data_A1IRN
# 
_chem_comp.id                                    A1IRN 
_chem_comp.name                                  "~{N}-[(4-cyano-3-cyclopropyl-phenyl)methyl]-4-methyl-benzenesulfonamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 N2 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-09 
_chem_comp.pdbx_modified_date                    2025-08-15 
_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                        326.413 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IRN 
_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        9H0I 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IRN C1   C1  C 0 1 N N N N N N -1.342 4.916  31.871 -0.005 -0.035 0.455  C1   A1IRN 1  
A1IRN O1   O1  O 0 1 N N N N N N -2.218 6.399  34.122 1.741  2.394  0.344  O1   A1IRN 2  
A1IRN C2   C2  C 0 1 Y N N N N N 0.059  5.242  31.404 -1.416 -0.494 0.192  C2   A1IRN 3  
A1IRN N2   N1  N 0 1 N N N N N N 5.057  6.398  29.735 -6.414 -2.119 -0.740 N2   A1IRN 4  
A1IRN C3   C3  C 0 1 Y N N N N N 1.001  4.241  31.216 -1.650 -1.786 -0.243 C3   A1IRN 5  
A1IRN C4   C4  C 0 1 Y N N N N N 2.286  4.546  30.794 -2.939 -2.213 -0.486 C4   A1IRN 6  
A1IRN C6   C5  C 0 1 Y N N N N N 1.731  6.901  30.783 -3.766 -0.036 0.154  C6   A1IRN 7  
A1IRN C7   C6  C 0 1 Y N N N N N 0.435  6.560  31.168 -2.472 0.378  0.392  C7   A1IRN 8  
A1IRN C8   C7  C 0 1 N N N N N N 2.181  8.354  30.750 -4.915 0.915  0.372  C8   A1IRN 9  
A1IRN C9   C8  C 0 1 N N N N N N 2.103  9.136  29.476 -5.107 1.480  1.781  C9   A1IRN 10 
A1IRN C11  C9  C 0 1 N N N N N N 3.994  6.184  30.112 -5.350 -1.773 -0.542 C11  A1IRN 11 
A1IRN C12  C10 C 0 1 Y N N N N N 0.205  5.841  34.836 3.241  0.389  -0.169 C12  A1IRN 12 
A1IRN C13  C11 C 0 1 Y N N N N N 1.275  4.970  34.739 3.993  -0.302 -1.101 C13  A1IRN 13 
A1IRN C14  C12 C 0 1 Y N N N N N 2.557  5.441  34.977 5.018  -1.131 -0.685 C14  A1IRN 14 
A1IRN C15  C13 C 0 1 Y N N N N N 2.783  6.771  35.307 5.293  -1.268 0.663  C15  A1IRN 15 
A1IRN C16  C14 C 0 1 Y N N N N N 1.694  7.622  35.401 4.542  -0.576 1.595  C16  A1IRN 16 
A1IRN C10  C15 C 0 1 N N N N N N 1.170  9.445  30.580 -4.576 2.378  0.662  C10  A1IRN 17 
A1IRN C17  C16 C 0 1 Y N N N N N 0.405  7.168  35.180 3.515  0.251  1.179  C17  A1IRN 18 
A1IRN C18  C17 C 0 1 N N N N N N 4.175  7.268  35.590 6.410  -2.172 1.116  C18  A1IRN 19 
A1IRN C5   C18 C 0 1 Y N N N N N 2.664  5.871  30.569 -4.009 -1.337 -0.291 C5   A1IRN 20 
A1IRN N1   N2  N 0 1 N N N N N N -1.372 4.314  33.212 0.559  0.536  -0.770 N1   A1IRN 21 
A1IRN O2   O2  O 0 1 N N N N N N -1.843 4.466  35.610 2.243  1.822  -2.036 O2   A1IRN 22 
A1IRN S1   S1  S 0 1 N N N N N N -1.427 5.274  34.503 1.939  1.450  -0.699 S1   A1IRN 23 
A1IRN H1A  H1  H 0 1 N N N N N N -1.794 4.210  31.159 -0.009 0.722  1.240  H1A  A1IRN 24 
A1IRN H1B  H2  H 0 1 N N N N N N -1.931 5.845  31.890 0.600  -0.884 0.773  H1B  A1IRN 25 
A1IRN H3   H3  H 0 1 N N N N N N 0.730  3.212  31.401 -0.822 -2.462 -0.393 H3   A1IRN 26 
A1IRN H4   H4  H 0 1 N N N N N N 3.001  3.752  30.638 -3.121 -3.221 -0.826 H4   A1IRN 27 
A1IRN H7   H5  H 0 1 N N N N N N -0.299 7.343  31.287 -2.283 1.384  0.737  H7   A1IRN 28 
A1IRN H8   H6  H 0 1 N N N N N N 3.033  8.594  31.403 -5.811 0.712  -0.215 H8   A1IRN 29 
A1IRN H9A  H7  H 0 1 N N N N N N 2.902  9.846  29.218 -6.129 1.649  2.120  H9A  A1IRN 30 
A1IRN H9B  H8  H 0 1 N N N N N N 1.729  8.656  28.560 -4.402 1.164  2.550  H9B  A1IRN 31 
A1IRN H13  H9  H 0 1 N N N N N N 1.114  3.934  34.481 3.778  -0.195 -2.154 H13  A1IRN 32 
A1IRN H14  H10 H 0 1 N N N N N N 3.394  4.762  34.905 5.605  -1.671 -1.413 H14  A1IRN 33 
A1IRN H16  H11 H 0 1 N N N N N N 1.854  8.660  35.652 4.755  -0.684 2.648  H16  A1IRN 34 
A1IRN H10A H12 H 0 0 N N N N N N 0.103  9.195  30.483 -3.522 2.654  0.695  H10A A1IRN 35 
A1IRN H10B H13 H 0 0 N N N N N N 1.277  10.385 31.142 -5.249 3.139  0.266  H10B A1IRN 36 
A1IRN H17  H14 H 0 1 N N N N N N -0.435 7.840  35.275 2.928  0.790  1.908  H17  A1IRN 37 
A1IRN H16C H15 H 0 0 N N N N N N 4.632  7.630  34.657 7.338  -1.603 1.171  H16C A1IRN 38 
A1IRN H16B H16 H 0 0 N N N N N N 4.129  8.090  36.320 6.173  -2.577 2.099  H16B A1IRN 39 
A1IRN H16A H17 H 0 0 N N N N N N 4.781  6.447  36.000 6.527  -2.989 0.405  H16A A1IRN 40 
A1IRN H1   H18 H 0 1 N N N N N N -0.548 3.754  33.299 0.125  0.379  -1.623 H1   A1IRN 41 
# 
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 
A1IRN S1  O1   DOUB N N 1  
A1IRN S1  O2   DOUB N N 2  
A1IRN S1  N1   SING N N 3  
A1IRN S1  C12  SING N N 4  
A1IRN N1  C1   SING N N 5  
A1IRN C1  C2   SING N N 6  
A1IRN C2  C3   DOUB Y N 7  
A1IRN C3  C4   SING Y N 8  
A1IRN C4  C5   DOUB Y N 9  
A1IRN C5  C6   SING Y N 10 
A1IRN C2  C7   SING Y N 11 
A1IRN C6  C7   DOUB Y N 12 
A1IRN C6  C8   SING N N 13 
A1IRN C8  C9   SING N N 14 
A1IRN C8  C10  SING N N 15 
A1IRN C9  C10  SING N N 16 
A1IRN C12 C13  DOUB Y N 17 
A1IRN C13 C14  SING Y N 18 
A1IRN C14 C15  DOUB Y N 19 
A1IRN C15 C16  SING Y N 20 
A1IRN C12 C17  SING Y N 21 
A1IRN C16 C17  DOUB Y N 22 
A1IRN C15 C18  SING N N 23 
A1IRN N2  C11  TRIP N N 24 
A1IRN C5  C11  SING N N 25 
A1IRN C1  H1A  SING N N 26 
A1IRN C1  H1B  SING N N 27 
A1IRN C3  H3   SING N N 28 
A1IRN C4  H4   SING N N 29 
A1IRN C7  H7   SING N N 30 
A1IRN C8  H8   SING N N 31 
A1IRN C9  H9A  SING N N 32 
A1IRN C9  H9B  SING N N 33 
A1IRN C13 H13  SING N N 34 
A1IRN C14 H14  SING N N 35 
A1IRN C16 H16  SING N N 36 
A1IRN C10 H10A SING N N 37 
A1IRN C10 H10B SING N N 38 
A1IRN C17 H17  SING N N 39 
A1IRN C18 H16C SING N N 40 
A1IRN C18 H16B SING N N 41 
A1IRN C18 H16A SING N N 42 
A1IRN N1  H1   SING N N 43 
# 
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 
A1IRN InChI            InChI                1.06  "InChI=1S/C18H18N2O2S/c1-13-2-8-17(9-3-13)23(21,22)20-12-14-4-5-16(11-19)18(10-14)15-6-7-15/h2-5,8-10,15,20H,6-7,12H2,1H3" 
A1IRN InChIKey         InChI                1.06  VUDOMXANWQBNKR-UHFFFAOYSA-N                                                                                                
A1IRN SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(cc1)[S](=O)(=O)NCc2ccc(C#N)c(c2)C3CC3"                                                                             
A1IRN SMILES           CACTVS               3.385 "Cc1ccc(cc1)[S](=O)(=O)NCc2ccc(C#N)c(c2)C3CC3"                                                                             
A1IRN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1)S(=O)(=O)NCc2ccc(c(c2)C3CC3)C#N"                                                                               
A1IRN SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1)S(=O)(=O)NCc2ccc(c(c2)C3CC3)C#N"                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           A1IRN 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "~{N}-[(4-cyano-3-cyclopropyl-phenyl)methyl]-4-methyl-benzenesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IRN "Create component" 2024-10-09 PDBE 
A1IRN "Initial release"  2025-08-20 RCSB 
# 
