data_A1AHL
# 
_chem_comp.id                                    A1AHL 
_chem_comp.name                                  "2-chloro-N-methyl-N-[3-(10H-phenothiazin-10-yl)propyl]acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 Cl N2 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-08 
_chem_comp.pdbx_modified_date                    2025-05-16 
_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                        346.874 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AHL 
_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        9AYE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1AHL C11 C1  C  0 1 Y N N N N N -2.165 -29.265 19.576 -4.447 1.923  0.701  C11 A1AHL 1  
A1AHL C12 C2  C  0 1 Y N N N N N -3.496 -29.266 19.176 -3.914 3.193  0.824  C12 A1AHL 2  
A1AHL C13 C3  C  0 1 Y N N N N N -3.816 -29.018 17.849 -2.591 3.421  0.496  C13 A1AHL 3  
A1AHL C16 C4  C  0 1 N N N N N N 0.477  -29.729 14.404 0.862  0.709  -0.498 C16 A1AHL 4  
A1AHL C1  C5  C  0 1 Y N N N N N 2.368  -27.271 18.464 -3.085 -3.140 0.322  C1  A1AHL 5  
A1AHL C14 C6  C  0 1 Y N N N N N -2.812 -28.766 16.923 -1.799 2.383  0.043  C14 A1AHL 6  
A1AHL C15 C7  C  0 1 N N N N N N -0.695 -28.936 14.982 -0.356 0.456  -1.388 C15 A1AHL 7  
A1AHL C17 C8  C  0 1 N N N N N N 0.362  -29.867 12.885 2.058  1.099  -1.368 C17 A1AHL 8  
A1AHL C19 C9  C  0 1 N N N N N N -0.327 -27.726 11.894 4.061  0.328  -0.214 C19 A1AHL 9  
A1AHL C2  C10 C  0 1 Y N N N N N 3.015  -26.408 17.603 -1.985 -3.977 0.279  C2  A1AHL 10 
A1AHL C20 C11 C  0 1 N N N N N N 0.128  -26.388 11.391 5.261  0.577  0.663  C20 A1AHL 11 
A1AHL C22 C12 C  0 1 N N N N N N 2.067  -28.270 12.143 3.481  2.684  0.011  C22 A1AHL 12 
A1AHL C3  C13 C  0 1 Y N N N N N 2.508  -26.239 16.322 -0.742 -3.467 -0.043 C3  A1AHL 13 
A1AHL C4  C14 C  0 1 Y N N N N N 1.366  -26.923 15.908 -0.595 -2.121 -0.324 C4  A1AHL 14 
A1AHL C5  C15 C  0 1 Y N N N N N 0.718  -27.806 16.771 -1.694 -1.271 -0.284 C5  A1AHL 15 
A1AHL C6  C16 C  0 1 Y N N N N N 1.233  -27.962 18.056 -2.945 -1.787 0.044  C6  A1AHL 16 
A1AHL C8  C17 C  0 1 Y N N N N N -1.154 -29.008 18.651 -3.656 0.874  0.252  C8  A1AHL 17 
A1AHL C9  C18 C  0 1 Y N N N N N -1.476 -28.766 17.321 -2.326 1.102  -0.087 C9  A1AHL 18 
A1AHL N1  N1  N  0 1 N N N N N N -0.458 -28.507 16.371 -1.502 0.082  -0.555 N1  A1AHL 19 
A1AHL N2  N2  N  0 1 N N N N N N 0.643  -28.566 12.285 3.224  1.341  -0.515 N2  A1AHL 20 
A1AHL O1  O1  O  0 1 N N N N N N -1.517 -28.014 11.953 3.849  -0.784 -0.650 O1  A1AHL 21 
A1AHL S1  S1  S  0 1 N N N N N N 0.480  -29.013 19.148 -4.355 -0.736 0.113  S1  A1AHL 22 
A1AHL H1  H1  H  0 1 N N N N N N -1.913 -29.464 20.607 -5.481 1.746  0.958  H1  A1AHL 23 
A1AHL H2  H2  H  0 1 N N N N N N -4.278 -29.459 19.895 -4.531 4.007  1.176  H2  A1AHL 24 
A1AHL H3  H3  H  0 1 N N N N N N -4.849 -29.021 17.535 -2.175 4.413  0.595  H3  A1AHL 25 
A1AHL H4  H4  H  0 1 N N N N N N 0.487  -30.732 14.855 0.641  1.517  0.199  H4  A1AHL 26 
A1AHL H5  H5  H  0 1 N N N N N N 1.415  -29.209 14.646 1.099  -0.198 0.060  H5  A1AHL 27 
A1AHL H6  H6  H  0 1 N N N N N N 2.748  -27.411 19.465 -4.056 -3.541 0.574  H6  A1AHL 28 
A1AHL H7  H7  H  0 1 N N N N N N -3.067 -28.570 15.892 -0.767 2.568  -0.216 H7  A1AHL 29 
A1AHL H8  H8  H  0 1 N N N N N N -0.857 -28.043 14.360 -0.593 1.362  -1.946 H8  A1AHL 30 
A1AHL H9  H9  H  0 1 N N N N N N -1.595 -29.568 14.957 -0.135 -0.353 -2.086 H9  A1AHL 31 
A1AHL H10 H10 H  0 1 N N N N N N -0.655 -30.189 12.616 2.279  0.291  -2.065 H10 A1AHL 32 
A1AHL H11 H11 H  0 1 N N N N N N 1.089  -30.609 12.523 1.821  2.005  -1.926 H11 A1AHL 33 
A1AHL H12 H12 H  0 1 N N N N N N 3.899  -25.874 17.920 -2.097 -5.029 0.497  H12 A1AHL 34 
A1AHL H13 H13 H  0 1 N N N N N N 1.104  -26.505 10.897 5.905  1.321  0.195  H13 A1AHL 35 
A1AHL H14 H14 H  0 1 N N N N N N -0.607 -26.010 10.665 4.930  0.943  1.635  H14 A1AHL 36 
A1AHL H16 H16 H  0 1 N N N N N N 2.658  -29.111 12.535 4.107  3.235  -0.690 H16 A1AHL 37 
A1AHL H17 H17 H  0 1 N N N N N N 2.306  -28.119 11.080 2.535  3.209  0.143  H17 A1AHL 38 
A1AHL H18 H18 H  0 1 N N N N N N 2.310  -27.357 12.707 3.991  2.607  0.971  H18 A1AHL 39 
A1AHL H19 H19 H  0 1 N N N N N N 3.005  -25.568 15.637 0.117  -4.121 -0.075 H19 A1AHL 40 
A1AHL H20 H20 H  0 1 N N N N N N 0.980  -26.768 14.911 0.380  -1.729 -0.575 H20 A1AHL 41 
A1AHL CL1 CL1 CL 0 0 N Y N N N N 0.287  -25.220 12.707 6.176  -0.960 0.880  CL1 A1AHL 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 
A1AHL C20 C19 SING N N 1  
A1AHL C19 O1  DOUB N N 2  
A1AHL C19 N2  SING N N 3  
A1AHL C22 N2  SING N N 4  
A1AHL N2  C17 SING N N 5  
A1AHL C17 C16 SING N N 6  
A1AHL C16 C15 SING N N 7  
A1AHL C15 N1  SING N N 8  
A1AHL C4  C3  DOUB Y N 9  
A1AHL C4  C5  SING Y N 10 
A1AHL C3  C2  SING Y N 11 
A1AHL N1  C5  SING N N 12 
A1AHL N1  C9  SING N N 13 
A1AHL C5  C6  DOUB Y N 14 
A1AHL C14 C9  DOUB Y N 15 
A1AHL C14 C13 SING Y N 16 
A1AHL C9  C8  SING Y N 17 
A1AHL C2  C1  DOUB Y N 18 
A1AHL C13 C12 DOUB Y N 19 
A1AHL C6  C1  SING Y N 20 
A1AHL C6  S1  SING N N 21 
A1AHL C8  S1  SING N N 22 
A1AHL C8  C11 DOUB Y N 23 
A1AHL C12 C11 SING Y N 24 
A1AHL C11 H1  SING N N 25 
A1AHL C12 H2  SING N N 26 
A1AHL C13 H3  SING N N 27 
A1AHL C16 H4  SING N N 28 
A1AHL C16 H5  SING N N 29 
A1AHL C1  H6  SING N N 30 
A1AHL C14 H7  SING N N 31 
A1AHL C15 H8  SING N N 32 
A1AHL C15 H9  SING N N 33 
A1AHL C17 H10 SING N N 34 
A1AHL C17 H11 SING N N 35 
A1AHL C2  H12 SING N N 36 
A1AHL C20 H13 SING N N 37 
A1AHL C20 H14 SING N N 38 
A1AHL C22 H16 SING N N 39 
A1AHL C22 H17 SING N N 40 
A1AHL C22 H18 SING N N 41 
A1AHL C3  H19 SING N N 42 
A1AHL C4  H20 SING N N 43 
A1AHL C20 CL1 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 
A1AHL SMILES           ACDLabs              12.01 "ClCC(=O)N(C)CCCN1c2ccccc2Sc2ccccc12"                                                                                  
A1AHL InChI            InChI                1.06  "InChI=1S/C18H19ClN2OS/c1-20(18(22)13-19)11-6-12-21-14-7-2-4-9-16(14)23-17-10-5-3-8-15(17)21/h2-5,7-10H,6,11-13H2,1H3" 
A1AHL InChIKey         InChI                1.06  DGIQIBHRQRNGPY-UHFFFAOYSA-N                                                                                            
A1AHL SMILES_CANONICAL CACTVS               3.385 "CN(CCCN1c2ccccc2Sc3ccccc13)C(=O)CCl"                                                                                  
A1AHL SMILES           CACTVS               3.385 "CN(CCCN1c2ccccc2Sc3ccccc13)C(=O)CCl"                                                                                  
A1AHL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(CCCN1c2ccccc2Sc3c1cccc3)C(=O)CCl"                                                                                  
A1AHL SMILES           "OpenEye OEToolkits" 2.0.7 "CN(CCCN1c2ccccc2Sc3c1cccc3)C(=O)CCl"                                                                                  
# 
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 
A1AHL "SYSTEMATIC NAME" ACDLabs              12.01 "2-chloro-N-methyl-N-[3-(10H-phenothiazin-10-yl)propyl]acetamide"     
A1AHL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-chloranyl-~{N}-methyl-~{N}-(3-phenothiazin-10-ylpropyl)ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AHL "Create component" 2024-03-08 RCSB 
A1AHL "Modify PCM"       2024-09-27 PDBE 
A1AHL "Initial release"  2025-05-21 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AHL 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C20 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
