data_EI6
# 
_chem_comp.id                                    EI6 
_chem_comp.name                                  "1-{(3aS,4R,7aR)-4-[4-(trifluoromethyl)anilino]octahydro-2H-isoindol-2-yl}propan-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H23 F3 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-{(3aS,4R,7aR)-4-[4-(trifluoromethyl)anilino]octahydro-2H-isoindol-2-yl}prop-2-en-1-one, bound form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-06 
_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                        340.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EI6 
_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        9Q1O 
_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 
EI6 C10 C1  C 0 1 N N N N N N 26.669 13.557 19.990 0.725  -0.991 -1.618 C10 EI6 1  
EI6 N12 N1  N 0 1 N N N N N N 29.009 13.255 19.511 -0.326 -0.688 0.561  N12 EI6 2  
EI6 C13 C2  C 0 1 Y N N N N N 29.573 13.704 18.254 -1.681 -0.380 0.424  C13 EI6 3  
EI6 C15 C3  C 0 1 Y N N N N N 29.606 13.590 15.858 -3.443 0.776  -0.721 C15 EI6 4  
EI6 C17 C4  C 0 1 N N N N N N 31.176 14.988 14.487 -5.828 0.564  0.005  C17 EI6 5  
EI6 C21 C5  C 0 1 Y N N N N N 31.103 15.072 17.013 -3.950 -0.615 1.164  C21 EI6 6  
EI6 C22 C6  C 0 1 Y N N N N N 30.582 14.655 18.229 -2.610 -0.922 1.302  C22 EI6 7  
EI6 C24 C7  C 0 1 N N N N N N 27.066 9.958  19.935 3.055  0.699  -0.521 C24 EI6 8  
EI6 C01 C8  C 0 1 N N N N N N 27.941 5.442  20.072 7.901  1.393  0.449  C01 EI6 9  
EI6 C02 C9  C 0 1 N N N N N N 27.069 6.694  20.052 6.731  0.439  0.694  C02 EI6 10 
EI6 C03 C10 C 0 1 N N N N N N 27.162 7.574  21.305 5.497  0.973  0.014  C03 EI6 11 
EI6 C06 C11 C 0 1 N N N N N N 27.255 9.930  22.277 4.133  -0.977 0.811  C06 EI6 12 
EI6 C07 C12 C 0 1 N N R N N N 27.409 11.456 21.663 2.648  -1.383 0.602  C07 EI6 13 
EI6 C08 C13 C 0 1 N N N N N N 25.924 11.980 21.741 2.614  -2.272 -0.643 C08 EI6 14 
EI6 C09 C14 C 0 1 N N N N N N 25.544 12.930 20.636 1.196  -2.388 -1.195 C09 EI6 15 
EI6 C11 C15 C 0 1 N N R N N N 27.717 12.587 19.509 0.653  -0.116 -0.367 C11 EI6 16 
EI6 C14 C16 C 0 1 Y N N N N N 29.086 13.174 17.071 -2.102 0.473  -0.589 C14 EI6 17 
EI6 C16 C17 C 0 1 Y N N N N N 30.614 14.538 15.830 -4.366 0.231  0.153  C16 EI6 18 
EI6 C23 C18 C 0 1 N N S N N N 27.825 11.278 20.373 1.989  -0.020 0.325  C23 EI6 19 
EI6 F18 F1  F 0 1 N N N N N N 32.200 15.868 14.699 -6.435 -0.365 -0.847 F18 EI6 20 
EI6 F19 F2  F 0 1 N N N N N N 30.187 15.598 13.767 -6.446 0.519  1.260  F19 EI6 21 
EI6 F20 F3  F 0 1 N N N N N N 31.632 13.899 13.799 -5.962 1.848  -0.534 F20 EI6 22 
EI6 N05 N2  N 0 1 N N N N N N 27.165 9.036  21.232 4.336  0.292  0.095  N05 EI6 23 
EI6 O04 O1  O 0 1 N N N N N N 27.248 7.059  22.368 5.548  2.014  -0.605 O04 EI6 24 
EI6 H1  H1  H 0 1 N N N N N N 27.139 14.247 20.706 1.434  -0.563 -2.327 H1  EI6 25 
EI6 H2  H2  H 0 1 N N N N N N 26.299 14.124 19.123 -0.261 -1.059 -2.078 H2  EI6 26 
EI6 H3  H3  H 0 1 N N N N N N 29.666 12.619 19.916 -0.032 -1.281 1.270  H3  EI6 27 
EI6 H4  H4  H 0 1 N N N N N N 29.226 13.176 14.936 -3.771 1.439  -1.508 H4  EI6 28 
EI6 H5  H5  H 0 1 N N N N N N 31.889 15.812 16.987 -4.673 -1.036 1.847  H5  EI6 29 
EI6 H6  H6  H 0 1 N N N N N N 30.960 15.069 19.152 -2.286 -1.583 2.093  H6  EI6 30 
EI6 H7  H7  H 0 1 N N N N N N 26.017 10.171 19.681 3.007  0.367  -1.558 H7  EI6 31 
EI6 H8  H8  H 0 1 N N N N N N 27.562 9.484  19.075 2.927  1.780  -0.458 H8  EI6 32 
EI6 H9  H9  H 0 1 N N N N N N 27.803 4.883  19.135 8.084  1.477  -0.622 H9  EI6 33 
EI6 H10 H10 H 0 1 N N N N N N 28.997 5.732  20.173 7.660  2.376  0.854  H10 EI6 34 
EI6 H11 H11 H 0 1 N N N N N N 27.652 4.808  20.923 8.794  1.007  0.941  H11 EI6 35 
EI6 H12 H12 H 0 1 N N N N N N 27.367 7.303  19.186 6.973  -0.544 0.289  H12 EI6 36 
EI6 H13 H13 H 0 1 N N N N N N 26.022 6.378  19.935 6.549  0.355  1.765  H13 EI6 37 
EI6 H14 H14 H 0 1 N N N N N N 26.346 9.870  22.894 4.336  -0.842 1.873  H14 EI6 38 
EI6 H15 H15 H 0 1 N N N N N N 28.133 9.690  22.894 4.790  -1.745 0.401  H15 EI6 39 
EI6 H16 H16 H 0 1 N N N N N N 28.083 12.058 22.291 2.229  -1.885 1.474  H16 EI6 40 
EI6 H17 H17 H 0 1 N N N N N N 25.792 12.499 22.702 3.261  -1.842 -1.408 H17 EI6 41 
EI6 H18 H18 H 0 1 N N N N N N 25.250 11.112 21.697 2.979  -3.266 -0.384 H18 EI6 42 
EI6 H19 H19 H 0 1 N N N N N N 24.906 13.718 21.062 0.533  -2.781 -0.424 H19 EI6 43 
EI6 H20 H20 H 0 1 N N N N N N 24.978 12.370 19.878 1.191  -3.054 -2.058 H20 EI6 44 
EI6 H21 H21 H 0 1 N N N N N N 27.468 12.288 18.480 0.329  0.885  -0.652 H21 EI6 45 
EI6 H22 H22 H 0 1 N N N N N N 28.299 12.435 17.095 -1.382 0.900  -1.271 H22 EI6 46 
EI6 H23 H23 H 0 1 N N N N N N 28.893 11.016 20.388 1.867  0.507  1.271  H23 EI6 47 
# 
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 
EI6 F19 C17 SING N N 1  
EI6 F20 C17 SING N N 2  
EI6 C17 F18 SING N N 3  
EI6 C17 C16 SING N N 4  
EI6 C16 C15 DOUB Y N 5  
EI6 C16 C21 SING Y N 6  
EI6 C15 C14 SING Y N 7  
EI6 C21 C22 DOUB Y N 8  
EI6 C14 C13 DOUB Y N 9  
EI6 C22 C13 SING Y N 10 
EI6 C13 N12 SING N N 11 
EI6 C11 N12 SING N N 12 
EI6 C11 C10 SING N N 13 
EI6 C11 C23 SING N N 14 
EI6 C24 C23 SING N N 15 
EI6 C24 N05 SING N N 16 
EI6 C10 C09 SING N N 17 
EI6 C02 C01 SING N N 18 
EI6 C02 C03 SING N N 19 
EI6 C23 C07 SING N N 20 
EI6 C09 C08 SING N N 21 
EI6 N05 C03 SING N N 22 
EI6 N05 C06 SING N N 23 
EI6 C03 O04 DOUB N N 24 
EI6 C07 C08 SING N N 25 
EI6 C07 C06 SING N N 26 
EI6 C10 H1  SING N N 27 
EI6 C10 H2  SING N N 28 
EI6 N12 H3  SING N N 29 
EI6 C15 H4  SING N N 30 
EI6 C21 H5  SING N N 31 
EI6 C22 H6  SING N N 32 
EI6 C24 H7  SING N N 33 
EI6 C24 H8  SING N N 34 
EI6 C01 H9  SING N N 35 
EI6 C01 H10 SING N N 36 
EI6 C01 H11 SING N N 37 
EI6 C02 H12 SING N N 38 
EI6 C02 H13 SING N N 39 
EI6 C06 H14 SING N N 40 
EI6 C06 H15 SING N N 41 
EI6 C07 H16 SING N N 42 
EI6 C08 H17 SING N N 43 
EI6 C08 H18 SING N N 44 
EI6 C09 H19 SING N N 45 
EI6 C09 H20 SING N N 46 
EI6 C11 H21 SING N N 47 
EI6 C14 H22 SING N N 48 
EI6 C23 H23 SING N N 49 
# 
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 
EI6 SMILES           ACDLabs              14.52   "FC(F)(F)c1ccc(cc1)NC1CCCC2CN(CC21)C(=O)CC"                                                                                                          
EI6 InChI            InChI                1.06    "InChI=1S/C18H23F3N2O/c1-2-17(24)23-10-12-4-3-5-16(15(12)11-23)22-14-8-6-13(7-9-14)18(19,20)21/h6-9,12,15-16,22H,2-5,10-11H2,1H3/t12-,15+,16+/m0/s1" 
EI6 InChIKey         InChI                1.06    WFSBYNJETGPBOH-APHBMKBZSA-N                                                                                                                          
EI6 SMILES_CANONICAL CACTVS               3.385   "CCC(=O)N1C[C@@H]2CCC[C@@H](Nc3ccc(cc3)C(F)(F)F)[C@@H]2C1"                                                                                           
EI6 SMILES           CACTVS               3.385   "CCC(=O)N1C[CH]2CCC[CH](Nc3ccc(cc3)C(F)(F)F)[CH]2C1"                                                                                                 
EI6 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "CCC(=O)N1C[C@@H]2CCC[C@H]([C@@H]2C1)Nc3ccc(cc3)C(F)(F)F"                                                                                            
EI6 SMILES           "OpenEye OEToolkits" 3.1.0.0 "CCC(=O)N1CC2CCCC(C2C1)Nc3ccc(cc3)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 
EI6 "SYSTEMATIC NAME" ACDLabs              14.52   "1-{(3aS,4R,7aR)-4-[4-(trifluoromethyl)anilino]octahydro-2H-isoindol-2-yl}propan-1-one"                                           
EI6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "1-[(3~{a}~{S},4~{R},7~{a}~{R})-4-[[4-(trifluoromethyl)phenyl]amino]-1,3,3~{a},4,5,6,7,7~{a}-octahydroisoindol-2-yl]propan-1-one" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      EI6 
_pdbx_chem_comp_synonyms.name         "1-{(3aS,4R,7aR)-4-[4-(trifluoromethyl)anilino]octahydro-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 
EI6 "Create component" 2021-12-06 RCSB 
EI6 "Modify synonyms"  2025-08-15 RCSB 
EI6 "Initial release"  2025-09-03 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            EI6 
_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               C01 
_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      ? 
# 
