data_1SK
# 
_chem_comp.id                                    1SK 
_chem_comp.name                                  "4-({(1S)-2-(azetidin-1-yl)-1-[4-chloro-3-(trifluoromethyl)phenyl]ethyl}amino)quinazoline-8-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H19 Cl F3 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-06-24 
_chem_comp.pdbx_modified_date                    2022-07-01 
_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                        449.857 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1SK 
_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        7N93 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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.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 
1SK N1   N1  N  0 1 Y N N -17.671 41.228 -16.335 -2.031 -1.097 -0.910 N1   1SK 1  
1SK N3   N2  N  0 1 Y N N -17.301 39.021 -15.611 -4.244 -0.493 -1.228 N3   1SK 2  
1SK C4   C1  C  0 1 Y N N -17.691 40.832 -17.613 -1.803 -0.090 -0.076 C4   1SK 3  
1SK C5   C2  C  0 1 Y N N -17.508 39.489 -17.920 -2.872 0.794  0.213  C5   1SK 4  
1SK C6   C3  C  0 1 Y N N -17.313 38.569 -16.880 -4.123 0.553  -0.403 C6   1SK 5  
1SK C7   C4  C  0 1 Y N N -17.125 37.214 -17.164 -5.206 1.421  -0.131 C7   1SK 6  
1SK C8   C5  C  0 1 Y N N -17.137 36.776 -18.495 -5.014 2.490  0.736  C8   1SK 7  
1SK C10  C6  C  0 1 Y N N -17.515 39.061 -19.251 -2.721 1.882  1.080  C10  1SK 8  
1SK C15  C7  C  0 1 N N S -18.420 43.031 -18.318 0.529  -0.835 0.179  C15  1SK 9  
1SK C17  C8  C  0 1 Y N N -16.355 43.736 -19.475 2.887  -0.352 -0.510 C17  1SK 10 
1SK C20  C9  C  0 1 Y N N -16.142 45.994 -17.844 3.237  1.354  1.638  C20  1SK 11 
1SK C21  C10 C  0 1 Y N N -17.204 45.121 -17.669 2.029  0.708  1.458  C21  1SK 12 
1SK C22  C11 C  0 1 N N N -19.575 43.353 -19.265 0.446  -2.052 1.103  C22  1SK 13 
1SK C24  C12 C  0 1 N N N -20.848 41.383 -18.843 -1.089 -3.683 2.036  C24  1SK 14 
1SK C26  C13 C  0 1 N N N -21.971 43.053 -19.353 -0.892 -3.749 0.001  C26  1SK 15 
1SK F31  F1  F  0 1 N N N -13.050 44.437 -20.046 4.810  -0.836 -2.293 F31  1SK 16 
1SK C27  C14 C  0 1 N N N -14.204 44.408 -20.688 5.226  0.058  -1.301 C27  1SK 17 
1SK F29  F2  F  0 1 N N N -14.313 43.290 -21.389 6.325  -0.477 -0.621 F29  1SK 18 
1SK F30  F3  F  0 1 N N N -14.230 45.380 -21.571 5.588  1.274  -1.891 F30  1SK 19 
1SK C18  C15 C  0 1 Y N N -15.291 44.607 -19.652 4.097  0.289  -0.329 C18  1SK 20 
1SK C19  C16 C  0 1 Y N N -15.200 45.714 -18.835 4.273  1.143  0.746  C19  1SK 21 
1SK CL28 CL1 CL 0 0 N N N -13.796 46.790 -19.124 5.794  1.949  0.974  CL28 1SK 22 
1SK C16  C17 C  0 1 Y N N -17.305 43.995 -18.486 1.852  -0.141 0.382  C16  1SK 23 
1SK N23  N3  N  0 1 N N N -20.746 42.817 -18.591 -0.887 -2.659 0.994  N23  1SK 24 
1SK C25  C18 C  0 1 N N N -22.338 41.605 -19.071 -1.769 -4.554 0.970  C25  1SK 25 
1SK N14  N4  N  0 1 N N N -17.880 41.712 -18.606 -0.562 0.091  0.492  N14  1SK 26 
1SK C9   C19 C  0 1 Y N N -17.331 37.703 -19.526 -3.780 2.709  1.329  C9   1SK 27 
1SK C11  C20 C  0 1 N N N -16.939 36.218 -16.055 -6.520 1.194  -0.759 C11  1SK 28 
1SK N13  N5  N  0 1 N N N -16.864 36.632 -14.799 -7.545 2.027  -0.493 N13  1SK 29 
1SK O12  O1  O  0 1 N N N -16.905 35.035 -16.313 -6.678 0.257  -1.516 O12  1SK 30 
1SK C2   C21 C  0 1 Y N N -17.485 40.327 -15.359 -3.219 -1.281 -1.461 C2   1SK 31 
1SK H1   H1  H  0 1 N N N -16.997 35.730 -18.724 -5.835 3.158  0.949  H1   1SK 32 
1SK H2   H2  H  0 1 N N N -17.660 39.769 -20.054 -1.767 2.069  1.551  H2   1SK 33 
1SK H3   H3  H  0 1 N N N -18.786 43.069 -17.282 0.444  -1.159 -0.858 H3   1SK 34 
1SK H4   H4  H  0 1 N N N -16.448 42.860 -20.100 2.748  -1.015 -1.351 H4   1SK 35 
1SK H5   H5  H  0 1 N N N -16.045 46.874 -17.225 3.376  2.017  2.479  H5   1SK 36 
1SK H6   H6  H  0 1 N N N -17.946 45.311 -16.908 1.222  0.866  2.159  H6   1SK 37 
1SK H7   H7  H  0 1 N N N -19.428 42.865 -20.240 1.202  -2.781 0.812  H7   1SK 38 
1SK H8   H8  H  0 1 N N N -19.671 44.439 -19.409 0.619  -1.739 2.133  H8   1SK 39 
1SK H9   H9  H  0 1 N N N -20.605 40.746 -17.980 -0.158 -4.107 2.414  H9   1SK 40 
1SK H10  H10 H  0 1 N N N -20.295 41.031 -19.726 -1.762 -3.365 2.833  H10  1SK 41 
1SK H11  H11 H  0 1 N N N -21.813 43.289 -20.416 -1.399 -3.487 -0.928 H11  1SK 42 
1SK H12  H12 H  0 1 N N N -22.652 43.795 -18.910 0.091  -4.190 -0.165 H12  1SK 43 
1SK H14  H14 H  0 1 N N N -22.971 41.451 -18.185 -1.514 -5.612 1.029  H14  1SK 44 
1SK H15  H15 H  0 1 N N N -22.763 41.059 -19.926 -2.838 -4.372 0.861  H15  1SK 45 
1SK H16  H16 H  0 1 N N N -18.504 41.281 -19.258 -0.410 0.832  1.100  H16  1SK 46 
1SK H17  H17 H  0 1 N N N -17.339 37.363 -20.551 -3.653 3.546  1.999  H17  1SK 47 
1SK H18  H18 H  0 1 N N N -16.779 35.967 -14.057 -7.419 2.776  0.111  H18  1SK 48 
1SK H19  H19 H  0 1 N N N -16.893 37.610 -14.592 -8.410 1.878  -0.906 H19  1SK 49 
1SK H20  H20 H  0 1 N N N -17.483 40.664 -14.333 -3.352 -2.116 -2.133 H20  1SK 50 
# 
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 
1SK F30  C27 SING N N 1  
1SK F29  C27 SING N N 2  
1SK C27  F31 SING N N 3  
1SK C27  C18 SING N N 4  
1SK C18  C17 DOUB Y N 5  
1SK C18  C19 SING Y N 6  
1SK C9   C10 DOUB Y N 7  
1SK C9   C8  SING Y N 8  
1SK C17  C16 SING Y N 9  
1SK C26  C25 SING N N 10 
1SK C26  N23 SING N N 11 
1SK C22  N23 SING N N 12 
1SK C22  C15 SING N N 13 
1SK C10  C5  SING Y N 14 
1SK CL28 C19 SING N N 15 
1SK C25  C24 SING N N 16 
1SK C24  N23 SING N N 17 
1SK C19  C20 DOUB Y N 18 
1SK N14  C15 SING N N 19 
1SK N14  C4  SING N N 20 
1SK C8   C7  DOUB Y N 21 
1SK C16  C15 SING N N 22 
1SK C16  C21 DOUB Y N 23 
1SK C5   C4  DOUB Y N 24 
1SK C5   C6  SING Y N 25 
1SK C20  C21 SING Y N 26 
1SK C4   N1  SING Y N 27 
1SK C7   C6  SING Y N 28 
1SK C7   C11 SING N N 29 
1SK C6   N3  DOUB Y N 30 
1SK N1   C2  DOUB Y N 31 
1SK O12  C11 DOUB N N 32 
1SK C11  N13 SING N N 33 
1SK N3   C2  SING Y N 34 
1SK C8   H1  SING N N 35 
1SK C10  H2  SING N N 36 
1SK C15  H3  SING N N 37 
1SK C17  H4  SING N N 38 
1SK C20  H5  SING N N 39 
1SK C21  H6  SING N N 40 
1SK C22  H7  SING N N 41 
1SK C22  H8  SING N N 42 
1SK C24  H9  SING N N 43 
1SK C24  H10 SING N N 44 
1SK C26  H11 SING N N 45 
1SK C26  H12 SING N N 46 
1SK C25  H14 SING N N 47 
1SK C25  H15 SING N N 48 
1SK N14  H16 SING N N 49 
1SK C9   H17 SING N N 50 
1SK N13  H18 SING N N 51 
1SK N13  H19 SING N N 52 
1SK C2   H20 SING N N 53 
# 
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 
1SK SMILES           ACDLabs              12.01 "FC(F)(F)c1cc(ccc1Cl)C(Nc1ncnc2c1cccc2C(N)=O)CN1CCC1"                                                                                                                                  
1SK InChI            InChI                1.03  "InChI=1S/C21H19ClF3N5O/c22-16-6-5-12(9-15(16)21(23,24)25)17(10-30-7-2-8-30)29-20-14-4-1-3-13(19(26)31)18(14)27-11-28-20/h1,3-6,9,11,17H,2,7-8,10H2,(H2,26,31)(H,27,28,29)/t17-/m1/s1" 
1SK InChIKey         InChI                1.03  HXAUJHZZPCBFPN-QGZVFWFLSA-N                                                                                                                                                            
1SK SMILES_CANONICAL CACTVS               3.385 "NC(=O)c1cccc2c(N[C@H](CN3CCC3)c4ccc(Cl)c(c4)C(F)(F)F)ncnc12"                                                                                                                          
1SK SMILES           CACTVS               3.385 "NC(=O)c1cccc2c(N[CH](CN3CCC3)c4ccc(Cl)c(c4)C(F)(F)F)ncnc12"                                                                                                                           
1SK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)C(=O)N)ncnc2N[C@H](CN3CCC3)c4ccc(c(c4)C(F)(F)F)Cl"                                                                                                                        
1SK SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(c(c1)C(=O)N)ncnc2NC(CN3CCC3)c4ccc(c(c4)C(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 
1SK "SYSTEMATIC NAME" ACDLabs              12.01 "4-({(1S)-2-(azetidin-1-yl)-1-[4-chloro-3-(trifluoromethyl)phenyl]ethyl}amino)quinazoline-8-carboxamide"       
1SK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(1~{S})-2-(azetidin-1-yl)-1-[4-chloranyl-3-(trifluoromethyl)phenyl]ethyl]amino]quinazoline-8-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1SK "Create component" 2021-06-25 RCSB 
1SK "Initial release"  2022-07-06 RCSB 
# 
