data_9GJ
# 
_chem_comp.id                                    9GJ 
_chem_comp.name                                  "N-{(1S)-1-[3-fluoro-4-(trifluoromethoxy)phenyl]-2-methoxyethyl}-7-methoxy-2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 F4 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-05-09 
_chem_comp.pdbx_modified_date                    2017-08-18 
_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                        458.364 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9GJ 
_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        5VP0 
_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 
9GJ N1  N1  N 0 1 Y N N 26.963 5.367 25.619 -4.275 -1.001 -0.757 N1  9GJ 1  
9GJ N3  N2  N 0 1 N N N 25.365 3.893 26.665 -2.502 0.406  -0.064 N3  9GJ 2  
9GJ C4  C1  C 0 1 Y N N 28.131 5.886 28.041 -6.113 1.003  -0.351 C4  9GJ 3  
9GJ C5  C2  C 0 1 Y N N 28.008 6.198 25.706 -5.551 -1.233 -1.007 C5  9GJ 4  
9GJ C6  C3  C 0 1 Y N N 24.401 4.387 22.197 1.928  -1.152 0.280  C6  9GJ 5  
9GJ C7  C4  C 0 1 Y N N 27.051 5.035 27.946 -4.766 1.214  -0.098 C7  9GJ 6  
9GJ C8  C5  C 0 1 Y N N 23.509 6.359 20.484 4.480  -0.549 -0.606 C8  9GJ 7  
9GJ C10 C6  C 0 1 Y N N 24.251 6.691 21.591 3.976  -1.835 -0.760 C10 9GJ 8  
9GJ C13 C7  C 0 1 N N N 24.695 3.560 25.495 -1.685 -0.594 0.320  C13 9GJ 9  
9GJ C15 C8  C 0 1 N N N 30.589 7.209 27.954 -8.142 -1.811 -1.552 C15 9GJ 10 
9GJ C17 C9  C 0 1 N N N 25.947 2.467 22.407 0.572  -1.703 2.281  C17 9GJ 11 
9GJ C1  C10 C 0 1 Y N N 23.656 4.062 21.076 2.426  0.128  0.429  C1  9GJ 12 
9GJ C2  C11 C 0 1 Y N N 23.210 5.040 20.215 3.701  0.432  -0.013 C2  9GJ 13 
9GJ C3  C12 C 0 1 Y N N 24.693 5.713 22.457 2.702  -2.134 -0.312 C3  9GJ 14 
9GJ C9  C13 C 0 1 Y N N 28.629 6.489 26.899 -6.507 -0.249 -0.816 C9  9GJ 15 
9GJ C11 C14 C 0 1 Y N N 26.469 4.782 26.722 -3.861 0.172  -0.318 C11 9GJ 16 
9GJ C12 C15 C 0 1 N N N 25.404 3.750 29.227 -2.994 2.744  0.354  C12 9GJ 17 
9GJ C14 C16 C 0 1 N N N 24.702 3.569 27.917 -1.996 1.776  -0.230 C14 9GJ 18 
9GJ C16 C17 C 0 1 N N N 28.108 2.526 21.539 1.221  -0.666 4.342  C16 9GJ 19 
9GJ C18 C18 C 0 1 N N S 24.860 3.279 23.082 0.540  -1.481 0.768  C18 9GJ 20 
9GJ C19 C19 C 0 1 N N N 21.857 7.928 19.945 6.184  1.090  -0.854 C19 9GJ 21 
9GJ N2  N3  N 0 1 N N N 26.588 4.432 29.118 -4.307 2.446  0.376  N2  9GJ 22 
9GJ N4  N4  N 0 1 N N N 25.379 3.751 24.328 -0.363 -0.370 0.456  N4  9GJ 23 
9GJ O1  O1  O 0 1 N N N 24.941 3.317 30.277 -2.610 3.801  0.808  O1  9GJ 24 
9GJ O2  O2  O 0 1 N N N 23.558 3.121 25.481 -2.140 -1.699 0.545  O2  9GJ 25 
9GJ O3  O3  O 0 1 N N N 29.700 7.375 26.855 -7.817 -0.502 -1.079 O3  9GJ 26 
9GJ O4  O4  O 0 1 N N N 23.100 7.344 19.607 5.732  -0.252 -1.045 O4  9GJ 27 
9GJ O5  O5  O 0 1 N N N 27.061 3.303 22.113 1.145  -0.560 2.919  O5  9GJ 28 
9GJ F1  F1  F 0 1 N N N 24.548 7.974 21.830 4.732  -2.794 -1.337 F1  9GJ 29 
9GJ F2  F2  F 0 1 N N N 21.781 8.388 21.214 6.183  1.392  0.512  F2  9GJ 30 
9GJ F3  F3  F 0 1 N N N 20.890 7.013 19.725 7.482  1.221  -1.360 F3  9GJ 31 
9GJ F4  F4  F 0 1 N N N 21.723 9.015 19.148 5.331  1.971  -1.527 F4  9GJ 32 
9GJ H1  H1  H 0 1 N N N 28.586 6.081 29.001 -6.836 1.790  -0.193 H1  9GJ 33 
9GJ H2  H2  H 0 1 N N N 28.379 6.659 24.803 -5.854 -2.206 -1.366 H2  9GJ 34 
9GJ H3  H3  H 0 1 N N N 31.415 7.931 27.871 -9.217 -1.879 -1.722 H3  9GJ 35 
9GJ H4  H4  H 0 1 N N N 30.045 7.381 28.895 -7.614 -2.001 -2.486 H4  9GJ 36 
9GJ H5  H5  H 0 1 N N N 30.994 6.186 27.946 -7.844 -2.550 -0.809 H5  9GJ 37 
9GJ H6  H6  H 0 1 N N N 25.556 2.038 21.473 -0.444 -1.853 2.648  H6  9GJ 38 
9GJ H7  H7  H 0 1 N N N 26.266 1.655 23.077 1.173  -2.584 2.507  H7  9GJ 39 
9GJ H8  H8  H 0 1 N N N 23.421 3.027 20.874 1.819  0.893  0.891  H8  9GJ 40 
9GJ H9  H9  H 0 1 N N N 22.633 4.777 19.340 4.089  1.432  0.105  H9  9GJ 41 
9GJ H10 H10 H 0 1 N N N 25.264 5.982 23.333 2.312  -3.135 -0.424 H10 9GJ 42 
9GJ H11 H11 H 0 1 N N N 23.794 4.188 27.960 -1.043 1.878  0.289  H11 9GJ 43 
9GJ H12 H12 H 0 1 N N N 24.420 2.508 27.857 -1.860 1.989  -1.290 H12 9GJ 44 
9GJ H13 H13 H 0 1 N N N 28.966 3.176 21.314 1.667  0.241  4.751  H13 9GJ 45 
9GJ H14 H14 H 0 1 N N N 28.416 1.745 22.249 0.219  -0.794 4.751  H14 9GJ 46 
9GJ H15 H15 H 0 1 N N N 27.750 2.057 20.611 1.835  -1.525 4.610  H15 9GJ 47 
9GJ H16 H16 H 0 1 N N N 24.006 2.613 23.275 0.186  -2.386 0.275  H16 9GJ 48 
9GJ H17 H17 H 0 1 N N N 27.161 4.503 29.935 -4.941 3.093  0.723  H17 9GJ 49 
9GJ H18 H18 H 0 1 N N N 26.257 4.229 24.345 -0.009 0.526  0.348  H18 9GJ 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 
9GJ F4  C19 SING N N 1  
9GJ O4  C19 SING N N 2  
9GJ O4  C8  SING N N 3  
9GJ F3  C19 SING N N 4  
9GJ C19 F2  SING N N 5  
9GJ C2  C8  DOUB Y N 6  
9GJ C2  C1  SING Y N 7  
9GJ C8  C10 SING Y N 8  
9GJ C1  C6  DOUB Y N 9  
9GJ C16 O5  SING N N 10 
9GJ C10 F1  SING N N 11 
9GJ C10 C3  DOUB Y N 12 
9GJ O5  C17 SING N N 13 
9GJ C6  C3  SING Y N 14 
9GJ C6  C18 SING N N 15 
9GJ C17 C18 SING N N 16 
9GJ C18 N4  SING N N 17 
9GJ N4  C13 SING N N 18 
9GJ O2  C13 DOUB N N 19 
9GJ C13 N3  SING N N 20 
9GJ N1  C5  DOUB Y N 21 
9GJ N1  C11 SING Y N 22 
9GJ C5  C9  SING Y N 23 
9GJ N3  C11 SING N N 24 
9GJ N3  C14 SING N N 25 
9GJ C11 C7  DOUB Y N 26 
9GJ O3  C9  SING N N 27 
9GJ O3  C15 SING N N 28 
9GJ C9  C4  DOUB Y N 29 
9GJ C14 C12 SING N N 30 
9GJ C7  C4  SING Y N 31 
9GJ C7  N2  SING N N 32 
9GJ N2  C12 SING N N 33 
9GJ C12 O1  DOUB N N 34 
9GJ C4  H1  SING N N 35 
9GJ C5  H2  SING N N 36 
9GJ C15 H3  SING N N 37 
9GJ C15 H4  SING N N 38 
9GJ C15 H5  SING N N 39 
9GJ C17 H6  SING N N 40 
9GJ C17 H7  SING N N 41 
9GJ C1  H8  SING N N 42 
9GJ C2  H9  SING N N 43 
9GJ C3  H10 SING N N 44 
9GJ C14 H11 SING N N 45 
9GJ C14 H12 SING N N 46 
9GJ C16 H13 SING N N 47 
9GJ C16 H14 SING N N 48 
9GJ C16 H15 SING N N 49 
9GJ C18 H16 SING N N 50 
9GJ N2  H17 SING N N 51 
9GJ N4  H18 SING N N 52 
# 
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 
9GJ SMILES           ACDLabs              12.01 "n1cc(cc2NC(=O)CN(c12)C(NC(c3cc(c(cc3)OC(F)(F)F)F)COC)=O)OC"                                                                                                                
9GJ InChI            InChI                1.03  "InChI=1S/C19H18F4N4O5/c1-30-9-14(10-3-4-15(12(20)5-10)32-19(21,22)23)26-18(29)27-8-16(28)25-13-6-11(31-2)7-24-17(13)27/h3-7,14H,8-9H2,1-2H3,(H,25,28)(H,26,29)/t14-/m1/s1" 
9GJ InChIKey         InChI                1.03  AWJSRXUQLSPAOI-CQSZACIVSA-N                                                                                                                                                 
9GJ SMILES_CANONICAL CACTVS               3.385 "COC[C@@H](NC(=O)N1CC(=O)Nc2cc(OC)cnc12)c3ccc(OC(F)(F)F)c(F)c3"                                                                                                             
9GJ SMILES           CACTVS               3.385 "COC[CH](NC(=O)N1CC(=O)Nc2cc(OC)cnc12)c3ccc(OC(F)(F)F)c(F)c3"                                                                                                               
9GJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC[C@H](c1ccc(c(c1)F)OC(F)(F)F)NC(=O)N2CC(=O)Nc3c2ncc(c3)OC"                                                                                                              
9GJ SMILES           "OpenEye OEToolkits" 2.0.6 "COCC(c1ccc(c(c1)F)OC(F)(F)F)NC(=O)N2CC(=O)Nc3c2ncc(c3)OC"                                                                                                                  
# 
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 
9GJ "SYSTEMATIC NAME" ACDLabs              12.01 "N-{(1S)-1-[3-fluoro-4-(trifluoromethoxy)phenyl]-2-methoxyethyl}-7-methoxy-2-oxo-2,3-dihydropyrido[2,3-b]pyrazine-4(1H)-carboxamide"                   
9GJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(1~{S})-1-[3-fluoranyl-4-(trifluoromethyloxy)phenyl]-2-methoxy-ethyl]-7-methoxy-2-oxidanylidene-1,3-dihydropyrido[2,3-b]pyrazine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9GJ "Create component" 2017-05-09 RCSB 
9GJ "Initial release"  2017-08-23 RCSB 
# 
