data_A1A3N
# 
_chem_comp.id                                    A1A3N 
_chem_comp.name                                  "N-{(3S,4S)-1-[(4S)-imidazo[1,5-a]pyridine-8-carbonyl]-4-phenylpiperidin-3-yl}-1H-pyrrole-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H23 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-28 
_chem_comp.pdbx_modified_date                    2025-09-05 
_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                        413.472 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A3N 
_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        9DDF 
_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 
A1A3N N1   N1  N 0 1 Y N N N N N -19.820 -19.009 0.309  -5.235 -1.381 0.661  N1   A1A3N 1  
A1A3N N3   N2  N 0 1 Y N N N N N -19.594 -15.294 7.372  5.029  0.361  -2.574 N3   A1A3N 2  
A1A3N C4   C1  C 0 1 Y N N N N N -20.521 -17.864 0.051  -4.356 -1.768 -0.325 C4   A1A3N 3  
A1A3N C5   C2  C 0 1 N N N N N N -20.411 -16.715 0.956  -2.955 -1.351 -0.451 C5   A1A3N 4  
A1A3N C6   C3  C 0 1 Y N N N N N -20.211 -14.418 6.474  3.980  -0.169 -1.939 C6   A1A3N 5  
A1A3N C7   C4  C 0 1 Y N N N N N -20.459 -16.309 7.520  6.033  0.484  -1.745 C7   A1A3N 6  
A1A3N C8   C5  C 0 1 Y N N N N N -21.413 -14.928 6.064  4.344  -0.390 -0.645 C8   A1A3N 7  
A1A3N C10  C6  C 0 1 Y N N N N N -23.649 -16.568 5.718  5.684  -0.573 1.770  C10  A1A3N 8  
A1A3N C13  C7  C 0 1 N N N N N N -22.345 -13.207 4.464  2.259  -1.396 0.439  C13  A1A3N 9  
A1A3N C15  C8  C 0 1 N N N N N N -22.468 -11.983 2.324  1.555  0.680  1.529  C15  A1A3N 10 
A1A3N C17  C9  C 0 1 N N S N N N -21.161 -14.434 1.413  -1.020 -0.092 0.329  C17  A1A3N 11 
A1A3N C20  C10 C 0 1 Y N N N N N -18.921 -12.005 -2.394 -3.527 3.858  0.614  C20  A1A3N 12 
A1A3N C21  C11 C 0 1 Y N N N N N -20.025 -12.167 -1.542 -2.688 2.918  1.183  C21  A1A3N 13 
A1A3N C22  C12 C 0 1 Y N N N N N -19.935 -13.026 -0.432 -1.738 2.280  0.407  C22  A1A3N 14 
A1A3N C24  C13 C 0 1 Y N N N N N -17.632 -13.565 -1.058 -2.467 3.521  -1.507 C24  A1A3N 15 
A1A3N C1   C14 C 0 1 Y N N N N N -20.058 -19.955 -0.657 -6.429 -1.981 0.438  C1   A1A3N 16 
A1A3N C2   C15 C 0 1 Y N N N N N -20.941 -19.401 -1.552 -6.334 -2.743 -0.678 C2   A1A3N 17 
A1A3N C3   C16 C 0 1 Y N N N N N -21.235 -18.070 -1.102 -5.032 -2.620 -1.172 C3   A1A3N 18 
A1A3N O1   O1  O 0 1 N N N N N N -19.690 -16.754 1.957  -2.277 -1.766 -1.372 O1   A1A3N 19 
A1A3N N2   N3  N 0 1 N N N N N N -21.138 -15.650 0.619  -2.419 -0.509 0.455  N2   A1A3N 20 
A1A3N N4   N4  N 0 1 Y N N N N N -21.568 -16.141 6.738  5.655  0.028  -0.523 N4   A1A3N 21 
A1A3N C9   C17 C 0 1 Y N N N N N -22.654 -16.946 6.588  6.297  -0.072 0.679  C9   A1A3N 22 
A1A3N C11  C18 C 0 1 Y N N N N N -23.544 -15.350 5.000  4.356  -1.018 1.722  C11  A1A3N 23 
A1A3N O2   O2  O 0 1 N N N N N N -22.207 -12.168 5.113  1.997  -2.450 -0.109 O2   A1A3N 24 
A1A3N C12  C19 C 0 1 Y N N N N N -22.441 -14.529 5.174  3.655  -0.939 0.527  C12  A1A3N 25 
A1A3N C14  C20 C 0 1 N N N N N N -21.247 -11.917 1.390  0.630  1.707  0.867  C14  A1A3N 26 
A1A3N N5   N5  N 0 1 N N N N N N -22.446 -13.231 3.105  1.270  -0.646 0.965  N5   A1A3N 27 
A1A3N C16  C21 C 0 1 N N N N N N -22.416 -14.466 2.320  -0.114 -1.139 0.985  C16  A1A3N 28 
A1A3N C18  C22 C 0 1 N N S N N N -21.134 -13.169 0.507  -0.823 1.255  1.027  C18  A1A3N 29 
A1A3N C19  C23 C 0 1 Y N N N N N -17.730 -12.707 -2.159 -3.417 4.159  -0.731 C19  A1A3N 30 
A1A3N C23  C24 C 0 1 Y N N N N N -18.730 -13.724 -0.186 -1.628 2.581  -0.938 C23  A1A3N 31 
A1A3N HN1  H1  H 0 1 N N N N N N -19.216 -19.140 1.095  -5.032 -0.781 1.396  HN1  A1A3N 32 
A1A3N HC6  H2  H 0 1 N N N N N N -19.798 -13.474 6.150  3.015  -0.384 -2.374 HC6  A1A3N 33 
A1A3N HC7  H3  H 0 1 N N N N N N -20.299 -17.153 8.175  7.006  0.884  -1.992 HC7  A1A3N 34 
A1A3N HC10 H4  H 0 0 N N N N N N -24.513 -17.201 5.581  6.228  -0.634 2.701  HC10 A1A3N 35 
A1A3N H151 H5  H 0 0 N N N N N N -22.446 -11.124 3.011  2.594  0.945  1.333  H151 A1A3N 36 
A1A3N H152 H6  H 0 0 N N N N N N -23.388 -11.948 1.722  1.378  0.666  2.604  H152 A1A3N 37 
A1A3N HC17 H7  H 0 0 N N N N N N -20.273 -14.406 2.061  -0.762 0.003  -0.726 HC17 A1A3N 38 
A1A3N HC20 H8  H 0 0 N N N N N N -18.990 -11.334 -3.238 -4.272 4.353  1.219  HC20 A1A3N 39 
A1A3N HC21 H9  H 0 0 N N N N N N -20.943 -11.632 -1.739 -2.774 2.683  2.233  HC21 A1A3N 40 
A1A3N HC24 H10 H 0 0 N N N N N N -16.715 -14.106 -0.875 -2.381 3.757  -2.557 HC24 A1A3N 41 
A1A3N HC1  H11 H 0 1 N N N N N N -19.632 -20.946 -0.704 -7.312 -1.870 1.049  HC1  A1A3N 42 
A1A3N HC2  H12 H 0 1 N N N N N N -21.341 -19.880 -2.434 -7.124 -3.341 -1.109 HC2  A1A3N 43 
A1A3N HC3  H13 H 0 1 N N N N N N -21.895 -17.363 -1.582 -4.631 -3.102 -2.051 HC3  A1A3N 44 
A1A3N HN2  H14 H 0 1 N N N N N N -21.690 -15.690 -0.214 -2.959 -0.179 1.189  HN2  A1A3N 45 
A1A3N HC9  H15 H 0 1 N N N N N N -22.733 -17.868 7.144  7.322  0.260  0.757  HC9  A1A3N 46 
A1A3N HC11 H16 H 0 0 N N N N N N -24.327 -15.061 4.315  3.883  -1.417 2.607  HC11 A1A3N 47 
A1A3N H141 H17 H 0 0 N N N N N N -20.336 -11.829 2.001  0.764  2.678  1.344  H141 A1A3N 48 
A1A3N H142 H18 H 0 0 N N N N N N -21.341 -11.033 0.743  0.873  1.785  -0.193 H142 A1A3N 49 
A1A3N H162 H19 H 0 0 N N N N N N -23.322 -14.535 1.700  -0.429 -1.302 2.015  H162 A1A3N 50 
A1A3N H161 H20 H 0 0 N N N N N N -22.366 -15.334 2.994  -0.176 -2.076 0.430  H161 A1A3N 51 
A1A3N HC18 H21 H 0 0 N N N N N N -22.037 -13.206 -0.121 -1.058 1.153  2.086  HC18 A1A3N 52 
A1A3N HC19 H22 H 0 0 N N N N N N -16.890 -12.586 -2.827 -4.072 4.893  -1.175 HC19 A1A3N 53 
A1A3N HC23 H23 H 0 0 N N N N N N -18.650 -14.379 0.669  -0.886 2.083  -1.544 HC23 A1A3N 54 
# 
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 
A1A3N C20 C19  DOUB Y N 1  
A1A3N C20 C21  SING Y N 2  
A1A3N C19 C24  SING Y N 3  
A1A3N C2  C3   SING Y N 4  
A1A3N C2  C1   DOUB Y N 5  
A1A3N C21 C22  DOUB Y N 6  
A1A3N C3  C4   DOUB Y N 7  
A1A3N C24 C23  DOUB Y N 8  
A1A3N C1  N1   SING Y N 9  
A1A3N C22 C23  SING Y N 10 
A1A3N C22 C18  SING N N 11 
A1A3N C4  N1   SING Y N 12 
A1A3N C4  C5   SING N N 13 
A1A3N C18 C14  SING N N 14 
A1A3N C18 C17  SING N N 15 
A1A3N N2  C5   SING N N 16 
A1A3N N2  C17  SING N N 17 
A1A3N C5  O1   DOUB N N 18 
A1A3N C14 C15  SING N N 19 
A1A3N C17 C16  SING N N 20 
A1A3N C16 N5   SING N N 21 
A1A3N C15 N5   SING N N 22 
A1A3N N5  C13  SING N N 23 
A1A3N C13 O2   DOUB N N 24 
A1A3N C13 C12  SING N N 25 
A1A3N C11 C12  DOUB Y N 26 
A1A3N C11 C10  SING Y N 27 
A1A3N C12 C8   SING Y N 28 
A1A3N C10 C9   DOUB Y N 29 
A1A3N C8  C6   DOUB Y N 30 
A1A3N C8  N4   SING Y N 31 
A1A3N C6  N3   SING Y N 32 
A1A3N C9  N4   SING Y N 33 
A1A3N N4  C7   SING Y N 34 
A1A3N N3  C7   DOUB Y N 35 
A1A3N N1  HN1  SING N N 36 
A1A3N C6  HC6  SING N N 37 
A1A3N C7  HC7  SING N N 38 
A1A3N C10 HC10 SING N N 39 
A1A3N C15 H151 SING N N 40 
A1A3N C15 H152 SING N N 41 
A1A3N C17 HC17 SING N N 42 
A1A3N C20 HC20 SING N N 43 
A1A3N C21 HC21 SING N N 44 
A1A3N C24 HC24 SING N N 45 
A1A3N C1  HC1  SING N N 46 
A1A3N C2  HC2  SING N N 47 
A1A3N C3  HC3  SING N N 48 
A1A3N N2  HN2  SING N N 49 
A1A3N C9  HC9  SING N N 50 
A1A3N C11 HC11 SING N N 51 
A1A3N C14 H141 SING N N 52 
A1A3N C14 H142 SING N N 53 
A1A3N C16 H162 SING N N 54 
A1A3N C16 H161 SING N N 55 
A1A3N C18 HC18 SING N N 56 
A1A3N C19 HC19 SING N N 57 
A1A3N C23 HC23 SING N N 58 
# 
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 
A1A3N SMILES           ACDLabs              14.52 "O=C(c1cccn2cncc21)N1CCC(C(NC(=O)c2ccc[NH]2)C1)c1ccccc1"                                                                                                                                 
A1A3N InChI            InChI                1.06  "InChI=1S/C24H23N5O2/c30-23(20-9-4-11-26-20)27-21-15-28(13-10-18(21)17-6-2-1-3-7-17)24(31)19-8-5-12-29-16-25-14-22(19)29/h1-9,11-12,14,16,18,21,26H,10,13,15H2,(H,27,30)/t18-,21+/m0/s1" 
A1A3N InChIKey         InChI                1.06  HKQMQULFONPPAN-GHTZIAJQSA-N                                                                                                                                                              
A1A3N SMILES_CANONICAL CACTVS               3.385 "O=C(N[C@@H]1CN(CC[C@H]1c2ccccc2)C(=O)c3cccn4cncc34)c5[nH]ccc5"                                                                                                                          
A1A3N SMILES           CACTVS               3.385 "O=C(N[CH]1CN(CC[CH]1c2ccccc2)C(=O)c3cccn4cncc34)c5[nH]ccc5"                                                                                                                             
A1A3N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)[C@@H]2CCN(C[C@H]2NC(=O)c3ccc[nH]3)C(=O)c4cccn5c4cnc5"                                                                                                                        
A1A3N SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)C2CCN(CC2NC(=O)c3ccc[nH]3)C(=O)c4cccn5c4cnc5"                                                                                                                                 
# 
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 
A1A3N "SYSTEMATIC NAME" ACDLabs              14.52 "N-{(3S,4S)-1-[(4S)-imidazo[1,5-a]pyridine-8-carbonyl]-4-phenylpiperidin-3-yl}-1H-pyrrole-2-carboxamide"        
A1A3N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(3~{S},4~{S})-1-imidazo[1,5-a]pyridin-8-ylcarbonyl-4-phenyl-piperidin-3-yl]-1~{H}-pyrrole-2-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 
A1A3N "Create component" 2024-08-28 RCSB 
A1A3N "Initial release"  2025-09-10 RCSB 
# 
