data_A1ITH
# 
_chem_comp.id                                    A1ITH 
_chem_comp.name                                  Norclomipramine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H21 Cl N2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3-(2-chloranyl-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methyl-propan-1-amine; Desmethylclomipramine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-01 
_chem_comp.pdbx_modified_date                    2025-05-30 
_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                        300.826 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ITH 
_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        9H9O 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1ITH C01  C1  C  0 1 N N N N N N -37.915 -9.653  -8.505  3.839  4.820  -0.097 C01  A1ITH 1  
A1ITH N02  N1  N  0 1 N N N N N N -37.621 -11.018 -8.102  3.186  3.608  -0.609 N02  A1ITH 2  
A1ITH C03  C2  C  0 1 N N N N N N -36.189 -11.159 -7.871  2.500  2.884  0.469  C03  A1ITH 3  
A1ITH C04  C3  C  0 1 N N N N N N -35.819 -12.635 -7.829  1.834  1.630  -0.101 C04  A1ITH 4  
A1ITH C05  C4  C  0 1 N N N N N N -34.454 -12.964 -7.212  1.119  0.876  1.022  C05  A1ITH 5  
A1ITH N06  N2  N  0 1 N N N N N N -33.729 -13.841 -8.130  0.392  -0.264 0.459  N06  A1ITH 6  
A1ITH C07  C5  C  0 1 Y N N N N N -32.981 -13.231 -9.227  1.008  -1.509 0.466  C07  A1ITH 7  
A1ITH C08  C6  C  0 1 Y N N N N N -31.910 -12.325 -9.026  1.639  -1.870 1.664  C08  A1ITH 8  
A1ITH C09  C7  C  0 1 Y N N N N N -31.232 -11.809 -10.115 2.256  -3.092 1.798  C09  A1ITH 9  
A1ITH C10  C8  C  0 1 Y N N N N N -31.596 -12.192 -11.391 2.244  -3.977 0.735  C10  A1ITH 10 
A1ITH C11  C9  C  0 1 Y N N N N N -32.633 -13.092 -11.583 1.629  -3.624 -0.444 C11  A1ITH 11 
A1ITH C12  C10 C  0 1 Y N N N N N -33.318 -13.612 -10.461 1.013  -2.379 -0.600 C12  A1ITH 12 
A1ITH C13  C11 C  0 1 N N N N N N -34.473 -14.613 -10.590 0.442  -2.136 -1.976 C13  A1ITH 13 
A1ITH C14  C12 C  0 1 N N N N N N -34.011 -16.023 -10.239 0.071  -0.701 -2.253 C14  A1ITH 14 
A1ITH C15  C13 C  0 1 Y N N N N N -33.535 -16.218 -8.767  -1.067 -0.234 -1.397 C15  A1ITH 15 
A1ITH C16  C14 C  0 1 Y N N N N N -33.439 -15.227 -7.788  -0.885 -0.047 -0.052 C16  A1ITH 16 
A1ITH C17  C15 C  0 1 Y N N N N N -32.971 -15.508 -6.477  -1.935 0.346  0.766  C17  A1ITH 17 
A1ITH C18  C16 C  0 1 Y N N N N N -32.665 -16.834 -6.207  -3.178 0.576  0.203  C18  A1ITH 18 
A1ITH C19  C17 C  0 1 Y N N N N N -32.773 -17.831 -7.172  -3.359 0.413  -1.160 C19  A1ITH 19 
A1ITH C20  C18 C  0 1 Y N N N N N -33.211 -17.545 -8.466  -2.309 0.005  -1.964 C20  A1ITH 20 
A1ITH CL21 CL1 CL 0 0 N N N N N N -32.094 -17.332 -4.622  -4.509 1.067  1.204  CL21 A1ITH 21 
A1ITH H1   H1  H  0 1 N N N N N N -38.996 -9.546  -8.679  3.090  5.477  0.344  H1   A1ITH 22 
A1ITH H2   H2  H  0 1 N N N N N N -37.602 -8.961  -7.710  4.573  4.545  0.661  H2   A1ITH 23 
A1ITH H3   H3  H  0 1 N N N N N N -37.369 -9.419  -9.431  4.340  5.337  -0.916 H3   A1ITH 24 
A1ITH H4   H4  H  0 1 N N N N N N -38.117 -11.231 -7.260  2.548  3.830  -1.358 H4   A1ITH 25 
A1ITH H6   H6  H  0 1 N N N N N N -35.637 -10.667 -8.685  3.224  2.595  1.231  H6   A1ITH 26 
A1ITH H7   H7  H  0 1 N N N N N N -35.925 -10.688 -6.912  1.742  3.528  0.914  H7   A1ITH 27 
A1ITH H8   H8  H  0 1 N N N N N N -36.589 -13.159 -7.244  1.110  1.919  -0.863 H8   A1ITH 28 
A1ITH H9   H9  H  0 1 N N N N N N -35.822 -13.013 -8.862  2.592  0.986  -0.546 H9   A1ITH 29 
A1ITH H10  H10 H  0 1 N N N N N N -34.596 -13.473 -6.247  1.854  0.518  1.744  H10  A1ITH 30 
A1ITH H11  H11 H  0 1 N N N N N N -33.884 -12.036 -7.057  0.417  1.545  1.520  H11  A1ITH 31 
A1ITH H12  H12 H  0 1 N N N N N N -31.624 -12.038 -8.025  1.641  -1.178 2.493  H12  A1ITH 32 
A1ITH H13  H13 H  0 1 N N N N N N -30.422 -11.110 -9.969  2.744  -3.358 2.724  H13  A1ITH 33 
A1ITH H14  H14 H  0 1 N N N N N N -31.070 -11.788 -12.244 2.716  -4.943 0.830  H14  A1ITH 34 
A1ITH H15  H15 H  0 1 N N N N N N -32.915 -13.393 -12.581 1.623  -4.323 -1.266 H15  A1ITH 35 
A1ITH H16  H16 H  0 1 N N N N N N -35.283 -14.319 -9.907  1.177  -2.452 -2.716 H16  A1ITH 36 
A1ITH H17  H17 H  0 1 N N N N N N -34.845 -14.603 -11.625 -0.449 -2.753 -2.094 H17  A1ITH 37 
A1ITH H18  H18 H  0 1 N N N N N N -34.850 -16.711 -10.419 0.938  -0.068 -2.065 H18  A1ITH 38 
A1ITH H19  H19 H  0 1 N N N N N N -33.175 -16.283 -10.904 -0.214 -0.606 -3.301 H19  A1ITH 39 
A1ITH H20  H20 H  0 1 N N N N N N -32.860 -14.734 -5.733  -1.784 0.471  1.829  H20  A1ITH 40 
A1ITH H21  H21 H  0 1 N N N N N N -32.513 -18.847 -6.914  -4.328 0.601  -1.599 H21  A1ITH 41 
A1ITH H22  H22 H  0 1 N N N N N N -33.297 -18.323 -9.210  -2.456 -0.127 -3.025 H22  A1ITH 42 
# 
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 
A1ITH C11 C10  DOUB Y N 1  
A1ITH C11 C12  SING Y N 2  
A1ITH C10 C09  SING Y N 3  
A1ITH C13 C12  SING N N 4  
A1ITH C13 C14  SING N N 5  
A1ITH C12 C07  DOUB Y N 6  
A1ITH C14 C15  SING N N 7  
A1ITH C09 C08  DOUB Y N 8  
A1ITH C07 C08  SING Y N 9  
A1ITH C07 N06  SING N N 10 
A1ITH C15 C20  SING Y N 11 
A1ITH C15 C16  DOUB Y N 12 
A1ITH C01 N02  SING N N 13 
A1ITH C20 C19  DOUB Y N 14 
A1ITH N06 C16  SING N N 15 
A1ITH N06 C05  SING N N 16 
A1ITH N02 C03  SING N N 17 
A1ITH C03 C04  SING N N 18 
A1ITH C04 C05  SING N N 19 
A1ITH C16 C17  SING Y N 20 
A1ITH C19 C18  SING Y N 21 
A1ITH C17 C18  DOUB Y N 22 
A1ITH C18 CL21 SING N N 23 
A1ITH C01 H1   SING N N 24 
A1ITH C01 H2   SING N N 25 
A1ITH C01 H3   SING N N 26 
A1ITH N02 H4   SING N N 27 
A1ITH C03 H6   SING N N 28 
A1ITH C03 H7   SING N N 29 
A1ITH C04 H8   SING N N 30 
A1ITH C04 H9   SING N N 31 
A1ITH C05 H10  SING N N 32 
A1ITH C05 H11  SING N N 33 
A1ITH C08 H12  SING N N 34 
A1ITH C09 H13  SING N N 35 
A1ITH C10 H14  SING N N 36 
A1ITH C11 H15  SING N N 37 
A1ITH C13 H16  SING N N 38 
A1ITH C13 H17  SING N N 39 
A1ITH C14 H18  SING N N 40 
A1ITH C14 H19  SING N N 41 
A1ITH C17 H20  SING N N 42 
A1ITH C19 H21  SING N N 43 
A1ITH C20 H22  SING N N 44 
# 
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 
A1ITH InChI            InChI                1.06  "InChI=1S/C18H21ClN2/c1-20-11-4-12-21-17-6-3-2-5-14(17)7-8-15-9-10-16(19)13-18(15)21/h2-3,5-6,9-10,13,20H,4,7-8,11-12H2,1H3" 
A1ITH InChIKey         InChI                1.06  VPIXQGUBUKFLRF-UHFFFAOYSA-N                                                                                                  
A1ITH SMILES_CANONICAL CACTVS               3.385 "CNCCCN1c2ccccc2CCc3ccc(Cl)cc13"                                                                                             
A1ITH SMILES           CACTVS               3.385 "CNCCCN1c2ccccc2CCc3ccc(Cl)cc13"                                                                                             
A1ITH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNCCCN1c2ccccc2CCc3c1cc(cc3)Cl"                                                                                             
A1ITH SMILES           "OpenEye OEToolkits" 2.0.7 "CNCCCN1c2ccccc2CCc3c1cc(cc3)Cl"                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1ITH 
_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-chloranyl-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-~{N}-methyl-propan-1-amine" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1ITH "3-(2-chloranyl-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methyl-propan-1-amine" PDB     ? 
2 A1ITH Desmethylclomipramine                                                            PUBCHEM ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ITH "Create component" 2024-11-01 PDBE 
A1ITH "Modify synonyms"  2024-11-04 PDBE 
A1ITH "Initial release"  2025-06-04 RCSB 
# 
