data_O9O
# 
_chem_comp.id                                    O9O 
_chem_comp.name                                  "N-{3-chloro-5-[(6-methoxypyridin-2-yl)oxy]phenyl}-2-(isoquinolin-4-yl)acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H18 Cl N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-17 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        419.860 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O9O 
_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        7GFE 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
O9O N1  N1  N  0 1 Y N N N N N 6.983  0.321  17.163 5.953  -1.111 -1.248 N1  O9O 1  
O9O C4  C1  C  0 1 Y N N N N N 13.945 3.375  21.836 -3.066 2.861  -1.839 C4  O9O 2  
O9O C5  C2  C  0 1 Y N N N N N 13.414 3.580  23.111 -2.925 1.644  -1.186 C5  O9O 3  
O9O C6  C3  C  0 1 Y N N N N N 12.789 1.252  23.157 -1.977 -0.477 -1.037 C6  O9O 4  
O9O C7  C4  C  0 1 Y N N N N N 13.907 0.437  23.232 -3.002 -1.404 -0.907 C7  O9O 5  
O9O C8  C5  C  0 1 Y N N N N N 13.805 -0.854 22.757 -2.799 -2.564 -0.182 C8  O9O 6  
O9O C10 C6  C  0 1 Y N N N N N 11.531 -0.507 22.122 -0.544 -1.882 0.281  C10 O9O 7  
O9O C13 C7  C  0 1 Y N N N N N 7.364  -0.304 19.465 4.210  -1.020 0.325  C13 O9O 8  
O9O C15 C8  C  0 1 Y N N N N N 5.981  1.100  17.547 6.219  0.169  -1.141 C15 O9O 9  
O9O C17 C9  C  0 1 Y N N N N N 4.527  2.116  19.296 5.715  2.341  -0.109 C17 O9O 10 
O9O C20 C10 C  0 1 Y N N N N N 5.928  0.713  21.238 3.675  1.136  1.380  C20 O9O 11 
O9O C21 C11 C  0 1 Y N N N N N 6.299  0.538  19.879 4.436  0.358  0.496  C21 O9O 12 
O9O C22 C12 C  0 1 Y N N N N N 11.603 0.794  22.609 -0.748 -0.715 -0.443 C22 O9O 13 
O9O O2  O1  O  0 1 N N N N N N 9.473  0.934  20.682 1.763  -0.954 -0.667 O2  O9O 14 
O9O C11 C13 C  0 1 N N N N N N 9.385  -0.271 20.909 1.813  -1.572 0.375  C11 O9O 15 
O9O C12 C14 C  0 1 N N N N N N 8.177  -1.080 20.480 3.126  -1.723 1.100  C12 O9O 16 
O9O C19 C15 C  0 1 Y N N N N N 4.909  1.551  21.585 3.941  2.467  1.501  C19 O9O 17 
O9O C18 C16 C  0 1 Y N N N N N 4.208  2.247  20.616 4.957  3.066  0.759  C18 O9O 18 
O9O C16 C17 C  0 1 Y N N N N N 5.581  1.262  18.893 5.471  0.968  -0.261 C16 O9O 19 
O9O C14 C18 C  0 1 Y N N N N N 7.639  -0.359 18.113 4.992  -1.706 -0.554 C14 O9O 20 
O9O N   N2  N  0 1 N N N N N N 10.331 -0.987 21.551 0.694  -2.124 0.886  N   O9O 21 
O9O C9  C19 C  0 1 Y N N N N N 12.643 -1.340 22.189 -1.575 -2.803 0.417  C9  O9O 22 
O9O CL  CL1 CL 0 0 N N N N N N 15.154 -1.930 22.957 -4.082 -3.722 -0.022 CL  O9O 23 
O9O O1  O2  O  0 1 N N N N N N 12.794 2.527  23.717 -2.178 0.662  -1.750 O1  O9O 24 
O9O C3  C20 C  0 1 Y N N N N N 14.590 4.447  21.241 -3.826 3.859  -1.253 C3  O9O 25 
O9O C2  C21 C  0 1 Y N N N N N 14.678 5.659  21.903 -4.423 3.605  -0.029 C2  O9O 26 
O9O N2  N3  N  0 1 Y N N N N N 13.481 4.725  23.782 -3.512 1.431  -0.020 N2  O9O 27 
O9O C1  C22 C  0 1 Y N N N N N 14.098 5.738  23.174 -4.241 2.366  0.570  C1  O9O 28 
O9O O   O3  O  0 1 N N N N N N 14.198 6.940  23.784 -4.821 2.108  1.769  O   O9O 29 
O9O C   C23 C  0 1 N N N N N N 13.636 7.082  25.099 -4.597 0.814  2.333  C   O9O 30 
O9O H1  H1  H  0 1 N N N N N N 13.857 2.422  21.335 -2.584 3.029  -2.791 H1  O9O 31 
O9O H2  H2  H  0 1 N N N N N N 14.833 0.803  23.651 -3.958 -1.220 -1.373 H2  O9O 32 
O9O H3  H3  H  0 1 N N N N N N 5.439  1.643  16.787 7.012  0.608  -1.727 H3  O9O 33 
O9O H4  H4  H  0 1 N N N N N N 3.971  2.668  18.553 6.499  2.820  -0.678 H4  O9O 34 
O9O H5  H5  H  0 1 N N N N N N 6.460  0.175  22.008 2.885  0.684  1.961  H5  O9O 35 
O9O H6  H6  H  0 1 N N N N N N 10.740 1.442  22.560 0.052  0.002  -0.549 H6  O9O 36 
O9O H7  H7  H  0 1 N N N N N N 7.552  -1.294 21.359 3.371  -2.782 1.190  H7  O9O 37 
O9O H8  H8  H  0 1 N N N N N N 8.514  -2.026 20.030 3.045  -1.283 2.094  H8  O9O 38 
O9O H9  H9  H  0 1 N N N N N N 4.647  1.672  22.626 3.356  3.067  2.182  H9  O9O 39 
O9O H10 H10 H  0 1 N N N N N N 3.400  2.901  20.908 5.147  4.123  0.875  H10 O9O 40 
O9O H11 H11 H  0 1 N N N N N N 8.447  -1.001 17.796 4.824  -2.764 -0.690 H11 O9O 41 
O9O H12 H12 H  0 1 N N N N N N 10.164 -1.970 21.632 0.747  -2.688 1.674  H12 O9O 42 
O9O H13 H13 H  0 1 N N N N N N 12.599 -2.348 21.804 -1.418 -3.711 0.980  H13 O9O 43 
O9O H14 H14 H  0 1 N N N N N N 15.025 4.337  20.259 -3.951 4.815  -1.740 H14 O9O 44 
O9O H15 H15 H  0 1 N N N N N N 15.174 6.509  21.457 -5.022 4.362  0.455  H15 O9O 45 
O9O H16 H16 H  0 1 N N N N N N 13.796 8.109  25.458 -5.115 0.740  3.289  H16 O9O 46 
O9O H17 H17 H  0 1 N N N N N N 12.557 6.871  25.061 -4.976 0.051  1.654  H17 O9O 47 
O9O H18 H18 H  0 1 N N N N N N 14.124 6.374  25.785 -3.528 0.665  2.486  H18 O9O 48 
# 
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 
O9O N1  C15 DOUB Y N 1  
O9O N1  C14 SING Y N 2  
O9O C15 C16 SING Y N 3  
O9O C14 C13 DOUB Y N 4  
O9O C16 C17 DOUB Y N 5  
O9O C16 C21 SING Y N 6  
O9O C17 C18 SING Y N 7  
O9O C13 C21 SING Y N 8  
O9O C13 C12 SING N N 9  
O9O C21 C20 DOUB Y N 10 
O9O C12 C11 SING N N 11 
O9O C18 C19 DOUB Y N 12 
O9O O2  C11 DOUB N N 13 
O9O C11 N   SING N N 14 
O9O C20 C19 SING Y N 15 
O9O C3  C4  DOUB Y N 16 
O9O C3  C2  SING Y N 17 
O9O N   C10 SING N N 18 
O9O C4  C5  SING Y N 19 
O9O C2  C1  DOUB Y N 20 
O9O C10 C9  DOUB Y N 21 
O9O C10 C22 SING Y N 22 
O9O C9  C8  SING Y N 23 
O9O C22 C6  DOUB Y N 24 
O9O C8  CL  SING N N 25 
O9O C8  C7  DOUB Y N 26 
O9O C5  O1  SING N N 27 
O9O C5  N2  DOUB Y N 28 
O9O C6  C7  SING Y N 29 
O9O C6  O1  SING N N 30 
O9O C1  N2  SING Y N 31 
O9O C1  O   SING N N 32 
O9O O   C   SING N N 33 
O9O C4  H1  SING N N 34 
O9O C7  H2  SING N N 35 
O9O C15 H3  SING N N 36 
O9O C17 H4  SING N N 37 
O9O C20 H5  SING N N 38 
O9O C22 H6  SING N N 39 
O9O C12 H7  SING N N 40 
O9O C12 H8  SING N N 41 
O9O C19 H9  SING N N 42 
O9O C18 H10 SING N N 43 
O9O C14 H11 SING N N 44 
O9O N   H12 SING N N 45 
O9O C9  H13 SING N N 46 
O9O C3  H14 SING N N 47 
O9O C2  H15 SING N N 48 
O9O C   H16 SING N N 49 
O9O C   H17 SING N N 50 
O9O C   H18 SING N N 51 
# 
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 
O9O SMILES           ACDLabs              12.01 "COc1cccc(Oc2cc(NC(=O)Cc3cncc4ccccc43)cc(Cl)c2)n1"                                                                                                  
O9O InChI            InChI                1.06  "InChI=1S/C23H18ClN3O3/c1-29-22-7-4-8-23(27-22)30-19-11-17(24)10-18(12-19)26-21(28)9-16-14-25-13-15-5-2-3-6-20(15)16/h2-8,10-14H,9H2,1H3,(H,26,28)" 
O9O InChIKey         InChI                1.06  ZJXCDXGMXIYGBJ-UHFFFAOYSA-N                                                                                                                         
O9O SMILES_CANONICAL CACTVS               3.385 "COc1cccc(Oc2cc(Cl)cc(NC(=O)Cc3cncc4ccccc34)c2)n1"                                                                                                  
O9O SMILES           CACTVS               3.385 "COc1cccc(Oc2cc(Cl)cc(NC(=O)Cc3cncc4ccccc34)c2)n1"                                                                                                  
O9O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1cccc(n1)Oc2cc(cc(c2)Cl)NC(=O)Cc3cncc4c3cccc4"                                                                                                  
O9O SMILES           "OpenEye OEToolkits" 2.0.7 "COc1cccc(n1)Oc2cc(cc(c2)Cl)NC(=O)Cc3cncc4c3cccc4"                                                                                                  
# 
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 
O9O "SYSTEMATIC NAME" ACDLabs              12.01 "N-{3-chloro-5-[(6-methoxypyridin-2-yl)oxy]phenyl}-2-(isoquinolin-4-yl)acetamide"      
O9O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[3-chloranyl-5-(6-methoxypyridin-2-yl)oxy-phenyl]-2-isoquinolin-4-yl-ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
O9O "Create component" 2023-08-17 RCSB 
O9O "Initial release"  2023-11-08 RCSB 
# 
