data_A1BIR
# 
_chem_comp.id                                    A1BIR 
_chem_comp.name                                  "(3aS,12bR)-asenapine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 Cl N O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3aS,12bR)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-01 
_chem_comp.pdbx_modified_date                    2025-08-08 
_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                        285.768 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BIR 
_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        9DYD 
_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 
A1BIR C8  C1  C  0 1 Y N N N N N 142.795 136.508 105.006 3.147  1.358  0.554  C8  A1BIR 1  
A1BIR C5  C2  C  0 1 Y N N N N N 142.155 139.172 105.584 1.084  -0.454 0.103  C5  A1BIR 2  
A1BIR C6  C3  C  0 1 Y N N N N N 142.800 138.362 106.513 0.838  0.747  0.761  C6  A1BIR 3  
A1BIR C2  C4  C  0 1 N N R N N N 141.048 140.891 107.386 -1.089 -0.937 -1.115 C2  A1BIR 4  
A1BIR C4  C5  C  0 1 N N N N N N 140.839 141.271 104.979 -0.823 -1.860 1.080  C4  A1BIR 5  
A1BIR N   N1  N  0 1 N N N N N N 140.227 142.323 105.782 -1.987 -2.556 0.469  N   A1BIR 6  
A1BIR C   C6  C  0 1 N N N N N N 139.166 143.074 105.082 -3.205 -2.338 1.260  C   A1BIR 7  
A1BIR O   O1  O  0 1 N N N N N N 143.072 138.863 107.785 -0.413 0.996  1.185  O   A1BIR 8  
A1BIR CL  CL1 CL 0 0 N N N N N N 141.782 136.640 102.510 5.011  -0.219 -0.612 CL  A1BIR 9  
A1BIR C1  C7  C  0 1 N N N N N N 139.784 141.676 107.007 -2.157 -2.062 -0.914 C1  A1BIR 10 
A1BIR C3  C8  C  0 1 N N S N N N 141.747 140.575 106.004 -0.014 -1.414 -0.139 C3  A1BIR 11 
A1BIR C7  C9  C  0 1 Y N N N N N 143.131 137.045 106.236 1.864  1.653  0.975  C7  A1BIR 12 
A1BIR C9  C10 C  0 1 Y N N N N N 142.177 137.306 104.071 3.399  0.158  -0.087 C9  A1BIR 13 
A1BIR C10 C11 C  0 1 Y N N N N N 141.865 138.623 104.333 2.375  -0.741 -0.311 C10 A1BIR 14 
A1BIR C11 C12 C  0 1 Y N N N N N 141.941 138.871 108.601 -1.452 1.155  0.342  C11 A1BIR 15 
A1BIR C12 C13 C  0 1 Y N N N N N 141.905 137.941 109.626 -2.221 2.304  0.590  C12 A1BIR 16 
A1BIR C13 C14 C  0 1 Y N N N N N 140.777 137.853 110.423 -3.327 2.598  -0.171 C13 A1BIR 17 
A1BIR C14 C15 C  0 1 Y N N N N N 139.704 138.685 110.198 -3.690 1.748  -1.201 C14 A1BIR 18 
A1BIR C15 C16 C  0 1 Y N N N N N 139.757 139.629 109.187 -2.935 0.626  -1.452 C15 A1BIR 19 
A1BIR C16 C17 C  0 1 Y N N N N N 140.887 139.756 108.382 -1.805 0.323  -0.686 C16 A1BIR 20 
A1BIR H1  H1  H  0 1 N N N N N N 143.015 135.475 104.782 3.947  2.063  0.721  H1  A1BIR 21 
A1BIR H2  H2  H  0 1 N N N N N N 141.708 141.621 107.876 -0.730 -0.876 -2.142 H2  A1BIR 22 
A1BIR H3  H3  H  0 1 N N N N N N 140.081 140.580 104.582 -1.151 -0.998 1.662  H3  A1BIR 23 
A1BIR H4  H4  H  0 1 N N N N N N 141.424 141.692 104.148 -0.243 -2.546 1.698  H4  A1BIR 24 
A1BIR H6  H6  H  0 1 N N N N N N 138.758 143.845 105.753 -3.422 -1.271 1.307  H6  A1BIR 25 
A1BIR H7  H7  H  0 1 N N N N N N 139.587 143.553 104.186 -4.041 -2.858 0.791  H7  A1BIR 26 
A1BIR H8  H8  H  0 1 N N N N N N 138.363 142.383 104.786 -3.058 -2.723 2.269  H8  A1BIR 27 
A1BIR H9  H9  H  0 1 N N N N N N 139.516 142.411 107.780 -3.159 -1.654 -1.045 H9  A1BIR 28 
A1BIR H10 H10 H  0 1 N N N N N N 138.930 141.007 106.826 -1.986 -2.871 -1.624 H10 A1BIR 29 
A1BIR H11 H11 H  0 1 N N N N N N 142.677 141.162 106.016 0.427  -2.309 -0.577 H11 A1BIR 30 
A1BIR H12 H12 H  0 1 N N N N N N 143.645 136.445 106.972 1.662  2.590  1.472  H12 A1BIR 31 
A1BIR H13 H13 H  0 1 N N N N N N 141.397 139.229 103.572 2.582  -1.675 -0.813 H13 A1BIR 32 
A1BIR H14 H14 H  0 1 N N N N N N 142.749 137.291 109.802 -1.938 2.968  1.393  H14 A1BIR 33 
A1BIR H15 H15 H  0 1 N N N N N N 140.739 137.129 111.224 -3.908 3.486  0.033  H15 A1BIR 34 
A1BIR H16 H16 H  0 1 N N N N N N 138.819 138.601 110.811 -4.561 1.964  -1.802 H16 A1BIR 35 
A1BIR H17 H17 H  0 1 N N N N N N 138.909 140.277 109.020 -3.221 -0.034 -2.257 H17 A1BIR 36 
# 
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 
A1BIR CL  C9  SING N N 1  
A1BIR C9  C10 DOUB Y N 2  
A1BIR C9  C8  SING Y N 3  
A1BIR C10 C5  SING Y N 4  
A1BIR C4  N   SING N N 5  
A1BIR C4  C3  SING N N 6  
A1BIR C8  C7  DOUB Y N 7  
A1BIR C   N   SING N N 8  
A1BIR C5  C3  SING N N 9  
A1BIR C5  C6  DOUB Y N 10 
A1BIR N   C1  SING N N 11 
A1BIR C3  C2  SING N N 12 
A1BIR C7  C6  SING Y N 13 
A1BIR C6  O   SING N N 14 
A1BIR C1  C2  SING N N 15 
A1BIR C2  C16 SING N N 16 
A1BIR O   C11 SING N N 17 
A1BIR C16 C11 DOUB Y N 18 
A1BIR C16 C15 SING Y N 19 
A1BIR C11 C12 SING Y N 20 
A1BIR C15 C14 DOUB Y N 21 
A1BIR C12 C13 DOUB Y N 22 
A1BIR C14 C13 SING Y N 23 
A1BIR C8  H1  SING N N 24 
A1BIR C2  H2  SING N N 25 
A1BIR C4  H3  SING N N 26 
A1BIR C4  H4  SING N N 27 
A1BIR C   H6  SING N N 28 
A1BIR C   H7  SING N N 29 
A1BIR C   H8  SING N N 30 
A1BIR C1  H9  SING N N 31 
A1BIR C1  H10 SING N N 32 
A1BIR C3  H11 SING N N 33 
A1BIR C7  H12 SING N N 34 
A1BIR C10 H13 SING N N 35 
A1BIR C12 H14 SING N N 36 
A1BIR C13 H15 SING N N 37 
A1BIR C14 H16 SING N N 38 
A1BIR C15 H17 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 
A1BIR SMILES           ACDLabs              14.52   "Clc1cc2C3CN(C)CC3c3ccccc3Oc2cc1"                                                                                           
A1BIR InChI            InChI                1.06    "InChI=1S/C17H16ClNO/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19/h2-8,14-15H,9-10H2,1H3/t14-,15+/m0/s1" 
A1BIR InChIKey         InChI                1.06    VSWBSWWIRNCQIJ-LSDHHAIUSA-N                                                                                                 
A1BIR SMILES_CANONICAL CACTVS               3.385   "CN1C[C@@H]2[C@H](C1)c3cc(Cl)ccc3Oc4ccccc24"                                                                                
A1BIR SMILES           CACTVS               3.385   "CN1C[CH]2[CH](C1)c3cc(Cl)ccc3Oc4ccccc24"                                                                                   
A1BIR SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CN1C[C@H]2c3ccccc3Oc4ccc(cc4[C@H]2C1)Cl"                                                                                   
A1BIR SMILES           "OpenEye OEToolkits" 3.1.0.0 "CN1CC2c3ccccc3Oc4ccc(cc4C2C1)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 
A1BIR "SYSTEMATIC NAME" ACDLabs              14.52   "(3aS,12bR)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole"                               
A1BIR "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{R},6~{S})-9-chloranyl-4-methyl-13-oxa-4-azatetracyclo[12.4.0.0^{2,6}.0^{7,12}]octadeca-1(14),7(12),8,10,15,17-hexaene" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1BIR 
_pdbx_chem_comp_synonyms.name         "(3aS,12bR)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         "systematic name" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BIR "Create component" 2024-12-01 RCSB 
A1BIR "Initial release"  2025-08-13 RCSB 
# 
