data_A1BQN
# 
_chem_comp.id                                    A1BQN 
_chem_comp.name                                  "(3S)-N~1~-(3-cyanophenyl)piperidine-1,3-dicarboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H16 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-13 
_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                        272.302 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BQN 
_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        7HVF 
_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 
A1BQN N1  N1  N 0 1 N N N N N N 9.794  12.621 22.285 0.995  0.581  -0.195 N1  A1BQN 1  
A1BQN N3  N2  N 0 1 N N N N N N 10.750 14.682 17.698 -4.914 -2.013 0.384  N3  A1BQN 2  
A1BQN C4  C1  C 0 1 Y N N N N N 9.536  10.211 22.426 2.347  -1.371 -0.637 C4  A1BQN 3  
A1BQN C5  C2  C 0 1 Y N N N N N 9.177  11.483 22.856 2.246  -0.046 -0.230 C5  A1BQN 4  
A1BQN C6  C3  C 0 1 N N N N N N 10.096 13.747 22.992 -0.117 -0.145 0.033  C6  A1BQN 5  
A1BQN C7  C4  C 0 1 N N N N N N 10.972 16.006 22.861 -1.431 1.921  0.009  C7  A1BQN 6  
A1BQN C8  C5  C 0 1 N N N N N N 12.218 16.279 22.050 -2.595 2.166  -0.956 C8  A1BQN 7  
A1BQN C10 C6  C 0 1 N N S N N N 11.046 15.361 19.993 -3.629 -0.014 -0.301 C10 A1BQN 8  
A1BQN C13 C7  C 0 1 Y N N N N N 8.214  11.635 23.851 3.383  0.654  0.140  C13 A1BQN 9  
A1BQN O1  O1  O 0 1 N N N N N N 10.114 16.760 18.276 -5.863 -0.009 0.459  O1  A1BQN 10 
A1BQN C11 C8  C 0 1 N N N N N N 10.612 15.669 18.571 -4.883 -0.677 0.208  C11 A1BQN 11 
A1BQN C9  C9  C 0 1 N N N N N N 11.867 16.523 20.577 -3.857 1.496  -0.408 C9  A1BQN 12 
A1BQN C12 C10 C 0 1 N N N N N N 9.820  15.107 20.870 -2.476 -0.284 0.672  C12 A1BQN 13 
A1BQN N2  N3  N 0 1 N N N N N N 10.229 14.891 22.264 -1.298 0.474  0.231  N2  A1BQN 14 
A1BQN O   O2  O 0 1 N N N N N N 10.238 13.744 24.216 -0.055 -1.359 0.061  O   A1BQN 15 
A1BQN C3  C11 C 0 1 Y N N N N N 8.908  9.098  22.962 3.579  -1.997 -0.669 C3  A1BQN 16 
A1BQN C2  C12 C 0 1 Y N N N N N 7.954  9.242  23.954 4.717  -1.310 -0.298 C2  A1BQN 17 
A1BQN C1  C13 C 0 1 Y N N N N N 7.617  10.507 24.413 4.628  0.024  0.102  C1  A1BQN 18 
A1BQN C   C14 C 0 1 N N N N N N 6.673  10.656 25.492 5.807  0.740  0.488  C   A1BQN 19 
A1BQN N   N4  N 0 1 N N N N N N 5.921  10.740 26.344 6.742  1.307  0.793  N   A1BQN 20 
A1BQN H4  H1  H 0 1 N N N N N N 10.021 12.598 21.311 0.929  1.540  -0.330 H4  A1BQN 21 
A1BQN H12 H2  H 0 1 N N N N N N 10.445 14.803 16.754 -4.130 -2.547 0.183  H12 A1BQN 22 
A1BQN H11 H3  H 0 1 N N N N N N 11.160 13.816 17.984 -5.721 -2.440 0.711  H11 A1BQN 23 
A1BQN H3  H4  H 0 1 N N N N N N 10.303 10.090 21.675 1.460  -1.915 -0.925 H3  A1BQN 24 
A1BQN H6  H5  H 0 1 N N N N N N 10.338 16.905 22.871 -0.509 2.310  -0.423 H6  A1BQN 25 
A1BQN H5  H6  H 0 1 N N N N N N 11.256 15.746 23.892 -1.630 2.421  0.957  H5  A1BQN 26 
A1BQN H7  H7  H 0 1 N N N N N N 12.722 17.170 22.453 -2.766 3.238  -1.054 H7  A1BQN 27 
A1BQN H8  H8  H 0 1 N N N N N N 12.892 15.412 22.121 -2.353 1.745  -1.932 H8  A1BQN 28 
A1BQN H   H9  H 0 1 N N N N N N 11.671 14.456 19.987 -3.378 -0.414 -1.283 H   A1BQN 29 
A1BQN H15 H10 H 0 1 N N N N N N 7.931  12.622 24.186 3.306  1.684  0.456  H15 A1BQN 30 
A1BQN H9  H11 H 0 1 N N N N N N 11.280 17.450 20.498 -4.083 1.900  0.579  H9  A1BQN 31 
A1BQN H10 H12 H 0 1 N N N N N N 12.798 16.628 20.000 -4.692 1.690  -1.081 H10 A1BQN 32 
A1BQN H13 H13 H 0 1 N N N N N N 9.150  15.978 20.819 -2.762 0.034  1.674  H13 A1BQN 33 
A1BQN H14 H14 H 0 1 N N N N N N 9.290  14.215 20.504 -2.246 -1.350 0.678  H14 A1BQN 34 
A1BQN H2  H15 H 0 1 N N N N N N 9.165  8.112  22.603 3.651  -3.027 -0.986 H2  A1BQN 35 
A1BQN H1  H16 H 0 1 N N N N N N 7.472  8.370  24.371 5.678  -1.803 -0.325 H1  A1BQN 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 
A1BQN N   C   TRIP N N 1  
A1BQN C   C1  SING N N 2  
A1BQN C1  C2  DOUB Y N 3  
A1BQN C2  C3  SING Y N 4  
A1BQN C3  C4  DOUB Y N 5  
A1BQN C4  C5  SING Y N 6  
A1BQN C5  N1  SING N N 7  
A1BQN N1  C6  SING N N 8  
A1BQN O   C6  DOUB N N 9  
A1BQN C6  N2  SING N N 10 
A1BQN N2  C7  SING N N 11 
A1BQN C7  C8  SING N N 12 
A1BQN C8  C9  SING N N 13 
A1BQN C9  C10 SING N N 14 
A1BQN C10 C11 SING N N 15 
A1BQN N3  C11 SING N N 16 
A1BQN C11 O1  DOUB N N 17 
A1BQN C12 C10 SING N N 18 
A1BQN N2  C12 SING N N 19 
A1BQN C13 C5  DOUB Y N 20 
A1BQN C1  C13 SING Y N 21 
A1BQN N1  H4  SING N N 22 
A1BQN N3  H12 SING N N 23 
A1BQN N3  H11 SING N N 24 
A1BQN C4  H3  SING N N 25 
A1BQN C7  H6  SING N N 26 
A1BQN C7  H5  SING N N 27 
A1BQN C8  H7  SING N N 28 
A1BQN C8  H8  SING N N 29 
A1BQN C10 H   SING N N 30 
A1BQN C13 H15 SING N N 31 
A1BQN C9  H9  SING N N 32 
A1BQN C9  H10 SING N N 33 
A1BQN C12 H13 SING N N 34 
A1BQN C12 H14 SING N N 35 
A1BQN C3  H2  SING N N 36 
A1BQN C2  H1  SING N N 37 
# 
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 
A1BQN SMILES           ACDLabs              14.52   "O=C(Nc1cc(C#N)ccc1)N1CCCC(C1)C(N)=O"                                                                                                 
A1BQN InChI            InChI                1.06    "InChI=1S/C14H16N4O2/c15-8-10-3-1-5-12(7-10)17-14(20)18-6-2-4-11(9-18)13(16)19/h1,3,5,7,11H,2,4,6,9H2,(H2,16,19)(H,17,20)/t11-/m0/s1" 
A1BQN InChIKey         InChI                1.06    USAPPLNLVADEDO-NSHDSACASA-N                                                                                                           
A1BQN SMILES_CANONICAL CACTVS               3.385   "NC(=O)[C@H]1CCCN(C1)C(=O)Nc2cccc(c2)C#N"                                                                                             
A1BQN SMILES           CACTVS               3.385   "NC(=O)[CH]1CCCN(C1)C(=O)Nc2cccc(c2)C#N"                                                                                              
A1BQN SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)NC(=O)N2CCC[C@@H](C2)C(=O)N)C#N"                                                                                          
A1BQN SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)NC(=O)N2CCCC(C2)C(=O)N)C#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 
A1BQN "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-N~1~-(3-cyanophenyl)piperidine-1,3-dicarboxamide"     
A1BQN "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-~{N}1-(3-cyanophenyl)piperidine-1,3-dicarboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1BQN "Create component" 2025-01-13 RCSB 
A1BQN "Initial release"  2025-02-26 RCSB 
# 
