4EK C4 C15 C 0 1 Y N N -19.498 -46.148 -14.632 0.881 -3.290 -0.092 C4 4EK 16 4EK C5 C16 C 0 1 Y N N -18.135 -45.838 -14.757 1.235 -2.299 0.805 C5 4EK 17 4EK C6 C17 C 0 1 Y N N -17.697 -44.774 -15.553 1.959 -1.203 0.376 C6 4EK 18 4EK C7 C18 C 0 1 Y N N -18.638 -44.004 -16.228 2.328 -1.095 -0.952 C7 4EK 19 4EK C8 C19 C 0 1 N N R -16.191 -44.451 -15.638 2.343 -0.124 1.355 C8 4EK 20 4EK C9 C20 C 0 1 N N N -15.515 -45.085 -16.900 3.822 -0.289 1.765 C9 4EK 21 4EK C10 C21 C 0 1 N N N -15.398 -43.926 -17.901 4.324 1.177 1.850 C10 4EK 22 4EK N12 N1 N 0 1 N N N -15.860 -43.026 -15.749 2.210 1.196 0.722 N12 4EK 23 4EK N14 N2 N 0 1 Y N N -16.463 -42.559 -13.603 -0.088 1.060 0.311 N14 4EK 24 4EK N15 N3 N 0 1 Y N N -16.630 -41.733 -12.549 -1.286 1.594 -0.174 N15 4EK 25 4EK N19 N4 N 0 1 Y N N -16.541 -39.895 -11.502 -2.548 3.112 -1.120 N19 4EK 26 4EK N27 N5 N 0 1 Y N N -17.951 -43.375 -9.472 -4.321 -0.521 0.172 N27 4EK 27 4EK H1 H1 H 0 1 N N N -21.492 -45.603 -15.238 0.976 -3.960 -2.120 H1 4EK 28 4EK H2 H2 H 0 1 N N N -14.226 -42.353 -16.922 3.436 2.915 0.873 H2 4EK 29 4EK H3 H3 H 0 1 N N N -15.843 -41.818 -17.493 4.027 1.661 -0.259 H3 4EK 30 4EK H4 H4 H 0 1 N N N -15.536 -38.855 -13.909 -0.097 4.554 -1.278 H4 4EK 31 4EK H5 H5 H 0 1 N N N -15.313 -40.351 -15.844 1.972 3.578 -0.415 H5 4EK 32 4EK H6 H6 H 0 1 N N N -17.345 -40.741 -9.547 -4.401 2.033 -1.004 H6 4EK 33 4EK H7 H7 H 0 1 N N N -17.381 -44.469 -12.597 -1.087 -0.809 0.967 H7 4EK 34 4EK H8 H8 H 0 1 N N N -18.222 -46.580 -11.582 -1.906 -3.000 1.796 H8 4EK 35 4EK H9 H9 H 0 1 N N N -18.899 -46.601 -9.171 -4.317 -3.546 1.545 H9 4EK 36 4EK H10 H10 H 0 1 N N N -18.700 -44.501 -7.850 -5.825 -1.916 0.489 H10 4EK 37 4EK H11 H11 H 0 1 N N N -19.816 -46.970 -14.007 0.315 -4.146 0.244 H11 4EK 38 4EK H12 H12 H 0 1 N N N -17.407 -46.434 -14.227 0.944 -2.382 1.842 H12 4EK 39 4EK H13 H13 H 0 1 N N N -18.322 -43.161 -16.825 2.895 -0.238 -1.286 H13 4EK 40 4EK H14 H14 H 0 1 N N N -15.700 -44.867 -14.746 1.706 -0.180 2.237 H14 4EK 41 4EK H15 H15 H 0 1 N N N -16.140 -45.892 -17.311 3.901 -0.780 2.734 H15 4EK 42 4EK H16 H16 H 0 1 N N N -14.521 -45.483 -16.649 4.373 -0.845 1.006 H16 4EK 43 4EK H17 H17 H 0 1 N N N -16.292 -43.878 -18.540 5.398 1.233 1.671 H17 4EK 44 4EK H18 H18 H 0 1 N N N -14.504 -44.050 -18.530 4.065 1.624 2.810 H18 4EK 45 # 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 4EK C10 C11 SING N N 1 4EK C10 C9 SING N N 2 4EK C11 N12 SING N N 3 4EK C9 C8 SING N N 4 4EK F1 C2 SING N N 5 4EK C7 C2 DOUB Y N 6 4EK C7 C6 SING Y N 7 4EK C2 C3 SING Y N 8 4EK N12 C8 SING N N 9 4EK N12 C13 SING N N 10 4EK C8 C6 SING N N 11 4EK C6 C5 DOUB Y N 12 4EK C3 C4 DOUB Y N 13 4EK C18 C13 SING Y N 14 4EK C18 C17 DOUB Y N 15 4EK C5 C4 SING Y N 16 4EK C13 N14 DOUB Y N 17 4EK C17 C16 SING Y N 18 4EK N14 N15 SING Y N 19 4EK C16 N15 SING Y N 20 4EK C16 N19 DOUB Y N 21 4EK N15 C21 SING Y N 22 4EK C23 C24 DOUB Y N 23 4EK C23 C22 SING Y N 24 4EK N19 C20 SING Y N 25 4EK C21 C22 SING N N 26 4EK C21 C20 DOUB Y N 27 4EK C24 C25 SING Y N 28 4EK C22 N27 DOUB Y N 29 4EK C25 C26 DOUB Y N 30 4EK N27 C26 SING Y N 31 4EK C3 H1 SING N N 32 4EK C11 H2 SING N N 33 4EK C11 H3 SING N N 34 4EK C17 H4 SING N N 35 4EK C18 H5 SING N N 36 4EK C20 H6 SING N N 37 4EK C23 H7 SING N N 38 4EK C24 H8 SING N N 39 4EK C25 H9 SING N N 40 4EK C26 H10 SING N N 41 4EK C4 H11 SING N N 42 4EK C5 H12 SING N N 43 4EK C7 H13 SING N N 44 4EK C8 H14 SING N N 45 4EK C9 H15 SING N N 46 4EK C9 H16 SING N N 47 4EK C10 H17 SING N N 48 4EK C10 H18 SING N N 49 # 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 4EK SMILES ACDLabs 12.01 "c1(cccc(c1)C5CCCN5c4nn3c(ncc3c2ncccc2)cc4)F" 4EK InChI InChI 1.03 "InChI=1S/C21H18FN5/c22-16-6-3-5-15(13-16)18-8-4-12-26(18)21-10-9-20-24-14-19(27(20)25-21)17-7-1-2-11-23-17/h1-3,5-7,9-11,13-14,18H,4,8,12H2/t18-/m1/s1" 4EK InChIKey InChI 1.03 RKERQEKFTWWCEY-GOSISDBHSA-N 4EK SMILES_CANONICAL CACTVS 3.385 "Fc1cccc(c1)[C@H]2CCCN2c3ccc4ncc(n4n3)c5ccccn5" 4EK SMILES CACTVS 3.385 "Fc1cccc(c1)[CH]2CCCN2c3ccc4ncc(n4n3)c5ccccn5" 4EK SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccnc(c1)c2cnc3n2nc(cc3)N4CCC[C@@H]4c5cccc(c5)F" 4EK SMILES "OpenEye OEToolkits" 1.9.2 "c1ccnc(c1)c2cnc3n2nc(cc3)N4CCCC4c5cccc(c5)F" # 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 4EK "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]-3-(pyridin-2-yl)imidazo[1,2-b]pyridazine" 4EK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]-3-pyridin-2-yl-imidazo[1,2-b]pyridazine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4EK "Create component" 2015-03-10 RCSB 4EK "Initial release" 2015-06-03 RCSB #