data_A1CH3
# 
_chem_comp.id                                    A1CH3 
_chem_comp.name                                  "6-[(4R,5S,6S)-6-hydroxy-6,7,8,9-tetrahydro-5H-imidazo[1,5-a]azepin-5-yl][1,1'-biphenyl]-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H19 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-07-09 
_chem_comp.pdbx_modified_date                    2025-11-28 
_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                        329.395 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CH3 
_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        9PH4 
_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 
A1CH3 C1  C1  C 0 1 Y N N N N N 157.999 123.593 123.741 -1.856 -1.268 0.857  C1  A1CH3 1  
A1CH3 C3  C2  C 0 1 Y N N N N N 158.859 124.691 121.992 -2.216 0.214  -0.708 C3  A1CH3 2  
A1CH3 C11 C3  C 0 1 Y N N N N N 160.459 122.727 118.405 1.926  1.652  0.156  C11 A1CH3 3  
A1CH3 C12 C4  C 0 1 Y N N N N N 159.313 122.690 119.172 0.825  0.896  -0.231 C12 A1CH3 4  
A1CH3 C13 C5  C 0 1 Y N N N N N 157.988 122.830 118.433 -0.531 1.500  -0.222 C13 A1CH3 5  
A1CH3 C14 C6  C 0 1 N N N N N N 162.937 122.649 118.096 4.337  1.850  0.541  C14 A1CH3 6  
A1CH3 C16 C7  C 0 1 Y N N N N N 157.567 124.076 118.012 -1.278 1.523  0.954  C16 A1CH3 7  
A1CH3 C17 C8  C 0 1 Y N N N N N 156.370 124.199 117.331 -2.538 2.086  0.957  C17 A1CH3 8  
A1CH3 C18 C9  C 0 1 Y N N N N N 155.602 123.079 117.063 -3.060 2.625  -0.205 C18 A1CH3 9  
A1CH3 C19 C10 C 0 1 Y N N N N N 156.031 121.832 117.479 -2.323 2.604  -1.375 C19 A1CH3 10 
A1CH3 C20 C11 C 0 1 Y N N N N N 157.228 121.705 118.158 -1.059 2.050  -1.388 C20 A1CH3 11 
A1CH3 C21 C12 C 0 1 N N N N N N 157.322 122.418 124.483 -1.251 -2.405 1.637  C21 A1CH3 12 
A1CH3 C22 C13 C 0 1 N N N N N N 156.092 121.971 123.727 0.263  -2.195 1.734  C22 A1CH3 13 
A1CH3 C23 C14 C 0 1 N N N N N N 156.363 120.989 122.613 0.943  -2.828 0.524  C23 A1CH3 14 
A1CH3 C24 C15 C 0 1 N N S N N N 157.694 121.095 121.880 0.051  -2.721 -0.711 C24 A1CH3 15 
A1CH3 N2  N1  N 0 1 Y N N N N N 158.290 123.538 122.460 -1.388 -0.781 -0.333 N2  A1CH3 16 
A1CH3 N4  N2  N 0 1 Y N N N N N 158.948 125.491 123.085 -3.140 0.355  0.204  N4  A1CH3 17 
A1CH3 C5  C16 C 0 1 Y N N N N N 158.426 124.850 124.154 -2.943 -0.547 1.179  C5  A1CH3 18 
A1CH3 C6  C17 C 0 1 N N S N N N 158.090 122.491 121.383 -0.197 -1.249 -1.047 C6  A1CH3 19 
A1CH3 C7  C18 C 0 1 Y N N N N N 159.390 122.542 120.554 0.996  -0.429 -0.628 C7  A1CH3 20 
A1CH3 C8  C19 C 0 1 Y N N N N N 160.644 122.400 121.137 2.257  -0.994 -0.638 C8  A1CH3 21 
A1CH3 C9  C20 C 0 1 Y N N N N N 161.795 122.446 120.361 3.355  -0.251 -0.255 C9  A1CH3 22 
A1CH3 C10 C21 C 0 1 Y N N N N N 161.699 122.604 118.989 3.197  1.079  0.145  C10 A1CH3 23 
A1CH3 N15 N3  N 0 1 N N N N N N 163.840 122.687 117.417 5.241  2.462  0.855  N15 A1CH3 24 
A1CH3 O25 O1  O 0 1 N N N N N N 158.736 120.557 122.651 0.693  -3.359 -1.817 O25 A1CH3 25 
A1CH3 H1  H1  H 0 1 N N N N N N 159.168 124.914 120.981 -2.129 0.799  -1.612 H1  A1CH3 26 
A1CH3 H2  H2  H 0 1 N N N N N N 160.382 122.854 117.335 1.798  2.681  0.460  H2  A1CH3 27 
A1CH3 H3  H3  H 0 1 N N N N N N 158.169 124.949 118.214 -0.872 1.101  1.862  H3  A1CH3 28 
A1CH3 H4  H4  H 0 1 N N N N N N 156.033 125.173 117.007 -3.118 2.104  1.868  H4  A1CH3 29 
A1CH3 H5  H5  H 0 1 N N N N N N 154.668 123.179 116.529 -4.047 3.064  -0.198 H5  A1CH3 30 
A1CH3 H6  H6  H 0 1 N N N N N N 155.431 120.958 117.273 -2.736 3.027  -2.280 H6  A1CH3 31 
A1CH3 H7  H7  H 0 1 N N N N N N 157.570 120.730 118.474 -0.484 2.034  -2.302 H7  A1CH3 32 
A1CH3 H8  H8  H 0 1 N N N N N N 157.031 122.744 125.493 -1.680 -2.430 2.639  H8  A1CH3 33 
A1CH3 H9  H9  H 0 1 N N N N N N 158.029 121.579 124.558 -1.458 -3.347 1.129  H9  A1CH3 34 
A1CH3 H10 H10 H 0 1 N N N N N N 155.614 122.861 123.291 0.481  -1.127 1.755  H10 A1CH3 35 
A1CH3 H11 H11 H 0 1 N N N N N N 155.403 121.498 124.442 0.638  -2.661 2.645  H11 A1CH3 36 
A1CH3 H12 H12 H 0 1 N N N N N N 155.566 121.113 121.865 1.886  -2.315 0.332  H12 A1CH3 37 
A1CH3 H13 H13 H 0 1 N N N N N N 156.306 119.979 123.045 1.142  -3.879 0.733  H13 A1CH3 38 
A1CH3 H14 H14 H 0 1 N N N N N N 157.595 120.471 120.979 -0.902 -3.212 -0.514 H14 A1CH3 39 
A1CH3 H15 H15 H 0 1 N N N N N N 158.353 125.246 125.156 -3.550 -0.672 2.063  H15 A1CH3 40 
A1CH3 H16 H16 H 0 1 N N N N N N 157.278 122.844 120.730 -0.353 -1.142 -2.121 H16 A1CH3 41 
A1CH3 H17 H17 H 0 1 N N N N N N 160.724 122.252 122.204 2.384  -2.021 -0.947 H17 A1CH3 42 
A1CH3 H18 H18 H 0 1 N N N N N N 162.765 122.359 120.828 4.339  -0.697 -0.265 H18 A1CH3 43 
A1CH3 H19 H19 H 0 1 N N N N N N 158.489 119.692 122.958 0.877  -4.298 -1.678 H19 A1CH3 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 
A1CH3 C18 C17 DOUB Y N 1  
A1CH3 C18 C19 SING Y N 2  
A1CH3 C17 C16 SING Y N 3  
A1CH3 N15 C14 TRIP N N 4  
A1CH3 C19 C20 DOUB Y N 5  
A1CH3 C16 C13 DOUB Y N 6  
A1CH3 C14 C10 SING N N 7  
A1CH3 C20 C13 SING Y N 8  
A1CH3 C11 C10 DOUB Y N 9  
A1CH3 C11 C12 SING Y N 10 
A1CH3 C13 C12 SING N N 11 
A1CH3 C10 C9  SING Y N 12 
A1CH3 C12 C7  DOUB Y N 13 
A1CH3 C9  C8  DOUB Y N 14 
A1CH3 C7  C8  SING Y N 15 
A1CH3 C7  C6  SING N N 16 
A1CH3 C6  C24 SING N N 17 
A1CH3 C6  N2  SING N N 18 
A1CH3 C24 C23 SING N N 19 
A1CH3 C24 O25 SING N N 20 
A1CH3 C3  N2  SING Y N 21 
A1CH3 C3  N4  DOUB Y N 22 
A1CH3 N2  C1  SING Y N 23 
A1CH3 C23 C22 SING N N 24 
A1CH3 N4  C5  SING Y N 25 
A1CH3 C22 C21 SING N N 26 
A1CH3 C1  C5  DOUB Y N 27 
A1CH3 C1  C21 SING N N 28 
A1CH3 C3  H1  SING N N 29 
A1CH3 C11 H2  SING N N 30 
A1CH3 C16 H3  SING N N 31 
A1CH3 C17 H4  SING N N 32 
A1CH3 C18 H5  SING N N 33 
A1CH3 C19 H6  SING N N 34 
A1CH3 C20 H7  SING N N 35 
A1CH3 C21 H8  SING N N 36 
A1CH3 C21 H9  SING N N 37 
A1CH3 C22 H10 SING N N 38 
A1CH3 C22 H11 SING N N 39 
A1CH3 C23 H12 SING N N 40 
A1CH3 C23 H13 SING N N 41 
A1CH3 C24 H14 SING N N 42 
A1CH3 C5  H15 SING N N 43 
A1CH3 C6  H16 SING N N 44 
A1CH3 C8  H17 SING N N 45 
A1CH3 C9  H18 SING N N 46 
A1CH3 O25 H19 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 
A1CH3 SMILES           ACDLabs              14.52   "N#Cc1ccc(C2C(O)CCCc3cncn32)c(c1)c1ccccc1"                                                                                                               
A1CH3 InChI            InChI                1.06    "InChI=1S/C21H19N3O/c22-12-15-9-10-18(19(11-15)16-5-2-1-3-6-16)21-20(25)8-4-7-17-13-23-14-24(17)21/h1-3,5-6,9-11,13-14,20-21,25H,4,7-8H2/t20-,21-/m0/s1" 
A1CH3 InChIKey         InChI                1.06    YJXOYLFTOJVXJZ-SFTDATJTSA-N                                                                                                                              
A1CH3 SMILES_CANONICAL CACTVS               3.385   "O[C@H]1CCCc2cncn2[C@H]1c3ccc(cc3c4ccccc4)C#N"                                                                                                           
A1CH3 SMILES           CACTVS               3.385   "O[CH]1CCCc2cncn2[CH]1c3ccc(cc3c4ccccc4)C#N"                                                                                                             
A1CH3 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)c2cc(ccc2[C@H]3[C@H](CCCc4n3cnc4)O)C#N"                                                                                                       
A1CH3 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)c2cc(ccc2C3C(CCCc4n3cnc4)O)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 
A1CH3 "SYSTEMATIC NAME" ACDLabs              14.52   "6-[(4R,5S,6S)-6-hydroxy-6,7,8,9-tetrahydro-5H-imidazo[1,5-a]azepin-5-yl][1,1'-biphenyl]-3-carbonitrile"       
A1CH3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "4-[(5~{S},6~{S})-6-oxidanyl-6,7,8,9-tetrahydro-5~{H}-imidazo[1,5-a]azepin-5-yl]-3-phenyl-benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CH3 "Create component" 2025-07-09 RCSB 
A1CH3 "Initial release"  2025-12-03 RCSB 
# 
