data_EFI
# 
_chem_comp.id                                    EFI 
_chem_comp.name                                  "(3aR,4R,7aS)-4-[3-(trifluoromethyl)anilino]octahydro-2H-isoindole-2-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 F3 N3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-06 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        309.329 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EFI 
_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        7T2L 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
EFI N1  N1  N 0 1 N N N N N N 28.354 6.528  20.561 4.326  -1.190 0.230  N1  EFI 1  
EFI C4  C1  C 0 1 Y N N N N N 27.902 11.950 20.529 -1.144 0.465  0.146  C4  EFI 2  
EFI C5  C2  C 0 1 Y N N N N N 26.604 12.452 20.475 -1.390 1.830  0.220  C5  EFI 3  
EFI C6  C3  C 0 1 Y N N N N N 26.321 13.545 19.676 -2.689 2.298  0.201  C6  EFI 4  
EFI C7  C4  C 0 1 Y N N N N N 27.360 14.106 18.942 -3.744 1.409  0.109  C7  EFI 5  
EFI C8  C5  C 0 1 Y N N N N N 28.665 13.611 18.980 -3.503 0.050  0.035  C8  EFI 6  
EFI C10 C6  C 0 1 Y N N N N N 28.940 12.510 19.787 -2.206 -0.425 0.047  C10 EFI 7  
EFI C13 C7  C 0 1 N N N N N N 26.702 7.572  22.963 4.009  1.663  -0.531 C13 EFI 8  
EFI C15 C8  C 0 1 N N N N N N 27.067 6.114  21.045 4.834  -0.062 1.036  C15 EFI 9  
EFI N   N2  N 0 1 N N N N N N 29.236 5.770  18.597 5.708  -3.014 -0.752 N   EFI 10 
EFI C   C9  C 0 1 N N N N N N 29.121 5.694  19.819 5.077  -2.182 -0.304 C   EFI 11 
EFI C1  C10 C 0 1 N N N N N N 28.651 7.938  20.974 2.862  -1.058 0.110  C1  EFI 12 
EFI C11 C11 C 0 1 N N N N N N 26.756 10.019 22.965 1.607  1.470  -1.130 C11 EFI 13 
EFI C12 C12 C 0 1 N N N N N N 26.020 8.817  23.535 2.786  2.442  -1.008 C12 EFI 14 
EFI C14 C13 C 0 1 N N S N N N 26.433 7.435  21.460 3.767  1.059  0.854  C14 EFI 15 
EFI C2  C14 C 0 1 N N R N N N 27.250 8.555  20.846 2.475  0.219  0.867  C2  EFI 16 
EFI C3  C15 C 0 1 N N R N N N 27.023 9.959  21.468 1.288  0.927  0.262  C3  EFI 17 
EFI C9  C16 C 0 1 N N N N N N 29.760 14.250 18.157 -4.657 -0.915 -0.065 C9  EFI 18 
EFI F   F1  F 0 1 N N N N N N 30.904 13.714 18.537 -4.631 -1.787 1.028  F   EFI 19 
EFI F1  F2  F 0 1 N N N N N N 29.816 15.568 18.339 -5.861 -0.203 -0.065 F1  EFI 20 
EFI F2  F3  F 0 1 N N N N N N 29.572 13.982 16.866 -4.549 -1.649 -1.250 F2  EFI 21 
EFI N2  N3  N 0 1 N N N N N N 28.136 10.871 21.298 0.169  -0.012 0.165  N2  EFI 22 
EFI H1  H1  H 0 1 N N N N N N 25.820 11.989 21.056 -0.566 2.524  0.292  H1  EFI 23 
EFI H2  H2  H 0 1 N N N N N N 25.322 13.951 19.624 -2.880 3.359  0.259  H2  EFI 24 
EFI H3  H3  H 0 1 N N N N N N 27.149 14.960 18.316 -4.760 1.778  0.099  H3  EFI 25 
EFI H4  H4  H 0 1 N N N N N N 29.937 12.099 19.837 -2.019 -1.487 -0.010 H4  EFI 26 
EFI H5  H5  H 0 1 N N N N N N 26.315 6.681  23.480 4.221  0.862  -1.239 H5  EFI 27 
EFI H6  H6  H 0 1 N N N N N N 27.787 7.649  23.128 4.866  2.335  -0.483 H6  EFI 28 
EFI H7  H7  H 0 1 N N N N N N 26.483 5.624  20.252 4.909  -0.348 2.086  H7  EFI 29 
EFI H8  H8  H 0 1 N N N N N N 27.165 5.433  21.903 5.802  0.269  0.660  H8  EFI 30 
EFI H11 H11 H 0 1 N N N N N N 29.027 7.990  22.006 2.580  -0.971 -0.939 H11 EFI 31 
EFI H12 H12 H 0 1 N N N N N N 29.372 8.418  20.296 2.371  -1.922 0.558  H12 EFI 32 
EFI H13 H13 H 0 1 N N N N N N 27.724 10.103 23.481 0.738  1.994  -1.529 H13 EFI 33 
EFI H14 H14 H 0 1 N N N N N N 26.153 10.916 23.168 1.876  0.648  -1.794 H14 EFI 34 
EFI H15 H15 H 0 1 N N N N N N 24.962 8.842  23.234 2.544  3.222  -0.285 H15 EFI 35 
EFI H16 H16 H 0 1 N N N N N N 26.088 8.816  24.633 2.994  2.891  -1.979 H16 EFI 36 
EFI H17 H17 H 0 1 N N N N N N 25.363 7.495  21.211 3.800  1.807  1.645  H17 EFI 37 
EFI H18 H18 H 0 1 N N N N N N 27.002 8.616  19.776 2.232  -0.040 1.897  H18 EFI 38 
EFI H19 H19 H 0 1 N N N N N N 26.147 10.393 20.964 1.001  1.756  0.910  H19 EFI 39 
EFI H20 H20 H 0 1 N N N N N N 28.890 10.360 20.886 0.339  -0.966 0.113  H20 EFI 40 
# 
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 
EFI F2  C9  SING N N 1  
EFI C9  F1  SING N N 2  
EFI C9  F   SING N N 3  
EFI C9  C8  SING N N 4  
EFI N   C   TRIP N N 5  
EFI C7  C8  DOUB Y N 6  
EFI C7  C6  SING Y N 7  
EFI C8  C10 SING Y N 8  
EFI C6  C5  DOUB Y N 9  
EFI C10 C4  DOUB Y N 10 
EFI C   N1  SING N N 11 
EFI C5  C4  SING Y N 12 
EFI C4  N2  SING N N 13 
EFI N1  C1  SING N N 14 
EFI N1  C15 SING N N 15 
EFI C2  C1  SING N N 16 
EFI C2  C14 SING N N 17 
EFI C2  C3  SING N N 18 
EFI C15 C14 SING N N 19 
EFI N2  C3  SING N N 20 
EFI C14 C13 SING N N 21 
EFI C3  C11 SING N N 22 
EFI C13 C12 SING N N 23 
EFI C11 C12 SING N N 24 
EFI C5  H1  SING N N 25 
EFI C6  H2  SING N N 26 
EFI C7  H3  SING N N 27 
EFI C10 H4  SING N N 28 
EFI C13 H5  SING N N 29 
EFI C13 H6  SING N N 30 
EFI C15 H7  SING N N 31 
EFI C15 H8  SING N N 32 
EFI C1  H11 SING N N 33 
EFI C1  H12 SING N N 34 
EFI C11 H13 SING N N 35 
EFI C11 H14 SING N N 36 
EFI C12 H15 SING N N 37 
EFI C12 H16 SING N N 38 
EFI C14 H17 SING N N 39 
EFI C2  H18 SING N N 40 
EFI C3  H19 SING N N 41 
EFI N2  H20 SING N N 42 
# 
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 
EFI SMILES           ACDLabs              12.01 "FC(F)(F)c1cc(ccc1)NC1CCCC2CN(CC21)C#N"                                                                                                       
EFI InChI            InChI                1.03  "InChI=1S/C16H18F3N3/c17-16(18,19)12-4-2-5-13(7-12)21-15-6-1-3-11-8-22(10-20)9-14(11)15/h2,4-5,7,11,14-15,21H,1,3,6,8-9H2/t11-,14+,15-/m1/s1" 
EFI InChIKey         InChI                1.03  GERZPMVLKADKPE-BYCMXARLSA-N                                                                                                                   
EFI SMILES_CANONICAL CACTVS               3.385 "FC(F)(F)c1cccc(N[C@@H]2CCC[C@@H]3CN(C[C@H]23)C#N)c1"                                                                                         
EFI SMILES           CACTVS               3.385 "FC(F)(F)c1cccc(N[CH]2CCC[CH]3CN(C[CH]23)C#N)c1"                                                                                              
EFI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)N[C@@H]2CCC[C@H]3[C@@H]2CN(C3)C#N)C(F)(F)F"                                                                                       
EFI SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)NC2CCCC3C2CN(C3)C#N)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 
EFI "SYSTEMATIC NAME" ACDLabs              12.01 "(3aR,4R,7aS)-4-[3-(trifluoromethyl)anilino]octahydro-2H-isoindole-2-carbonitrile"                                           
EFI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{a}~{R},4~{R},7~{a}~{S})-4-[[3-(trifluoromethyl)phenyl]amino]-1,3,3~{a},4,5,6,7,7~{a}-octahydroisoindole-2-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
EFI "Create component" 2021-12-06 RCSB 
EFI "Initial release"  2023-06-14 RCSB 
EFI "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            EFI 
_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               C 
_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      ? 
# 
