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                    2008-10-14 
_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 N N 3  
328 C3  C7   SING Y N 4  
328 C3  C4   DOUB N N 5  
328 C7  N25  TRIP N N 6  
328 C9  O18  SING Y 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 N N 18 
328 C19 C24  SING N N 19 
328 C19 O18  SING N N 20 
328 C20 C21  SING N N 21 
328 C21 N22  DOUB N N 22 
328 C24 C23  DOUB N N 23 
328 C6  C5   DOUB N N 24 
328 C5  C4   SING N N 25 
328 N17 C23  SING N N 26 
328 C23 N22  SING N 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 Y N 32 
328 C10 H10  SING Y N 33 
328 C10 H10A SING N N 34 
328 C12 H12  SING Y N 35 
328 C12 H12A SING N N 36 
328 C13 H13  SING Y N 37 
328 C13 H13A SING N N 38 
328 C14 H14  SING Y N 39 
328 C15 H15  SING N N 40 
328 C15 H15A SING Y N 41 
328 C20 H20  SING Y 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 Y 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 InChI            InChI                1.02b InChI=1/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)/f/h22H 
328 InChIKey         InChI                1.02b SZUVGMCKKLJAFX-QWOVJGMICH                                                                                                                     
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                                                                                                     
# 
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   
# 
