data_319
# 
_chem_comp.id                                    319 
_chem_comp.name                                  N-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}carbamoyl)-2-(4-fluorophenyl)acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 F2 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-02 
_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                        398.363 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     319 
_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        3CTH 
_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 
319 C1   C1   C 0 1 Y N N 0.114  1.053  52.675 -6.323 -0.309 -0.966 C1   319 1  
319 C2   C2   C 0 1 Y N N -2.030 1.669  53.684 -6.163 0.675  1.211  C2   319 2  
319 C3   C3   C 0 1 Y N N 0.919  8.066  54.999 1.590  -0.488 0.420  C3   319 3  
319 C4   C4   C 0 1 Y N N 1.035  9.286  55.669 2.874  -0.127 0.059  C4   319 4  
319 C5   C5   C 0 1 Y N N 0.213  -0.013 53.553 -7.206 0.682  -1.350 C5   319 5  
319 C6   C6   C 0 1 Y N N -1.921 0.598  54.572 -7.046 1.667  0.829  C6   319 6  
319 C7   C7   C 0 1 Y N N -1.492 11.564 56.384 5.487  1.422  -1.633 C7   319 7  
319 C8   C8   C 0 1 Y N N 0.292  9.247  52.984 2.109  -2.792 -0.035 C8   319 8  
319 C9   C9   C 0 1 Y N N 0.104  12.981 57.491 5.713  1.055  0.719  C9   319 9  
319 C10  C10  C 0 1 Y N N -2.436 12.023 57.286 5.863  2.732  -1.429 C10  319 10 
319 C11  C11  C 0 1 Y N N -1.010 1.891  52.732 -5.801 -0.312 0.314  C11  319 11 
319 C12  C12  C 0 1 Y N N 0.552  8.048  53.644 1.205  -1.821 0.374  C12  319 12 
319 C13  C13  C 0 1 Y N N 0.764  10.483 55.004 3.778  -1.096 -0.350 C13  319 13 
319 C14  C14  C 0 1 Y N N -0.191 12.054 56.490 5.408  0.557  -0.542 C14  319 14 
319 C15  C15  C 0 1 Y N N -0.798 -0.231 54.488 -7.569 1.671  -0.453 C15  319 15 
319 C16  C16  C 0 1 Y N N 0.391  10.457 53.660 3.394  -2.430 -0.397 C16  319 16 
319 C17  C17  C 0 1 Y N N -0.909 13.403 58.363 6.084  2.388  0.846  C17  319 17 
319 C18  C18  C 0 1 N N N -0.644 4.308  52.461 -3.429 -0.955 0.430  C18  319 18 
319 C19  C19  C 0 1 N N N -0.105 6.613  51.741 -1.133 -1.375 0.450  C19  319 19 
319 C20  C20  C 0 1 N N N -1.103 3.038  51.784 -4.839 -1.394 0.732  C20  319 20 
319 N21  N21  N 0 1 Y N N -2.175 12.928 58.264 6.147  3.175  -0.218 N21  319 21 
319 N22  N22  N 0 1 N N N -0.602 14.345 59.377 6.392  2.900  2.101  N22  319 22 
319 N23  N23  N 0 1 N N N 0.449  6.803  52.992 -0.097 -2.187 0.741  N23  319 23 
319 N24  N24  N 0 1 N N N -0.648 5.356  51.552 -2.393 -1.767 0.721  N24  319 24 
319 O25  O25  O 0 1 N N N 0.010  4.322  53.488 -3.226 0.128  -0.075 O25  319 25 
319 O26  O26  O 0 1 N N N -0.158 7.426  50.829 -0.929 -0.289 -0.056 O26  319 26 
319 O27  O27  O 0 1 N N N 0.860  11.692 55.657 5.041  -0.739 -0.707 O27  319 27 
319 F28  F28  F 0 1 N N N -0.681 -1.265 55.325 -8.432 2.641  -0.828 F28  319 28 
319 F29  F29  F 0 1 N N N 0.117  11.594 52.989 4.275  -3.373 -0.795 F29  319 29 
319 H1   H1   H 0 1 N N N 0.895  1.238  51.953 -6.044 -1.084 -1.665 H1   319 30 
319 H2   H2   H 0 1 N N N -2.888 2.324  53.724 -5.755 0.672  2.211  H2   319 31 
319 H3   H3   H 0 1 N N N 1.111  7.140  55.521 0.888  0.266  0.743  H3   319 32 
319 H4   H4   H 0 1 N N N 1.336  9.303  56.706 3.173  0.910  0.095  H4   319 33 
319 H5   H5   H 0 1 N N N 1.068  -0.672 53.514 -7.614 0.684  -2.351 H5   319 34 
319 H6   H6   H 0 1 N N N -2.688 0.413  55.309 -7.328 2.439  1.530  H6   319 35 
319 H7   H7   H 0 1 N N N -1.755 10.847 55.620 5.253  1.070  -2.627 H7   319 36 
319 H8   H8   H 0 1 N N N 0.012  9.236  51.941 1.810  -3.829 -0.071 H8   319 37 
319 H9   H9   H 0 1 N N N 1.106  13.371 57.593 5.663  0.415  1.588  H9   319 38 
319 H10  H10  H 0 1 N N N -3.442 11.638 57.207 5.926  3.406  -2.271 H10  319 39 
319 H20  H20  H 0 1 N N N -0.464 2.840  50.911 -4.940 -1.577 1.802  H20  319 40 
319 H20A H20A H 0 0 N N N -2.149 3.157  51.464 -5.060 -2.309 0.184  H20A 319 41 
319 HN22 HN22 H 0 0 N N N -0.530 13.876 60.257 6.347  2.328  2.883  HN22 319 42 
319 HN2A HN2A H 0 0 N N N 0.267  14.791 59.165 6.651  3.830  2.195  HN2A 319 43 
319 HN23 HN23 H 0 0 N N N 0.803  5.999  53.470 -0.253 -3.025 1.205  HN23 319 44 
319 HN24 HN24 H 0 0 N N N -1.088 5.185  50.671 -2.555 -2.634 1.125  HN24 319 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 
319 C1  C5   DOUB Y N 1  
319 C1  C11  SING Y N 2  
319 C2  C6   SING N N 3  
319 C2  C11  DOUB Y N 4  
319 C3  C4   DOUB Y N 5  
319 C3  C12  SING N N 6  
319 C4  C13  SING Y N 7  
319 C5  C15  SING Y N 8  
319 C6  C15  DOUB N N 9  
319 C7  C10  DOUB Y N 10 
319 C7  C14  SING N N 11 
319 C8  C12  DOUB Y N 12 
319 C8  C16  SING N N 13 
319 C9  C14  DOUB Y N 14 
319 C9  C17  SING N N 15 
319 C10 N21  SING Y N 16 
319 C11 C20  SING Y N 17 
319 C12 N23  SING N N 18 
319 C13 C16  DOUB Y N 19 
319 C13 O27  SING Y N 20 
319 C14 O27  SING N N 21 
319 C15 F28  SING Y N 22 
319 C16 F29  SING Y N 23 
319 C17 N21  DOUB N N 24 
319 C17 N22  SING Y N 25 
319 C18 C20  SING N N 26 
319 C18 N24  SING N N 27 
319 C18 O25  DOUB N N 28 
319 C19 N23  SING Y N 29 
319 C19 N24  SING N N 30 
319 C19 O26  DOUB N N 31 
319 C1  H1   SING N N 32 
319 C2  H2   SING N N 33 
319 C3  H3   SING Y N 34 
319 C4  H4   SING N N 35 
319 C5  H5   SING N N 36 
319 C6  H6   SING N N 37 
319 C7  H7   SING N N 38 
319 C8  H8   SING N N 39 
319 C9  H9   SING N N 40 
319 C10 H10  SING N N 41 
319 C20 H20  SING N N 42 
319 C20 H20A SING N N 43 
319 N22 HN22 SING N N 44 
319 N22 HN2A SING N N 45 
319 N23 HN23 SING N N 46 
319 N24 HN24 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 
319 SMILES           ACDLabs              10.04 Fc1ccc(cc1)CC(=O)NC(=O)Nc3ccc(Oc2ccnc(N)c2)c(F)c3                                                                                                                      
319 InChI            InChI                1.02b InChI=1/C20H16F2N4O3/c21-13-3-1-12(2-4-13)9-19(27)26-20(28)25-14-5-6-17(16(22)10-14)29-15-7-8-24-18(23)11-15/h1-8,10-11H,9H2,(H2,23,24)(H2,25,26,27,28)/f/h25-26H,23H2 
319 InChIKey         InChI                1.02b USBSTVPJNQLYEM-OLRSVKRECK                                                                                                                                              
319 SMILES_CANONICAL CACTVS               3.341 Nc1cc(Oc2ccc(NC(=O)NC(=O)Cc3ccc(F)cc3)cc2F)ccn1                                                                                                                        
319 SMILES           CACTVS               3.341 Nc1cc(Oc2ccc(NC(=O)NC(=O)Cc3ccc(F)cc3)cc2F)ccn1                                                                                                                        
319 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)F                                                                                                                      
319 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)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 
319 "SYSTEMATIC NAME" ACDLabs              10.04 N-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}carbamoyl)-2-(4-fluorophenyl)acetamide 
319 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[[4-(2-aminopyridin-4-yl)oxy-3-fluoro-phenyl]carbamoyl]-2-(4-fluorophenyl)ethanamide 
# 
