data_3YR # _chem_comp.id 3YR _chem_comp.name "2-(2,6-difluorophenyl)-N-{4-[(3S)-pyrrolidin-3-yloxy]pyridin-3-yl}-1,3-thiazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 F2 N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-10 _chem_comp.pdbx_modified_date 2015-02-06 _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 402.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3YR _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 4X7Q _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 3YR O2 O1 O 0 1 N N N 55.173 19.732 0.391 -0.676 3.355 -0.355 O2 3YR 1 3YR C9 C1 C 0 1 Y N N 56.685 21.032 1.576 1.146 1.907 -0.202 C9 3YR 2 3YR C8 C2 C 0 1 Y N N 57.734 21.029 0.686 2.084 2.849 -0.445 C8 3YR 3 3YR C10 C3 C 0 1 N N N 55.394 20.367 1.397 -0.294 2.216 -0.166 C10 3YR 4 3YR C11 C4 C 0 1 Y N N 53.352 19.918 2.498 -2.545 1.548 0.227 C11 3YR 5 3YR C12 C5 C 0 1 Y N N 52.872 19.010 1.562 -2.935 2.813 0.637 C12 3YR 6 3YR C7 C6 C 0 1 Y N N 58.109 22.311 2.773 2.907 0.555 -0.069 C7 3YR 7 3YR C3 C7 C 0 1 Y N N 59.596 24.665 5.925 5.048 -3.077 0.468 C3 3YR 8 3YR C2 C8 C 0 1 Y N N 60.371 24.411 4.813 3.669 -3.071 0.569 C2 3YR 9 3YR C4 C9 C 0 1 Y N N 58.323 24.127 5.987 5.735 -1.907 0.200 C4 3YR 10 3YR C5 C10 C 0 1 Y N N 57.846 23.345 4.933 5.046 -0.722 0.024 C5 3YR 11 3YR C6 C11 C 0 1 Y N N 58.624 23.097 3.811 3.652 -0.708 0.118 C6 3YR 12 3YR O1 O2 O 0 1 N N N 53.157 21.093 4.557 -3.188 -0.666 -0.430 O1 3YR 13 3YR C1 C12 C 0 1 Y N N 59.887 23.625 3.759 2.966 -1.893 0.401 C1 3YR 14 3YR S S1 S 0 1 Y N N 58.957 21.921 1.330 3.631 2.121 -0.415 S 3YR 15 3YR N4 N1 N 0 1 Y N N 56.913 21.734 2.693 1.616 0.682 -0.003 N4 3YR 16 3YR F2 F1 F 0 1 N N N 56.608 22.820 5.039 5.718 0.420 -0.237 F2 3YR 17 3YR F1 F2 F 0 1 N N N 60.648 23.419 2.670 1.619 -1.887 0.504 F1 3YR 18 3YR N1 N2 N 0 1 N N N 54.543 20.548 2.391 -1.187 1.236 0.076 N1 3YR 19 3YR C15 C13 C 0 1 Y N N 52.630 20.194 3.655 -3.527 0.586 -0.027 C15 3YR 20 3YR C14 C14 C 0 1 Y N N 51.418 19.565 3.860 -4.860 0.944 0.144 C14 3YR 21 3YR C13 C15 C 0 1 Y N N 50.985 18.684 2.887 -5.164 2.227 0.555 C13 3YR 22 3YR N2 N3 N 0 1 Y N N 51.705 18.431 1.781 -4.212 3.110 0.786 N2 3YR 23 3YR C16 C16 C 0 1 N N S 52.573 21.330 5.850 -4.249 -1.614 -0.564 C16 3YR 24 3YR C19 C17 C 0 1 N N N 51.450 22.356 5.702 -4.483 -2.349 0.774 C19 3YR 25 3YR N3 N4 N 0 1 N N N 52.185 23.592 5.814 -4.807 -3.745 0.382 N3 3YR 26 3YR C18 C18 C 0 1 N N N 53.522 23.457 6.360 -3.886 -4.030 -0.748 C18 3YR 27 3YR C17 C19 C 0 1 N N N 53.608 21.997 6.736 -3.856 -2.720 -1.565 C17 3YR 28 3YR H1 H1 H 0 1 N N N 57.752 20.528 -0.270 1.887 3.895 -0.629 H1 3YR 29 3YR H2 H2 H 0 1 N N N 53.442 18.782 0.673 -2.185 3.565 0.837 H2 3YR 30 3YR H3 H3 H 0 1 N N N 59.976 25.273 6.733 5.593 -4.000 0.605 H3 3YR 31 3YR H4 H4 H 0 1 N N N 61.367 24.825 4.754 3.140 -3.989 0.778 H4 3YR 32 3YR H5 H5 H 0 1 N N N 57.699 24.311 6.849 6.813 -1.919 0.129 H5 3YR 33 3YR H6 H6 H 0 1 N N N 54.797 21.193 3.112 -0.891 0.315 0.146 H6 3YR 34 3YR H7 H7 H 0 1 N N N 50.831 19.754 4.747 -5.647 0.229 -0.043 H7 3YR 35 3YR H8 H8 H 0 1 N N N 50.038 18.183 3.020 -6.197 2.511 0.689 H8 3YR 36 3YR H9 H9 H 0 1 N N N 52.198 20.405 6.312 -5.162 -1.116 -0.889 H9 3YR 37 3YR H10 H10 H 0 1 N N N 50.704 22.256 6.504 -3.580 -2.325 1.384 H10 3YR 38 3YR H11 H11 H 0 1 N N N 50.951 22.270 4.725 -5.319 -1.901 1.312 H11 3YR 39 3YR H12 H12 H 0 1 N N N 52.261 23.993 4.901 -4.647 -4.382 1.148 H12 3YR 40 3YR H14 H14 H 0 1 N N N 54.281 23.714 5.607 -2.890 -4.269 -0.377 H14 3YR 41 3YR H15 H15 H 0 1 N N N 53.651 24.098 7.244 -4.273 -4.848 -1.356 H15 3YR 42 3YR H16 H16 H 0 1 N N N 53.365 21.852 7.799 -4.578 -2.766 -2.381 H16 3YR 43 3YR H17 H17 H 0 1 N N N 54.613 21.599 6.532 -2.855 -2.540 -1.955 H17 3YR 44 # 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 3YR O2 C10 DOUB N N 1 3YR C8 S SING Y N 2 3YR C8 C9 DOUB Y N 3 3YR S C7 SING Y N 4 3YR C10 C9 SING N N 5 3YR C10 N1 SING N N 6 3YR C12 N2 DOUB Y N 7 3YR C12 C11 SING Y N 8 3YR C9 N4 SING Y N 9 3YR N2 C13 SING Y N 10 3YR N1 C11 SING N N 11 3YR C11 C15 DOUB Y N 12 3YR F1 C1 SING N N 13 3YR N4 C7 DOUB Y N 14 3YR C7 C6 SING N N 15 3YR C13 C14 DOUB Y N 16 3YR C15 C14 SING Y N 17 3YR C15 O1 SING N N 18 3YR C1 C6 DOUB Y N 19 3YR C1 C2 SING Y N 20 3YR C6 C5 SING Y N 21 3YR O1 C16 SING N N 22 3YR C2 C3 DOUB Y N 23 3YR C5 F2 SING N N 24 3YR C5 C4 DOUB Y N 25 3YR C19 N3 SING N N 26 3YR C19 C16 SING N N 27 3YR N3 C18 SING N N 28 3YR C16 C17 SING N N 29 3YR C3 C4 SING Y N 30 3YR C18 C17 SING N N 31 3YR C8 H1 SING N N 32 3YR C12 H2 SING N N 33 3YR C3 H3 SING N N 34 3YR C2 H4 SING N N 35 3YR C4 H5 SING N N 36 3YR N1 H6 SING N N 37 3YR C14 H7 SING N N 38 3YR C13 H8 SING N N 39 3YR C16 H9 SING N N 40 3YR C19 H10 SING N N 41 3YR C19 H11 SING N N 42 3YR N3 H12 SING N N 43 3YR C18 H14 SING N N 44 3YR C18 H15 SING N N 45 3YR C17 H16 SING N N 46 3YR C17 H17 SING N N 47 # 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 3YR SMILES ACDLabs 12.01 "Fc1c(c(F)ccc1)c2nc(cs2)C(=O)Nc4c(OC3CCNC3)ccnc4" 3YR InChI InChI 1.03 "InChI=1S/C19H16F2N4O2S/c20-12-2-1-3-13(21)17(12)19-25-15(10-28-19)18(26)24-14-9-23-7-5-16(14)27-11-4-6-22-8-11/h1-3,5,7,9-11,22H,4,6,8H2,(H,24,26)/t11-/m0/s1" 3YR InChIKey InChI 1.03 DNXZIJKGPFJRAA-NSHDSACASA-N 3YR SMILES_CANONICAL CACTVS 3.385 "Fc1cccc(F)c1c2scc(n2)C(=O)Nc3cnccc3O[C@H]4CCNC4" 3YR SMILES CACTVS 3.385 "Fc1cccc(F)c1c2scc(n2)C(=O)Nc3cnccc3O[CH]4CCNC4" 3YR SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(c(c1)F)c2nc(cs2)C(=O)Nc3cnccc3O[C@H]4CCNC4)F" 3YR SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(c(c1)F)c2nc(cs2)C(=O)Nc3cnccc3OC4CCNC4)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 3YR "SYSTEMATIC NAME" ACDLabs 12.01 "2-(2,6-difluorophenyl)-N-{4-[(3S)-pyrrolidin-3-yloxy]pyridin-3-yl}-1,3-thiazole-4-carboxamide" 3YR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[2,6-bis(fluoranyl)phenyl]-N-[4-[(3S)-pyrrolidin-3-yl]oxypyridin-3-yl]-1,3-thiazole-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3YR "Create component" 2014-12-10 RCSB 3YR "Initial release" 2015-02-11 RCSB #