data_A1B8I
# 
_chem_comp.id                                    A1B8I 
_chem_comp.name                                  "3-chloro-4-cyano-N-(2,3-dihydro-1H-isoindol-5-yl)benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H12 Cl N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-11 
_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                        297.739 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1B8I 
_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        7IA3 
_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 
A1B8I N1  N1  N  0 1 N N N N N N -7.603  4.310 -20.693 -6.893 -0.223 -0.146 N1  A1B8I 1  
A1B8I N3  N2  N  0 1 N N N N N N -9.280  2.613 -7.548  6.631  0.834  -0.628 N3  A1B8I 2  
A1B8I C4  C1  C  0 1 Y N N N N N -6.819  5.247 -16.030 -2.395 -1.884 -0.347 C4  A1B8I 3  
A1B8I C5  C2  C  0 1 Y N N N N N -8.024  5.025 -15.374 -1.578 -0.771 -0.137 C5  A1B8I 4  
A1B8I C6  C3  C  0 1 N N N N N N -8.083  5.279 -13.898 -0.107 -0.923 -0.141 C6  A1B8I 5  
A1B8I C7  C4  C  0 1 Y N N N N N -9.103  4.499 -11.766 2.067  -0.009 0.169  C7  A1B8I 6  
A1B8I C8  C5  C  0 1 Y N N N N N -8.848  5.639 -11.005 2.592  -1.158 0.744  C8  A1B8I 7  
A1B8I C10 C6  C  0 1 Y N N N N N -9.237  4.395 -9.002  4.808  -0.326 0.381  C10 A1B8I 8  
A1B8I C13 C7  C  0 1 N N N N N N -9.794  2.109 -8.827  5.439  1.711  -0.606 C13 A1B8I 9  
A1B8I C15 C8  C  0 1 Y N N N N N -9.152  4.688 -16.113 -2.150 0.485  0.076  C15 A1B8I 10 
A1B8I C1  C9  C  0 1 N N N N N N -7.712  4.506 -19.562 -5.763 -0.340 -0.144 C1  A1B8I 11 
A1B8I C2  C10 C  0 1 Y N N N N N -7.836  4.700 -18.134 -4.338 -0.486 -0.141 C2  A1B8I 12 
A1B8I C3  C11 C  0 1 Y N N N N N -6.722  5.096 -17.401 -3.765 -1.743 -0.349 C3  A1B8I 13 
A1B8I O1  O1  O  0 1 N N N N N N -7.262  6.026 -13.374 0.391  -2.016 -0.327 O1  A1B8I 14 
A1B8I N2  N3  N  0 1 N N N N N N -8.980  4.554 -13.185 0.682  0.151  0.062  N2  A1B8I 15 
A1B8I C9  C12 C  0 1 Y N N N N N -8.953  5.604 -9.624  3.961  -1.313 0.848  C9  A1B8I 16 
A1B8I C11 C13 C  0 1 Y N N N N N -9.486  3.254 -9.752  4.287  0.822  -0.194 C11 A1B8I 17 
A1B8I C12 C14 C  0 1 Y N N N N N -9.364  3.274 -11.136 2.920  0.982  -0.301 C12 A1B8I 18 
A1B8I C14 C15 C  0 1 N N N N N N -9.401  4.081 -7.542  6.316  -0.221 0.361  C14 A1B8I 19 
A1B8I C16 C16 C  0 1 Y N N N N N -9.055  4.487 -17.483 -3.521 0.626  0.080  C16 A1B8I 20 
A1B8I CL1 CL1 CL 0 0 N N N N N N -10.494 4.088 -18.377 -4.232 2.188  0.345  CL1 A1B8I 21 
A1B8I H9  H1  H  0 1 N N N N N N -9.813  2.227 -6.795  6.772  0.438  -1.546 H9  A1B8I 22 
A1B8I H2  H3  H  0 1 N N N N N N -5.948  5.541 -15.462 -1.952 -2.855 -0.512 H2  A1B8I 23 
A1B8I H4  H4  H  0 1 N N N N N N -8.566  6.558 -11.497 1.932  -1.930 1.110  H4  A1B8I 24 
A1B8I H7  H5  H  0 1 N N N N N N -10.875 1.915 -8.776  5.574  2.512  0.120  H7  A1B8I 25 
A1B8I H8  H6  H  0 1 N N N N N N -9.271  1.192 -9.136  5.259  2.127  -1.597 H8  A1B8I 26 
A1B8I H12 H7  H  0 1 N N N N N N -10.107 4.582 -15.620 -1.518 1.345  0.239  H12 A1B8I 27 
A1B8I H1  H8  H  0 1 N N N N N N -5.784  5.285 -17.901 -4.396 -2.602 -0.521 H1  A1B8I 28 
A1B8I H3  H9  H  0 1 N N N N N N -9.624  3.999 -13.711 0.288  1.035  0.134  H3  A1B8I 29 
A1B8I H5  H10 H  0 1 N N N N N N -8.816  6.502 -9.040  4.370  -2.206 1.296  H5  A1B8I 30 
A1B8I H6  H11 H  0 1 N N N N N N -9.468  2.367 -11.713 2.514  1.877  -0.748 H6  A1B8I 31 
A1B8I H10 H12 H  0 1 N N N N N N -10.385 4.403 -7.169  6.755  -1.170 0.053  H10 A1B8I 32 
A1B8I H11 H13 H  0 1 N N N N N N -8.609  4.548 -6.938  6.687  0.064  1.346  H11 A1B8I 33 
# 
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 
A1B8I N1  C1  TRIP N N 1  
A1B8I C1  C2  SING N N 2  
A1B8I C2  C3  DOUB Y N 3  
A1B8I C3  C4  SING Y N 4  
A1B8I C4  C5  DOUB Y N 5  
A1B8I C5  C6  SING N N 6  
A1B8I C6  O1  DOUB N N 7  
A1B8I C6  N2  SING N N 8  
A1B8I N2  C7  SING N N 9  
A1B8I C7  C8  DOUB Y N 10 
A1B8I C8  C9  SING Y N 11 
A1B8I C9  C10 DOUB Y N 12 
A1B8I C10 C11 SING Y N 13 
A1B8I C11 C12 DOUB Y N 14 
A1B8I C11 C13 SING N N 15 
A1B8I C13 N3  SING N N 16 
A1B8I N3  C14 SING N N 17 
A1B8I C5  C15 SING Y N 18 
A1B8I C15 C16 DOUB Y N 19 
A1B8I C16 CL1 SING N N 20 
A1B8I C2  C16 SING Y N 21 
A1B8I C7  C12 SING Y N 22 
A1B8I C10 C14 SING N N 23 
A1B8I N3  H9  SING N N 24 
A1B8I C4  H2  SING N N 25 
A1B8I C8  H4  SING N N 26 
A1B8I C13 H7  SING N N 27 
A1B8I C13 H8  SING N N 28 
A1B8I C15 H12 SING N N 29 
A1B8I C3  H1  SING N N 30 
A1B8I N2  H3  SING N N 31 
A1B8I C9  H5  SING N N 32 
A1B8I C12 H6  SING N N 33 
A1B8I C14 H10 SING N N 34 
A1B8I C14 H11 SING N N 35 
# 
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 
A1B8I SMILES           ACDLabs              14.52   "N#Cc1ccc(cc1Cl)C(=O)Nc1ccc2CNCc2c1"                                                                            
A1B8I InChI            InChI                1.06    "InChI=1S/C16H12ClN3O/c17-15-6-10(1-2-11(15)7-18)16(21)20-14-4-3-12-8-19-9-13(12)5-14/h1-6,19H,8-9H2,(H,20,21)" 
A1B8I InChIKey         InChI                1.06    ATDUWAOTGSLZQW-UHFFFAOYSA-N                                                                                     
A1B8I SMILES_CANONICAL CACTVS               3.385   "Clc1cc(ccc1C#N)C(=O)Nc2ccc3CNCc3c2"                                                                            
A1B8I SMILES           CACTVS               3.385   "Clc1cc(ccc1C#N)C(=O)Nc2ccc3CNCc3c2"                                                                            
A1B8I SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(c(cc1C(=O)Nc2ccc3c(c2)CNC3)Cl)C#N"                                                                        
A1B8I SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(c(cc1C(=O)Nc2ccc3c(c2)CNC3)Cl)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 
A1B8I "SYSTEMATIC NAME" ACDLabs              14.52   "3-chloro-4-cyano-N-(2,3-dihydro-1H-isoindol-5-yl)benzamide"          
A1B8I "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "3-chloranyl-4-cyano-~{N}-(2,3-dihydro-1~{H}-isoindol-5-yl)benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1B8I "Create component" 2025-04-11 RCSB 
A1B8I "Initial release"  2025-04-23 RCSB 
# 
