data_A1H4S
# 
_chem_comp.id                                    A1H4S 
_chem_comp.name                                  "3-[2,3-bis(chloranyl)phenyl]-5-methyl-6-(piperazin-1-ylmethyl)-1H-pyrrolo[3,2-b]pyridine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 Cl2 N4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-02-15 
_chem_comp.pdbx_modified_date                    2024-03-15 
_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                        375.295 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4S 
_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        8S0K 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1H4S C1   C1  C  0 1 N N N N N N -2.604 10.744 26.278 -1.833 -0.643 2.344  C1   A1H4S 1  
A1H4S C2   C2  C  0 1 Y N N N N N -2.928 9.704  25.245 -1.360 0.342  1.306  C2   A1H4S 2  
A1H4S C5   C3  C  0 1 Y N N N N N -1.300 7.807  22.539 1.728  1.582  -0.395 C5   A1H4S 3  
A1H4S C6   C4  C  0 1 Y N N N N N -2.030 6.903  21.807 1.576  2.558  -1.325 C6   A1H4S 4  
A1H4S C8   C5  C  0 1 Y N N N N N -3.393 7.808  23.316 -0.496 2.124  -0.572 C8   A1H4S 5  
A1H4S C10  C6  C  0 1 Y N N N N N -4.248 9.143  25.113 -2.285 1.154  0.667  C10  A1H4S 6  
A1H4S C11  C7  C  0 1 N N N N N N -5.386 9.578  26.018 -3.749 1.050  1.010  C11  A1H4S 7  
A1H4S C13  C8  C  0 1 N N N N N N -7.724 10.041 26.338 -5.600 -0.512 1.030  C13  A1H4S 8  
A1H4S C14  C9  C  0 1 N N N N N N -9.108 10.088 25.701 -6.105 -1.836 0.451  C14  A1H4S 9  
A1H4S C16  C10 C  0 1 N N N N N N -8.039 10.718 23.576 -4.927 -1.383 -1.614 C16  A1H4S 10 
A1H4S C19  C11 C  0 1 Y N N N N N 1.068  7.814  23.319 3.980  1.703  0.667  C19  A1H4S 11 
A1H4S C21  C12 C  0 1 Y N N N N N 2.845  8.598  21.933 5.385  -0.232 0.797  C21  A1H4S 12 
A1H4S C22  C13 C  0 1 Y N N N N N 1.936  8.873  20.930 4.416  -0.989 0.161  C22  A1H4S 13 
A1H4S C24  C14 C  0 1 Y N N N N N 0.584  8.619  21.116 3.226  -0.405 -0.230 C24  A1H4S 14 
A1H4S N3   N1  N  0 1 Y N N N N N -1.903 9.328  24.448 -0.077 0.419  1.027  N3   A1H4S 15 
A1H4S C4   C15 C  0 1 Y N N N N N -2.158 8.377  23.488 0.385  1.273  0.119  C4   A1H4S 16 
A1H4S N7   N2  N  0 1 Y N N N N N -3.304 6.907  22.284 0.257  2.887  -1.437 N7   A1H4S 17 
A1H4S C9   C16 C  0 1 Y N N N N N -4.459 8.177  24.121 -1.857 2.060  -0.286 C9   A1H4S 18 
A1H4S N12  N3  N  0 1 N N N N N N -6.692 9.687  25.351 -4.303 -0.178 0.424  N12  A1H4S 19 
A1H4S N15  N4  N  0 1 N N N N N N -9.118 11.032 24.552 -6.224 -1.716 -1.009 N15  A1H4S 20 
A1H4S C17  C17 C  0 1 N N N N N N -6.690 10.684 24.277 -4.422 -0.058 -1.036 C17  A1H4S 21 
A1H4S C18  C18 C  0 1 Y N N N N N 0.137  8.087  22.314 3.002  0.949  0.022  C18  A1H4S 22 
A1H4S C20  C19 C  0 1 Y N N N N N 2.412  8.069  23.128 5.166  1.110  1.049  C20  A1H4S 23 
A1H4S CL23 CL1 CL 0 0 N N N N N N 2.509  9.539  19.435 4.698  -2.674 -0.151 CL23 A1H4S 24 
A1H4S CL25 CL2 CL 0 0 N N N N N N -0.544 8.962  19.866 2.011  -1.354 -1.028 CL25 A1H4S 25 
A1H4S H28  H1  H  0 1 N N N N N N -1.544 11.025 26.196 -2.160 -1.559 1.852  H28  A1H4S 26 
A1H4S H26  H2  H  0 1 N N N N N N -3.232 11.632 26.114 -1.016 -0.870 3.028  H26  A1H4S 27 
A1H4S H27  H3  H  0 1 N N N N N N -2.799 10.337 27.281 -2.665 -0.212 2.901  H27  A1H4S 28 
A1H4S H29  H4  H  0 1 N N N N N N -1.658 6.296  20.995 2.378  3.008  -1.890 H29  A1H4S 29 
A1H4S H32  H5  H  0 1 N N N N N N -5.477 8.844  26.832 -3.867 1.021  2.093  H32  A1H4S 30 
A1H4S H33  H6  H  0 1 N N N N N N -5.133 10.562 26.439 -4.278 1.914  0.610  H33  A1H4S 31 
A1H4S H35  H7  H  0 1 N N N N N N -7.725 9.289  27.141 -6.318 0.278  0.809  H35  A1H4S 32 
A1H4S H34  H8  H  0 1 N N N N N N -7.491 11.029 26.761 -5.483 -0.607 2.109  H34  A1H4S 33 
A1H4S H37  H9  H  0 1 N N N N N N -9.841 10.422 26.450 -5.400 -2.631 0.695  H37  A1H4S 34 
A1H4S H36  H10 H  0 1 N N N N N N -9.378 9.082  25.346 -7.080 -2.071 0.878  H36  A1H4S 35 
A1H4S H41  H11 H  0 1 N N N N N N -8.022 11.490 22.793 -4.209 -2.173 -1.394 H41  A1H4S 36 
A1H4S H40  H12 H  0 1 N N N N N N -8.236 9.737  23.120 -5.043 -1.287 -2.694 H40  A1H4S 37 
A1H4S H44  H13 H  0 1 N N N N N N 0.733  7.398  24.258 3.812  2.752  0.864  H44  A1H4S 38 
A1H4S H46  H14 H  0 1 N N N N N N 3.895  8.798  21.780 6.315  -0.691 1.098  H46  A1H4S 39 
A1H4S H30  H15 H  0 1 N N N N N N -4.055 6.344  21.938 -0.099 3.560  -2.038 H30  A1H4S 40 
A1H4S H31  H16 H  0 1 N N N N N N -5.432 7.729  23.986 -2.561 2.698  -0.799 H31  A1H4S 41 
A1H4S H39  H18 H  0 1 N N N N N N -8.985 11.962 24.895 -6.925 -1.036 -1.259 H39  A1H4S 42 
A1H4S H43  H20 H  0 1 N N N N N N -5.909 10.427 23.546 -3.446 0.176  -1.462 H43  A1H4S 43 
A1H4S H42  H21 H  0 1 N N N N N N -6.480 11.675 24.704 -5.126 0.737  -1.279 H42  A1H4S 44 
A1H4S H45  H22 H  0 1 N N N N N N 3.121  7.854  23.914 5.926  1.696  1.545  H45  A1H4S 45 
# 
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 
A1H4S CL23 C22 SING N N 1  
A1H4S CL25 C24 SING N N 2  
A1H4S C22  C24 DOUB Y N 3  
A1H4S C22  C21 SING Y N 4  
A1H4S C24  C18 SING Y N 5  
A1H4S C6   N7  SING Y N 6  
A1H4S C6   C5  DOUB Y N 7  
A1H4S C21  C20 DOUB Y N 8  
A1H4S N7   C8  SING Y N 9  
A1H4S C18  C5  SING N N 10 
A1H4S C18  C19 DOUB Y N 11 
A1H4S C5   C4  SING Y N 12 
A1H4S C20  C19 SING Y N 13 
A1H4S C8   C4  DOUB Y N 14 
A1H4S C8   C9  SING Y N 15 
A1H4S C4   N3  SING Y N 16 
A1H4S C16  C17 SING N N 17 
A1H4S C16  N15 SING N N 18 
A1H4S C9   C10 DOUB Y N 19 
A1H4S C17  N12 SING N N 20 
A1H4S N3   C2  DOUB Y N 21 
A1H4S N15  C14 SING N N 22 
A1H4S C10  C2  SING Y N 23 
A1H4S C10  C11 SING N N 24 
A1H4S C2   C1  SING N N 25 
A1H4S N12  C11 SING N N 26 
A1H4S N12  C13 SING N N 27 
A1H4S C14  C13 SING N N 28 
A1H4S C1   H28 SING N N 29 
A1H4S C1   H26 SING N N 30 
A1H4S C1   H27 SING N N 31 
A1H4S C6   H29 SING N N 32 
A1H4S C11  H32 SING N N 33 
A1H4S C11  H33 SING N N 34 
A1H4S C13  H35 SING N N 35 
A1H4S C13  H34 SING N N 36 
A1H4S C14  H37 SING N N 37 
A1H4S C14  H36 SING N N 38 
A1H4S C16  H41 SING N N 39 
A1H4S C16  H40 SING N N 40 
A1H4S C19  H44 SING N N 41 
A1H4S C21  H46 SING N N 42 
A1H4S N7   H30 SING N N 43 
A1H4S C9   H31 SING N N 44 
A1H4S N15  H39 SING N N 45 
A1H4S C17  H43 SING N N 46 
A1H4S C17  H42 SING N N 47 
A1H4S C20  H45 SING N N 48 
# 
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 
A1H4S InChI            InChI                1.06  "InChI=1S/C19H20Cl2N4/c1-12-13(11-25-7-5-22-6-8-25)9-17-19(24-12)15(10-23-17)14-3-2-4-16(20)18(14)21/h2-4,9-10,22-23H,5-8,11H2,1H3" 
A1H4S InChIKey         InChI                1.06  SSRQTWWMQTYMFK-UHFFFAOYSA-N                                                                                                         
A1H4S SMILES_CANONICAL CACTVS               3.385 "Cc1nc2c([nH]cc2c3cccc(Cl)c3Cl)cc1CN4CCNCC4"                                                                                        
A1H4S SMILES           CACTVS               3.385 "Cc1nc2c([nH]cc2c3cccc(Cl)c3Cl)cc1CN4CCNCC4"                                                                                        
A1H4S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(cc2c(n1)c(c[nH]2)c3cccc(c3Cl)Cl)CN4CCNCC4"                                                                                    
A1H4S SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(cc2c(n1)c(c[nH]2)c3cccc(c3Cl)Cl)CN4CCNCC4"                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1H4S 
_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        "3-[2,3-bis(chloranyl)phenyl]-5-methyl-6-(piperazin-1-ylmethyl)-1~{H}-pyrrolo[3,2-b]pyridine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H4S "Create component" 2024-02-15 PDBE 
A1H4S "Initial release"  2024-03-20 RCSB 
# 
