data_X49
# 
_chem_comp.id                                    X49 
_chem_comp.name                                  "(4S)-1-{[(4S)-2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl}-4-(4,4,4-trifluorobutyl)pyrrolidin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H18 F6 N4 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-20 
_chem_comp.pdbx_modified_date                    2024-10-07 
_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                        444.395 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X49 
_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        8UO9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
X49 C11 C1  C 0 1 N N S N N N 126.478 115.293 115.964 2.318  -0.646 0.799  C11 X49 1  
X49 C12 C2  C 0 1 N N N N N N 125.114 115.497 115.326 3.446  -0.600 -0.233 C12 X49 2  
X49 C13 C3  C 0 1 N N N N N N 124.542 114.212 114.775 4.681  0.053  0.390  C13 X49 3  
X49 C14 C4  C 0 1 N N N N N N 123.211 114.423 114.072 5.810  0.099  -0.643 C14 X49 4  
X49 C01 C5  C 0 1 N N N N N N 133.207 115.196 117.809 -3.989 5.563  -0.650 C01 X49 5  
X49 C03 C6  C 0 1 N N N N N N 133.619 113.347 116.290 -4.719 3.421  0.140  C03 X49 6  
X49 C04 C7  C 0 1 Y N N N N N 132.298 112.710 116.127 -4.328 1.966  0.181  C04 X49 7  
X49 C07 C8  C 0 1 Y N N N N N 128.941 112.181 116.917 -2.134 -0.902 -0.538 C07 X49 8  
X49 C08 C9  C 0 1 N N N N N N 128.471 113.034 118.059 -0.853 -0.670 -1.296 C08 X49 9  
X49 C10 C10 C 0 1 N N N N N N 126.580 113.957 116.640 1.095  -1.411 0.248  C10 X49 10 
X49 C15 C11 C 0 1 N N N N N N 123.234 115.667 113.264 7.045  0.752  -0.020 C15 X49 11 
X49 C19 C12 C 0 1 N N N N N N 126.957 116.265 117.055 1.728  0.763  1.037  C19 X49 12 
X49 C20 C13 C 0 1 N N N N N N 127.993 115.458 117.822 0.560  0.842  0.079  C20 X49 13 
X49 C22 C14 C 0 1 Y N N N N N 128.367 111.253 116.123 -2.585 -2.083 -0.078 C22 X49 14 
X49 C24 C15 C 0 1 Y N N N N N 130.368 111.359 115.431 -4.048 -0.599 0.483  C24 X49 15 
X49 C26 C16 C 0 1 N N N N N N 126.990 110.775 116.141 -1.892 -3.412 -0.234 C26 X49 16 
X49 F16 F1  F 0 1 N N N N N N 123.247 116.761 114.047 7.458  0.007  1.089  F16 X49 17 
X49 F17 F2  F 0 1 N N N N N N 122.151 115.854 112.503 8.076  0.794  -0.964 F17 X49 18 
X49 F18 F3  F 0 1 N N N N N N 124.321 115.726 112.477 6.730  2.054  0.384  F18 X49 19 
X49 F27 F4  F 0 1 N N N N N N 126.286 111.089 115.026 -1.145 -3.413 -1.418 F27 X49 20 
X49 F28 F5  F 0 1 N N N N N N 126.951 109.425 116.225 -1.040 -3.624 0.855  F28 X49 21 
X49 F29 F6  F 0 1 N N N N N N 126.291 111.236 117.169 -2.847 -4.433 -0.285 F29 X49 22 
X49 N05 N1  N 0 1 Y N N N N N 131.310 113.004 116.853 -3.266 1.433  -0.317 N05 X49 23 
X49 N06 N2  N 0 1 Y N N N N N 130.218 112.236 116.458 -3.065 0.065  -0.184 N06 X49 24 
X49 N09 N3  N 0 1 N N N N N N 127.719 114.153 117.532 0.230  -0.388 -0.351 N09 X49 25 
X49 N23 N4  N 0 1 Y N N N N N 129.268 110.749 115.198 -3.754 -1.876 0.542  N23 X49 26 
X49 O02 O1  O 0 1 N N N N N N 133.274 114.711 116.457 -3.714 4.164  -0.554 O02 X49 27 
X49 O21 O2  O 0 1 N N N N N N 128.888 115.858 118.537 0.002  1.867  -0.253 O21 X49 28 
X49 S25 S1  S 0 1 Y N N N N N 132.059 111.442 114.835 -5.232 0.638  0.931  S25 X49 29 
X49 H1  H1  H 0 1 N N N N N N 127.225 115.316 115.157 2.665  -1.086 1.734  H1  X49 30 
X49 H2  H2  H 0 1 N N N N N N 125.212 116.222 114.504 3.692  -1.615 -0.548 H2  X49 31 
X49 H3  H3  H 0 1 N N N N N N 124.424 115.895 116.085 3.124  -0.019 -1.097 H3  X49 32 
X49 H4  H4  H 0 1 N N N N N N 124.394 113.506 115.606 4.436  1.067  0.705  H4  X49 33 
X49 H5  H5  H 0 1 N N N N N N 125.258 113.787 114.056 5.003  -0.528 1.254  H5  X49 34 
X49 H6  H6  H 0 1 N N N N N N 122.413 114.497 114.825 6.055  -0.915 -0.958 H6  X49 35 
X49 H7  H7  H 0 1 N N N N N N 123.013 113.567 113.410 5.488  0.680  -1.507 H7  X49 36 
X49 H8  H8  H 0 1 N N N N N N 132.932 116.261 117.804 -4.927 5.713  -1.185 H8  X49 37 
X49 H9  H9  H 0 1 N N N N N N 132.450 114.625 118.366 -4.070 5.987  0.351  H9  X49 38 
X49 H10 H10 H 0 1 N N N N N N 134.188 115.073 118.291 -3.180 6.056  -1.189 H10 X49 39 
X49 H11 H11 H 0 1 N N N N N N 134.144 112.957 117.175 -5.672 3.526  -0.379 H11 X49 40 
X49 H12 H12 H 0 1 N N N N N N 134.246 113.200 115.398 -4.814 3.800  1.157  H12 X49 41 
X49 H13 H13 H 0 1 N N N N N N 127.829 112.438 118.724 -0.607 -1.561 -1.875 H13 X49 42 
X49 H14 H14 H 0 1 N N N N N N 129.339 113.406 118.623 -0.978 0.177  -1.970 H14 X49 43 
X49 H15 H15 H 0 1 N N N N N N 125.665 113.724 117.205 1.409  -2.130 -0.509 H15 X49 44 
X49 H16 H16 H 0 1 N N N N N N 126.776 113.155 115.913 0.571  -1.920 1.058  H16 X49 45 
X49 H17 H17 H 0 1 N N N N N N 127.410 117.163 116.610 1.384  0.864  2.066  H17 X49 46 
X49 H18 H18 H 0 1 N N N N N N 126.125 116.560 117.711 2.466  1.530  0.803  H18 X49 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 
X49 F18 C15 SING N N 1  
X49 F17 C15 SING N N 2  
X49 C15 F16 SING N N 3  
X49 C15 C14 SING N N 4  
X49 C14 C13 SING N N 5  
X49 C13 C12 SING N N 6  
X49 S25 C24 SING Y N 7  
X49 S25 C04 SING Y N 8  
X49 F27 C26 SING N N 9  
X49 N23 C24 DOUB Y N 10 
X49 N23 C22 SING Y N 11 
X49 C12 C11 SING N N 12 
X49 C24 N06 SING Y N 13 
X49 C11 C10 SING N N 14 
X49 C11 C19 SING N N 15 
X49 C22 C26 SING N N 16 
X49 C22 C07 DOUB Y N 17 
X49 C04 C03 SING N N 18 
X49 C04 N05 DOUB Y N 19 
X49 C26 F28 SING N N 20 
X49 C26 F29 SING N N 21 
X49 C03 O02 SING N N 22 
X49 O02 C01 SING N N 23 
X49 N06 N05 SING Y N 24 
X49 N06 C07 SING Y N 25 
X49 C10 N09 SING N N 26 
X49 C07 C08 SING N N 27 
X49 C19 C20 SING N N 28 
X49 N09 C20 SING N N 29 
X49 N09 C08 SING N N 30 
X49 C20 O21 DOUB N N 31 
X49 C11 H1  SING N N 32 
X49 C12 H2  SING N N 33 
X49 C12 H3  SING N N 34 
X49 C13 H4  SING N N 35 
X49 C13 H5  SING N N 36 
X49 C14 H6  SING N N 37 
X49 C14 H7  SING N N 38 
X49 C01 H8  SING N N 39 
X49 C01 H9  SING N N 40 
X49 C01 H10 SING N N 41 
X49 C03 H11 SING N N 42 
X49 C03 H12 SING N N 43 
X49 C08 H13 SING N N 44 
X49 C08 H14 SING N N 45 
X49 C10 H15 SING N N 46 
X49 C10 H16 SING N N 47 
X49 C19 H17 SING N N 48 
X49 C19 H18 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 
X49 SMILES           ACDLabs              14.52   "FC(F)(F)CCCC1CC(=O)N(C1)Cc1c(nc2sc(COC)nn12)C(F)(F)F"                                                                                   
X49 InChI            InChI                1.06    "InChI=1S/C16H18F6N4O2S/c1-28-8-11-24-26-10(13(16(20,21)22)23-14(26)29-11)7-25-6-9(5-12(25)27)3-2-4-15(17,18)19/h9H,2-8H2,1H3/t9-/m0/s1" 
X49 InChIKey         InChI                1.06    RBBCVRVBYUAJOO-VIFPVBQESA-N                                                                                                              
X49 SMILES_CANONICAL CACTVS               3.385   "COCc1sc2nc(c(CN3C[C@@H](CCCC(F)(F)F)CC3=O)n2n1)C(F)(F)F"                                                                                
X49 SMILES           CACTVS               3.385   "COCc1sc2nc(c(CN3C[CH](CCCC(F)(F)F)CC3=O)n2n1)C(F)(F)F"                                                                                  
X49 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "COCc1nn2c(c(nc2s1)C(F)(F)F)CN3C[C@H](CC3=O)CCCC(F)(F)F"                                                                                 
X49 SMILES           "OpenEye OEToolkits" 3.1.0.0 "COCc1nn2c(c(nc2s1)C(F)(F)F)CN3CC(CC3=O)CCCC(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 
X49 "SYSTEMATIC NAME" ACDLabs              14.52   "(4S)-1-{[(4S)-2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl}-4-(4,4,4-trifluorobutyl)pyrrolidin-2-one"     
X49 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(4~{S})-1-[[2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl]-4-[4,4,4-tris(fluoranyl)butyl]pyrrolidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
X49 "Create component"   2023-10-20 RCSB 
X49 "Initial release"    2024-05-22 RCSB 
X49 "Other modification" 2024-10-07 RCSB 
# 
