data_IU8
# 
_chem_comp.id                                    IU8 
_chem_comp.name                                  "1-{4-[3-(trifluoromethyl)anilino]-2H-isoindol-2-yl}propan-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H15 F3 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-{4-[3-(trifluoromethyl)anilino]-1,3-dihydro-2H-isoindol-2-yl}prop-2-en-1-one, bound form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-01-28 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        332.320 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IU8 
_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        9Q1M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
IU8 N1  N1  N 0 1 N N N N N N 23.954 -12.581 17.086 -0.249 1.266  -0.316 N1  IU8 1  
IU8 C4  C1  C 0 1 Y N N N N N 24.022 -13.855 16.636 -1.642 1.349  -0.373 C4  IU8 2  
IU8 C5  C2  C 0 1 Y N N N N N 23.497 -14.098 15.373 -2.423 0.350  0.195  C5  IU8 3  
IU8 C6  C3  C 0 1 Y N N N N N 23.525 -15.377 14.839 -3.800 0.436  0.137  C6  IU8 4  
IU8 C7  C4  C 0 1 N N N N N N 22.960 -15.633 13.476 -4.648 -0.647 0.753  C7  IU8 5  
IU8 C8  C5  C 0 1 Y N N N N N 24.069 -16.422 15.570 -4.402 1.514  -0.486 C8  IU8 6  
IU8 C10 C6  C 0 1 Y N N N N N 24.562 -14.905 17.369 -2.250 2.434  -0.993 C10 IU8 7  
IU8 C13 C7  C 0 1 Y N N N N N 25.849 -10.518 20.281 1.594  -2.483 -1.086 C13 IU8 8  
IU8 C15 C8  C 0 1 Y N N N N N 23.888 -8.805  20.045 3.779  -1.261 -0.315 C15 IU8 9  
IU8 C17 C9  C 0 1 N N N N N N 22.632 -6.290  17.021 7.636  0.431  0.906  C17 IU8 10 
IU8 N   N2  N 0 1 Y N N N N N 22.830 -8.810  19.026 3.997  0.020  0.106  N   IU8 11 
IU8 C   C10 C 0 1 N N N N N N 21.991 -7.792  18.881 5.195  0.514  0.476  C   IU8 12 
IU8 O   O1  O 0 1 N N N N N N 20.785 -7.884  19.033 5.291  1.663  0.835  O   IU8 13 
IU8 C1  C11 C 0 1 Y N N N N N 22.790 -10.016 18.187 2.833  0.730  0.100  C1  IU8 14 
IU8 C11 C12 C 0 1 Y N N N N N 25.798 -12.416 18.720 -0.325 -1.022 -1.004 C11 IU8 15 
IU8 C12 C13 C 0 1 Y N N N N N 26.389 -11.705 19.774 0.269  -2.260 -1.261 C12 IU8 16 
IU8 C14 C14 C 0 1 Y N N N N N 24.681 -10.034 19.714 2.447  -1.403 -0.606 C14 IU8 17 
IU8 C16 C15 C 0 1 N N N N N N 22.612 -6.466  18.522 6.417  -0.368 0.441  C16 IU8 18 
IU8 C2  C16 C 0 1 Y N N N N N 24.033 -10.736 18.627 1.824  -0.090 -0.332 C2  IU8 19 
IU8 C3  C17 C 0 1 Y N N N N N 24.612 -11.987 18.111 0.387  0.051  -0.558 C3  IU8 20 
IU8 C9  C18 C 0 1 Y N N N N N 24.594 -16.183 16.832 -3.628 2.510  -1.053 C9  IU8 21 
IU8 F   F1  F 0 1 N N N N N N 23.944 -15.786 12.608 -3.962 -1.865 0.697  F   IU8 22 
IU8 F1  F2  F 0 1 N N N N N N 22.230 -16.731 13.516 -4.918 -0.326 2.088  F1  IU8 23 
IU8 F2  F3  F 0 1 N N N N N N 22.208 -14.609 13.117 -5.851 -0.756 0.047  F2  IU8 24 
IU8 H1  H1  H 0 1 N N N N N N 23.323 -11.988 16.587 0.276  2.056  -0.112 H1  IU8 25 
IU8 H2  H2  H 0 1 N N N N N N 23.065 -13.287 14.805 -1.954 -0.492 0.682  H2  IU8 26 
IU8 H3  H3  H 0 1 N N N N N N 24.084 -17.420 15.158 -5.479 1.578  -0.529 H3  IU8 27 
IU8 H4  H4  H 0 1 N N N N N N 24.957 -14.725 18.358 -1.646 3.214  -1.432 H4  IU8 28 
IU8 H5  H5  H 0 1 N N N N N N 26.330 -9.993  21.093 2.014  -3.455 -1.297 H5  IU8 29 
IU8 H6  H6  H 0 1 N N N N N N 24.054 -8.091  20.838 4.530  -2.032 -0.405 H6  IU8 30 
IU8 H7  H7  H 0 1 N N N N N N 23.087 -5.320  16.771 7.785  1.284  0.244  H7  IU8 31 
IU8 H8  H8  H 0 1 N N N N N N 23.221 -7.099  16.565 7.473  0.785  1.923  H8  IU8 32 
IU8 H9  H9  H 0 1 N N N N N N 21.603 -6.323  16.634 8.520  -0.207 0.880  H9  IU8 33 
IU8 H10 H10 H 0 1 N N N N N N 22.059 -10.308 17.448 2.724  1.766  0.388  H10 IU8 34 
IU8 H11 H11 H 0 1 N N N N N N 26.271 -13.321 18.368 -1.388 -0.912 -1.164 H11 IU8 35 
IU8 H12 H12 H 0 1 N N N N N N 27.298 -12.089 20.212 -0.352 -3.070 -1.613 H12 IU8 36 
IU8 H13 H13 H 0 1 N N N N N N 23.642 -6.431  18.906 6.580  -0.722 -0.577 H13 IU8 37 
IU8 H14 H14 H 0 1 N N N N N N 22.024 -5.654  18.975 6.268  -1.221 1.103  H14 IU8 38 
IU8 H15 H15 H 0 1 N N N N N N 25.029 -16.994 17.397 -4.101 3.350  -1.538 H15 IU8 39 
# 
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 
IU8 F   C7  SING N N 1  
IU8 F2  C7  SING N N 2  
IU8 C7  F1  SING N N 3  
IU8 C7  C6  SING N N 4  
IU8 C6  C5  DOUB Y N 5  
IU8 C6  C8  SING Y N 6  
IU8 C5  C4  SING Y N 7  
IU8 C8  C9  DOUB Y N 8  
IU8 C4  N1  SING N N 9  
IU8 C4  C10 DOUB Y N 10 
IU8 C9  C10 SING Y N 11 
IU8 C17 C16 SING N N 12 
IU8 N1  C3  SING N N 13 
IU8 C3  C2  SING Y N 14 
IU8 C3  C11 DOUB Y N 15 
IU8 C1  C2  DOUB Y N 16 
IU8 C1  N   SING Y N 17 
IU8 C16 C   SING N N 18 
IU8 C2  C14 SING Y N 19 
IU8 C11 C12 SING Y N 20 
IU8 C   N   SING N N 21 
IU8 C   O   DOUB N N 22 
IU8 N   C15 SING Y N 23 
IU8 C14 C15 DOUB Y N 24 
IU8 C14 C13 SING Y N 25 
IU8 C12 C13 DOUB Y N 26 
IU8 N1  H1  SING N N 27 
IU8 C5  H2  SING N N 28 
IU8 C8  H3  SING N N 29 
IU8 C10 H4  SING N N 30 
IU8 C13 H5  SING N N 31 
IU8 C15 H6  SING N N 32 
IU8 C17 H7  SING N N 33 
IU8 C17 H8  SING N N 34 
IU8 C17 H9  SING N N 35 
IU8 C1  H10 SING N N 36 
IU8 C11 H11 SING N N 37 
IU8 C12 H12 SING N N 38 
IU8 C16 H13 SING N N 39 
IU8 C16 H14 SING N N 40 
IU8 C9  H15 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 
IU8 SMILES           ACDLabs              14.52   "FC(F)(F)c1cc(ccc1)Nc1cccc2cn(cc21)C(=O)CC"                                                                       
IU8 InChI            InChI                1.06    "InChI=1S/C18H15F3N2O/c1-2-17(24)23-10-12-5-3-8-16(15(12)11-23)22-14-7-4-6-13(9-14)18(19,20)21/h3-11,22H,2H2,1H3" 
IU8 InChIKey         InChI                1.06    JSSSFVLCUIFJEP-UHFFFAOYSA-N                                                                                       
IU8 SMILES_CANONICAL CACTVS               3.385   "CCC(=O)n1cc2cccc(Nc3cccc(c3)C(F)(F)F)c2c1"                                                                       
IU8 SMILES           CACTVS               3.385   "CCC(=O)n1cc2cccc(Nc3cccc(c3)C(F)(F)F)c2c1"                                                                       
IU8 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCC(=O)n1cc2cccc(c2c1)Nc3cccc(c3)C(F)(F)F"                                                                       
IU8 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC(=O)n1cc2cccc(c2c1)Nc3cccc(c3)C(F)(F)F"                                                                       
# 
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 
IU8 "SYSTEMATIC NAME" ACDLabs              14.52   "1-{4-[3-(trifluoromethyl)anilino]-2H-isoindol-2-yl}propan-1-one"   
IU8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "1-[4-[[3-(trifluoromethyl)phenyl]amino]isoindol-2-yl]propan-1-one" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      IU8 
_pdbx_chem_comp_synonyms.name         "1-{4-[3-(trifluoromethyl)anilino]-1,3-dihydro-2H-isoindol-2-yl}prop-2-en-1-one, bound form" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IU8 "Create component" 2022-01-28 RCSB 
IU8 "Modify synonyms"  2025-08-15 RCSB 
IU8 "Initial release"  2025-09-03 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            IU8 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C17 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
