data_XW2
# 
_chem_comp.id                                    XW2 
_chem_comp.name                                  "5-(1-acetylpiperidin-4-yl)-4-{(E)-[3,5-bis(trifluoromethyl)phenyl]diazenyl}-1,2-dihydro-3H-pyrazol-3-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 F6 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-06-08 
_chem_comp.pdbx_modified_date                    2024-12-13 
_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                        449.350 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XW2 
_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        7G6A 
_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_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 
XW2 C10 C1  C 0 1 Y N N N N N -11.998 5.270  43.489 2.549  -1.785 -0.001 C10 XW2 1  
XW2 C11 C2  C 0 1 Y N N N N N -11.756 7.652  42.968 3.634  0.357  0.009  C11 XW2 2  
XW2 C13 C3  C 0 1 N N N N N N -10.806 13.140 50.722 -5.539 -2.370 -0.045 C13 XW2 3  
XW2 C15 C4  C 0 1 N N N N N N -13.291 11.039 48.123 -2.751 0.647  -0.019 C15 XW2 4  
XW2 C16 C5  C 0 1 Y N N N N N -13.087 6.881  44.801 1.235  0.227  -0.000 C16 XW2 5  
XW2 C17 C6  C 0 1 Y N N N N N -12.804 5.564  44.554 1.315  -1.168 -0.003 C17 XW2 6  
XW2 C18 C7  C 0 1 Y N N N N N -12.556 7.960  44.044 2.407  0.987  0.006  C18 XW2 7  
XW2 C20 C8  C 0 1 N N N N N N -12.691 13.349 48.989 -3.766 -1.263 1.230  C20 XW2 8  
XW2 C21 C9  C 0 1 N N N N N N -10.929 11.657 48.661 -3.761 -1.246 -1.298 C21 XW2 9  
XW2 C1  C10 C 0 1 N N N N N N -14.500 8.759  47.362 -1.268 2.748  -0.003 C1  XW2 10 
XW2 N2  N1  N 0 1 N N N N N N -15.411 10.097 48.951 -3.460 3.096  -0.004 N2  XW2 11 
XW2 C3  C11 C 0 1 N N N N N N -14.363 9.987  48.164 -2.505 2.134  -0.009 C3  XW2 12 
XW2 C4  C12 C 0 1 N N N N N N -15.783 8.163  47.755 -1.520 4.198  0.006  C4  XW2 13 
XW2 N5  N2  N 0 1 N N N N N N -16.257 9.020  48.739 -2.859 4.358  0.005  N5  XW2 14 
XW2 N6  N3  N 0 1 N N N N N N -13.664 8.331  46.463 -0.056 2.133  -0.001 N6  XW2 15 
XW2 C7  C13 C 0 1 N N N N N N -11.713 3.785  43.289 2.637  -3.289 -0.010 C7  XW2 16 
XW2 C8  C14 C 0 1 N N N N N N -11.197 8.824  42.193 4.899  1.175  0.016  C8  XW2 17 
XW2 N9  N4  N 0 1 N N N N N N -11.398 12.806 49.450 -4.398 -1.653 -0.038 N9  XW2 18 
XW2 N12 N5  N 0 1 N N N N N N -13.924 7.146  45.922 0.015  0.845  -0.003 N12 XW2 19 
XW2 C14 C15 C 0 1 Y N N N N N -11.435 6.291  42.661 3.705  -1.025 0.005  C14 XW2 20 
XW2 O19 O1  O 0 1 N N N N N N -16.316 7.155  47.386 -0.683 5.081  0.013  O19 XW2 21 
XW2 O22 O2  O 0 1 N N N N N N -9.621  12.785 50.995 -6.050 -2.686 -1.098 O22 XW2 22 
XW2 F23 F1  F 0 1 N N N N N N -10.889 3.302  44.231 1.348  -3.832 -0.021 F23 XW2 23 
XW2 F24 F2  F 0 1 N N N N N N -12.736 2.942  43.417 3.329  -3.708 -1.151 F24 XW2 24 
XW2 F25 F3  F 0 1 N N N N N N -11.077 3.493  42.189 3.316  -3.724 1.133  F25 XW2 25 
XW2 F26 F4  F 0 1 N N N N N N -11.036 10.036 42.901 4.575  2.536  0.019  F26 XW2 26 
XW2 F27 F5  F 0 1 N N N N N N -9.936  8.604  41.871 5.645  0.871  1.160  F27 XW2 27 
XW2 F28 F6  F 0 1 N N N N N N -11.941 9.142  41.076 5.654  0.878  -1.125 F28 XW2 28 
XW2 C29 C16 C 0 1 N N N N N N -13.752 12.246 48.970 -3.548 0.254  1.227  C29 XW2 29 
XW2 C30 C17 C 0 1 N N N N N N -11.961 10.524 48.656 -3.543 0.270  -1.273 C30 XW2 30 
XW2 C31 C18 C 0 1 N N N N N N -11.604 13.935 51.761 -6.179 -2.780 1.257  C31 XW2 31 
XW2 H35 H1  H 0 1 N N N N N N -13.153 11.372 47.084 -1.796 0.121  -0.021 H35 XW2 32 
XW2 H36 H2  H 0 1 N N N N N N -13.205 4.782  45.181 0.413  -1.762 -0.008 H36 XW2 33 
XW2 H37 H3  H 0 1 N N N N N N -12.773 8.986  44.304 2.353  2.066  0.009  H37 XW2 34 
XW2 H38 H4  H 0 1 N N N N N N -13.012 14.150 49.671 -4.416 -1.536 2.062  H38 XW2 35 
XW2 H39 H5  H 0 1 N N N N N N -12.573 13.757 47.974 -2.807 -1.770 1.334  H39 XW2 36 
XW2 H41 H6  H 0 1 N N N N N N -10.750 11.983 47.626 -2.802 -1.752 -1.403 H41 XW2 37 
XW2 H40 H7  H 0 1 N N N N N N -9.990  11.284 49.095 -4.406 -1.509 -2.137 H40 XW2 38 
XW2 H33 H8  H 0 1 N N N N N N -17.112 8.876  49.238 -3.328 5.208  0.009  H33 XW2 39 
XW2 H34 H10 H 0 1 N N N N N N -10.789 6.044  41.832 4.669  -1.513 0.007  H34 XW2 40 
XW2 H43 H11 H 0 1 N N N N N N -14.681 12.650 48.542 -2.993 0.543  2.119  H43 XW2 41 
XW2 H42 H12 H 0 1 N N N N N N -13.938 11.910 50.001 -4.513 0.760  1.217  H42 XW2 42 
XW2 H44 H13 H 0 1 N N N N N N -12.099 10.151 49.682 -4.508 0.777  -1.260 H44 XW2 43 
XW2 H45 H14 H 0 1 N N N N N N -11.602 9.706  48.014 -2.986 0.572  -2.160 H45 XW2 44 
XW2 H46 H15 H 0 1 N N N N N N -10.986 14.092 52.657 -7.086 -3.349 1.052  H46 XW2 45 
XW2 H47 H16 H 0 1 N N N N N N -11.890 14.909 51.337 -5.483 -3.397 1.826  H47 XW2 46 
XW2 H48 H17 H 0 1 N N N N N N -12.510 13.374 52.035 -6.431 -1.890 1.834  H48 XW2 47 
XW2 H1  H18 H 0 1 N N N N N N -15.113 10.105 49.905 -4.416 2.933  -0.007 H1  XW2 48 
# 
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 
XW2 C1  C3  DOUB N N 1  
XW2 C1  C4  SING N N 2  
XW2 C1  N6  SING N N 3  
XW2 N2  C3  SING N N 4  
XW2 N2  N5  SING N N 5  
XW2 C3  C15 SING N N 6  
XW2 C4  N5  SING N N 7  
XW2 C4  O19 DOUB N N 8  
XW2 N6  N12 DOUB N N 9  
XW2 C7  C10 SING N N 10 
XW2 C7  F23 SING N N 11 
XW2 C7  F24 SING N N 12 
XW2 C7  F25 SING N N 13 
XW2 C8  C11 SING N N 14 
XW2 C8  F26 SING N N 15 
XW2 C8  F27 SING N N 16 
XW2 C8  F28 SING N N 17 
XW2 N9  C21 SING N N 18 
XW2 N9  C13 SING N N 19 
XW2 N9  C20 SING N N 20 
XW2 C10 C17 DOUB Y N 21 
XW2 C10 C14 SING Y N 22 
XW2 C11 C18 SING Y N 23 
XW2 C11 C14 DOUB Y N 24 
XW2 N12 C16 SING N N 25 
XW2 C13 O22 DOUB N N 26 
XW2 C13 C31 SING N N 27 
XW2 C15 C29 SING N N 28 
XW2 C15 C30 SING N N 29 
XW2 C16 C17 SING Y N 30 
XW2 C16 C18 DOUB Y N 31 
XW2 C20 C29 SING N N 32 
XW2 C21 C30 SING N N 33 
XW2 C15 H35 SING N N 34 
XW2 C17 H36 SING N N 35 
XW2 C18 H37 SING N N 36 
XW2 C20 H38 SING N N 37 
XW2 C20 H39 SING N N 38 
XW2 C21 H41 SING N N 39 
XW2 C21 H40 SING N N 40 
XW2 N5  H33 SING N N 41 
XW2 C14 H34 SING N N 42 
XW2 C29 H43 SING N N 43 
XW2 C29 H42 SING N N 44 
XW2 C30 H44 SING N N 45 
XW2 C30 H45 SING N N 46 
XW2 C31 H46 SING N N 47 
XW2 C31 H47 SING N N 48 
XW2 C31 H48 SING N N 49 
XW2 N2  H1  SING N N 50 
# 
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 
XW2 SMILES           ACDLabs              12.01 "FC(F)(F)c1cc(cc(c1)C(F)(F)F)/N=N/C=1C(=O)NNC=1C1CCN(CC1)C(C)=O"                                                                                               
XW2 InChI            InChI                1.06  "InChI=1S/C18H17F6N5O2/c1-9(30)29-4-2-10(3-5-29)14-15(16(31)28-26-14)27-25-13-7-11(17(19,20)21)6-12(8-13)18(22,23)24/h6-8,10H,2-5H2,1H3,(H2,26,28,31)/b27-25+" 
XW2 InChIKey         InChI                1.06  FTZTXTWTLRLQHR-IMVLJIQESA-N                                                                                                                                    
XW2 SMILES_CANONICAL CACTVS               3.385 "CC(=O)N1CCC(CC1)C2=C(N=Nc3cc(cc(c3)C(F)(F)F)C(F)(F)F)C(=O)NN2"                                                                                                
XW2 SMILES           CACTVS               3.385 "CC(=O)N1CCC(CC1)C2=C(N=Nc3cc(cc(c3)C(F)(F)F)C(F)(F)F)C(=O)NN2"                                                                                                
XW2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N1CCC(CC1)C2=C(C(=O)NN2)/N=N/c3cc(cc(c3)C(F)(F)F)C(F)(F)F"                                                                                              
XW2 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)N1CCC(CC1)C2=C(C(=O)NN2)N=Nc3cc(cc(c3)C(F)(F)F)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 
XW2 "SYSTEMATIC NAME" ACDLabs              12.01 "5-(1-acetylpiperidin-4-yl)-4-{(E)-[3,5-bis(trifluoromethyl)phenyl]diazenyl}-1,2-dihydro-3H-pyrazol-3-one"  
XW2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[(~{E})-[3,5-bis(trifluoromethyl)phenyl]diazenyl]-5-(1-ethanoylpiperidin-4-yl)-1,2-dihydropyrazol-3-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 
XW2 "Create component" 2023-06-08 RCSB 
XW2 "Initial release"  2024-12-18 RCSB 
# 
