data_XSF
# 
_chem_comp.id                                    XSF 
_chem_comp.name                                  "2-[6-(1-acetylpiperidin-4-yl)-4-oxoquinazolin-3(4H)-yl]-N-{[4-chloro-3-(trifluoromethoxy)phenyl]methyl}-N-methylacetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H26 Cl F3 N4 O4" 
_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                        550.957 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XSF 
_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        7G78 
_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 
XSF C10  C1  C  0 1 N N N N N N 15.061 12.722 -46.366 1.127  1.697  0.653  C10  XSF 1  
XSF C13  C2  C  0 1 N N N N N N 14.728 10.166 -47.945 -1.837 2.367  -0.406 C13  XSF 2  
XSF C16  C3  C  0 1 N N N N N N 16.301 14.641 -41.830 5.545  -0.629 0.401  C16  XSF 3  
XSF C17  C4  C  0 1 N N N N N N 14.777 14.565 -41.384 6.072  -1.199 -0.918 C17  XSF 4  
XSF C18  C5  C  0 1 N N N N N N 14.737 14.823 -39.886 6.935  -2.431 -0.629 C18  XSF 5  
XSF C19  C6  C  0 1 N N N N N N 16.994 13.865 -39.493 7.594  -1.421 1.592  C19  XSF 6  
XSF C20  C7  C  0 1 N N N N N N 17.183 13.655 -41.025 6.723  -0.200 1.279  C20  XSF 7  
XSF C22  C8  C  0 1 N N N N N N 12.523 9.777  -49.051 -3.813 2.862  0.930  C22  XSF 8  
XSF C23  C9  C  0 1 N N N N N N 13.635 7.976  -47.668 -4.005 1.827  -1.379 C23  XSF 9  
XSF C24  C10 C  0 1 Y N N N N N 12.999 7.842  -46.301 -4.223 0.350  -1.177 C24  XSF 10 
XSF C25  C11 C  0 1 Y N N N N N 13.021 6.601  -45.704 -5.311 -0.094 -0.450 C25  XSF 11 
XSF C26  C12 C  0 1 Y N N N N N 12.375 6.422  -44.487 -5.512 -1.453 -0.264 C26  XSF 12 
XSF C27  C13 C  0 1 Y N N N N N 11.715 7.475  -43.877 -4.619 -2.365 -0.811 C27  XSF 13 
XSF C28  C14 C  0 1 Y N N N N N 11.697 8.741  -44.460 -3.533 -1.916 -1.538 C28  XSF 14 
XSF C1   C15 C  0 1 Y N N N N N 16.520 14.466 -43.324 4.668  0.563  0.119  C1   XSF 15 
XSF C2   C16 C  0 1 Y N N N N N 17.716 14.950 -43.875 5.196  1.665  -0.540 C2   XSF 16 
XSF C3   C17 C  0 1 Y N N N N N 18.026 14.730 -45.202 4.415  2.767  -0.809 C3   XSF 17 
XSF C4   C18 C  0 1 Y N N N N N 17.155 13.992 -46.020 3.076  2.778  -0.416 C4   XSF 18 
XSF C5   C19 C  0 1 Y N N N N N 15.941 13.535 -45.498 2.542  1.654  0.254  C5   XSF 19 
XSF C6   C20 C  0 1 Y N N N N N 15.624 13.794 -44.136 3.349  0.550  0.517  C6   XSF 20 
XSF N7   N1  N  0 1 N N N N N N 17.572 13.688 -47.329 2.271  3.842  -0.660 N7   XSF 21 
XSF C8   C21 C  0 1 N N N N N N 16.794 12.949 -48.116 1.023  3.848  -0.302 C8   XSF 22 
XSF N9   N2  N  0 1 N N N N N N 15.553 12.441 -47.676 0.427  2.813  0.346  N9   XSF 23 
XSF O11  O1  O  0 1 N N N N N N 13.946 12.279 -46.057 0.606  0.763  1.233  O11  XSF 24 
XSF C12  C22 C  0 1 N N N N N N 14.790 11.563 -48.578 -0.988 2.907  0.716  C12  XSF 25 
XSF N14  N3  N  0 1 N N N N N N 13.635 9.362  -48.218 -3.179 2.352  -0.289 N14  XSF 26 
XSF O15  O2  O  0 1 N N N N N N 15.599 9.758  -47.171 -1.312 1.945  -1.415 O15  XSF 27 
XSF N21  N4  N  0 1 N N N N N N 15.546 13.777 -39.213 7.985  -2.060 0.329  N21  XSF 28 
XSF C29  C23 C  0 1 Y N N N N N 12.351 8.943  -45.683 -3.338 -0.560 -1.725 C29  XSF 29 
XSF CL30 CL1 CL 0 0 N N N N N N 10.933 7.285  -42.375 -4.867 -4.068 -0.581 CL30 XSF 30 
XSF O31  O3  O  0 1 N N N N N N 12.429 5.181  -43.833 -6.581 -1.892 0.452  O31  XSF 31 
XSF C32  C24 C  0 1 N N N N N N 15.017 12.794 -38.382 9.282  -2.301 0.054  C32  XSF 32 
XSF C33  C25 C  0 1 N N N N N N 13.489 12.749 -38.181 10.354 -1.814 0.994  C33  XSF 33 
XSF O34  O4  O  0 1 N N N N N N 15.768 11.989 -37.811 9.586  -2.909 -0.951 O34  XSF 34 
XSF C35  C26 C  0 1 N N N N N N 11.585 4.112  -44.245 -7.457 -0.897 0.985  C35  XSF 35 
XSF F36  F1  F  0 1 N N N N N N 10.311 4.427  -43.936 -7.991 -0.138 -0.062 F36  XSF 36 
XSF F37  F2  F  0 1 N N N N N N 11.693 3.947  -45.559 -8.495 -1.518 1.688  F37  XSF 37 
XSF F38  F3  F  0 1 N N N N N N 11.872 2.910  -43.715 -6.743 -0.062 1.850  F38  XSF 38 
XSF H45  H1  H  0 1 N N N N N N 16.645 15.653 -41.572 4.965  -1.392 0.920  H45  XSF 39 
XSF H46  H2  H  0 1 N N N N N N 14.190 15.329 -41.914 5.232  -1.483 -1.552 H46  XSF 40 
XSF H47  H3  H  0 1 N N N N N N 14.368 13.568 -41.606 6.673  -0.445 -1.426 H47  XSF 41 
XSF H48  H4  H  0 1 N N N N N N 15.157 15.816 -39.668 6.314  -3.220 -0.204 H48  XSF 42 
XSF H49  H5  H  0 1 N N N N N N 13.698 14.778 -39.528 7.392  -2.782 -1.555 H49  XSF 43 
XSF H50  H6  H  0 1 N N N N N N 17.375 14.854 -39.199 8.486  -1.105 2.133  H50  XSF 44 
XSF H51  H7  H  0 1 N N N N N N 17.533 13.084 -38.937 7.027  -2.127 2.199  H51  XSF 45 
XSF H53  H8  H  0 1 N N N N N N 16.900 12.624 -41.285 7.318  0.545  0.751  H53  XSF 46 
XSF H52  H9  H  0 1 N N N N N N 18.239 13.822 -41.284 6.347  0.228  2.209  H52  XSF 47 
XSF H55  H10 H  0 1 N N N N N N 11.786 8.963  -49.112 -4.017 3.927  0.816  H55  XSF 48 
XSF H54  H11 H  0 1 N N N N N N 12.049 10.668 -48.613 -4.749 2.329  1.103  H54  XSF 49 
XSF H56  H12 H  0 1 N N N N N N 12.890 10.016 -50.060 -3.146 2.709  1.778  H56  XSF 50 
XSF H57  H13 H  0 1 N N N N N N 13.085 7.329  -48.367 -3.499 1.993  -2.330 H57  XSF 51 
XSF H58  H14 H  0 1 N N N N N N 14.678 7.635  -47.596 -4.967 2.339  -1.386 H58  XSF 52 
XSF H59  H15 H  0 1 N N N N N N 13.534 5.777  -46.176 -6.003 0.618  -0.025 H59  XSF 53 
XSF H60  H16 H  0 1 N N N N N N 11.184 9.558  -43.974 -2.838 -2.625 -1.963 H60  XSF 54 
XSF H39  H17 H  0 1 N N N N N N 18.404 15.503 -43.252 6.232  1.659  -0.845 H39  XSF 55 
XSF H40  H18 H  0 1 N N N N N N 18.942 15.127 -45.613 4.837  3.619  -1.321 H40  XSF 56 
XSF H41  H19 H  0 1 N N N N N N 14.678 13.464 -43.733 2.944  -0.311 1.028  H41  XSF 57 
XSF H42  H20 H  0 1 N N N N N N 17.122 12.731 -49.122 0.431  4.724  -0.523 H42  XSF 58 
XSF H44  H21 H  0 1 N N N N N N 13.772 11.958 -48.710 -1.248 3.950  0.898  H44  XSF 59 
XSF H43  H22 H  0 1 N N N N N N 15.291 11.507 -49.556 -1.167 2.325  1.620  H43  XSF 60 
XSF H61  H23 H  0 1 N N N N N N 12.362 9.918  -46.147 -2.491 -0.211 -2.297 H61  XSF 61 
XSF H64  H24 H  0 1 N N N N N N 13.233 11.931 -37.491 9.891  -1.378 1.879  H64  XSF 62 
XSF H62  H25 H  0 1 N N N N N N 13.147 13.705 -37.759 10.986 -2.652 1.289  H62  XSF 63 
XSF H63  H26 H  0 1 N N N N N N 12.997 12.579 -39.150 10.962 -1.060 0.493  H63  XSF 64 
# 
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 
XSF C1  C2   DOUB Y N 1  
XSF C1  C6   SING Y N 2  
XSF C1  C16  SING N N 3  
XSF C2  C3   SING Y N 4  
XSF C3  C4   DOUB Y N 5  
XSF C4  C5   SING Y N 6  
XSF C4  N7   SING N N 7  
XSF C5  C6   DOUB Y N 8  
XSF C5  C10  SING N N 9  
XSF N7  C8   DOUB N N 10 
XSF C8  N9   SING N N 11 
XSF N9  C10  SING N N 12 
XSF N9  C12  SING N N 13 
XSF C10 O11  DOUB N N 14 
XSF C12 C13  SING N N 15 
XSF C13 N14  SING N N 16 
XSF C13 O15  DOUB N N 17 
XSF N14 C22  SING N N 18 
XSF N14 C23  SING N N 19 
XSF C16 C17  SING N N 20 
XSF C16 C20  SING N N 21 
XSF C17 C18  SING N N 22 
XSF C18 N21  SING N N 23 
XSF C19 N21  SING N N 24 
XSF C19 C20  SING N N 25 
XSF N21 C32  SING N N 26 
XSF C23 C24  SING N N 27 
XSF C24 C25  DOUB Y N 28 
XSF C24 C29  SING Y N 29 
XSF C25 C26  SING Y N 30 
XSF C26 C27  DOUB Y N 31 
XSF C26 O31  SING N N 32 
XSF C27 C28  SING Y N 33 
XSF C27 CL30 SING N N 34 
XSF C28 C29  DOUB Y N 35 
XSF O31 C35  SING N N 36 
XSF C32 C33  SING N N 37 
XSF C32 O34  DOUB N N 38 
XSF C35 F36  SING N N 39 
XSF C35 F37  SING N N 40 
XSF C35 F38  SING N N 41 
XSF C16 H45  SING N N 42 
XSF C17 H46  SING N N 43 
XSF C17 H47  SING N N 44 
XSF C18 H48  SING N N 45 
XSF C18 H49  SING N N 46 
XSF C19 H50  SING N N 47 
XSF C19 H51  SING N N 48 
XSF C20 H53  SING N N 49 
XSF C20 H52  SING N N 50 
XSF C22 H55  SING N N 51 
XSF C22 H54  SING N N 52 
XSF C22 H56  SING N N 53 
XSF C23 H57  SING N N 54 
XSF C23 H58  SING N N 55 
XSF C25 H59  SING N N 56 
XSF C28 H60  SING N N 57 
XSF C2  H39  SING N N 58 
XSF C3  H40  SING N N 59 
XSF C6  H41  SING N N 60 
XSF C8  H42  SING N N 61 
XSF C12 H44  SING N N 62 
XSF C12 H43  SING N N 63 
XSF C29 H61  SING N N 64 
XSF C33 H64  SING N N 65 
XSF C33 H62  SING N N 66 
XSF C33 H63  SING N N 67 
# 
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 
XSF SMILES           ACDLabs              12.01 "O=C(C)N1CCC(CC1)c1ccc2N=CN(CC(=O)N(C)Cc3ccc(Cl)c(OC(F)(F)F)c3)C(=O)c2c1"                                                                                                            
XSF InChI            InChI                1.06  "InChI=1S/C26H26ClF3N4O4/c1-16(35)33-9-7-18(8-10-33)19-4-6-22-20(12-19)25(37)34(15-31-22)14-24(36)32(2)13-17-3-5-21(27)23(11-17)38-26(28,29)30/h3-6,11-12,15,18H,7-10,13-14H2,1-2H3" 
XSF InChIKey         InChI                1.06  SEYPWJAXDVEKRI-UHFFFAOYSA-N                                                                                                                                                          
XSF SMILES_CANONICAL CACTVS               3.385 "CN(Cc1ccc(Cl)c(OC(F)(F)F)c1)C(=O)CN2C=Nc3ccc(cc3C2=O)C4CCN(CC4)C(C)=O"                                                                                                              
XSF SMILES           CACTVS               3.385 "CN(Cc1ccc(Cl)c(OC(F)(F)F)c1)C(=O)CN2C=Nc3ccc(cc3C2=O)C4CCN(CC4)C(C)=O"                                                                                                              
XSF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N1CCC(CC1)c2ccc3c(c2)C(=O)N(C=N3)CC(=O)N(C)Cc4ccc(c(c4)OC(F)(F)F)Cl"                                                                                                          
XSF SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)N1CCC(CC1)c2ccc3c(c2)C(=O)N(C=N3)CC(=O)N(C)Cc4ccc(c(c4)OC(F)(F)F)Cl"                                                                                                          
# 
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 
XSF "SYSTEMATIC NAME" ACDLabs              12.01 "2-[6-(1-acetylpiperidin-4-yl)-4-oxoquinazolin-3(4H)-yl]-N-{[4-chloro-3-(trifluoromethoxy)phenyl]methyl}-N-methylacetamide"                       
XSF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[[4-chloranyl-3-(trifluoromethyloxy)phenyl]methyl]-2-[6-(1-ethanoylpiperidin-4-yl)-4-oxidanylidene-quinazolin-3-yl]-~{N}-methyl-ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XSF "Create component" 2023-06-08 RCSB 
XSF "Initial release"  2024-12-18 RCSB 
# 
