data_A1D8E
# 
_chem_comp.id                                    A1D8E 
_chem_comp.name                                  "~{N}-[(2~{S})-2-cyano-1-[5-cyano-2-(trifluoromethyl)phenoxy]propan-2-yl]-4-(trifluoromethylsulfanyl)benzamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H13 F6 N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         monepantel 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-20 
_chem_comp.pdbx_modified_date                    2024-07-26 
_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                        473.392 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D8E 
_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        8ZFK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
# 
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 
A1D8E C10  C1  C 0 1 Y N N N N N 190.424 166.556 176.017 -3.757 1.973  0.010  C10  A1D8E 1  
A1D8E N12  N1  N 0 1 N N N N N N 192.039 166.208 172.877 -3.902 5.452  0.148  N12  A1D8E 2  
A1D8E C13  C2  C 0 1 N N N N N N 189.086 164.517 178.926 -6.016 -1.057 -0.114 C13  A1D8E 3  
A1D8E C20  C3  C 0 1 Y N N N N N 189.614 167.292 182.906 2.752  -1.457 -0.100 C20  A1D8E 4  
A1D8E C21  C4  C 0 1 Y N N N N N 190.180 166.642 183.990 3.738  -2.448 -0.134 C21  A1D8E 5  
A1D8E C22  C5  C 0 1 Y N N N N N 189.363 166.073 184.955 5.063  -2.095 -0.116 C22  A1D8E 6  
A1D8E C01  C6  C 0 1 N N N N N N 191.308 169.985 179.916 -1.345 -2.032 -1.385 C01  A1D8E 7  
A1D8E C02  C7  C 0 1 N N S N N N 190.583 168.685 179.571 -1.040 -1.252 -0.104 C02  A1D8E 8  
A1D8E C03  C8  C 0 1 N N N N N N 189.996 168.481 178.170 -1.902 0.011  -0.059 C03  A1D8E 9  
A1D8E C05  C9  C 0 1 Y N N N N N 189.839 166.240 177.233 -4.190 0.659  -0.041 C05  A1D8E 10 
A1D8E C06  C10 C 0 1 Y N N N N N 189.735 164.904 177.603 -5.549 0.375  -0.057 C06  A1D8E 11 
A1D8E C07  C11 C 0 1 Y N N N N N 190.218 163.906 176.771 -6.475 1.400  -0.021 C07  A1D8E 12 
A1D8E C08  C12 C 0 1 Y N N N N N 190.805 164.234 175.565 -6.055 2.714  0.030  C08  A1D8E 13 
A1D8E C09  C13 C 0 1 Y N N N N N 190.910 165.561 175.191 -4.691 3.010  0.052  C09  A1D8E 14 
A1D8E C11  C14 C 0 1 N N N N N N 191.559 165.933 173.861 -4.251 4.371  0.106  C11  A1D8E 15 
A1D8E C18  C15 C 0 1 N N N N N N 190.496 167.926 181.832 1.326  -1.834 -0.119 C18  A1D8E 16 
A1D8E C23  C16 C 0 1 Y N N N N N 187.986 166.162 184.834 5.426  -0.751 -0.063 C23  A1D8E 17 
A1D8E C25  C17 C 0 1 N N N N N N 187.305 166.107 187.719 7.073  1.510  0.030  C25  A1D8E 18 
A1D8E C29  C18 C 0 1 Y N N N N N 187.425 166.818 183.752 4.446  0.237  -0.029 C29  A1D8E 19 
A1D8E C30  C19 C 0 1 Y N N N N N 188.239 167.383 182.788 3.119  -0.110 -0.042 C30  A1D8E 20 
A1D8E C31  C20 C 0 1 N N N N N N 191.821 167.814 179.360 -1.341 -2.093 1.066  C31  A1D8E 21 
A1D8E F14  F1  F 0 1 N N N N N N 189.930 164.803 179.954 -5.537 -1.748 1.005  F14  A1D8E 22 
A1D8E F15  F2  F 0 1 N N N N N N 187.920 165.205 179.081 -7.414 -1.091 -0.119 F15  A1D8E 23 
A1D8E F16  F3  F 0 1 N N N N N N 188.822 163.181 178.923 -5.529 -1.660 -1.278 F16  A1D8E 24 
A1D8E F26  F4  F 0 1 N N N N N N 186.228 165.979 188.545 8.376  2.017  0.055  F26  A1D8E 25 
A1D8E F27  F5  F 0 1 N N N N N N 188.362 165.422 188.240 6.394  1.911  1.186  F27  A1D8E 26 
A1D8E F28  F6  F 0 1 N N N N N N 187.626 167.426 187.594 6.403  1.999  -1.097 F28  A1D8E 27 
A1D8E N17  N2  N 0 1 N N N N N N 189.931 168.165 180.509 0.376  -0.878 -0.085 N17  A1D8E 28 
A1D8E N32  N3  N 0 1 N N N N N N 192.739 167.168 179.201 -1.573 -2.743 1.969  N32  A1D8E 29 
A1D8E O04  O1  O 0 1 N N N N N N 189.332 167.239 178.093 -3.284 -0.353 -0.077 O04  A1D8E 30 
A1D8E O19  O2  O 0 1 N N N N N N 191.614 168.215 182.092 1.007  -3.007 -0.164 O19  A1D8E 31 
A1D8E S24  S1  S 0 1 N N N N N N 186.902 165.422 186.090 7.130  -0.302 -0.039 S24  A1D8E 32 
A1D8E H101 H1  H 0 0 N N N N N N 190.501 167.589 175.712 -2.700 2.195  0.022  H101 A1D8E 33 
A1D8E H211 H2  H 0 0 N N N N N N 191.254 166.579 184.083 3.457  -3.490 -0.175 H211 A1D8E 34 
A1D8E H221 H3  H 0 0 N N N N N N 189.800 165.561 185.800 5.825  -2.859 -0.143 H221 A1D8E 35 
A1D8E H012 H4  H 0 0 N N N N N N 191.656 169.946 180.959 -0.731 -2.932 -1.417 H012 A1D8E 36 
A1D8E H011 H5  H 0 0 N N N N N N 192.171 170.112 179.246 -2.399 -2.310 -1.398 H011 A1D8E 37 
A1D8E H013 H6  H 0 0 N N N N N N 190.619 170.833 179.791 -1.122 -1.409 -2.251 H013 A1D8E 38 
A1D8E H032 H7  H 0 0 N N N N N N 190.809 168.504 177.429 -1.685 0.567  0.854  H032 A1D8E 39 
A1D8E H031 H8  H 0 0 N N N N N N 189.281 169.289 177.955 -1.679 0.634  -0.925 H031 A1D8E 40 
A1D8E H071 H9  H 0 0 N N N N N N 190.135 162.871 177.066 -7.531 1.173  -0.033 H071 A1D8E 41 
A1D8E H081 H10 H 0 0 N N N N N N 191.181 163.457 174.916 -6.782 3.513  0.058  H081 A1D8E 42 
A1D8E H291 H11 H 0 0 N N N N N N 186.351 166.888 183.661 4.731  1.278  0.012  H291 A1D8E 43 
A1D8E H301 H12 H 0 0 N N N N N N 187.802 167.895 181.944 2.360  0.658  -0.015 H301 A1D8E 44 
A1D8E H1   H13 H 0 1 N N N N N N 188.981 167.903 180.341 0.630  0.057  -0.049 H1   A1D8E 45 
# 
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 
A1D8E N12 C11  TRIP N N 1  
A1D8E C11 C09  SING N N 2  
A1D8E C09 C08  DOUB Y N 3  
A1D8E C09 C10  SING Y N 4  
A1D8E C08 C07  SING Y N 5  
A1D8E C10 C05  DOUB Y N 6  
A1D8E C07 C06  DOUB Y N 7  
A1D8E C05 C06  SING Y N 8  
A1D8E C05 O04  SING N N 9  
A1D8E C06 C13  SING N N 10 
A1D8E O04 C03  SING N N 11 
A1D8E C03 C02  SING N N 12 
A1D8E F16 C13  SING N N 13 
A1D8E C13 F15  SING N N 14 
A1D8E C13 F14  SING N N 15 
A1D8E N32 C31  TRIP N N 16 
A1D8E C31 C02  SING N N 17 
A1D8E C02 C01  SING N N 18 
A1D8E C02 N17  SING N N 19 
A1D8E N17 C18  SING N N 20 
A1D8E C18 O19  DOUB N N 21 
A1D8E C18 C20  SING N N 22 
A1D8E C30 C20  DOUB Y N 23 
A1D8E C30 C29  SING Y N 24 
A1D8E C20 C21  SING Y N 25 
A1D8E C29 C23  DOUB Y N 26 
A1D8E C21 C22  DOUB Y N 27 
A1D8E C23 C22  SING Y N 28 
A1D8E C23 S24  SING N N 29 
A1D8E S24 C25  SING N N 30 
A1D8E F28 C25  SING N N 31 
A1D8E C25 F27  SING N N 32 
A1D8E C25 F26  SING N N 33 
A1D8E C10 H101 SING N N 34 
A1D8E C21 H211 SING N N 35 
A1D8E C22 H221 SING N N 36 
A1D8E C01 H012 SING N N 37 
A1D8E C01 H011 SING N N 38 
A1D8E C01 H013 SING N N 39 
A1D8E C03 H032 SING N N 40 
A1D8E C03 H031 SING N N 41 
A1D8E C07 H071 SING N N 42 
A1D8E C08 H081 SING N N 43 
A1D8E C29 H291 SING N N 44 
A1D8E C30 H301 SING N N 45 
A1D8E N17 H1   SING N N 46 
# 
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 
A1D8E InChI            InChI                1.06  "InChI=1S/C20H13F6N3O2S/c1-18(10-28,11-31-16-8-12(9-27)2-7-15(16)19(21,22)23)29-17(30)13-3-5-14(6-4-13)32-20(24,25)26/h2-8H,11H2,1H3,(H,29,30)/t18-/m0/s1" 
A1D8E InChIKey         InChI                1.06  WTERNLDOAPYGJD-SFHVURJKSA-N                                                                                                                                
A1D8E SMILES_CANONICAL CACTVS               3.385 "C[C@](COc1cc(ccc1C(F)(F)F)C#N)(NC(=O)c2ccc(SC(F)(F)F)cc2)C#N"                                                                                             
A1D8E SMILES           CACTVS               3.385 "C[C](COc1cc(ccc1C(F)(F)F)C#N)(NC(=O)c2ccc(SC(F)(F)F)cc2)C#N"                                                                                              
A1D8E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@](COc1cc(ccc1C(F)(F)F)C#N)(C#N)NC(=O)c2ccc(cc2)SC(F)(F)F"                                                                                            
A1D8E SMILES           "OpenEye OEToolkits" 2.0.7 "CC(COc1cc(ccc1C(F)(F)F)C#N)(C#N)NC(=O)c2ccc(cc2)SC(F)(F)F"                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1D8E 
_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}-[(2~{S})-2-cyano-1-[5-cyano-2-(trifluoromethyl)phenoxy]propan-2-yl]-4-(trifluoromethylsulfanyl)benzamide" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1D8E 
_pdbx_chem_comp_synonyms.name         monepantel 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_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 
A1D8E "Create component" 2024-05-20 PDBC 
A1D8E "Initial release"  2024-07-31 RCSB 
# 
