data_1FN
# 
_chem_comp.id                                    1FN 
_chem_comp.name                                  1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 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                     2008-03-03 
_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                        458.416 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1FN 
_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        3CE3 
_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 
1FN C13  C13  C 0 1 Y N N 20.159 13.933 56.598 2.437  -1.279 0.142  C13  1FN 1  
1FN C18  C18  C 0 1 N N N 20.980 19.195 54.120 -2.760 1.871  0.069  C18  1FN 2  
1FN C17  C17  C 0 1 N N N 20.652 17.806 54.450 -1.314 1.608  0.129  C17  1FN 3  
1FN C20  C20  C 0 1 N N N 21.174 20.242 55.160 -3.686 0.798  0.017  C20  1FN 4  
1FN C22  C22  C 0 1 N N N 21.549 21.897 53.352 -5.470 2.330  -0.042 C22  1FN 5  
1FN C23  C23  C 0 1 N N N 21.365 20.901 52.384 -4.621 3.388  0.012  C23  1FN 6  
1FN C24  C24  C 0 1 N N N 21.093 19.583 52.787 -3.243 3.178  0.069  C24  1FN 7  
1FN C11  C11  C 0 1 Y N N 20.268 16.377 56.456 0.501  0.103  0.454  C11  1FN 8  
1FN C12  C12  C 0 1 Y N N 20.331 15.138 55.818 1.091  -1.043 -0.063 C12  1FN 9  
1FN C34  C34  C 0 1 Y N N 20.702 23.597 55.619 -6.056 -0.857 1.002  C34  1FN 10 
1FN C27  C27  C 0 1 Y N N 19.297 10.742 61.039 7.630  -0.812 1.353  C27  1FN 11 
1FN C33  C33  C 0 1 Y N N 20.848 24.634 56.587 -6.952 -1.905 0.949  C33  1FN 12 
1FN C1   C1   C 0 1 Y N N 20.536 11.337 60.573 6.772  -0.398 0.242  C1   1FN 13 
1FN C2   C2   C 0 1 Y N N 21.581 10.885 61.352 7.633  -0.064 -0.817 C2   1FN 14 
1FN N3   N3   N 0 1 Y N N 22.859 11.302 61.128 7.128  0.353  -1.973 N3   1FN 15 
1FN C4   C4   C 0 1 Y N N 23.256 12.190 60.128 5.830  0.466  -2.163 C4   1FN 16 
1FN C5   C5   C 0 1 Y N N 22.268 12.713 59.260 4.920  0.155  -1.167 C5   1FN 17 
1FN C6   C6   C 0 1 Y N N 20.900 12.297 59.482 5.385  -0.287 0.065  C6   1FN 18 
1FN O7   O7   O 0 1 N N N 19.770 12.756 58.695 4.524  -0.601 1.065  O7   1FN 19 
1FN C8   C8   C 0 1 Y N N 19.913 13.972 57.995 3.200  -0.369 0.864  C8   1FN 20 
1FN C9   C9   C 0 1 Y N N 19.844 15.270 58.608 2.610  0.775  1.380  C9   1FN 21 
1FN C10  C10  C 0 1 Y N N 20.022 16.471 57.842 1.264  1.011  1.176  C10  1FN 22 
1FN F14  F14  F 0 1 N N N 20.229 12.672 56.048 3.010  -2.397 -0.356 F14  1FN 23 
1FN N15  N15  N 0 1 N N N 20.437 17.553 55.815 -0.863 0.344  0.247  N15  1FN 24 
1FN O19  O19  O 0 1 N N N 20.507 16.998 53.532 -0.525 2.533  0.071  O19  1FN 25 
1FN N21  N21  N 0 1 N N N 21.466 21.565 54.648 -5.006 1.056  -0.037 N21  1FN 26 
1FN O25  O25  O 0 1 N N N 21.102 20.065 56.404 -3.288 -0.354 0.021  O25  1FN 27 
1FN C26  C26  C 0 1 Y N N 21.650 22.556 55.563 -5.915 -0.009 -0.089 C26  1FN 28 
1FN C28  C28  C 0 1 Y N N 19.730 9.910  62.144 8.898  -0.710 0.924  C28  1FN 29 
1FN N29  N29  N 0 1 Y N N 21.139 10.027 62.319 8.916  -0.264 -0.371 N29  1FN 30 
1FN C30  C30  C 0 1 Y N N 22.747 22.552 56.492 -6.677 -0.218 -1.231 C30  1FN 31 
1FN C31  C31  C 0 1 Y N N 22.946 23.569 57.487 -7.572 -1.268 -1.280 C31  1FN 32 
1FN C32  C32  C 0 1 Y N N 21.960 24.597 57.483 -7.711 -2.112 -0.191 C32  1FN 33 
1FN F35  F35  F 0 1 N N N 22.197 25.475 58.400 -8.587 -3.139 -0.241 F35  1FN 34 
1FN H22  H22  H 0 1 N N N 21.754 22.916 53.059 -6.535 2.507  -0.086 H22  1FN 35 
1FN H23  H23  H 0 1 N N N 21.432 21.145 51.334 -5.013 4.394  0.007  H23  1FN 36 
1FN H24  H24  H 0 1 N N N 20.965 18.831 52.023 -2.562 4.015  0.113  H24  1FN 37 
1FN H12  H12  H 0 1 N N N 20.506 15.080 54.754 0.498  -1.749 -0.625 H12  1FN 38 
1FN H34  H34  H 0 1 N N N 19.869 23.609 54.932 -5.468 -0.693 1.893  H34  1FN 39 
1FN H27  H27  H 0 1 N N N 18.297 10.884 60.656 7.306  -1.133 2.332  H27  1FN 40 
1FN H33  H33  H 0 1 N N N 20.127 25.437 56.642 -7.062 -2.565 1.797  H33  1FN 41 
1FN H4   H4   H 0 1 N N N 24.293 12.472 60.019 5.466  0.809  -3.121 H4   1FN 42 
1FN H5   H5   H 0 1 N N N 22.525 13.396 58.463 3.860  0.256  -1.346 H5   1FN 43 
1FN H9   H9   H 0 1 N N N 19.654 15.344 59.669 3.203  1.481  1.942  H9   1FN 44 
1FN H10  H10  H 0 1 N N N 19.968 17.437 58.322 0.806  1.903  1.577  H10  1FN 45 
1FN HN15 HN15 H 0 0 N N N 20.404 18.364 56.398 -1.483 -0.400 0.189  HN15 1FN 46 
1FN H28  H28  H 0 1 N N N 19.080 9.292  62.746 9.773  -0.945 1.512  H28  1FN 47 
1FN HN29 HN29 H 0 0 N N N 21.695 9.571  63.013 9.718  -0.113 -0.896 HN29 1FN 48 
1FN H30  H30  H 0 1 N N N 23.459 21.742 56.439 -6.569 0.441  -2.080 H30  1FN 49 
1FN H31  H31  H 0 1 N N N 23.774 23.555 58.180 -8.165 -1.431 -2.168 H31  1FN 50 
# 
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 
1FN C13 C12  DOUB Y N 1  
1FN C13 C8   SING Y N 2  
1FN C13 F14  SING N N 3  
1FN C18 C17  SING N N 4  
1FN C18 C20  SING N N 5  
1FN C18 C24  DOUB N N 6  
1FN C17 N15  SING N N 7  
1FN C17 O19  DOUB N N 8  
1FN C20 N21  SING N N 9  
1FN C20 O25  DOUB N N 10 
1FN C22 C23  DOUB N N 11 
1FN C22 N21  SING N N 12 
1FN C23 C24  SING N N 13 
1FN C11 C12  SING N N 14 
1FN C11 C10  DOUB N N 15 
1FN C11 N15  SING N N 16 
1FN C34 C33  DOUB Y N 17 
1FN C34 C26  SING Y N 18 
1FN C27 C1   SING N N 19 
1FN C27 C28  DOUB N N 20 
1FN C33 C32  SING Y N 21 
1FN C1  C2   DOUB Y N 22 
1FN C1  C6   SING N N 23 
1FN C2  N3   SING Y N 24 
1FN C2  N29  SING Y N 25 
1FN N3  C4   DOUB N N 26 
1FN C4  C5   SING Y N 27 
1FN C5  C6   DOUB N N 28 
1FN C6  O7   SING Y N 29 
1FN O7  C8   SING Y N 30 
1FN C8  C9   DOUB Y N 31 
1FN C9  C10  SING Y N 32 
1FN N21 C26  SING Y N 33 
1FN C26 C30  DOUB Y N 34 
1FN C28 N29  SING N N 35 
1FN C30 C31  SING Y N 36 
1FN C31 C32  DOUB N N 37 
1FN C32 F35  SING N N 38 
1FN C22 H22  SING N N 39 
1FN C23 H23  SING Y N 40 
1FN C24 H24  SING Y N 41 
1FN C12 H12  SING N N 42 
1FN C34 H34  SING N N 43 
1FN C27 H27  SING N N 44 
1FN C33 H33  SING N N 45 
1FN C4  H4   SING Y N 46 
1FN C5  H5   SING Y N 47 
1FN C9  H9   SING N N 48 
1FN C10 H10  SING N N 49 
1FN N15 HN15 SING Y N 50 
1FN C28 H28  SING N N 51 
1FN N29 HN29 SING Y N 52 
1FN C30 H30  SING N N 53 
1FN C31 H31  SING N N 54 
# 
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 
1FN SMILES           ACDLabs              10.04 Fc1ccc(cc1)N2C=CC=C(C2=O)C(=O)Nc5ccc(Oc3ccnc4c3ccn4)c(F)c5                                                                                                            
1FN InChI            InChI                1.02b InChI=1/C25H16F2N4O3/c26-15-3-6-17(7-4-15)31-13-1-2-19(25(31)33)24(32)30-16-5-8-22(20(27)14-16)34-21-10-12-29-23-18(21)9-11-28-23/h1-14H,(H,28,29)(H,30,32)/f/h28,30H 
1FN InChIKey         InChI                1.02b OBSFXHDOLBYWRJ-XYULLFFJCM                                                                                                                                             
1FN SMILES_CANONICAL CACTVS               3.341 Fc1ccc(cc1)N2C=CC=C(C(=O)Nc3ccc(Oc4ccnc5[nH]ccc45)c(F)c3)C2=O                                                                                                         
1FN SMILES           CACTVS               3.341 Fc1ccc(cc1)N2C=CC=C(C(=O)Nc3ccc(Oc4ccnc5[nH]ccc45)c(F)c3)C2=O                                                                                                         
1FN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1N2C=CC=C(C2=O)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cc[nH]5)F                                                                                                         
1FN SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1N2C=CC=C(C2=O)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cc[nH]5)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 
1FN "SYSTEMATIC NAME" ACDLabs              10.04 1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide 
1FN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-pyridine-3-carboxamide            
# 
