data_6CI
# 
_chem_comp.id                                    6CI 
_chem_comp.name                                  "5-[3-(2-methoxy-5-oxidanyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-pyridine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-06 
_chem_comp.pdbx_modified_date                    2024-10-04 
_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                        388.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6CI 
_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        8I7S 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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 
6CI N1  N1  N 0 1 Y N N N N N -24.446 49.706 -21.576 2.486  -2.690 -0.292 N1  6CI 1  
6CI N3  N2  N 0 1 Y N N N N N -20.854 48.498 -16.874 0.301  2.945  -0.155 N3  6CI 2  
6CI C4  C1  C 0 1 Y N N N N N -22.730 49.456 -19.990 1.912  -0.401 -0.244 C4  6CI 3  
6CI C5  C2  C 0 1 Y N N N N N -21.794 49.203 -21.036 3.262  -0.051 -0.273 C5  6CI 4  
6CI C6  C3  C 0 1 N N N N N N -21.295 48.948 -23.512 5.654  -0.766 -0.342 C6  6CI 5  
6CI C7  C4  C 0 1 N N N N N N -20.978 46.532 -22.858 5.204  1.198  1.028  C7  6CI 6  
6CI C8  C5  C 0 1 N N N N N N -19.784 47.503 -24.811 7.524  0.729  0.114  C8  6CI 7  
6CI C10 C6  C 0 1 Y N N N N N -21.280 48.507 -18.133 1.214  2.000  -0.191 C10 6CI 8  
6CI C13 C7  C 0 1 Y N N N N N -22.767 50.418 -17.614 -0.486 0.298  -0.175 C13 6CI 9  
6CI C15 C8  C 0 1 Y N N N N N -22.552 51.133 -15.054 -2.897 1.365  -0.100 C15 6CI 10 
6CI C17 C9  C 0 1 Y N N N N N -23.029 53.507 -14.301 -4.676 -0.013 -1.169 C17 6CI 11 
6CI C20 C10 C 0 1 Y N N N N N -25.704 53.324 -15.142 -4.677 -1.772 0.983  C20 6CI 12 
6CI C21 C11 C 0 1 Y N N N N N -24.864 52.234 -15.312 -3.824 -0.681 0.988  C21 6CI 13 
6CI C22 C12 C 0 1 N N N N N N -26.809 50.943 -16.047 -3.034 -1.432 3.102  C22 6CI 14 
6CI C1  C13 C 0 1 Y N N N N N -22.282 49.213 -22.349 4.209  -1.079 -0.311 C1  6CI 15 
6CI C2  C14 C 0 1 Y N N N N N -23.607 49.476 -22.583 3.771  -2.404 -0.320 C2  6CI 16 
6CI C3  C15 C 0 1 Y N N N N N -24.022 49.699 -20.298 1.562  -1.751 -0.255 C3  6CI 17 
6CI N2  N3  N 0 1 N N N N N N -20.691 47.674 -23.719 6.114  0.354  0.250  N2  6CI 18 
6CI O1  O1  O 0 1 N N N N N N -21.014 49.884 -24.274 6.427  -1.519 -0.901 O1  6CI 19 
6CI C9  C16 C 0 1 Y N N N N N -22.245 49.449 -18.560 0.863  0.648  -0.203 C9  6CI 20 
6CI C11 C17 C 0 1 Y N N N N N -21.320 49.398 -15.912 -0.996 2.664  -0.127 C11 6CI 21 
6CI C12 C18 C 0 1 Y N N N N N -22.272 50.359 -16.265 -1.427 1.324  -0.136 C12 6CI 22 
6CI N4  N4  N 0 1 Y N N N N N -21.016 49.558 -14.587 -2.122 3.453  -0.088 N4  6CI 23 
6CI C14 C19 C 0 1 Y N N N N N -21.724 50.570 -14.054 -3.246 2.674  -0.072 C14 6CI 24 
6CI C16 C20 C 0 1 Y N N N N N -23.519 52.311 -14.895 -3.816 0.203  -0.095 C16 6CI 25 
6CI C18 C21 C 0 1 Y N N N N N -23.868 54.587 -14.129 -5.533 -1.102 -1.159 C18 6CI 26 
6CI C19 C22 C 0 1 Y N N N N N -25.213 54.514 -14.547 -5.532 -1.978 -0.084 C19 6CI 27 
6CI O2  O2  O 0 1 N N N N N N -23.368 55.785 -13.520 -6.376 -1.311 -2.205 O2  6CI 28 
6CI O3  O3  O 0 1 N N N N N N -25.389 51.013 -15.927 -2.984 -0.479 2.038  O3  6CI 29 
6CI H1  H1  H 0 1 N N N N N N -20.752 49.012 -20.825 3.566  0.985  -0.265 H1  6CI 30 
6CI H2  H2  H 0 1 N N N N N N -21.689 46.833 -22.074 4.753  1.945  0.375  H2  6CI 31 
6CI H3  H3  H 0 1 N N N N N N -21.416 45.721 -23.459 4.421  0.580  1.467  H3  6CI 32 
6CI H4  H4  H 0 1 N N N N N N -20.045 46.181 -22.392 5.760  1.698  1.821  H4  6CI 33 
6CI H5  H5  H 0 1 N N N N N N -19.414 46.467 -24.823 8.040  -0.014 -0.495 H5  6CI 34 
6CI H6  H6  H 0 1 N N N N N N -20.304 47.717 -25.756 7.597  1.705  -0.364 H6  6CI 35 
6CI H7  H7  H 0 1 N N N N N N -18.936 48.193 -24.694 7.985  0.772  1.101  H7  6CI 36 
6CI H8  H8  H 0 1 N N N N N N -20.886 47.789 -18.836 2.259  2.275  -0.213 H8  6CI 37 
6CI H9  H9  H 0 1 N N N N N N -23.499 51.155 -17.911 -0.792 -0.738 -0.183 H9  6CI 38 
6CI H10 H10 H 0 1 N N N N N N -21.998 53.569 -13.984 -4.678 0.669  -2.007 H10 6CI 39 
6CI H11 H11 H 0 1 N N N N N N -26.734 53.267 -15.463 -4.681 -2.457 1.818  H11 6CI 40 
6CI H12 H12 H 0 1 N N N N N N -27.091 49.990 -16.519 -4.037 -1.447 3.529  H12 6CI 41 
6CI H13 H13 H 0 1 N N N N N N -27.265 51.006 -15.048 -2.787 -2.421 2.716  H13 6CI 42 
6CI H14 H14 H 0 1 N N N N N N -27.166 51.779 -16.666 -2.315 -1.153 3.874  H14 6CI 43 
6CI H15 H15 H 0 1 N N N N N N -23.975 49.497 -23.598 4.495  -3.204 -0.350 H15 6CI 44 
6CI H16 H16 H 0 1 N N N N N N -24.729 49.891 -19.504 0.519  -2.030 -0.233 H16 6CI 45 
6CI H17 H17 H 0 1 N N N N N N -20.357 48.999 -14.084 -2.119 4.423  -0.074 H17 6CI 46 
6CI H18 H18 H 0 1 N N N N N N -21.669 50.900 -13.027 -4.259 3.047  -0.042 H18 6CI 47 
6CI H19 H19 H 0 1 N N N N N N -25.868 55.363 -14.414 -6.196 -2.830 -0.084 H19 6CI 48 
6CI H20 H20 H 0 1 N N N N N N -22.451 55.670 -13.299 -6.003 -1.862 -2.907 H20 6CI 49 
# 
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 
6CI C8  N2  SING N N 1  
6CI O1  C6  DOUB N N 2  
6CI N2  C6  SING N N 3  
6CI N2  C7  SING N N 4  
6CI C6  C1  SING N N 5  
6CI C2  C1  DOUB Y N 6  
6CI C2  N1  SING Y N 7  
6CI C1  C5  SING Y N 8  
6CI N1  C3  DOUB Y N 9  
6CI C5  C4  DOUB Y N 10 
6CI C3  C4  SING Y N 11 
6CI C4  C9  SING N N 12 
6CI C9  C10 DOUB Y N 13 
6CI C9  C13 SING Y N 14 
6CI C10 N3  SING Y N 15 
6CI C13 C12 DOUB Y N 16 
6CI N3  C11 DOUB Y N 17 
6CI C12 C11 SING Y N 18 
6CI C12 C15 SING Y N 19 
6CI C22 O3  SING N N 20 
6CI O3  C21 SING N N 21 
6CI C11 N4  SING Y N 22 
6CI C21 C20 DOUB Y N 23 
6CI C21 C16 SING Y N 24 
6CI C20 C19 SING Y N 25 
6CI C15 C16 SING N N 26 
6CI C15 C14 DOUB Y N 27 
6CI C16 C17 DOUB Y N 28 
6CI N4  C14 SING Y N 29 
6CI C19 C18 DOUB Y N 30 
6CI C17 C18 SING Y N 31 
6CI C18 O2  SING N N 32 
6CI C5  H1  SING N N 33 
6CI C7  H2  SING N N 34 
6CI C7  H3  SING N N 35 
6CI C7  H4  SING N N 36 
6CI C8  H5  SING N N 37 
6CI C8  H6  SING N N 38 
6CI C8  H7  SING N N 39 
6CI C10 H8  SING N N 40 
6CI C13 H9  SING N N 41 
6CI C17 H10 SING N N 42 
6CI C20 H11 SING N N 43 
6CI C22 H12 SING N N 44 
6CI C22 H13 SING N N 45 
6CI C22 H14 SING N N 46 
6CI C2  H15 SING N N 47 
6CI C3  H16 SING N N 48 
6CI N4  H17 SING N N 49 
6CI C14 H18 SING N N 50 
6CI C19 H19 SING N N 51 
6CI O2  H20 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 
6CI InChI            InChI                1.06  "InChI=1S/C22H20N4O3/c1-26(2)22(28)15-6-13(9-23-10-15)14-7-18-19(12-25-21(18)24-11-14)17-8-16(27)4-5-20(17)29-3/h4-12,27H,1-3H3,(H,24,25)" 
6CI InChIKey         InChI                1.06  LEFHTGQOJNMOKU-UHFFFAOYSA-N                                                                                                                
6CI SMILES_CANONICAL CACTVS               3.385 "COc1ccc(O)cc1c2c[nH]c3ncc(cc23)c4cncc(c4)C(=O)N(C)C"                                                                                      
6CI SMILES           CACTVS               3.385 "COc1ccc(O)cc1c2c[nH]c3ncc(cc23)c4cncc(c4)C(=O)N(C)C"                                                                                      
6CI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)c1cc(cnc1)c2cc3c(c[nH]c3nc2)c4cc(ccc4OC)O"                                                                                      
6CI SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)c1cc(cnc1)c2cc3c(c[nH]c3nc2)c4cc(ccc4OC)O"                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           6CI 
_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        "5-[3-(2-methoxy-5-oxidanyl-phenyl)-1~{H}-pyrrolo[2,3-b]pyridin-5-yl]-~{N},~{N}-dimethyl-pyridine-3-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 
6CI "Create component" 2023-02-06 PDBC 
6CI "Initial release"  2024-10-09 RCSB 
# 
