data_5T1
# 
_chem_comp.id                                    5T1 
_chem_comp.name                                  "6-[(1~{R})-1-[8-fluoranyl-6-(1-methylpyrazol-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl]-3-(2-methoxyethoxy)-1,6-naphthyridin-5-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 F N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-11-25 
_chem_comp.pdbx_modified_date                    2016-02-05 
_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                        463.464 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5T1 
_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        5EYD 
_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 
5T1 C23 C1  C 0 1 N N N 22.503 37.713 63.453 -9.072  3.773  0.028  C23 5T1 1  
5T1 O3  O1  O 0 1 N N N 21.702 37.082 62.428 -8.267  2.595  -0.048 O3  5T1 2  
5T1 C22 C2  C 0 1 N N N 20.975 38.081 61.676 -8.027  1.972  1.215  C22 5T1 3  
5T1 C21 C3  C 0 1 N N N 19.862 37.400 60.903 -7.159  0.728  1.014  C21 5T1 4  
5T1 O2  O2  O 0 1 N N N 20.384 37.042 59.614 -5.871  1.119  0.534  O2  5T1 5  
5T1 C19 C4  C 0 1 Y N N 19.851 35.911 59.086 -4.972  0.126  0.302  C19 5T1 6  
5T1 C20 C5  C 0 1 Y N N 20.618 35.143 58.212 -3.699  0.431  -0.159 C20 5T1 7  
5T1 C15 C6  C 0 1 Y N N 20.072 33.988 57.672 -2.813  -0.626 -0.376 C15 5T1 8  
5T1 C16 C7  C 0 1 N N N 20.817 33.188 56.791 -1.447  -0.410 -0.863 C16 5T1 9  
5T1 O1  O3  O 0 1 N N N 21.974 33.485 56.488 -1.046  0.716  -1.092 O1  5T1 10 
5T1 C18 C8  C 0 1 Y N N 18.553 35.518 59.388 -5.320  -1.203 0.531  C18 5T1 11 
5T1 N7  N1  N 0 1 Y N N 18.043 34.410 58.859 -4.471  -2.185 0.316  N7  5T1 12 
5T1 C14 C9  C 0 1 Y N N 18.759 33.643 58.018 -3.239  -1.951 -0.121 C14 5T1 13 
5T1 C13 C10 C 0 1 N N N 18.183 32.497 57.496 -2.286  -3.037 -0.359 C13 5T1 14 
5T1 C12 C11 C 0 1 N N N 18.915 31.693 56.629 -1.053  -2.751 -0.806 C12 5T1 15 
5T1 N6  N2  N 0 1 N N N 20.244 32.038 56.274 -0.641  -1.474 -1.052 N6  5T1 16 
5T1 C11 C12 C 0 1 N N R 20.980 31.153 55.348 0.724   -1.251 -1.538 C11 5T1 17 
5T1 C17 C13 C 0 1 N N N 20.115 30.817 54.119 0.916   -1.981 -2.869 C17 5T1 18 
5T1 C10 C14 C 0 1 Y N N 21.265 29.885 56.141 1.709   -1.779 -0.528 C10 5T1 19 
5T1 N1  N3  N 0 1 Y N N 22.247 29.791 57.097 2.834   -1.148 -0.095 N1  5T1 20 
5T1 C5  C15 C 0 1 Y N N 23.214 30.667 57.574 3.408   0.055  -0.387 C5  5T1 21 
5T1 N5  N4  N 0 1 Y N N 20.622 28.726 56.079 1.637   -2.926 0.097  N5  5T1 22 
5T1 N4  N5  N 0 1 Y N N 21.131 27.927 56.892 2.640   -3.066 0.891  N4  5T1 23 
5T1 C4  C16 C 0 1 Y N N 22.136 28.500 57.554 3.415   -1.996 0.814  C4  5T1 24 
5T1 C3  C17 C 0 1 Y N N 23.008 28.063 58.546 4.617   -1.624 1.454  C3  5T1 25 
5T1 F1  F1  F 0 1 N N N 22.878 26.805 58.995 5.198   -2.452 2.349  F1  5T1 26 
5T1 C2  C18 C 0 1 Y N N 23.978 28.924 59.053 5.186   -0.424 1.159  C2  5T1 27 
5T1 C1  C19 C 0 1 Y N N 24.093 30.236 58.570 4.566   0.431  0.218  C1  5T1 28 
5T1 C6  C20 C 0 1 Y N N 25.069 31.122 59.026 5.182   1.743  -0.109 C6  5T1 29 
5T1 C8  C21 C 0 1 Y N N 26.133 30.841 59.774 5.339   2.794  0.745  C8  5T1 30 
5T1 C7  C22 C 0 1 Y N N 25.147 32.428 58.728 5.714   2.124  -1.356 C7  5T1 31 
5T1 N2  N6  N 0 1 Y N N 26.231 32.926 59.322 6.162   3.347  -1.249 N2  5T1 32 
5T1 N3  N7  N 0 1 Y N N 26.787 31.997 59.922 5.938   3.790  0.060  N3  5T1 33 
5T1 C9  C23 C 0 1 N N N 28.032 32.165 60.706 6.296   5.107  0.594  C9  5T1 34 
5T1 H1  H1  H 0 1 N N N 23.050 36.943 64.017 -10.044 3.521  0.452  H1  5T1 35 
5T1 H2  H2  H 0 1 N N N 23.220 38.403 62.985 -8.579  4.510  0.661  H2  5T1 36 
5T1 H3  H3  H 0 1 N N N 21.848 38.273 64.137 -9.208  4.186  -0.972 H3  5T1 37 
5T1 H4  H4  H 0 1 N N N 21.657 38.584 60.975 -7.512  2.672  1.873  H4  5T1 38 
5T1 H5  H5  H 0 1 N N N 20.545 38.822 62.366 -8.977  1.683  1.664  H5  5T1 39 
5T1 H6  H6  H 0 1 N N N 19.012 38.088 60.785 -7.049  0.204  1.963  H6  5T1 40 
5T1 H7  H7  H 0 1 N N N 19.532 36.497 61.438 -7.633  0.068  0.287  H7  5T1 41 
5T1 H8  H8  H 0 1 N N N 21.624 35.443 57.959 -3.404  1.453  -0.345 H8  5T1 42 
5T1 H9  H9  H 0 1 N N N 17.954 36.117 60.058 -6.311  -1.433 0.894  H9  5T1 43 
5T1 H10 H10 H 0 1 N N N 17.171 32.229 57.761 -2.574  -4.062 -0.176 H10 5T1 44 
5T1 H11 H11 H 0 1 N N N 18.468 30.798 56.222 -0.361  -3.562 -0.976 H11 5T1 45 
5T1 H12 H12 H 0 1 N N N 21.923 31.620 55.027 0.888   -0.183 -1.682 H12 5T1 46 
5T1 H13 H13 H 0 1 N N N 19.912 31.736 53.550 1.931   -1.815 -3.230 H13 5T1 47 
5T1 H14 H14 H 0 1 N N N 20.650 30.100 53.479 0.752   -3.049 -2.724 H14 5T1 48 
5T1 H15 H15 H 0 1 N N N 19.164 30.374 54.450 0.204   -1.599 -3.599 H15 5T1 49 
5T1 H16 H16 H 0 1 N N N 23.285 31.670 57.179 2.940   0.712  -1.105 H16 5T1 50 
5T1 H17 H17 H 0 1 N N N 24.648 28.578 59.826 6.105   -0.127 1.640  H17 5T1 51 
5T1 H18 H18 H 0 1 N N N 26.410 29.878 60.178 5.038   2.825  1.782  H18 5T1 52 
5T1 H19 H19 H 0 1 N N N 24.452 32.980 58.113 5.747   1.512  -2.245 H19 5T1 53 
5T1 H20 H20 H 0 1 N N N 28.356 33.215 60.660 7.305   5.070  1.004  H20 5T1 54 
5T1 H21 H21 H 0 1 N N N 27.846 31.885 61.753 6.255   5.846  -0.205 H21 5T1 55 
5T1 H22 H22 H 0 1 N N N 28.819 31.520 60.288 5.594   5.382  1.381  H22 5T1 56 
# 
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 
5T1 C17 C11 SING N N 1  
5T1 C11 C10 SING N N 2  
5T1 C11 N6  SING N N 3  
5T1 N5  C10 DOUB Y N 4  
5T1 N5  N4  SING Y N 5  
5T1 C10 N1  SING Y N 6  
5T1 N6  C12 SING N N 7  
5T1 N6  C16 SING N N 8  
5T1 O1  C16 DOUB N N 9  
5T1 C12 C13 DOUB N N 10 
5T1 C16 C15 SING N N 11 
5T1 N4  C4  DOUB Y N 12 
5T1 N1  C4  SING Y N 13 
5T1 N1  C5  SING Y N 14 
5T1 C13 C14 SING N N 15 
5T1 C4  C3  SING Y N 16 
5T1 C5  C1  DOUB Y N 17 
5T1 C15 C14 DOUB Y N 18 
5T1 C15 C20 SING Y N 19 
5T1 C14 N7  SING Y N 20 
5T1 C20 C19 DOUB Y N 21 
5T1 C3  F1  SING N N 22 
5T1 C3  C2  DOUB Y N 23 
5T1 C1  C6  SING N N 24 
5T1 C1  C2  SING Y N 25 
5T1 C7  C6  SING Y N 26 
5T1 C7  N2  DOUB Y N 27 
5T1 N7  C18 DOUB Y N 28 
5T1 C6  C8  DOUB Y N 29 
5T1 C19 C18 SING Y N 30 
5T1 C19 O2  SING N N 31 
5T1 N2  N3  SING Y N 32 
5T1 O2  C21 SING N N 33 
5T1 C8  N3  SING Y N 34 
5T1 N3  C9  SING N N 35 
5T1 C21 C22 SING N N 36 
5T1 C22 O3  SING N N 37 
5T1 O3  C23 SING N N 38 
5T1 C23 H1  SING N N 39 
5T1 C23 H2  SING N N 40 
5T1 C23 H3  SING N N 41 
5T1 C22 H4  SING N N 42 
5T1 C22 H5  SING N N 43 
5T1 C21 H6  SING N N 44 
5T1 C21 H7  SING N N 45 
5T1 C20 H8  SING N N 46 
5T1 C18 H9  SING N N 47 
5T1 C13 H10 SING N N 48 
5T1 C12 H11 SING N N 49 
5T1 C11 H12 SING N N 50 
5T1 C17 H13 SING N N 51 
5T1 C17 H14 SING N N 52 
5T1 C17 H15 SING N N 53 
5T1 C5  H16 SING N N 54 
5T1 C2  H17 SING N N 55 
5T1 C8  H18 SING N N 56 
5T1 C7  H19 SING N N 57 
5T1 C9  H20 SING N N 58 
5T1 C9  H21 SING N N 59 
5T1 C9  H22 SING N N 60 
# 
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 
5T1 InChI            InChI                1.03  "InChI=1S/C23H22FN7O3/c1-14(30-5-4-20-18(23(30)32)9-17(11-25-20)34-7-6-33-3)21-27-28-22-19(24)8-15(13-31(21)22)16-10-26-29(2)12-16/h4-5,8-14H,6-7H2,1-3H3/t14-/m1/s1" 
5T1 InChIKey         InChI                1.03  DWHXUGDWKAIASB-CQSZACIVSA-N                                                                                                                                           
5T1 SMILES_CANONICAL CACTVS               3.385 "COCCOc1cnc2C=CN([C@H](C)c3nnc4n3cc(cc4F)c5cnn(C)c5)C(=O)c2c1"                                                                                                        
5T1 SMILES           CACTVS               3.385 "COCCOc1cnc2C=CN([CH](C)c3nnc4n3cc(cc4F)c5cnn(C)c5)C(=O)c2c1"                                                                                                         
5T1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H](c1nnc2n1cc(cc2F)c3cnn(c3)C)N4C=Cc5c(cc(cn5)OCCOC)C4=O"                                                                                                        
5T1 SMILES           "OpenEye OEToolkits" 2.0.4 "CC(c1nnc2n1cc(cc2F)c3cnn(c3)C)N4C=Cc5c(cc(cn5)OCCOC)C4=O"                                                                                                            
# 
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 
5T1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6-[(1~{R})-1-[8-fluoranyl-6-(1-methylpyrazol-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl]ethyl]-3-(2-methoxyethoxy)-1,6-naphthyridin-5-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5T1 "Create component" 2015-11-25 RCSB 
5T1 "Initial release"  2016-02-10 RCSB 
# 
