data_A1BRF
# 
_chem_comp.id                                    A1BRF 
_chem_comp.name                                  "(3S)-1-{[(4S)-3,4-dihydro-2H-1-benzopyran-4-yl]methyl}-6-oxopiperidine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-14 
_chem_comp.pdbx_modified_date                    2025-02-21 
_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                        288.342 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BRF 
_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        7HYQ 
_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 
A1BRF N1  N1  N 0 1 N N N N N N 9.364  15.653 22.073 -1.068 -0.772 0.252  N1  A1BRF 1  
A1BRF C4  C1  C 0 1 N N N N N N 10.486 15.881 22.734 -1.433 -1.826 -0.479 C4  A1BRF 2  
A1BRF C5  C2  C 0 1 N N N N N N 8.176  15.179 22.819 0.321  -0.706 0.715  C5  A1BRF 3  
A1BRF C6  C3  C 0 1 N N S N N N 7.789  13.682 22.671 1.197  -0.103 -0.385 C6  A1BRF 4  
A1BRF C7  C4  C 0 1 N N N N N N 8.924  12.691 22.427 0.783  1.351  -0.626 C7  A1BRF 5  
A1BRF C8  C5  C 0 1 N N N N N N 8.409  11.277 22.503 1.849  2.015  -1.507 C8  A1BRF 6  
A1BRF C10 C6  C 0 1 Y N N N N N 6.081  11.478 25.268 4.828  0.819  0.218  C10 A1BRF 7  
A1BRF C13 C7  C 0 1 Y N N N N N 6.489  14.179 24.812 3.113  -1.301 0.660  C13 A1BRF 8  
A1BRF C15 C8  C 0 1 N N N N N N 9.213  16.014 20.659 -1.961 0.321  0.614  C15 A1BRF 9  
A1BRF O1  O1  O 0 1 N N N N N N 10.544 15.788 23.919 -0.590 -2.652 -0.756 O1  A1BRF 10 
A1BRF C3  C9  C 0 1 N N N N N N 11.727 16.263 21.980 -2.833 -2.045 -0.976 C3  A1BRF 11 
A1BRF C2  C10 C 0 1 N N N N N N 11.526 16.786 20.570 -3.620 -0.733 -0.911 C2  A1BRF 12 
A1BRF C1  C11 C 0 1 N N S N N N 10.512 15.888 19.854 -3.421 -0.111 0.469  C1  A1BRF 13 
A1BRF C   C12 C 0 1 N N N N N N 10.416 16.258 18.379 -4.325 1.086  0.619  C   A1BRF 14 
A1BRF O   O2  O 0 1 N N N N N N 9.843  17.281 18.001 -3.850 2.182  0.828  O   A1BRF 15 
A1BRF N   N2  N 0 1 N N N N N N 11.017 15.355 17.512 -5.661 0.938  0.520  N   A1BRF 16 
A1BRF C14 C13 C 0 1 Y N N N N N 7.040  13.256 23.923 2.642  -0.156 0.039  C14 A1BRF 17 
A1BRF C12 C14 C 0 1 Y N N N N N 5.783  13.762 25.928 4.433  -1.385 1.058  C12 A1BRF 18 
A1BRF C11 C15 C 0 1 Y N N N N N 5.560  12.420 26.140 5.291  -0.324 0.836  C11 A1BRF 19 
A1BRF C9  C16 C 0 1 Y N N N N N 6.874  11.901 24.209 3.498  0.909  -0.182 C9  A1BRF 20 
A1BRF O2  O3  O 0 1 N N N N N N 7.684  10.933 23.695 3.076  2.055  -0.777 O2  A1BRF 21 
A1BRF H8  H1  H 0 1 N N N N N N 8.360  15.368 23.887 0.377  -0.082 1.607  H8  A1BRF 22 
A1BRF H9  H2  H 0 1 N N N N N N 7.316  15.777 22.484 0.673  -1.710 0.951  H9  A1BRF 23 
A1BRF H1  H3  H 0 1 N N N N N N 7.093  13.606 21.823 1.068  -0.674 -1.305 H1  A1BRF 24 
A1BRF H11 H4  H 0 1 N N N N N N 9.352  12.868 21.429 -0.182 1.380  -1.133 H11 A1BRF 25 
A1BRF H10 H5  H 0 1 N N N N N N 9.702  12.835 23.191 0.715  1.876  0.326  H10 A1BRF 26 
A1BRF H13 H6  H 0 1 N N N N N N 7.741  11.116 21.644 1.984  1.436  -2.420 H13 A1BRF 27 
A1BRF H12 H7  H 0 1 N N N N N N 9.273  10.600 22.427 1.539  3.029  -1.758 H12 A1BRF 28 
A1BRF H14 H8  H 0 1 N N N N N N 5.873  10.428 25.410 5.499  1.647  0.045  H14 A1BRF 29 
A1BRF H17 H9  H 0 1 N N N N N N 6.615  15.236 24.627 2.445  -2.131 0.834  H17 A1BRF 30 
A1BRF H19 H10 H 0 1 N N N N N N 8.459  15.352 20.209 -1.773 0.613  1.647  H19 A1BRF 31 
A1BRF H18 H11 H 0 1 N N N N N N 8.867  17.057 20.601 -1.774 1.172  -0.041 H18 A1BRF 32 
A1BRF H7  H12 H 0 1 N N N N N N 12.369 15.372 21.918 -2.801 -2.397 -2.007 H7  A1BRF 33 
A1BRF H6  H13 H 0 1 N N N N N N 12.241 17.046 22.557 -3.326 -2.792 -0.353 H6  A1BRF 34 
A1BRF H5  H14 H 0 1 N N N N N N 12.483 16.769 20.029 -3.251 -0.046 -1.673 H5  A1BRF 35 
A1BRF H4  H15 H 0 1 N N N N N N 11.145 17.817 20.608 -4.679 -0.932 -1.078 H4  A1BRF 36 
A1BRF H   H16 H 0 1 N N N N N N 10.862 14.848 19.927 -3.654 -0.846 1.239  H   A1BRF 37 
A1BRF H2  H17 H 0 1 N N N N N N 10.998 15.520 16.526 -6.041 0.061  0.352  H2  A1BRF 38 
A1BRF H3  H18 H 0 1 N N N N N N 11.469 14.540 17.874 -6.243 1.707  0.616  H3  A1BRF 39 
A1BRF H16 H19 H 0 1 N N N N N N 5.407  14.490 26.632 4.795  -2.280 1.543  H16 A1BRF 40 
A1BRF H15 H20 H 0 1 N N N N N N 4.976  12.100 26.990 6.324  -0.391 1.146  H15 A1BRF 41 
# 
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 
A1BRF N   C   SING N N 1  
A1BRF O   C   DOUB N N 2  
A1BRF C   C1  SING N N 3  
A1BRF C1  C2  SING N N 4  
A1BRF C2  C3  SING N N 5  
A1BRF C3  C4  SING N N 6  
A1BRF C4  O1  DOUB N N 7  
A1BRF N1  C4  SING N N 8  
A1BRF C5  N1  SING N N 9  
A1BRF C6  C5  SING N N 10 
A1BRF C6  C7  SING N N 11 
A1BRF C7  C8  SING N N 12 
A1BRF C8  O2  SING N N 13 
A1BRF O2  C9  SING N N 14 
A1BRF C9  C10 DOUB Y N 15 
A1BRF C10 C11 SING Y N 16 
A1BRF C11 C12 DOUB Y N 17 
A1BRF C12 C13 SING Y N 18 
A1BRF C13 C14 DOUB Y N 19 
A1BRF C9  C14 SING Y N 20 
A1BRF C14 C6  SING N N 21 
A1BRF C15 N1  SING N N 22 
A1BRF C1  C15 SING N N 23 
A1BRF C5  H8  SING N N 24 
A1BRF C5  H9  SING N N 25 
A1BRF C6  H1  SING N N 26 
A1BRF C7  H11 SING N N 27 
A1BRF C7  H10 SING N N 28 
A1BRF C8  H13 SING N N 29 
A1BRF C8  H12 SING N N 30 
A1BRF C10 H14 SING N N 31 
A1BRF C13 H17 SING N N 32 
A1BRF C15 H19 SING N N 33 
A1BRF C15 H18 SING N N 34 
A1BRF C3  H7  SING N N 35 
A1BRF C3  H6  SING N N 36 
A1BRF C2  H5  SING N N 37 
A1BRF C2  H4  SING N N 38 
A1BRF C1  H   SING N N 39 
A1BRF N   H2  SING N N 40 
A1BRF N   H3  SING N N 41 
A1BRF C12 H16 SING N N 42 
A1BRF C11 H15 SING N N 43 
# 
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 
A1BRF SMILES           ACDLabs              14.52   "NC(=O)C1CCC(=O)N(C1)CC1CCOc2ccccc21"                                                                                              
A1BRF InChI            InChI                1.06    "InChI=1S/C16H20N2O3/c17-16(20)12-5-6-15(19)18(10-12)9-11-7-8-21-14-4-2-1-3-13(11)14/h1-4,11-12H,5-10H2,(H2,17,20)/t11-,12+/m1/s1" 
A1BRF InChIKey         InChI                1.06    OIEVYMFVQRAVHG-NEPJUHHUSA-N                                                                                                        
A1BRF SMILES_CANONICAL CACTVS               3.385   "NC(=O)[C@H]1CCC(=O)N(C1)C[C@H]2CCOc3ccccc23"                                                                                      
A1BRF SMILES           CACTVS               3.385   "NC(=O)[CH]1CCC(=O)N(C1)C[CH]2CCOc3ccccc23"                                                                                        
A1BRF SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc2c(c1)[C@H](CCO2)CN3C[C@H](CCC3=O)C(=O)N"                                                                                    
A1BRF SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc2c(c1)C(CCO2)CN3CC(CCC3=O)C(=O)N"                                                                                            
# 
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 
A1BRF "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-1-{[(4S)-3,4-dihydro-2H-1-benzopyran-4-yl]methyl}-6-oxopiperidine-3-carboxamide"                
A1BRF "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-1-[[(4~{S})-3,4-dihydro-2~{H}-chromen-4-yl]methyl]-6-oxidanylidene-piperidine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BRF "Create component" 2025-01-14 RCSB 
A1BRF "Initial release"  2025-02-26 RCSB 
# 
