data_328 # _chem_comp.id 328 _chem_comp.name "4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-26 _chem_comp.pdbx_modified_date 2011-06-04 _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 336.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 328 _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 3EAI _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 328 C1 C1 C 0 1 Y N N 121.700 116.538 40.418 -3.763 0.247 1.074 C1 328 1 328 C2 C2 C 0 1 Y N N 120.567 116.324 41.282 -4.932 -0.419 1.372 C2 328 2 328 C3 C3 C 0 1 Y N N 119.936 115.025 41.347 -5.924 -0.557 0.398 C3 328 3 328 C7 C7 C 0 1 N N N 118.828 114.804 42.197 -7.139 -1.249 0.707 C7 328 4 328 C9 C9 C 0 1 N N N 126.847 111.602 31.569 7.236 1.195 1.635 C9 328 5 328 C10 C10 C 0 1 N N N 124.472 115.569 36.461 0.105 1.778 -0.281 C10 328 6 328 C12 C12 C 0 1 N N N 121.998 115.061 36.615 -1.064 -0.284 0.598 C12 328 7 328 C13 C13 C 0 1 N N N 122.174 113.626 36.125 -0.027 -1.158 -0.115 C13 328 8 328 C14 C14 C 0 1 N N N 123.358 113.570 35.160 1.306 -0.410 -0.181 C14 328 9 328 C15 C15 C 0 1 N N N 124.684 114.149 35.859 1.129 0.881 -0.984 C15 328 10 328 C16 C16 C 0 1 N N N 123.377 115.604 38.697 -2.316 1.499 -0.519 C16 328 11 328 C19 C19 C 0 1 Y N N 125.525 113.685 31.289 5.405 0.120 0.570 C19 328 12 328 C20 C20 C 0 1 Y N N 125.295 114.841 30.518 6.319 -0.711 -0.077 C20 328 13 328 C21 C21 C 0 1 Y N N 124.293 115.759 30.890 5.855 -1.681 -0.940 C21 328 14 328 C24 C24 C 0 1 Y N N 124.737 113.463 32.448 4.051 -0.063 0.315 C24 328 15 328 N25 N25 N 0 1 N N N 117.938 114.622 42.902 -8.103 -1.798 0.952 N25 328 16 328 C6 C6 C 0 1 Y N N 122.187 115.444 39.629 -3.571 0.784 -0.200 C6 328 17 328 C5 C5 C 0 1 Y N N 121.533 114.159 39.719 -4.562 0.646 -1.173 C5 328 18 328 C4 C4 C 0 1 Y N N 120.424 113.956 40.567 -5.731 -0.019 -0.876 C4 328 19 328 N17 N17 N 0 1 N N N 122.936 114.255 33.926 2.309 -1.256 -0.832 N17 328 20 328 N11 N11 N 0 1 N N N 123.275 115.418 37.314 -1.135 1.015 -0.084 N11 328 21 328 O8 O8 O 0 1 N N N 124.423 115.900 39.231 -2.349 2.523 -1.173 O8 328 22 328 O18 O18 O 0 1 N N N 126.527 112.814 30.861 5.827 1.081 1.430 O18 328 23 328 C23 C23 C 0 1 Y N N 123.740 114.414 32.795 3.660 -1.061 -0.568 C23 328 24 328 N22 N22 N 0 1 Y N N 123.552 115.522 32.005 4.562 -1.830 -1.161 N22 328 25 328 H1 H1 H 0 1 N N N 122.175 117.507 40.365 -2.998 0.357 1.829 H1 328 26 328 H2 H2 H 0 1 N N N 120.188 117.137 41.883 -5.081 -0.835 2.357 H2 328 27 328 H9 H9 H 0 1 N N N 126.929 110.770 30.854 7.437 1.999 2.343 H9 328 28 328 H9A H9A H 0 1 N N N 127.804 111.727 32.096 7.622 0.256 2.033 H9A 328 29 328 H9B H9B H 0 1 N N N 126.053 111.383 32.298 7.725 1.416 0.686 H9B 328 30 328 H10 H10 H 0 1 N N N 125.345 115.890 37.048 0.498 2.094 0.685 H10 328 31 328 H10A H10A H 0 0 N N N 124.344 116.341 35.687 -0.099 2.653 -0.899 H10A 328 32 328 H12 H12 H 0 1 N N N 121.816 115.740 35.769 -2.039 -0.770 0.560 H12 328 33 328 H12A H12A H 0 0 N N N 121.133 115.152 37.288 -0.767 -0.137 1.636 H12A 328 34 328 H13 H13 H 0 1 N N N 122.365 112.964 36.982 0.105 -2.089 0.437 H13 328 35 328 H13A H13A H 0 0 N N N 121.260 113.295 35.610 -0.370 -1.380 -1.125 H13A 328 36 328 H14 H14 H 0 1 N N N 123.639 112.542 34.887 1.637 -0.167 0.829 H14 328 37 328 H15 H15 H 0 1 N N N 125.479 114.207 35.101 0.775 0.641 -1.986 H15 328 38 328 H15A H15A H 0 0 N N N 124.951 113.472 36.684 2.084 1.402 -1.050 H15A 328 39 328 H20 H20 H 0 1 N N N 125.891 115.025 29.636 7.379 -0.597 0.097 H20 328 40 328 H21 H21 H 0 1 N N N 124.115 116.643 30.295 6.559 -2.328 -1.442 H21 328 41 328 H24 H24 H 0 1 N N N 124.893 112.585 33.057 3.314 0.561 0.798 H24 328 42 328 H5 H5 H 0 1 N N N 121.901 113.336 39.124 -4.412 1.061 -2.159 H5 328 43 328 H4 H4 H 0 1 N N N 119.951 112.987 40.619 -6.498 -0.126 -1.629 H4 328 44 328 HN17 HN17 H 0 0 N N N 122.144 113.735 33.604 2.031 -1.951 -1.448 HN17 328 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 328 C1 C2 DOUB Y N 1 328 C1 C6 SING Y N 2 328 C2 C3 SING Y N 3 328 C3 C7 SING N N 4 328 C3 C4 DOUB Y N 5 328 C7 N25 TRIP N N 6 328 C9 O18 SING N N 7 328 C10 C15 SING N N 8 328 C10 N11 SING N N 9 328 C12 C13 SING N N 10 328 C12 N11 SING N N 11 328 C13 C14 SING N N 12 328 C14 C15 SING N N 13 328 C14 N17 SING N N 14 328 C16 C6 SING N N 15 328 C16 N11 SING N N 16 328 C16 O8 DOUB N N 17 328 C19 C20 DOUB Y N 18 328 C19 C24 SING Y N 19 328 C19 O18 SING N N 20 328 C20 C21 SING Y N 21 328 C21 N22 DOUB Y N 22 328 C24 C23 DOUB Y N 23 328 C6 C5 DOUB Y N 24 328 C5 C4 SING Y N 25 328 N17 C23 SING N N 26 328 C23 N22 SING Y N 27 328 C1 H1 SING N N 28 328 C2 H2 SING N N 29 328 C9 H9 SING N N 30 328 C9 H9A SING N N 31 328 C9 H9B SING N N 32 328 C10 H10 SING N N 33 328 C10 H10A SING N N 34 328 C12 H12 SING N N 35 328 C12 H12A SING N N 36 328 C13 H13 SING N N 37 328 C13 H13A SING N N 38 328 C14 H14 SING N N 39 328 C15 H15 SING N N 40 328 C15 H15A SING N N 41 328 C20 H20 SING N N 42 328 C21 H21 SING N N 43 328 C24 H24 SING N N 44 328 C5 H5 SING N N 45 328 C4 H4 SING N N 46 328 N17 HN17 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 328 SMILES ACDLabs 10.04 "O=C(c1ccc(C#N)cc1)N3CCC(Nc2nccc(OC)c2)CC3" 328 SMILES_CANONICAL CACTVS 3.341 "COc1ccnc(NC2CCN(CC2)C(=O)c3ccc(cc3)C#N)c1" 328 SMILES CACTVS 3.341 "COc1ccnc(NC2CCN(CC2)C(=O)c3ccc(cc3)C#N)c1" 328 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccnc(c1)NC2CCN(CC2)C(=O)c3ccc(cc3)C#N" 328 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccnc(c1)NC2CCN(CC2)C(=O)c3ccc(cc3)C#N" 328 InChI InChI 1.03 "InChI=1S/C19H20N4O2/c1-25-17-6-9-21-18(12-17)22-16-7-10-23(11-8-16)19(24)15-4-2-14(13-20)3-5-15/h2-6,9,12,16H,7-8,10-11H2,1H3,(H,21,22)" 328 InChIKey InChI 1.03 SZUVGMCKKLJAFX-UHFFFAOYSA-N # 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 328 "SYSTEMATIC NAME" ACDLabs 10.04 "4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile" 328 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl]carbonylbenzonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 328 "Create component" 2008-09-26 RCSB 328 "Modify aromatic_flag" 2011-06-04 RCSB 328 "Modify descriptor" 2011-06-04 RCSB #