data_A1H4O
# 
_chem_comp.id                                    A1H4O 
_chem_comp.name                                  "1-[3-[2,3-bis(chloranyl)phenyl]-1H-pyrrolo[3,2-b]pyridin-6-yl]-4-methyl-piperidin-4-amine" 
_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                     A1H4O 
_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        8S0P 
_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 
A1H4O C1   C1  C  0 1 N N N N N N -9.068  10.399 29.109 7.598  1.113  0.047  C1   A1H4O 1  
A1H4O C2   C2  C  0 1 N N N N N N -8.432  10.072 27.754 6.151  0.749  0.386  C2   A1H4O 2  
A1H4O C5   C3  C  0 1 N N N N N N -6.388  10.478 26.318 3.757  1.368  0.041  C5   A1H4O 3  
A1H4O C7   C4  C  0 1 N N N N N N -7.312  8.271  26.363 4.366  -0.976 0.125  C7   A1H4O 4  
A1H4O C8   C5  C  0 1 N N N N N N -8.091  8.574  27.632 5.831  -0.643 -0.164 C8   A1H4O 5  
A1H4O C10  C6  C  0 1 Y N N N N N -3.758  9.149  25.594 1.254  0.571  0.216  C10  A1H4O 6  
A1H4O C12  C7  C  0 1 Y N N N N N -2.982  7.907  23.829 -0.497 -0.903 -0.066 C12  A1H4O 7  
A1H4O C13  C8  C  0 1 Y N N N N N -2.121  7.370  22.883 -1.837 -1.513 -0.049 C13  A1H4O 8  
A1H4O C14  C9  C  0 1 Y N N N N N -2.836  6.482  22.124 -1.718 -2.735 -0.626 C14  A1H4O 9  
A1H4O C16  C10 C  0 1 Y N N N N N -4.199  7.334  23.650 0.347  -1.848 -0.676 C16  A1H4O 10 
A1H4O C19  C11 C  0 1 Y N N N N N 0.224   7.439  23.711 -3.710 -1.482 1.596  C19  A1H4O 11 
A1H4O C21  C12 C  0 1 Y N N N N N 2.003   8.301  22.378 -5.397 0.216  1.508  C21  A1H4O 12 
A1H4O C22  C13 C  0 1 Y N N N N N 1.104   8.569  21.368 -4.771 0.794  0.417  C22  A1H4O 13 
A1H4O C24  C14 C  0 1 Y N N N N N -0.236  8.274  21.520 -3.615 0.235  -0.095 C24  A1H4O 14 
A1H4O N3   N1  N  0 1 N N N N N N -9.443  10.457 26.709 5.972  0.754  1.844  N3   A1H4O 15 
A1H4O C4   C15 C  0 1 N N N N N N -7.140  10.876 27.573 5.204  1.771  -0.251 C4   A1H4O 16 
A1H4O N6   N2  N  0 1 N N N N N N -6.073  9.044  26.333 3.501  0.029  -0.506 N6   A1H4O 17 
A1H4O C9   C16 C  0 1 Y N N N N N -5.029  8.622  25.462 2.152  -0.317 -0.374 C9   A1H4O 18 
A1H4O N11  N3  N  0 1 Y N N N N N -2.724  8.817  24.817 -0.016 0.262  0.354  N11  A1H4O 19 
A1H4O N15  N4  N  0 1 Y N N N N N -4.108  6.466  22.607 -0.422 -2.943 -1.002 N15  A1H4O 20 
A1H4O C17  C17 C  0 1 Y N N N N N -5.252  7.666  24.467 1.697  -1.547 -0.829 C17  A1H4O 21 
A1H4O C18  C18 C  0 1 Y N N N N N -0.692  7.696  22.687 -3.077 -0.909 0.494  C18  A1H4O 22 
A1H4O C20  C19 C  0 1 Y N N N N N 1.560   7.736  23.554 -4.867 -0.919 2.095  C20  A1H4O 23 
A1H4O CL23 CL1 CL 0 0 N N N N N N 1.646   9.302  19.896 -5.443 2.218  -0.315 CL23 A1H4O 24 
A1H4O CL25 CL2 CL 0 0 N N N N N N -1.311  8.637  20.235 -2.830 0.960  -1.464 CL25 A1H4O 25 
A1H4O H31  H1  H  0 1 N N N N N N -8.368  10.136 29.916 7.729  1.111  -1.035 H31  A1H4O 26 
A1H4O H30  H2  H  0 1 N N N N N N -9.296  11.474 29.157 7.825  2.104  0.438  H30  A1H4O 27 
A1H4O H32  H3  H  0 1 N N N N N N -9.997  9.822  29.227 8.271  0.382  0.495  H32  A1H4O 28 
A1H4O H35  H4  H  0 1 N N N N N N -5.452  11.053 26.261 3.592  1.358  1.118  H35  A1H4O 29 
A1H4O H36  H5  H  0 1 N N N N N N -7.010  10.702 25.439 3.080  2.085  -0.423 H36  A1H4O 30 
A1H4O H38  H6  H  0 1 N N N N N N -7.925  8.534  25.489 4.131  -1.962 -0.278 H38  A1H4O 31 
A1H4O H37  H7  H  0 1 N N N N N N -7.071  7.198  26.332 4.198  -0.975 1.202  H37  A1H4O 32 
A1H4O H39  H8  H  0 1 N N N N N N -9.027  7.996  27.621 6.002  -0.658 -1.241 H39  A1H4O 33 
A1H4O H40  H9  H  0 1 N N N N N N -7.486  8.275  28.501 6.473  -1.381 0.317  H40  A1H4O 34 
A1H4O H41  H10 H  0 1 N N N N N N -3.591  9.876  26.375 1.609  1.528  0.570  H41  A1H4O 35 
A1H4O H42  H11 H  0 1 N N N N N N -2.460  5.901  21.295 -2.527 -3.437 -0.766 H42  A1H4O 36 
A1H4O H44  H12 H  0 1 N N N N N N -0.120  7.002  24.637 -3.297 -2.368 2.056  H44  A1H4O 37 
A1H4O H46  H13 H  0 1 N N N N N N 3.050   8.533  22.248 -6.302 0.653  1.902  H46  A1H4O 38 
A1H4O H28  H14 H  0 1 N N N N N N -10.279 9.924  26.841 6.176  1.664  2.230  H28  A1H4O 39 
A1H4O H27  H15 H  0 1 N N N N N N -9.653  11.431 26.791 5.042  0.455  2.095  H27  A1H4O 40 
A1H4O H33  H17 H  0 1 N N N N N N -6.491  10.704 28.444 5.399  2.758  0.169  H33  A1H4O 41 
A1H4O H34  H18 H  0 1 N N N N N N -7.394  11.944 27.510 5.366  1.794  -1.328 H34  A1H4O 42 
A1H4O H29  H19 H  0 1 N N N N N N -4.856  5.906  22.252 -0.092 -3.746 -1.435 H29  A1H4O 43 
A1H4O H43  H20 H  0 1 N N N N N N -6.220  7.204  24.345 2.372  -2.251 -1.293 H43  A1H4O 44 
A1H4O H45  H21 H  0 1 N N N N N N 2.258   7.527  24.351 -5.360 -1.365 2.946  H45  A1H4O 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 
A1H4O CL23 C22 SING N N 1  
A1H4O CL25 C24 SING N N 2  
A1H4O C22  C24 DOUB Y N 3  
A1H4O C22  C21 SING Y N 4  
A1H4O C24  C18 SING Y N 5  
A1H4O C14  N15 SING Y N 6  
A1H4O C14  C13 DOUB Y N 7  
A1H4O C21  C20 DOUB Y N 8  
A1H4O N15  C16 SING Y N 9  
A1H4O C18  C13 SING N N 10 
A1H4O C18  C19 DOUB Y N 11 
A1H4O C13  C12 SING Y N 12 
A1H4O C20  C19 SING Y N 13 
A1H4O C16  C12 DOUB Y N 14 
A1H4O C16  C17 SING Y N 15 
A1H4O C12  N11 SING Y N 16 
A1H4O C17  C9  DOUB Y N 17 
A1H4O N11  C10 DOUB Y N 18 
A1H4O C9   C10 SING Y N 19 
A1H4O C9   N6  SING N N 20 
A1H4O C5   N6  SING N N 21 
A1H4O C5   C4  SING N N 22 
A1H4O N6   C7  SING N N 23 
A1H4O C7   C8  SING N N 24 
A1H4O N3   C2  SING N N 25 
A1H4O C4   C2  SING N N 26 
A1H4O C8   C2  SING N N 27 
A1H4O C2   C1  SING N N 28 
A1H4O C1   H31 SING N N 29 
A1H4O C1   H30 SING N N 30 
A1H4O C1   H32 SING N N 31 
A1H4O C5   H35 SING N N 32 
A1H4O C5   H36 SING N N 33 
A1H4O C7   H38 SING N N 34 
A1H4O C7   H37 SING N N 35 
A1H4O C8   H39 SING N N 36 
A1H4O C8   H40 SING N N 37 
A1H4O C10  H41 SING N N 38 
A1H4O C14  H42 SING N N 39 
A1H4O C19  H44 SING N N 40 
A1H4O C21  H46 SING N N 41 
A1H4O N3   H28 SING N N 42 
A1H4O N3   H27 SING N N 43 
A1H4O C4   H33 SING N N 44 
A1H4O C4   H34 SING N N 45 
A1H4O N15  H29 SING N N 46 
A1H4O C17  H43 SING N N 47 
A1H4O 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 
A1H4O InChI            InChI                1.06  "InChI=1S/C19H20Cl2N4/c1-19(22)5-7-25(8-6-19)12-9-16-18(24-10-12)14(11-23-16)13-3-2-4-15(20)17(13)21/h2-4,9-11,23H,5-8,22H2,1H3" 
A1H4O InChIKey         InChI                1.06  SNJYYFZIOCXQLC-UHFFFAOYSA-N                                                                                                      
A1H4O SMILES_CANONICAL CACTVS               3.385 "CC1(N)CCN(CC1)c2cnc3c([nH]cc3c4cccc(Cl)c4Cl)c2"                                                                                 
A1H4O SMILES           CACTVS               3.385 "CC1(N)CCN(CC1)c2cnc3c([nH]cc3c4cccc(Cl)c4Cl)c2"                                                                                 
A1H4O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1(CCN(CC1)c2cc3c(c(c[nH]3)c4cccc(c4Cl)Cl)nc2)N"                                                                               
A1H4O SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCN(CC1)c2cc3c(c(c[nH]3)c4cccc(c4Cl)Cl)nc2)N"                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           A1H4O 
_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        "1-[3-[2,3-bis(chloranyl)phenyl]-1~{H}-pyrrolo[3,2-b]pyridin-6-yl]-4-methyl-piperidin-4-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H4O "Create component" 2024-02-15 PDBE 
A1H4O "Initial release"  2024-03-20 RCSB 
# 
