data_A1B9I
# 
_chem_comp.id                                    A1B9I 
_chem_comp.name                                  "5-chloro-N-(2,3-dihydro-1H-isoindol-5-yl)-2-methyl-1H-1,3-benzimidazole-7-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H15 Cl N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-11 
_chem_comp.pdbx_modified_date                    2025-04-18 
_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                        326.780 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1B9I 
_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        7IAD 
_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 
A1B9I N1  N1  N  0 1 Y N N N N N -5.716  5.646 -16.129 2.111  2.288  0.130  N1  A1B9I 1  
A1B9I N3  N2  N  0 1 N N N N N N -9.111  2.674 -7.687  -6.347 1.276  -0.102 N3  A1B9I 2  
A1B9I C4  C1  C  0 1 Y N N N N N -8.159  5.131 -15.629 1.475  -0.184 -0.021 C4  A1B9I 3  
A1B9I C5  C2  C  0 1 N N N N N N -8.076  5.265 -14.134 0.010  -0.007 -0.011 C5  A1B9I 4  
A1B9I C6  C3  C  0 1 Y N N N N N -8.986  4.427 -11.964 -2.184 -0.923 0.028  C6  A1B9I 5  
A1B9I C7  C4  C  0 1 Y N N N N N -8.710  5.587 -11.238 -2.949 -1.891 0.666  C7  A1B9I 6  
A1B9I C8  C5  C  0 1 Y N N N N N -8.798  5.593 -9.856  -4.317 -1.731 0.771  C8  A1B9I 7  
A1B9I C10 C6  C  0 1 Y N N N N N -9.350  3.245 -9.907  -4.166 0.358  -0.398 C10 A1B9I 8  
A1B9I C13 C7  C  0 1 N N N N N N -9.253  4.137 -7.726  -6.373 -0.172 0.204  C13 A1B9I 9  
A1B9I C15 C8  C  0 1 Y N N N N N -9.473  4.874 -17.633 3.401  -1.629 -0.108 C15 A1B9I 10 
A1B9I C17 C9  C  0 1 Y N N N N N -7.168  5.330 -17.843 3.714  0.752  0.040  C17 A1B9I 11 
A1B9I C1  C10 C  0 1 N N N N N N -3.629  6.015 -17.450 3.563  4.373  0.268  C1  A1B9I 12 
A1B9I C2  C11 C  0 1 Y N N N N N -5.081  5.738 -17.281 3.332  2.887  0.172  C2  A1B9I 13 
A1B9I C3  C12 C  0 1 Y N N N N N -7.049  5.404 -16.453 2.321  0.931  0.049  C3  A1B9I 14 
A1B9I O1  O1  O  0 1 N N N N N N -7.275  6.057 -13.643 -0.467 1.109  0.058  O1  A1B9I 15 
A1B9I N2  N3  N  0 1 N N N N N N -8.861  4.448 -13.385 -0.799 -1.083 -0.078 N2  A1B9I 16 
A1B9I C9  C13 C  0 1 Y N N N N N -9.087  4.406 -9.195  -4.926 -0.609 0.240  C9  A1B9I 17 
A1B9I C11 C14 C  0 1 Y N N N N N -9.281  3.229 -11.296 -2.798 0.203  -0.504 C11 A1B9I 18 
A1B9I C12 C15 C  0 1 N N N N N N -9.680  2.147 -8.937  -5.094 1.454  -0.870 C12 A1B9I 19 
A1B9I C14 C16 C  0 1 Y N N N N N -9.382  4.926 -16.256 2.027  -1.462 -0.099 C14 A1B9I 20 
A1B9I CL1 CL1 CL 0 0 N N N N N N -11.022 4.557 -18.375 4.071  -3.227 -0.206 CL1 A1B9I 21 
A1B9I C16 C17 C  0 1 Y N N N N N -8.378  5.053 -18.459 4.243  -0.539 -0.036 C16 A1B9I 22 
A1B9I N4  N4  N  0 1 Y N N N N N -5.907  5.561 -18.346 4.272  1.988  0.117  N4  A1B9I 23 
A1B9I H1  H1  H  0 1 N N N N N N -5.323  5.732 -15.214 1.250  2.735  0.155  H1  A1B9I 24 
A1B9I H2  H2  H  0 1 N N N N N N -9.607  2.303 -6.902  -6.333 1.824  0.745  H2  A1B9I 25 
A1B9I H4  H4  H  0 1 N N N N N N -8.425  6.489 -11.759 -2.475 -2.769 1.081  H4  A1B9I 26 
A1B9I H5  H5  H  0 1 N N N N N N -8.644  6.506 -9.301  -4.912 -2.483 1.267  H5  A1B9I 27 
A1B9I H6  H6  H  0 1 N N N N N N -8.470  4.634 -7.134  -6.843 -0.344 1.172  H6  A1B9I 28 
A1B9I H7  H7  H  0 1 N N N N N N -10.243 4.456 -7.367  -6.911 -0.712 -0.576 H7  A1B9I 29 
A1B9I H8  H8  H  0 1 N N N N N N -3.383  6.044 -18.522 3.615  4.666  1.316  H8  A1B9I 30 
A1B9I H9  H9  H  0 1 N N N N N N -3.385  6.984 -16.991 4.499  4.628  -0.228 H9  A1B9I 31 
A1B9I H10 H10 H  0 1 N N N N N N -3.045  5.221 -16.962 2.740  4.900  -0.216 H10 A1B9I 32 
A1B9I H11 H11 H  0 1 N N N N N N -9.415  3.785 -13.888 -0.421 -1.967 -0.201 H11 A1B9I 33 
A1B9I H12 H12 H  0 1 N N N N N N -9.450  2.316 -11.847 -2.206 0.957  -1.000 H12 A1B9I 34 
A1B9I H13 H13 H  0 1 N N N N N N -10.767 2.000 -8.852  -5.288 1.350  -1.937 H13 A1B9I 35 
A1B9I H14 H14 H  0 1 N N N N N N -9.203  1.199 -9.227  -4.659 2.432  -0.659 H14 A1B9I 36 
A1B9I H15 H15 H  0 1 N N N N N N -10.273 4.806 -15.658 1.380  -2.325 -0.156 H15 A1B9I 37 
A1B9I H16 H16 H  0 1 N N N N N N -8.462  4.980 -19.533 5.314  -0.683 -0.043 H16 A1B9I 38 
# 
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 
A1B9I C16 C17 DOUB Y N 1  
A1B9I C16 C15 SING Y N 2  
A1B9I CL1 C15 SING N N 3  
A1B9I N4  C17 SING Y N 4  
A1B9I N4  C2  DOUB Y N 5  
A1B9I C17 C3  SING Y N 6  
A1B9I C15 C14 DOUB Y N 7  
A1B9I C1  C2  SING N N 8  
A1B9I C2  N1  SING Y N 9  
A1B9I C3  N1  SING Y N 10 
A1B9I C3  C4  DOUB Y N 11 
A1B9I C14 C4  SING Y N 12 
A1B9I C4  C5  SING N N 13 
A1B9I C5  O1  DOUB N N 14 
A1B9I C5  N2  SING N N 15 
A1B9I N2  C6  SING N N 16 
A1B9I C6  C11 DOUB Y N 17 
A1B9I C6  C7  SING Y N 18 
A1B9I C11 C10 SING Y N 19 
A1B9I C7  C8  DOUB Y N 20 
A1B9I C10 C9  DOUB Y N 21 
A1B9I C10 C12 SING N N 22 
A1B9I C8  C9  SING Y N 23 
A1B9I C9  C13 SING N N 24 
A1B9I C12 N3  SING N N 25 
A1B9I C13 N3  SING N N 26 
A1B9I N1  H1  SING N N 27 
A1B9I N3  H2  SING N N 28 
A1B9I C7  H4  SING N N 29 
A1B9I C8  H5  SING N N 30 
A1B9I C13 H6  SING N N 31 
A1B9I C13 H7  SING N N 32 
A1B9I C1  H8  SING N N 33 
A1B9I C1  H9  SING N N 34 
A1B9I C1  H10 SING N N 35 
A1B9I N2  H11 SING N N 36 
A1B9I C11 H12 SING N N 37 
A1B9I C12 H13 SING N N 38 
A1B9I C12 H14 SING N N 39 
A1B9I C14 H15 SING N N 40 
A1B9I C16 H16 SING N N 41 
# 
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 
A1B9I SMILES           ACDLabs              14.52   "Clc1cc(c2[NH]c(C)nc2c1)C(=O)Nc1ccc2CNCc2c1"                                                                                         
A1B9I InChI            InChI                1.06    "InChI=1S/C17H15ClN4O/c1-9-20-15-6-12(18)5-14(16(15)21-9)17(23)22-13-3-2-10-7-19-8-11(10)4-13/h2-6,19H,7-8H2,1H3,(H,20,21)(H,22,23)" 
A1B9I InChIKey         InChI                1.06    UDLJCSBFJHWTRB-UHFFFAOYSA-N                                                                                                          
A1B9I SMILES_CANONICAL CACTVS               3.385   "Cc1[nH]c2c(cc(Cl)cc2C(=O)Nc3ccc4CNCc4c3)n1"                                                                                         
A1B9I SMILES           CACTVS               3.385   "Cc1[nH]c2c(cc(Cl)cc2C(=O)Nc3ccc4CNCc4c3)n1"                                                                                         
A1B9I SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1[nH]c2c(cc(cc2n1)Cl)C(=O)Nc3ccc4c(c3)CNC4"                                                                                       
A1B9I SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1[nH]c2c(cc(cc2n1)Cl)C(=O)Nc3ccc4c(c3)CNC4"                                                                                       
# 
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 
A1B9I "SYSTEMATIC NAME" ACDLabs              14.52   "5-chloro-N-(2,3-dihydro-1H-isoindol-5-yl)-2-methyl-1H-1,3-benzimidazole-7-carboxamide"         
A1B9I "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "6-chloranyl-~{N}-(2,3-dihydro-1~{H}-isoindol-5-yl)-2-methyl-3~{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 
A1B9I "Create component" 2025-04-11 RCSB 
A1B9I "Initial release"  2025-04-23 RCSB 
# 
