data_A1CEK
# 
_chem_comp.id                                    A1CEK 
_chem_comp.name                                  "N-{2-[(3S)-2,6-dioxopiperidin-3-yl]-1-oxo-2,3-dihydro-1H-isoindol-5-yl}benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H17 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-29 
_chem_comp.pdbx_modified_date                    2025-11-14 
_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                        363.367 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CEK 
_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        9OUL 
_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 
A1CEK C02 C1  C 0 1 N N N N N N 136.117 90.225 127.229 3.625  0.063  -0.328 C02 A1CEK 1  
A1CEK C04 C2  C 0 1 Y N N N N N 136.588 89.068 126.357 5.024  0.463  -0.073 C04 A1CEK 2  
A1CEK C05 C3  C 0 1 Y N N N N N 137.732 89.205 125.591 5.593  1.520  -0.786 C05 A1CEK 3  
A1CEK C06 C4  C 0 1 Y N N N N N 138.159 88.152 124.799 6.899  1.889  -0.543 C06 A1CEK 4  
A1CEK C07 C5  C 0 1 Y N N N N N 137.442 86.967 124.776 7.647  1.215  0.406  C07 A1CEK 5  
A1CEK C08 C6  C 0 1 Y N N N N N 136.297 86.833 125.543 7.090  0.166  1.116  C08 A1CEK 6  
A1CEK C09 C7  C 0 1 Y N N N N N 135.870 87.885 126.335 5.782  -0.209 0.887  C09 A1CEK 7  
A1CEK C10 C8  C 0 1 Y N N N N N 136.345 92.582 128.038 1.726  -1.257 0.211  C10 A1CEK 8  
A1CEK C11 C9  C 0 1 Y N N N N N 136.874 92.760 129.321 1.294  -2.576 0.308  C11 A1CEK 9  
A1CEK C12 C10 C 0 1 Y N N N N N 136.418 93.796 130.135 -0.041 -2.881 0.160  C12 A1CEK 10 
A1CEK C13 C11 C 0 1 Y N N N N N 135.419 94.668 129.669 -0.965 -1.862 -0.087 C13 A1CEK 11 
A1CEK C14 C12 C 0 1 Y N N N N N 134.891 94.494 128.404 -0.523 -0.538 -0.182 C14 A1CEK 12 
A1CEK C15 C13 C 0 1 N N N N N N 133.831 95.590 128.184 -1.747 0.302  -0.450 C15 A1CEK 13 
A1CEK C17 C14 C 0 1 N N S N N N 132.852 97.548 129.500 -4.278 -0.259 -0.733 C17 A1CEK 14 
A1CEK C18 C15 C 0 1 N N N N N N 131.424 97.226 129.701 -5.104 -0.549 0.525  C18 A1CEK 15 
A1CEK C19 C16 C 0 1 N N N N N N 130.662 98.479 129.906 -4.605 0.356  1.656  C19 A1CEK 16 
A1CEK C20 C17 C 0 1 N N N N N N 130.999 99.039 131.277 -4.673 1.792  1.207  C20 A1CEK 17 
A1CEK C23 C18 C 0 1 N N N N N N 133.418 98.602 130.444 -4.363 1.210  -1.052 C23 A1CEK 18 
A1CEK C25 C19 C 0 1 N N N N N N 134.724 95.883 130.319 -2.425 -1.875 -0.286 C25 A1CEK 19 
A1CEK C27 C20 C 0 1 Y N N N N N 135.353 93.448 127.581 0.809  -0.238 -0.035 C27 A1CEK 20 
A1CEK N01 N1  N 0 1 N N N N N N 136.820 91.493 127.190 3.078  -0.954 0.367  N01 A1CEK 21 
A1CEK N16 N2  N 0 1 N N N N N N 133.758 96.411 129.371 -2.880 -0.628 -0.496 N16 A1CEK 22 
A1CEK N22 N3  N 0 1 N N N N N N 132.475 99.045 131.522 -4.546 2.123  -0.087 N22 A1CEK 23 
A1CEK O03 O1  O 0 1 N N N N N N 135.177 90.084 127.937 2.966  0.654  -1.161 O03 A1CEK 24 
A1CEK O21 O2  O 0 1 N N N N N N 130.190 99.390 132.066 -4.845 2.665  2.030  O21 A1CEK 25 
A1CEK O24 O3  O 0 1 N N N N N N 134.496 99.072 130.315 -4.265 1.575  -2.204 O24 A1CEK 26 
A1CEK O26 O4  O 0 1 N N N N N N 134.959 96.279 131.406 -3.119 -2.874 -0.264 O26 A1CEK 27 
A1CEK H1  H1  H 0 1 N N N N N N 138.290 90.130 125.611 5.010  2.047  -1.528 H1  A1CEK 28 
A1CEK H2  H2  H 0 1 N N N N N N 139.051 88.255 124.199 7.340  2.707  -1.095 H2  A1CEK 29 
A1CEK H3  H3  H 0 1 N N N N N N 137.777 86.146 124.159 8.669  1.507  0.592  H3  A1CEK 30 
A1CEK H4  H4  H 0 1 N N N N N N 135.738 85.909 125.523 7.679  -0.357 1.855  H4  A1CEK 31 
A1CEK H5  H5  H 0 1 N N N N N N 134.978 87.783 126.935 5.349  -1.028 1.443  H5  A1CEK 32 
A1CEK H6  H6  H 0 1 N N N N N N 137.640 92.091 129.683 2.007  -3.364 0.498  H6  A1CEK 33 
A1CEK H7  H7  H 0 1 N N N N N N 136.832 93.928 131.124 -0.373 -3.905 0.235  H7  A1CEK 34 
A1CEK H8  H8  H 0 1 N N N N N N 134.115 96.211 127.322 -1.888 1.025  0.354  H8  A1CEK 35 
A1CEK H9  H9  H 0 1 N N N N N N 132.852 95.125 127.995 -1.646 0.817  -1.405 H9  A1CEK 36 
A1CEK H10 H10 H 0 1 N N N N N N 132.883 98.035 128.514 -4.672 -0.837 -1.569 H10 A1CEK 37 
A1CEK H11 H11 H 0 1 N N N N N N 131.037 96.702 128.814 -6.156 -0.342 0.327  H11 A1CEK 38 
A1CEK H12 H12 H 0 1 N N N N N N 131.314 96.581 130.585 -4.982 -1.594 0.810  H12 A1CEK 39 
A1CEK H13 H13 H 0 1 N N N N N N 130.936 99.209 129.131 -5.234 0.220  2.536  H13 A1CEK 40 
A1CEK H14 H14 H 0 1 N N N N N N 129.584 98.270 129.847 -3.575 0.099  1.901  H14 A1CEK 41 
A1CEK H15 H15 H 0 1 N N N N N N 134.937 93.317 126.593 1.144  0.785  -0.110 H15 A1CEK 42 
A1CEK H16 H16 H 0 1 N N N N N N 137.614 91.619 126.595 3.625  -1.475 0.975  H16 A1CEK 43 
A1CEK H17 H17 H 0 1 N N N N N N 132.833 99.345 132.406 -4.587 3.060  -0.334 H17 A1CEK 44 
# 
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 
A1CEK C07 C06 DOUB Y N 1  
A1CEK C07 C08 SING Y N 2  
A1CEK C06 C05 SING Y N 3  
A1CEK C08 C09 DOUB Y N 4  
A1CEK C05 C04 DOUB Y N 5  
A1CEK C09 C04 SING Y N 6  
A1CEK C04 C02 SING N N 7  
A1CEK N01 C02 SING N N 8  
A1CEK N01 C10 SING N N 9  
A1CEK C02 O03 DOUB N N 10 
A1CEK C27 C10 DOUB Y N 11 
A1CEK C27 C14 SING Y N 12 
A1CEK C10 C11 SING Y N 13 
A1CEK C15 C14 SING N N 14 
A1CEK C15 N16 SING N N 15 
A1CEK C14 C13 DOUB Y N 16 
A1CEK C11 C12 DOUB Y N 17 
A1CEK N16 C17 SING N N 18 
A1CEK N16 C25 SING N N 19 
A1CEK C17 C18 SING N N 20 
A1CEK C17 C23 SING N N 21 
A1CEK C13 C12 SING Y N 22 
A1CEK C13 C25 SING N N 23 
A1CEK C18 C19 SING N N 24 
A1CEK C19 C20 SING N N 25 
A1CEK O24 C23 DOUB N N 26 
A1CEK C25 O26 DOUB N N 27 
A1CEK C23 N22 SING N N 28 
A1CEK C20 N22 SING N N 29 
A1CEK C20 O21 DOUB N N 30 
A1CEK C05 H1  SING N N 31 
A1CEK C06 H2  SING N N 32 
A1CEK C07 H3  SING N N 33 
A1CEK C08 H4  SING N N 34 
A1CEK C09 H5  SING N N 35 
A1CEK C11 H6  SING N N 36 
A1CEK C12 H7  SING N N 37 
A1CEK C15 H8  SING N N 38 
A1CEK C15 H9  SING N N 39 
A1CEK C17 H10 SING N N 40 
A1CEK C18 H11 SING N N 41 
A1CEK C18 H12 SING N N 42 
A1CEK C19 H13 SING N N 43 
A1CEK C19 H14 SING N N 44 
A1CEK C27 H15 SING N N 45 
A1CEK N01 H16 SING N N 46 
A1CEK N22 H17 SING N N 47 
# 
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 
A1CEK SMILES           ACDLabs              14.52   "O=C1NC(=O)CCC1N1Cc2cc(ccc2C1=O)NC(=O)c1ccccc1"                                                                                                                  
A1CEK InChI            InChI                1.06    "InChI=1S/C20H17N3O4/c24-17-9-8-16(19(26)22-17)23-11-13-10-14(6-7-15(13)20(23)27)21-18(25)12-4-2-1-3-5-12/h1-7,10,16H,8-9,11H2,(H,21,25)(H,22,24,26)/t16-/m0/s1" 
A1CEK InChIKey         InChI                1.06    CIVWAWPQWLUMPF-INIZCTEOSA-N                                                                                                                                      
A1CEK SMILES_CANONICAL CACTVS               3.385   "O=C1CC[C@H](N2Cc3cc(NC(=O)c4ccccc4)ccc3C2=O)C(=O)N1"                                                                                                            
A1CEK SMILES           CACTVS               3.385   "O=C1CC[CH](N2Cc3cc(NC(=O)c4ccccc4)ccc3C2=O)C(=O)N1"                                                                                                             
A1CEK SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C(=O)Nc2ccc3c(c2)CN(C3=O)[C@H]4CCC(=O)NC4=O"                                                                                                          
A1CEK SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)C(=O)Nc2ccc3c(c2)CN(C3=O)C4CCC(=O)NC4=O"                                                                                                              
# 
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 
A1CEK "SYSTEMATIC NAME" ACDLabs              14.52   "N-{2-[(3S)-2,6-dioxopiperidin-3-yl]-1-oxo-2,3-dihydro-1H-isoindol-5-yl}benzamide"                     
A1CEK "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "~{N}-[2-[(3~{S})-2,6-bis(oxidanylidene)piperidin-3-yl]-1-oxidanylidene-3~{H}-isoindol-5-yl]benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CEK "Create component" 2025-05-29 RCSB 
A1CEK "Initial release"  2025-11-19 RCSB 
# 
