data_A1H4T
# 
_chem_comp.id                                    A1H4T 
_chem_comp.name                                  "(1S,5R)-8-[3-[2,3-bis(chloranyl)phenyl]-1H-pyrrolo[3,2-b]pyridin-6-yl]-8-azabicyclo[3.2.1]octan-3-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 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                        387.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H4T 
_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        8S0Q 
_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 
A1H4T C2   C1  C  0 1 N N S N N N -7.560 10.776 24.609 3.899  -1.546 0.859  C2   A1H4T 1  
A1H4T C3   C2  C  0 1 N N N N N N -7.449 9.246  24.593 3.228  -1.697 -0.509 C3   A1H4T 2  
A1H4T C5   C3  C  0 1 N N N N N N -7.470 9.346  27.136 5.458  -0.981 -1.359 C5   A1H4T 3  
A1H4T C6   C4  C  0 1 N N N N N N -6.732 10.647 27.410 5.885  0.022  -0.266 C6   A1H4T 4  
A1H4T C7   C5  C  0 1 N N R N N N -5.694 10.743 26.276 4.580  0.745  0.139  C7   A1H4T 5  
A1H4T C8   C6  C  0 1 N N N N N N -6.246 11.421 25.023 3.921  -0.069 1.264  C8   A1H4T 6  
A1H4T C10  C7  C  0 1 Y N N N N N -4.347 8.948  25.089 2.366  0.834  -0.726 C10  A1H4T 7  
A1H4T C11  C8  C  0 1 Y N N N N N -3.110 9.580  25.204 1.359  0.160  -1.413 C11  A1H4T 8  
A1H4T C13  C9  C  0 1 Y N N N N N -2.207 8.325  23.500 -0.281 1.175  -0.148 C13  A1H4T 9  
A1H4T C14  C10 C  0 1 Y N N N N N -1.292 7.796  22.551 -1.588 1.575  0.399  C14  A1H4T 10 
A1H4T C15  C11 C  0 1 Y N N N N N -1.971 6.837  21.837 -1.342 2.469  1.388  C15  A1H4T 11 
A1H4T C19  C12 C  0 1 Y N N N N N 0.133  8.124  22.300 -2.917 1.094  -0.047 C19  A1H4T 12 
A1H4T C21  C13 C  0 1 Y N N N N N 2.407  8.175  23.124 -5.058 1.525  -1.045 C21  A1H4T 13 
A1H4T C22  C14 C  0 1 Y N N N N N 2.841  8.661  21.911 -5.402 0.196  -0.879 C22  A1H4T 14 
A1H4T C23  C15 C  0 1 Y N N N N N 1.940  8.849  20.883 -4.511 -0.687 -0.294 C23  A1H4T 15 
A1H4T C25  C16 C  0 1 Y N N N N N 0.592  8.592  21.073 -3.270 -0.245 0.123  C25  A1H4T 16 
A1H4T N1   N1  N  0 1 N N N N N N -7.978 11.282 23.265 3.146  -2.315 1.859  N1   A1H4T 17 
A1H4T C4   C17 C  0 1 N N S N N N -6.780 8.766  25.877 3.934  -0.772 -1.514 C4   A1H4T 18 
A1H4T N9   N2  N  0 1 N N N N N N -5.417 9.325  25.966 3.708  0.626  -1.060 N9   A1H4T 19 
A1H4T N12  N3  N  0 1 Y N N N N N -2.035 9.309  24.433 0.092  0.342  -1.114 N12  A1H4T 20 
A1H4T N16  N4  N  0 1 Y N N N N N -3.236 6.740  22.327 0.004  2.664  1.509  N16  A1H4T 21 
A1H4T C17  C18 C  0 1 Y N N N N N -3.397 7.648  23.344 0.678  1.900  0.582  C17  A1H4T 22 
A1H4T C18  C19 C  0 1 Y N N N N N -4.488 7.944  24.138 2.027  1.720  0.288  C18  A1H4T 23 
A1H4T C20  C20 C  0 1 Y N N N N N 1.065  7.909  23.320 -3.822 1.978  -0.632 C20  A1H4T 24 
A1H4T CL24 CL1 CL 0 0 N N N N N N 2.495  9.483  19.370 -4.954 -2.353 -0.083 CL24 A1H4T 25 
A1H4T CL26 CL2 CL 0 0 N N N N N N -0.507 8.864  19.784 -2.153 -1.353 0.857  CL26 A1H4T 26 
A1H4T H30  H1  H  0 1 N N N N N N -8.329 11.056 25.344 4.920  -1.923 0.806  H30  A1H4T 27 
A1H4T H35  H2  H  0 1 N N N N N N -8.455 8.807  24.519 3.310  -2.731 -0.844 H35  A1H4T 28 
A1H4T H34  H3  H  0 1 N N N N N N -6.847 8.932  23.728 2.177  -1.419 -0.433 H34  A1H4T 29 
A1H4T H37  H4  H  0 1 N N N N N N -8.536 9.537  26.942 5.968  -0.761 -2.296 H37  A1H4T 30 
A1H4T H36  H5  H  0 1 N N N N N N -7.370 8.656  27.987 5.672  -2.002 -1.041 H36  A1H4T 31 
A1H4T H38  H6  H  0 1 N N N N N N -6.235 10.614 28.391 6.308  -0.506 0.589  H38  A1H4T 32 
A1H4T H39  H7  H  0 1 N N N N N N -7.424 11.502 27.378 6.607  0.734  -0.666 H39  A1H4T 33 
A1H4T H32  H8  H  0 1 N N N N N N -4.789 11.259 26.628 4.755  1.783  0.421  H32  A1H4T 34 
A1H4T H41  H9  H  0 1 N N N N N N -5.518 11.319 24.205 2.901  0.282  1.420  H41  A1H4T 35 
A1H4T H40  H10 H  0 1 N N N N N N -6.415 12.488 25.232 4.494  0.048  2.184  H40  A1H4T 36 
A1H4T H42  H11 H  0 1 N N N N N N -3.004 10.340 25.964 1.624  -0.525 -2.205 H42  A1H4T 37 
A1H4T H43  H12 H  0 1 N N N N N N -1.566 6.256  21.021 -2.096 2.948  1.994  H43  A1H4T 38 
A1H4T H46  H13 H  0 1 N N N N N N 3.115  8.002  23.921 -5.759 2.210  -1.498 H46  A1H4T 39 
A1H4T H47  H14 H  0 1 N N N N N N 3.885  8.895  21.764 -6.371 -0.154 -1.204 H47  A1H4T 40 
A1H4T H29  H15 H  0 1 N N N N N N -8.046 12.279 23.290 3.116  -3.294 1.615  H29  A1H4T 41 
A1H4T H27  H16 H  0 1 N N N N N N -7.300 11.012 22.581 3.532  -2.184 2.782  H27  A1H4T 42 
A1H4T H31  H18 H  0 1 N N N N N N -6.767 7.667  25.920 3.588  -0.935 -2.534 H31  A1H4T 43 
A1H4T H33  H19 H  0 1 N N N N N N -3.938 6.108  21.999 0.424  3.260  2.149  H33  A1H4T 44 
A1H4T H44  H20 H  0 1 N N N N N N -5.421 7.412  24.024 2.789  2.261  0.830  H44  A1H4T 45 
A1H4T H45  H21 H  0 1 N N N N N N 0.731  7.530  24.275 -3.555 3.017  -0.762 H45  A1H4T 46 
# 
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 
A1H4T CL24 C23 SING N N 1  
A1H4T CL26 C25 SING N N 2  
A1H4T C23  C25 DOUB Y N 3  
A1H4T C23  C22 SING Y N 4  
A1H4T C25  C19 SING Y N 5  
A1H4T C15  N16 SING Y N 6  
A1H4T C15  C14 DOUB Y N 7  
A1H4T C22  C21 DOUB Y N 8  
A1H4T C19  C14 SING N N 9  
A1H4T C19  C20 DOUB Y N 10 
A1H4T N16  C17 SING Y N 11 
A1H4T C14  C13 SING Y N 12 
A1H4T C21  C20 SING Y N 13 
A1H4T N1   C2  SING N N 14 
A1H4T C17  C13 DOUB Y N 15 
A1H4T C17  C18 SING Y N 16 
A1H4T C13  N12 SING Y N 17 
A1H4T C18  C10 DOUB Y N 18 
A1H4T N12  C11 DOUB Y N 19 
A1H4T C3   C2  SING N N 20 
A1H4T C3   C4  SING N N 21 
A1H4T C2   C8  SING N N 22 
A1H4T C8   C7  SING N N 23 
A1H4T C10  C11 SING Y N 24 
A1H4T C10  N9  SING N N 25 
A1H4T C4   N9  SING N N 26 
A1H4T C4   C5  SING N N 27 
A1H4T N9   C7  SING N N 28 
A1H4T C7   C6  SING N N 29 
A1H4T C5   C6  SING N N 30 
A1H4T C2   H30 SING N N 31 
A1H4T C3   H35 SING N N 32 
A1H4T C3   H34 SING N N 33 
A1H4T C5   H37 SING N N 34 
A1H4T C5   H36 SING N N 35 
A1H4T C6   H38 SING N N 36 
A1H4T C6   H39 SING N N 37 
A1H4T C7   H32 SING N N 38 
A1H4T C8   H41 SING N N 39 
A1H4T C8   H40 SING N N 40 
A1H4T C11  H42 SING N N 41 
A1H4T C15  H43 SING N N 42 
A1H4T C21  H46 SING N N 43 
A1H4T C22  H47 SING N N 44 
A1H4T N1   H29 SING N N 45 
A1H4T N1   H27 SING N N 46 
A1H4T C4   H31 SING N N 47 
A1H4T N16  H33 SING N N 48 
A1H4T C18  H44 SING N N 49 
A1H4T C20  H45 SING N N 50 
# 
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 
A1H4T InChI            InChI                1.06  "InChI=1S/C20H20Cl2N4/c21-17-3-1-2-15(19(17)22)16-10-24-18-8-14(9-25-20(16)18)26-12-4-5-13(26)7-11(23)6-12/h1-3,8-13,24H,4-7,23H2/t11-,12-,13+" 
A1H4T InChIKey         InChI                1.06  MILWHDOMDJSFNB-XYYAHUGASA-N                                                                                                                     
A1H4T SMILES_CANONICAL CACTVS               3.385 "N[C@H]1C[C@@H]2CC[C@H](C1)N2c3cnc4c([nH]cc4c5cccc(Cl)c5Cl)c3"                                                                                  
A1H4T SMILES           CACTVS               3.385 "N[CH]1C[CH]2CC[CH](C1)N2c3cnc4c([nH]cc4c5cccc(Cl)c5Cl)c3"                                                                                      
A1H4T SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(c(c1)Cl)Cl)c2c[nH]c3c2ncc(c3)N4[C@@H]5CC[C@H]4CC(C5)N"                                                                                  
A1H4T SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(c(c1)Cl)Cl)c2c[nH]c3c2ncc(c3)N4C5CCC4CC(C5)N"                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           A1H4T 
_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~{S},5~{R})-8-[3-[2,3-bis(chloranyl)phenyl]-1~{H}-pyrrolo[3,2-b]pyridin-6-yl]-8-azabicyclo[3.2.1]octan-3-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 
A1H4T "Create component" 2024-02-15 PDBE 
A1H4T "Initial release"  2024-03-20 RCSB 
# 
