data_KR9
# 
_chem_comp.id                                    KR9 
_chem_comp.name                                  "~{N}-[(2~{S})-3-(1~{H}-indol-3-yl)-1-(methylamino)-1-oxidanylidene-propan-2-yl]-8-[2-methoxy-5-(trifluoromethyloxy)phenyl]-1,6-naphthyridine-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H24 F3 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-10-13 
_chem_comp.pdbx_modified_date                    2023-02-03 
_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                        563.527 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KR9 
_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        8H59 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
KR9 C01  C1  C 0 1 N N N 53.730 -41.280 32.577 -3.905 -4.963 -2.598 C01  KR9 1  
KR9 C03  C2  C 0 1 N N N 52.383 -40.426 30.672 -3.477 -2.844 -1.473 C03  KR9 2  
KR9 C04  C3  C 0 1 N N S 51.157 -40.316 29.722 -3.570 -1.943 -0.269 C04  KR9 3  
KR9 C06  C4  C 0 1 N N N 50.043 -38.120 29.490 -1.600 -0.523 -0.463 C06  KR9 4  
KR9 C07  C5  C 0 1 Y N N 50.220 -36.671 29.140 -0.946 0.740  -0.882 C07  KR9 5  
KR9 C09  C6  C 0 1 Y N N 51.675 -34.928 28.617 0.997  1.936  -1.223 C09  KR9 6  
KR9 C10  C7  C 0 1 Y N N 50.664 -34.020 28.745 0.252  3.069  -1.644 C10  KR9 7  
KR9 C11  C8  C 0 1 Y N N 50.925 -32.629 28.532 0.940  4.233  -2.022 C11  KR9 8  
KR9 C13  C9  C 0 1 Y N N 53.154 -33.097 27.972 2.988  3.241  -1.589 C13  KR9 9  
KR9 C14  C10 C 0 1 Y N N 52.943 -34.449 28.175 2.412  2.044  -1.202 C14  KR9 10 
KR9 C15  C11 C 0 1 Y N N 54.162 -35.341 27.961 3.252  0.907  -0.762 C15  KR9 11 
KR9 C16  C12 C 0 1 Y N N 54.116 -36.420 27.095 4.008  1.005  0.405  C16  KR9 12 
KR9 C17  C13 C 0 1 Y N N 55.230 -37.223 26.901 4.792  -0.061 0.811  C17  KR9 13 
KR9 C19  C14 C 0 1 N N N 54.754 -39.508 26.575 6.316  -1.104 2.309  C19  KR9 14 
KR9 C23  C15 C 0 1 Y N N 56.416 -36.931 27.580 4.825  -1.228 0.059  C23  KR9 15 
KR9 C24  C16 C 0 1 Y N N 56.463 -35.839 28.457 4.078  -1.332 -1.099 C24  KR9 16 
KR9 C25  C17 C 0 1 Y N N 55.330 -35.025 28.635 3.285  -0.274 -1.513 C25  KR9 17 
KR9 C27  C18 C 0 1 N N N 56.542 -33.577 30.064 2.546  -1.648 -3.306 C27  KR9 18 
KR9 C28  C19 C 0 1 Y N N 49.354 -34.426 29.155 -1.152 2.992  -1.676 C28  KR9 19 
KR9 C29  C20 C 0 1 Y N N 49.163 -35.794 29.366 -1.741 1.822  -1.287 C29  KR9 20 
KR9 C31  C21 C 0 1 N N N 51.319 -41.329 28.598 -5.041 -1.717 0.086  C31  KR9 21 
KR9 C32  C22 C 0 1 Y N N 49.974 -41.607 27.954 -5.134 -0.886 1.339  C32  KR9 22 
KR9 C33  C23 C 0 1 Y N N 48.705 -41.757 28.506 -5.234 -1.345 2.597  C33  KR9 23 
KR9 C35  C24 C 0 1 Y N N 48.533 -41.975 26.299 -5.226 0.894  2.785  C35  KR9 24 
KR9 C36  C25 C 0 1 Y N N 49.857 -41.748 26.567 -5.126 0.577  1.418  C36  KR9 25 
KR9 C37  C26 C 0 1 Y N N 50.813 -41.695 25.526 -5.038 1.599  0.471  C37  KR9 26 
KR9 C38  C27 C 0 1 Y N N 50.395 -41.868 24.213 -5.051 2.904  0.878  C38  KR9 27 
KR9 C39  C28 C 0 1 Y N N 49.048 -42.124 23.945 -5.149 3.221  2.225  C39  KR9 28 
KR9 C40  C29 C 0 1 Y N N 48.112 -42.175 24.969 -5.236 2.228  3.177  C40  KR9 29 
KR9 F20  F1  F 0 1 N N N 54.679 -40.484 25.630 7.007  -0.837 3.496  F20  KR9 30 
KR9 F21  F2  F 0 1 N N N 53.544 -39.452 27.199 7.232  -1.381 1.288  F21  KR9 31 
KR9 F22  F3  F 0 1 N N N 55.693 -39.805 27.504 5.478  -2.209 2.496  F22  KR9 32 
KR9 N02  N1  N 0 1 N N N 52.459 -41.266 31.855 -3.996 -4.087 -1.427 N02  KR9 33 
KR9 N05  N2  N 0 1 N N N 51.194 -38.951 29.258 -2.937 -0.657 -0.570 N05  KR9 34 
KR9 N08  N3  N 0 1 Y N N 51.439 -36.264 28.819 0.372  0.822  -0.861 N08  KR9 35 
KR9 N12  N4  N 0 1 Y N N 52.147 -32.226 28.139 2.252  4.268  -1.985 N12  KR9 36 
KR9 N34  N5  N 0 1 Y N N 47.858 -41.983 27.486 -5.295 -0.297 3.474  N34  KR9 37 
KR9 O18  O1  O 0 1 N N N 55.116 -38.296 25.994 5.530  0.034  1.949  O18  KR9 38 
KR9 O26  O2  O 0 1 N N N 55.305 -33.908 29.492 2.546  -0.380 -2.648 O26  KR9 39 
KR9 O30  O3  O 0 1 N N N 49.077 -38.504 30.094 -0.931 -1.437 -0.022 O30  KR9 40 
KR9 O41  O4  O 0 1 N N N 53.392 -39.817 30.431 -2.934 -2.451 -2.484 O41  KR9 41 
KR9 H011 H1  H 0 0 N N N 53.652 -41.951 33.445 -4.376 -5.920 -2.373 H011 KR9 42 
KR9 H013 H2  H 0 0 N N N 54.527 -41.637 31.909 -4.414 -4.497 -3.441 H013 KR9 43 
KR9 H012 H3  H 0 0 N N N 53.968 -40.262 32.921 -2.857 -5.125 -2.850 H012 KR9 44 
KR9 H041 H4  H 0 0 N N N 50.234 -40.521 30.285 -3.061 -2.410 0.575  H041 KR9 45 
KR9 H111 H5  H 0 0 N N N 50.141 -31.903 28.687 0.388  5.103  -2.344 H111 KR9 46 
KR9 H131 H6  H 0 0 N N N 54.131 -32.742 27.679 4.063  3.335  -1.583 H131 KR9 47 
KR9 H161 H7  H 0 0 N N N 53.201 -36.639 26.564 3.984  1.912  0.991  H161 KR9 48 
KR9 H231 H8  H 0 0 N N N 57.292 -37.544 27.430 5.438  -2.057 0.380  H231 KR9 49 
KR9 H241 H9  H 0 0 N N N 57.372 -35.622 28.998 4.108  -2.242 -1.680 H241 KR9 50 
KR9 H272 H10 H 0 0 N N N 56.423 -32.697 30.713 1.980  -1.576 -4.234 H272 KR9 51 
KR9 H273 H11 H 0 0 N N N 56.909 -34.426 30.660 3.572  -1.942 -3.528 H273 KR9 52 
KR9 H271 H12 H 0 0 N N N 57.265 -33.349 29.267 2.087  -2.394 -2.657 H271 KR9 53 
KR9 H281 H13 H 0 0 N N N 48.555 -33.712 29.294 -1.748 3.836  -1.991 H281 KR9 54 
KR9 H291 H14 H 0 0 N N N 48.206 -36.167 29.701 -2.817 1.730  -1.292 H291 KR9 55 
KR9 H311 H15 H 0 0 N N N 51.728 -42.265 29.007 -5.536 -1.195 -0.734 H311 KR9 56 
KR9 H312 H16 H 0 0 N N N 52.009 -40.927 27.842 -5.528 -2.678 0.250  H312 KR9 57 
KR9 H331 H17 H 0 0 N N N 48.449 -41.702 29.554 -5.261 -2.389 2.875  H331 KR9 58 
KR9 H371 H18 H 0 0 N N N 51.855 -41.522 25.749 -4.961 1.360  -0.579 H371 KR9 59 
KR9 H381 H19 H 0 0 N N N 51.107 -41.805 23.404 -4.983 3.694  0.145  H381 KR9 60 
KR9 H391 H20 H 0 0 N N N 48.730 -42.285 22.925 -5.157 4.257  2.532  H391 KR9 61 
KR9 H401 H21 H 0 0 N N N 47.072 -42.366 24.749 -5.313 2.485  4.223  H401 KR9 62 
KR9 H021 H22 H 0 0 N N N 51.678 -41.810 32.161 -4.430 -4.402 -0.618 H021 KR9 63 
KR9 H051 H23 H 0 0 N N N 51.999 -38.591 28.787 -3.479 0.097  -0.848 H051 KR9 64 
KR9 H341 H24 H 0 0 N N N 46.874 -42.135 27.583 -5.370 -0.380 4.437  H341 KR9 65 
# 
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 
KR9 C39 C38  DOUB Y N 1  
KR9 C39 C40  SING Y N 2  
KR9 C38 C37  SING Y N 3  
KR9 C40 C35  DOUB Y N 4  
KR9 C37 C36  DOUB Y N 5  
KR9 F20 C19  SING N N 6  
KR9 O18 C19  SING N N 7  
KR9 O18 C17  SING N N 8  
KR9 C35 C36  SING Y N 9  
KR9 C35 N34  SING Y N 10 
KR9 C36 C32  SING Y N 11 
KR9 C19 F21  SING N N 12 
KR9 C19 F22  SING N N 13 
KR9 C17 C16  DOUB Y N 14 
KR9 C17 C23  SING Y N 15 
KR9 C16 C15  SING Y N 16 
KR9 N34 C33  SING Y N 17 
KR9 C23 C24  DOUB Y N 18 
KR9 C32 C33  DOUB Y N 19 
KR9 C32 C31  SING N N 20 
KR9 C15 C14  SING N N 21 
KR9 C15 C25  DOUB Y N 22 
KR9 C13 N12  DOUB Y N 23 
KR9 C13 C14  SING Y N 24 
KR9 N12 C11  SING Y N 25 
KR9 C14 C09  DOUB Y N 26 
KR9 C24 C25  SING Y N 27 
KR9 C11 C10  DOUB Y N 28 
KR9 C31 C04  SING N N 29 
KR9 C09 C10  SING Y N 30 
KR9 C09 N08  SING Y N 31 
KR9 C25 O26  SING N N 32 
KR9 C10 C28  SING Y N 33 
KR9 N08 C07  DOUB Y N 34 
KR9 C07 C29  SING Y N 35 
KR9 C07 C06  SING N N 36 
KR9 C28 C29  DOUB Y N 37 
KR9 N05 C06  SING N N 38 
KR9 N05 C04  SING N N 39 
KR9 C06 O30  DOUB N N 40 
KR9 O26 C27  SING N N 41 
KR9 C04 C03  SING N N 42 
KR9 O41 C03  DOUB N N 43 
KR9 C03 N02  SING N N 44 
KR9 N02 C01  SING N N 45 
KR9 C01 H011 SING N N 46 
KR9 C01 H013 SING N N 47 
KR9 C01 H012 SING N N 48 
KR9 C04 H041 SING N N 49 
KR9 C11 H111 SING N N 50 
KR9 C13 H131 SING N N 51 
KR9 C16 H161 SING N N 52 
KR9 C23 H231 SING N N 53 
KR9 C24 H241 SING N N 54 
KR9 C27 H272 SING N N 55 
KR9 C27 H273 SING N N 56 
KR9 C27 H271 SING N N 57 
KR9 C28 H281 SING N N 58 
KR9 C29 H291 SING N N 59 
KR9 C31 H311 SING N N 60 
KR9 C31 H312 SING N N 61 
KR9 C33 H331 SING N N 62 
KR9 C37 H371 SING N N 63 
KR9 C38 H381 SING N N 64 
KR9 C39 H391 SING N N 65 
KR9 C40 H401 SING N N 66 
KR9 N02 H021 SING N N 67 
KR9 N05 H051 SING N N 68 
KR9 N34 H341 SING N N 69 
# 
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 
KR9 InChI            InChI                1.06  "InChI=1S/C29H24F3N5O4/c1-33-27(38)24(11-17-14-35-22-6-4-3-5-19(17)22)37-28(39)23-9-7-16-13-34-15-21(26(16)36-23)20-12-18(41-29(30,31)32)8-10-25(20)40-2/h3-10,12-15,24,35H,11H2,1-2H3,(H,33,38)(H,37,39)/t24-/m0/s1" 
KR9 InChIKey         InChI                1.06  HXNJLYFKGOKJJR-DEOSSOPVSA-N                                                                                                                                                                                           
KR9 SMILES_CANONICAL CACTVS               3.385 "CNC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)c3ccc4cncc(c5cc(OC(F)(F)F)ccc5OC)c4n3"                                                                                                                                          
KR9 SMILES           CACTVS               3.385 "CNC(=O)[CH](Cc1c[nH]c2ccccc12)NC(=O)c3ccc4cncc(c5cc(OC(F)(F)F)ccc5OC)c4n3"                                                                                                                                           
KR9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)c3ccc4cncc(c4n3)c5cc(ccc5OC)OC(F)(F)F"                                                                                                                                          
KR9 SMILES           "OpenEye OEToolkits" 2.0.7 "CNC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)c3ccc4cncc(c4n3)c5cc(ccc5OC)OC(F)(F)F"                                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           KR9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[(2~{S})-3-(1~{H}-indol-3-yl)-1-(methylamino)-1-oxidanylidene-propan-2-yl]-8-[2-methoxy-5-(trifluoromethyloxy)phenyl]-1,6-naphthyridine-2-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 
KR9 "Create component" 2022-10-13 PDBJ 
KR9 "Initial release"  2023-02-08 RCSB 
# 
