data_A1AU3
# 
_chem_comp.id                                    A1AU3 
_chem_comp.name                                  "1-[(1S)-6,7-dichloro-1-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-methoxyethan-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H16 Cl2 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-13 
_chem_comp.pdbx_modified_date                    2025-03-28 
_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                        327.206 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AU3 
_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        9C8N 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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_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 
A1AU3 C13  C1  C  0 1 Y N N N N N 10.343 10.110 20.700 -3.745 0.778  0.266  C13  A1AU3 1  
A1AU3 C15  C2  C  0 1 Y N N N N N 12.394 9.922  19.429 -1.632 1.903  -0.046 C15  A1AU3 2  
A1AU3 C17  C3  C  0 1 Y N N N N N 14.509 10.514 20.824 0.324  0.215  -0.397 C17  A1AU3 3  
A1AU3 C01  C4  C  0 1 N N N N N N 21.005 13.371 19.899 7.203  -0.653 1.170  C01  A1AU3 4  
A1AU3 C03  C5  C  0 1 N N N N N N 19.090 12.136 20.460 5.003  -0.424 0.247  C03  A1AU3 5  
A1AU3 C04  C6  C  0 1 N N N N N N 17.808 11.595 19.793 3.821  0.509  0.193  C04  A1AU3 6  
A1AU3 C07  C7  C  0 1 N N N N N N 17.056 10.826 22.003 2.662  -1.108 -1.242 C07  A1AU3 7  
A1AU3 C08  C8  C  0 1 N N N N N N 15.870 11.323 22.818 1.558  -1.979 -0.631 C08  A1AU3 8  
A1AU3 C09  C9  C  0 1 Y N N N N N 14.598 10.959 22.119 0.323  -1.135 -0.426 C09  A1AU3 9  
A1AU3 C11  C10 C  0 1 Y N N N N N 12.405 10.572 21.756 -1.809 -0.546 -0.074 C11  A1AU3 10 
A1AU3 C12  C11 C  0 1 Y N N N N N 11.052 10.472 21.794 -3.184 -0.484 0.147  C12  A1AU3 11 
A1AU3 C14  C12 C  0 1 Y N N N N N 11.018 9.826  19.442 -2.987 1.935  0.172  C14  A1AU3 12 
A1AU3 C16  C13 C  0 1 Y N N N N N 13.125 10.309 20.530 -1.040 0.642  -0.169 C16  A1AU3 13 
A1AU3 C18  C14 C  0 1 N N S N N N 15.690 10.437 19.903 1.558  1.065  -0.581 C18  A1AU3 14 
A1AU3 C19  C15 C  0 1 N N N N N N 15.923 8.949  19.391 1.513  1.759  -1.944 C19  A1AU3 15 
A1AU3 N06  N1  N  0 1 N N N N N N 16.861 11.017 20.525 2.726  0.168  -0.515 N06  A1AU3 16 
A1AU3 N10  N2  N  0 1 Y N N N N N 13.318 10.968 22.716 -0.954 -1.598 -0.235 N10  A1AU3 17 
A1AU3 O02  O1  O  0 1 N N N N N N 19.868 12.674 19.435 6.031  0.155  1.053  O02  A1AU3 18 
A1AU3 O05  O2  O  0 1 N N N N N N 17.702 11.641 18.545 3.855  1.566  0.787  O05  A1AU3 19 
A1AU3 CL20 CL1 CL 0 0 N N N N N N 8.600  10.028 20.684 -5.455 0.914  0.536  CL20 A1AU3 20 
A1AU3 CL21 CL2 CL 0 0 N N N N N N 10.274 10.839 23.299 -4.150 -1.922 0.268  CL21 A1AU3 21 
A1AU3 H1   H1  H  0 1 N N N N N N 12.920 9.684  18.517 -1.050 2.810  -0.118 H1   A1AU3 22 
A1AU3 H2   H2  H  0 1 N N N N N N 21.569 13.766 19.041 7.935  -0.144 1.797  H2   A1AU3 23 
A1AU3 H3   H3  H  0 1 N N N N N N 20.687 14.204 20.543 6.941  -1.610 1.622  H3   A1AU3 24 
A1AU3 H4   H4  H  0 1 N N N N N N 21.645 12.686 20.474 7.628  -0.823 0.180  H4   A1AU3 25 
A1AU3 H5   H5  H  0 1 N N N N N N 19.632 11.320 20.961 4.695  -1.376 0.679  H5   A1AU3 26 
A1AU3 H6   H6  H  0 1 N N N N N N 18.837 12.914 21.195 5.382  -0.589 -0.762 H6   A1AU3 27 
A1AU3 H7   H7  H  0 1 N N N N N N 17.197 9.754  22.204 3.619  -1.623 -1.159 H7   A1AU3 28 
A1AU3 H8   H8  H  0 1 N N N N N N 17.954 11.379 22.314 2.439  -0.920 -2.292 H8   A1AU3 29 
A1AU3 H9   H9  H  0 1 N N N N N N 15.888 10.856 23.814 1.328  -2.803 -1.307 H9   A1AU3 30 
A1AU3 H10  H10 H  0 1 N N N N N N 15.930 12.416 22.924 1.894  -2.375 0.327  H10  A1AU3 31 
A1AU3 H11  H11 H  0 1 N N N N N N 10.465 9.552  18.556 -3.478 2.891  0.273  H11  A1AU3 32 
A1AU3 H12  H12 H  0 1 N N N N N N 15.449 11.035 19.012 1.617  1.809  0.213  H12  A1AU3 33 
A1AU3 H13  H13 H  0 1 N N N N N N 14.998 8.570  18.931 1.436  1.010  -2.731 H13  A1AU3 34 
A1AU3 H14  H14 H  0 1 N N N N N N 16.733 8.940  18.647 0.647  2.421  -1.986 H14  A1AU3 35 
A1AU3 H15  H15 H  0 1 N N N N N N 16.199 8.308  20.241 2.423  2.343  -2.085 H15  A1AU3 36 
A1AU3 H16  H16 H  0 1 N N N N N N 13.110 11.216 23.662 -1.211 -2.533 -0.218 H16  A1AU3 37 
# 
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 
A1AU3 O05  C04  DOUB N N 1  
A1AU3 C19  C18  SING N N 2  
A1AU3 C15  C14  DOUB Y N 3  
A1AU3 C15  C16  SING Y N 4  
A1AU3 O02  C01  SING N N 5  
A1AU3 O02  C03  SING N N 6  
A1AU3 C14  C13  SING Y N 7  
A1AU3 C04  C03  SING N N 8  
A1AU3 C04  N06  SING N N 9  
A1AU3 C18  N06  SING N N 10 
A1AU3 C18  C17  SING N N 11 
A1AU3 N06  C07  SING N N 12 
A1AU3 C16  C17  SING Y N 13 
A1AU3 C16  C11  DOUB Y N 14 
A1AU3 CL20 C13  SING N N 15 
A1AU3 C13  C12  DOUB Y N 16 
A1AU3 C17  C09  DOUB Y N 17 
A1AU3 C11  C12  SING Y N 18 
A1AU3 C11  N10  SING Y N 19 
A1AU3 C12  CL21 SING N N 20 
A1AU3 C07  C08  SING N N 21 
A1AU3 C09  N10  SING Y N 22 
A1AU3 C09  C08  SING N N 23 
A1AU3 C15  H1   SING N N 24 
A1AU3 C01  H2   SING N N 25 
A1AU3 C01  H3   SING N N 26 
A1AU3 C01  H4   SING N N 27 
A1AU3 C03  H5   SING N N 28 
A1AU3 C03  H6   SING N N 29 
A1AU3 C07  H7   SING N N 30 
A1AU3 C07  H8   SING N N 31 
A1AU3 C08  H9   SING N N 32 
A1AU3 C08  H10  SING N N 33 
A1AU3 C14  H11  SING N N 34 
A1AU3 C18  H12  SING N N 35 
A1AU3 C19  H13  SING N N 36 
A1AU3 C19  H14  SING N N 37 
A1AU3 C19  H15  SING N N 38 
A1AU3 N10  H16  SING N N 39 
# 
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 
A1AU3 SMILES           ACDLabs              12.01 "COCC(=O)N1CCc2[NH]c3c(Cl)c(Cl)ccc3c2C1C"                                                                               
A1AU3 InChI            InChI                1.06  "InChI=1S/C15H16Cl2N2O2/c1-8-13-9-3-4-10(16)14(17)15(9)18-11(13)5-6-19(8)12(20)7-21-2/h3-4,8,18H,5-7H2,1-2H3/t8-/m0/s1" 
A1AU3 InChIKey         InChI                1.06  DWCKYKBOPOOIPJ-QMMMGPOBSA-N                                                                                             
A1AU3 SMILES_CANONICAL CACTVS               3.385 "COCC(=O)N1CCc2[nH]c3c(Cl)c(Cl)ccc3c2[C@@H]1C"                                                                          
A1AU3 SMILES           CACTVS               3.385 "COCC(=O)N1CCc2[nH]c3c(Cl)c(Cl)ccc3c2[CH]1C"                                                                            
A1AU3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1c2c3ccc(c(c3[nH]c2CCN1C(=O)COC)Cl)Cl"                                                                           
A1AU3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1c2c3ccc(c(c3[nH]c2CCN1C(=O)COC)Cl)Cl"                                                                               
# 
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 
A1AU3 "SYSTEMATIC NAME" ACDLabs              12.01 "1-[(1S)-6,7-dichloro-1-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-methoxyethan-1-one"    
A1AU3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[(1~{S})-6,7-bis(chloranyl)-1-methyl-1,3,4,5-tetrahydropyrido[4,3-b]indol-2-yl]-2-methoxy-ethanone" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AU3 "Create component" 2024-06-13 RCSB 
A1AU3 "Initial release"  2025-04-02 RCSB 
# 
