data_A1BHQ
# 
_chem_comp.id                                    A1BHQ 
_chem_comp.name                                  "(2M)-2-[5-chloro-2-(piperazin-1-yl)phenyl]-N-(5-methyl-1,3-thiazol-2-yl)-1H-1,3-benzimidazole-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H21 Cl N6 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-20 
_chem_comp.pdbx_modified_date                    2025-11-21 
_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                        452.960 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BHQ 
_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        9EF7 
_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 
A1BHQ C02  C1  C  0 1 N N N N N N 8.829  12.159 53.629 -2.214 1.112  0.013  C02  A1BHQ 1  
A1BHQ C03  C2  C  0 1 Y N N N N N 9.927  11.425 52.861 -1.247 2.222  0.007  C03  A1BHQ 2  
A1BHQ C04  C3  C  0 1 Y N N N N N 10.335 11.924 51.573 0.140  1.958  0.006  C04  A1BHQ 3  
A1BHQ C05  C4  C  0 1 Y N N N N N 11.314 11.311 50.880 1.046  3.034  -0.000 C05  A1BHQ 4  
A1BHQ C07  C5  C  0 1 Y N N N N N 10.574 12.967 49.649 2.145  1.115  0.005  C07  A1BHQ 5  
A1BHQ C08  C6  C  0 1 Y N N N N N 10.420 14.067 48.581 3.241  0.126  0.006  C08  A1BHQ 6  
A1BHQ C09  C7  C  0 1 Y N N N N N 10.455 13.839 47.228 2.952  -1.246 0.006  C09  A1BHQ 7  
A1BHQ C11  C8  C  0 1 Y N N N N N 10.240 16.206 46.818 5.301  -1.733 0.007  C11  A1BHQ 8  
A1BHQ C14  C9  C  0 1 Y N N N N N 10.350 15.364 49.087 4.571  0.552  0.002  C14  A1BHQ 9  
A1BHQ C20  C10 C  0 1 N N N N N N 9.375  11.532 46.990 1.320  -2.423 -1.225 C20  A1BHQ 10 
A1BHQ C22  C11 C  0 1 Y N N N N N 11.979 10.153 51.438 0.574  4.338  -0.004 C22  A1BHQ 11 
A1BHQ C23  C12 C  0 1 Y N N N N N 11.598 9.682  52.694 -0.786 4.585  -0.003 C23  A1BHQ 12 
A1BHQ C26  C13 C  0 1 Y N N N N N 7.337  14.223 53.668 -4.449 0.323  0.004  C26  A1BHQ 13 
A1BHQ C29  C14 C  0 1 Y N N N N N 5.690  15.183 55.171 -6.348 -1.245 0.001  C29  A1BHQ 14 
A1BHQ C31  C15 C  0 1 N N N N N N 4.712  15.484 56.283 -7.659 -1.987 -0.004 C31  A1BHQ 15 
A1BHQ C10  C16 C  0 1 Y N N N N N 10.348 14.911 46.332 3.991  -2.168 0.007  C10  A1BHQ 16 
A1BHQ C12  C17 C  0 1 Y N N N N N 10.252 16.418 48.206 5.590  -0.377 0.002  C12  A1BHQ 17 
A1BHQ C16  C18 C  0 1 N N N N N N 11.203 12.115 45.485 1.345  -2.499 1.194  C16  A1BHQ 18 
A1BHQ C17  C19 C  0 1 N N N N N N 11.466 10.610 45.325 -0.134 -2.892 1.197  C17  A1BHQ 19 
A1BHQ C19  C20 C  0 1 N N N N N N 9.770  10.070 46.866 -0.159 -2.816 -1.222 C19  A1BHQ 20 
A1BHQ C24  C21 C  0 1 Y N N N N N 10.580 10.307 53.404 -1.692 3.543  -0.003 C24  A1BHQ 21 
A1BHQ C28  C22 C  0 1 Y N N N N N 5.941  16.042 54.068 -5.134 -1.799 0.016  C28  A1BHQ 22 
A1BHQ N06  N1  N  0 1 Y N N N N N 11.457 11.967 49.664 2.310  2.473  -0.000 N06  A1BHQ 23 
A1BHQ N15  N2  N  0 1 N N N N N N 10.570 12.423 46.804 1.630  -1.683 0.006  N15  A1BHQ 24 
A1BHQ N18  N3  N  0 1 N N N N N N 10.304 9.825  45.566 -0.444 -3.632 -0.034 N18  A1BHQ 25 
A1BHQ N21  N4  N  0 1 Y N N N N N 9.884  12.977 50.762 0.864  0.825  0.009  N21  A1BHQ 26 
A1BHQ N25  N5  N  0 1 N N N N N N 8.354  13.384 53.008 -3.537 1.371  0.004  N25  A1BHQ 27 
A1BHQ N27  N6  N  0 1 Y N N N N N 6.933  15.453 53.174 -4.136 -0.934 0.018  N27  A1BHQ 28 
A1BHQ O01  O1  O  0 1 N N N N N N 8.406  11.756 54.670 -1.820 -0.038 0.022  O01  A1BHQ 29 
A1BHQ S30  S1  S  0 1 Y N N N N N 6.600  13.853 55.059 -6.149 0.506  -0.008 S30  A1BHQ 30 
A1BHQ CL13 CL1 CL 0 0 N N N N N N 10.107 18.020 48.893 7.243  0.154  -0.004 CL13 A1BHQ 31 
A1BHQ H111 H1  H  0 0 N N N N N N 10.148 17.040 46.138 6.106  -2.454 0.008  H111 A1BHQ 32 
A1BHQ H141 H2  H  0 0 N N N N N N 10.372 15.539 50.152 4.801  1.607  -0.003 H141 A1BHQ 33 
A1BHQ H202 H3  H  0 0 N N N N N N 8.624  11.770 46.222 1.935  -3.322 -1.273 H202 A1BHQ 34 
A1BHQ H201 H4  H  0 0 N N N N N N 8.946  11.707 47.988 1.528  -1.794 -2.090 H201 A1BHQ 35 
A1BHQ H221 H5  H  0 0 N N N N N N 12.764 9.658  50.886 1.271  5.162  -0.008 H221 A1BHQ 36 
A1BHQ H231 H6  H  0 0 N N N N N N 12.098 8.824  53.119 -1.144 5.605  -0.006 H231 A1BHQ 37 
A1BHQ H311 H7  H  0 0 N N N N N N 4.714  14.656 57.008 -7.984 -2.158 1.022  H311 A1BHQ 38 
A1BHQ H313 H8  H  0 0 N N N N N N 5.007  16.415 56.789 -8.409 -1.396 -0.530 H313 A1BHQ 39 
A1BHQ H312 H9  H  0 0 N N N N N N 3.702  15.600 55.862 -7.533 -2.945 -0.510 H312 A1BHQ 40 
A1BHQ H101 H10 H  0 0 N N N N N N 10.350 14.730 45.267 3.773  -3.226 0.011  H101 A1BHQ 41 
A1BHQ H161 H11 H  0 0 N N N N N N 10.532 12.448 44.680 1.571  -1.925 2.093  H161 A1BHQ 42 
A1BHQ H162 H12 H  0 0 N N N N N N 12.159 12.655 45.412 1.961  -3.399 1.174  H162 A1BHQ 43 
A1BHQ H171 H13 H  0 0 N N N N N N 11.814 10.420 44.299 -0.341 -3.522 2.063  H171 A1BHQ 44 
A1BHQ H172 H14 H  0 0 N N N N N N 12.248 10.311 46.038 -0.749 -1.993 1.246  H172 A1BHQ 45 
A1BHQ H191 H15 H  0 0 N N N N N N 8.884  9.437  47.023 -0.774 -1.916 -1.201 H191 A1BHQ 46 
A1BHQ H192 H16 H  0 0 N N N N N N 10.530 9.831  47.625 -0.385 -3.390 -2.120 H192 A1BHQ 47 
A1BHQ H241 H17 H  0 0 N N N N N N 10.291 9.932  54.375 -2.752 3.752  -0.006 H241 A1BHQ 48 
A1BHQ H281 H18 H  0 0 N N N N N N 5.464  16.998 53.912 -4.980 -2.868 0.026  H281 A1BHQ 49 
A1BHQ H061 H19 H  0 0 N N N N N N 12.101 11.733 48.936 3.153  2.952  -0.004 H061 A1BHQ 50 
A1BHQ H181 H20 H  0 0 N N N N N N 9.611  10.051 44.882 0.059  -4.506 -0.066 H181 A1BHQ 51 
A1BHQ H251 H23 H  0 0 N N N N N N 8.722  13.662 52.121 -3.852 2.288  -0.004 H251 A1BHQ 52 
# 
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 
A1BHQ C02  O01  DOUB N N 1  
A1BHQ C04  C03  DOUB Y N 2  
A1BHQ C05  C04  SING Y N 3  
A1BHQ C07  N06  SING Y N 4  
A1BHQ C09  C08  DOUB Y N 5  
A1BHQ C11  C10  DOUB Y N 6  
A1BHQ C12  C11  SING Y N 7  
A1BHQ CL13 C12  SING N N 8  
A1BHQ C14  C12  DOUB Y N 9  
A1BHQ C10  C09  SING Y N 10 
A1BHQ N15  C09  SING N N 11 
A1BHQ C16  N15  SING N N 12 
A1BHQ C17  C16  SING N N 13 
A1BHQ N18  C17  SING N N 14 
A1BHQ C19  N18  SING N N 15 
A1BHQ C20  C19  SING N N 16 
A1BHQ C08  C07  SING N N 17 
A1BHQ N21  C07  DOUB Y N 18 
A1BHQ N06  C05  SING Y N 19 
A1BHQ C22  C05  DOUB Y N 20 
A1BHQ C23  C22  SING Y N 21 
A1BHQ C24  C23  DOUB Y N 22 
A1BHQ C03  C02  SING N N 23 
A1BHQ N25  C02  SING N N 24 
A1BHQ C26  N25  SING N N 25 
A1BHQ N27  C26  DOUB Y N 26 
A1BHQ C28  N27  SING Y N 27 
A1BHQ C29  C28  DOUB Y N 28 
A1BHQ S30  C29  SING Y N 29 
A1BHQ C31  C29  SING N N 30 
A1BHQ C03  C24  SING Y N 31 
A1BHQ C04  N21  SING Y N 32 
A1BHQ C08  C14  SING Y N 33 
A1BHQ N15  C20  SING N N 34 
A1BHQ C26  S30  SING Y N 35 
A1BHQ C11  H111 SING N N 36 
A1BHQ C14  H141 SING N N 37 
A1BHQ C20  H202 SING N N 38 
A1BHQ C20  H201 SING N N 39 
A1BHQ C22  H221 SING N N 40 
A1BHQ C23  H231 SING N N 41 
A1BHQ C31  H311 SING N N 42 
A1BHQ C31  H313 SING N N 43 
A1BHQ C31  H312 SING N N 44 
A1BHQ C10  H101 SING N N 45 
A1BHQ C16  H161 SING N N 46 
A1BHQ C16  H162 SING N N 47 
A1BHQ C17  H171 SING N N 48 
A1BHQ C17  H172 SING N N 49 
A1BHQ C19  H191 SING N N 50 
A1BHQ C19  H192 SING N N 51 
A1BHQ C24  H241 SING N N 52 
A1BHQ C28  H281 SING N N 53 
A1BHQ N06  H061 SING N N 54 
A1BHQ N18  H181 SING N N 55 
A1BHQ N25  H251 SING N N 56 
# 
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 
A1BHQ SMILES           ACDLabs              14.52   "Cc1cnc(NC(=O)c2cccc3[NH]c(nc32)c2cc(Cl)ccc2N2CCNCC2)s1"                                                                                                                    
A1BHQ InChI            InChI                1.06    "InChI=1S/C22H21ClN6OS/c1-13-12-25-22(31-13)28-21(30)15-3-2-4-17-19(15)27-20(26-17)16-11-14(23)5-6-18(16)29-9-7-24-8-10-29/h2-6,11-12,24H,7-10H2,1H3,(H,26,27)(H,25,28,30)" 
A1BHQ InChIKey         InChI                1.06    SNVTYGYDXCJDLJ-UHFFFAOYSA-N                                                                                                                                                 
A1BHQ SMILES_CANONICAL CACTVS               3.385   "Cc1sc(NC(=O)c2cccc3[nH]c(nc23)c4cc(Cl)ccc4N5CCNCC5)nc1"                                                                                                                    
A1BHQ SMILES           CACTVS               3.385   "Cc1sc(NC(=O)c2cccc3[nH]c(nc23)c4cc(Cl)ccc4N5CCNCC5)nc1"                                                                                                                    
A1BHQ SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1cnc(s1)NC(=O)c2cccc3c2nc([nH]3)c4cc(ccc4N5CCNCC5)Cl"                                                                                                                    
A1BHQ SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1cnc(s1)NC(=O)c2cccc3c2nc([nH]3)c4cc(ccc4N5CCNCC5)Cl"                                                                                                                    
# 
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 
A1BHQ "SYSTEMATIC NAME" ACDLabs              14.52   "(2M)-2-[5-chloro-2-(piperazin-1-yl)phenyl]-N-(5-methyl-1,3-thiazol-2-yl)-1H-1,3-benzimidazole-4-carboxamide" 
A1BHQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "2-(5-chloranyl-2-piperazin-1-yl-phenyl)-~{N}-(5-methyl-1,3-thiazol-2-yl)-1~{H}-benzimidazole-4-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 
A1BHQ "Create component" 2024-11-20 RCSB 
A1BHQ "Initial release"  2025-11-26 RCSB 
# 
