data_A1CBE
# 
_chem_comp.id                                    A1CBE 
_chem_comp.name                                  "N-(4-{[(3aS,4R,6S,6aR)-6-(3-chlorophenyl)-2-propanoyloctahydrocyclopenta[c]pyrrol-4-yl]oxy}phenyl)acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-06 
_chem_comp.pdbx_modified_date                    2025-06-06 
_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                        426.936 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CBE 
_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        9OHL 
_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 
A1CBE C1  C1  C  0 1 N N N N N N -4.195 2.714  -6.400 7.431  0.411  -0.153 C1  A1CBE 1  
A1CBE C2  C2  C  0 1 N N N N N N -4.993 3.511  -7.416 8.815  0.655  -0.699 C2  A1CBE 2  
A1CBE O2  O1  O  0 1 N N N N N N -2.837 -0.348 -0.892 1.262  -0.215 1.024  O2  A1CBE 3  
A1CBE C4  C3  C  0 1 Y N N N N N -3.036 1.815  -3.792 4.835  0.472  1.055  C4  A1CBE 4  
A1CBE C5  C4  C  0 1 Y N N N N N -2.543 1.147  -2.691 3.561  0.175  1.497  C5  A1CBE 5  
A1CBE C6  C5  C  0 1 Y N N N N N -5.205 0.889  -3.402 4.023  0.585  -1.206 C6  A1CBE 6  
A1CBE C7  C6  C  0 1 Y N N N N N -4.710 0.174  -2.313 2.752  0.277  -0.764 C7  A1CBE 7  
A1CBE C8  C7  C  0 1 Y N N N N N -3.365 0.280  -1.991 2.517  0.077  0.588  C8  A1CBE 8  
A1CBE C9  C8  C  0 1 N N R N N N -3.403 -1.625 -0.438 0.260  -0.418 0.026  C9  A1CBE 9  
A1CBE C12 C9  C  0 1 Y N N N N N -0.868 -3.809 1.366  -2.716 1.663  -0.899 C12 A1CBE 10 
A1CBE C13 C10 C  0 1 Y N N N N N 0.280  -3.012 1.323  -2.947 2.311  0.299  C13 A1CBE 11 
A1CBE C14 C11 C  0 1 Y N N N N N 1.408  -3.358 2.034  -3.833 3.372  0.352  C14 A1CBE 12 
A1CBE C15 C12 C  0 1 Y N N N N N 1.479  -4.555 2.703  -4.487 3.784  -0.796 C15 A1CBE 13 
A1CBE C16 C13 C  0 1 Y N N N N N 0.359  -5.367 2.740  -4.254 3.135  -1.994 C16 A1CBE 14 
A1CBE C17 C14 C  0 1 Y N N N N N -0.797 -5.022 2.058  -3.369 2.075  -2.046 C17 A1CBE 15 
A1CBE C19 C15 C  0 1 N N R N N N -1.974 -3.583 -0.903 -2.205 -0.628 -0.025 C19 A1CBE 16 
A1CBE C20 C16 C  0 1 N N N N N N -2.187 -5.001 -1.403 -2.812 -1.760 -0.882 C20 A1CBE 17 
A1CBE CL1 CL1 CL 0 0 N N N N N N 2.837  -2.341 1.928  -4.125 4.187  1.857  CL1 A1CBE 18 
A1CBE O1  O2  O  0 1 N N N N N N -3.047 2.263  -6.658 7.280  -0.291 0.824  O1  A1CBE 19 
A1CBE N1  N1  N  0 1 N N N N N N -4.862 2.430  -5.257 6.363  0.978  -0.747 N1  A1CBE 20 
A1CBE C3  C17 C  0 1 Y N N N N N -4.377 1.732  -4.122 5.070  0.677  -0.298 C3  A1CBE 21 
A1CBE C10 C18 C  0 1 N N N N N N -2.576 -1.974 0.789  -0.367 0.934  -0.394 C10 A1CBE 22 
A1CBE C11 C19 C  0 1 N N S N N N -2.119 -3.436 0.607  -1.746 0.511  -0.957 C11 A1CBE 23 
A1CBE C18 C20 C  0 1 N N S N N N -3.147 -2.761 -1.448 -0.921 -1.223 0.604  C18 A1CBE 24 
A1CBE N2  N2  N  0 1 N N N N N N -3.650 -5.093 -1.405 -2.249 -3.009 -0.278 N2  A1CBE 25 
A1CBE C21 C21 C  0 1 N N N N N N -4.284 -6.245 -1.135 -2.878 -4.183 -0.072 C21 A1CBE 26 
A1CBE C22 C22 C  0 1 N N N N N N -3.537 -7.475 -0.704 -2.136 -5.336 0.554  C22 A1CBE 27 
A1CBE C23 C23 C  0 1 N N N N N N -4.466 -8.584 -0.259 -3.072 -6.540 0.675  C23 A1CBE 28 
A1CBE O3  O3  O  0 1 N N N N N N -5.495 -6.189 -1.153 -4.041 -4.313 -0.390 O3  A1CBE 29 
A1CBE C24 C24 C  0 1 N N N N N N -4.287 -3.777 -1.568 -0.850 -2.668 0.067  C24 A1CBE 30 
A1CBE H1  H1  H  0 1 N N N N N N -4.413 3.606  -8.346 9.244  1.535  -0.220 H1  A1CBE 31 
A1CBE H2  H2  H  0 1 N N N N N N -5.940 2.992  -7.627 9.443  -0.212 -0.497 H2  A1CBE 32 
A1CBE H3  H3  H  0 1 N N N N N N -5.205 4.512  -7.012 8.757  0.819  -1.775 H3  A1CBE 33 
A1CBE H4  H4  H  0 1 N N N N N N -2.370 2.408  -4.402 5.648  0.548  1.762  H4  A1CBE 34 
A1CBE H5  H5  H  0 1 N N N N N N -1.521 1.299  -2.376 3.377  0.020  2.549  H5  A1CBE 35 
A1CBE H6  H6  H  0 1 N N N N N N -6.242 0.784  -3.686 4.207  0.741  -2.259 H6  A1CBE 36 
A1CBE H7  H7  H  0 1 N N N N N N -5.365 -0.454 -1.728 1.940  0.193  -1.471 H7  A1CBE 37 
A1CBE H8  H8  H  0 1 N N N N N N -4.472 -1.544 -0.194 0.683  -0.927 -0.840 H8  A1CBE 38 
A1CBE H9  H9  H  0 1 N N N N N N 0.282  -2.113 0.724  -2.437 1.989  1.195  H9  A1CBE 39 
A1CBE H10 H10 H  0 1 N N N N N N 2.393  -4.858 3.192  -5.179 4.612  -0.756 H10 A1CBE 40 
A1CBE H11 H11 H  0 1 N N N N N N 0.386  -6.284 3.309  -4.765 3.456  -2.890 H11 A1CBE 41 
A1CBE H12 H12 H  0 1 N N N N N N -1.645 -5.691 2.061  -3.188 1.568  -2.982 H12 A1CBE 42 
A1CBE H13 H13 H  0 1 N N N N N N -1.012 -3.178 -1.251 -2.904 -0.275 0.733  H13 A1CBE 43 
A1CBE H14 H14 H  0 1 N N N N N N -1.739 -5.739 -0.722 -3.899 -1.745 -0.817 H14 A1CBE 44 
A1CBE H15 H15 H  0 1 N N N N N N -1.774 -5.137 -2.414 -2.493 -1.663 -1.920 H15 A1CBE 45 
A1CBE H16 H16 H  0 1 N N N N N N -5.808 2.750  -5.207 6.489  1.594  -1.485 H16 A1CBE 46 
A1CBE H17 H17 H  0 1 N N N N N N -1.703 -1.309 0.861  -0.488 1.589  0.469  H17 A1CBE 47 
A1CBE H18 H18 H  0 1 N N N N N N -3.186 -1.877 1.699  0.235  1.418  -1.163 H18 A1CBE 48 
A1CBE H19 H19 H  0 1 N N N N N N -2.937 -4.092 0.940  -1.644 0.148  -1.980 H19 A1CBE 49 
A1CBE H20 H20 H  0 1 N N N N N N -2.898 -2.345 -2.435 -0.945 -1.181 1.693  H20 A1CBE 50 
A1CBE H21 H21 H  0 1 N N N N N N -2.933 -7.837 -1.549 -1.282 -5.600 -0.070 H21 A1CBE 51 
A1CBE H22 H22 H  0 1 N N N N N N -2.874 -7.211 0.133  -1.786 -5.047 1.545  H22 A1CBE 52 
A1CBE H23 H23 H  0 1 N N N N N N -3.873 -9.459 0.046  -3.925 -6.275 1.299  H23 A1CBE 53 
A1CBE H24 H24 H  0 1 N N N N N N -5.070 -8.237 0.592  -3.422 -6.829 -0.316 H24 A1CBE 54 
A1CBE H25 H25 H  0 1 N N N N N N -5.130 -8.862 -1.091 -2.535 -7.373 1.128  H25 A1CBE 55 
A1CBE H26 H26 H  0 1 N N N N N N -5.036 -3.611 -0.780 -0.218 -2.713 -0.819 H26 A1CBE 56 
A1CBE H27 H27 H  0 1 N N N N N N -4.769 -3.701 -2.554 -0.474 -3.341 0.838  H27 A1CBE 57 
# 
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 
A1CBE C2  C1  SING N N 1  
A1CBE O1  C1  DOUB N N 2  
A1CBE C1  N1  SING N N 3  
A1CBE N1  C3  SING N N 4  
A1CBE C3  C4  DOUB Y N 5  
A1CBE C3  C6  SING Y N 6  
A1CBE C4  C5  SING Y N 7  
A1CBE C6  C7  DOUB Y N 8  
A1CBE C5  C8  DOUB Y N 9  
A1CBE C7  C8  SING Y N 10 
A1CBE C8  O2  SING N N 11 
A1CBE C24 C18 SING N N 12 
A1CBE C24 N2  SING N N 13 
A1CBE C18 C19 SING N N 14 
A1CBE C18 C9  SING N N 15 
A1CBE N2  C20 SING N N 16 
A1CBE N2  C21 SING N N 17 
A1CBE C20 C19 SING N N 18 
A1CBE O3  C21 DOUB N N 19 
A1CBE C21 C22 SING N N 20 
A1CBE C19 C11 SING N N 21 
A1CBE O2  C9  SING N N 22 
A1CBE C22 C23 SING N N 23 
A1CBE C9  C10 SING N N 24 
A1CBE C11 C10 SING N N 25 
A1CBE C11 C12 SING N N 26 
A1CBE C13 C12 DOUB Y N 27 
A1CBE C13 C14 SING Y N 28 
A1CBE C12 C17 SING Y N 29 
A1CBE CL1 C14 SING N N 30 
A1CBE C14 C15 DOUB Y N 31 
A1CBE C17 C16 DOUB Y N 32 
A1CBE C15 C16 SING Y N 33 
A1CBE C2  H1  SING N N 34 
A1CBE C2  H2  SING N N 35 
A1CBE C2  H3  SING N N 36 
A1CBE C4  H4  SING N N 37 
A1CBE C5  H5  SING N N 38 
A1CBE C6  H6  SING N N 39 
A1CBE C7  H7  SING N N 40 
A1CBE C9  H8  SING N N 41 
A1CBE C13 H9  SING N N 42 
A1CBE C15 H10 SING N N 43 
A1CBE C16 H11 SING N N 44 
A1CBE C17 H12 SING N N 45 
A1CBE C19 H13 SING N N 46 
A1CBE C20 H14 SING N N 47 
A1CBE C20 H15 SING N N 48 
A1CBE N1  H16 SING N N 49 
A1CBE C10 H17 SING N N 50 
A1CBE C10 H18 SING N N 51 
A1CBE C11 H19 SING N N 52 
A1CBE C18 H20 SING N N 53 
A1CBE C22 H21 SING N N 54 
A1CBE C22 H22 SING N N 55 
A1CBE C23 H23 SING N N 56 
A1CBE C23 H24 SING N N 57 
A1CBE C23 H25 SING N N 58 
A1CBE C24 H26 SING N N 59 
A1CBE C24 H27 SING N N 60 
# 
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 
A1CBE SMILES           ACDLabs              14.52   "CC(=O)Nc1ccc(cc1)OC1CC(C2CN(CC21)C(=O)CC)c1cccc(Cl)c1"                                                                                                                             
A1CBE InChI            InChI                1.06    "InChI=1S/C24H27ClN2O3/c1-3-24(29)27-13-21-20(16-5-4-6-17(25)11-16)12-23(22(21)14-27)30-19-9-7-18(8-10-19)26-15(2)28/h4-11,20-23H,3,12-14H2,1-2H3,(H,26,28)/t20-,21-,22-,23-/m1/s1" 
A1CBE InChIKey         InChI                1.06    BEXJJYBHLWEKDU-SSGKUCQKSA-N                                                                                                                                                         
A1CBE SMILES_CANONICAL CACTVS               3.385   "CCC(=O)N1C[C@H]2[C@@H](C[C@@H]([C@H]2C1)c3cccc(Cl)c3)Oc4ccc(NC(C)=O)cc4"                                                                                                           
A1CBE SMILES           CACTVS               3.385   "CCC(=O)N1C[CH]2[CH](C[CH]([CH]2C1)c3cccc(Cl)c3)Oc4ccc(NC(C)=O)cc4"                                                                                                                 
A1CBE SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCC(=O)N1C[C@@H]2[C@H](C[C@H]([C@@H]2C1)Oc3ccc(cc3)NC(=O)C)c4cccc(c4)Cl"                                                                                                           
A1CBE SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC(=O)N1CC2C(CC(C2C1)Oc3ccc(cc3)NC(=O)C)c4cccc(c4)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 
A1CBE "SYSTEMATIC NAME" ACDLabs              14.52   "N-(4-{[(3aS,4R,6S,6aR)-6-(3-chlorophenyl)-2-propanoyloctahydrocyclopenta[c]pyrrol-4-yl]oxy}phenyl)acetamide"                                                   
A1CBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "~{N}-[4-[[(3~{a}~{S},4~{R},6~{S},6~{a}~{R})-6-(3-chlorophenyl)-2-propanoyl-3,3~{a},4,5,6,6~{a}-hexahydro-1~{H}-cyclopenta[c]pyrrol-4-yl]oxy]phenyl]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 
A1CBE "Create component" 2025-05-06 RCSB 
A1CBE "Initial release"  2025-06-11 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1CBE 
_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               C23 
_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      ? 
# 
