data_SKX
# 
_chem_comp.id                                    SKX 
_chem_comp.name                                  "7-(diethylamino)-N-[(2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]-2-oxo-2H-1-benzopyran-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H25 F2 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-07-07 
_chem_comp.pdbx_modified_date                    2022-08-12 
_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                        497.494 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SKX 
_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        8DL4 
_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 
SKX C10 C1  C 0 1 Y N N 23.860 9.714  15.022 -5.441 -0.461 -1.339 C10 SKX 1  
SKX C11 C2  C 0 1 Y N N 24.804 9.804  14.016 -6.731 -0.930 -1.180 C11 SKX 2  
SKX C12 C3  C 0 1 Y N N 24.731 10.862 13.154 -7.123 -1.486 0.026  C12 SKX 3  
SKX C13 C4  C 0 1 Y N N 23.772 11.840 13.247 -6.222 -1.572 1.073  C13 SKX 4  
SKX C14 C5  C 0 1 Y N N 22.849 11.704 14.256 -4.930 -1.102 0.913  C14 SKX 5  
SKX C17 C6  C 0 1 N N N 20.448 10.235 15.799 -2.146 -1.191 -0.251 C17 SKX 6  
SKX C19 C7  C 0 1 N N N 18.600 11.334 16.922 0.266  -1.515 -0.137 C19 SKX 7  
SKX C1  C8  C 0 1 Y N N 24.981 13.333 17.682 -5.155 3.660  -0.428 C1  SKX 8  
SKX C21 C9  C 0 1 N N N 17.379 11.208 17.782 1.643  -0.998 -0.191 C21 SKX 9  
SKX C22 C10 C 0 1 N N N 17.018 9.953  18.462 1.917  0.431  -0.421 C22 SKX 10 
SKX C24 C11 C 0 1 Y N N 14.950 11.012 19.147 4.169  0.143  -0.053 C24 SKX 11 
SKX C25 C12 C 0 1 Y N N 15.305 12.213 18.536 4.030  -1.259 -0.057 C25 SKX 12 
SKX C26 C13 C 0 1 N N N 16.552 12.271 17.850 2.739  -1.838 -0.021 C26 SKX 13 
SKX C28 C14 C 0 1 Y N N 12.931 11.988 20.039 6.550  -0.118 -0.191 C28 SKX 14 
SKX C29 C15 C 0 1 Y N N 13.276 13.193 19.430 6.410  -1.506 -0.162 C29 SKX 15 
SKX C3  C16 C 0 1 Y N N 24.121 11.534 18.255 -4.667 2.592  1.387  C3  SKX 16 
SKX C30 C17 C 0 1 Y N N 14.438 13.298 18.685 5.174  -2.073 -0.091 C30 SKX 17 
SKX C31 C18 C 0 1 Y N N 13.782 10.884 19.885 5.432  0.704  -0.133 C31 SKX 18 
SKX C33 C19 C 0 1 N N N 11.131 10.584 21.068 9.000  -0.416 -0.336 C33 SKX 19 
SKX C34 C20 C 0 1 N N N 10.444 9.983  19.861 9.500  -0.696 1.082  C34 SKX 20 
SKX C35 C21 C 0 1 N N N 11.022 13.081 21.234 7.970  1.903  -0.306 C35 SKX 21 
SKX C36 C22 C 0 1 N N N 9.987  13.573 20.237 8.111  2.430  1.123  C36 SKX 22 
SKX C6  C23 C 0 1 N N N 21.877 11.858 17.156 -2.856 1.068  0.545  C6  SKX 23 
SKX C7  C24 C 0 1 N N S 21.850 10.555 16.330 -3.131 -0.042 -0.471 C7  SKX 24 
SKX C9  C25 C 0 1 Y N N 22.856 10.660 15.177 -4.540 -0.547 -0.294 C9  SKX 25 
SKX F15 F1  F 0 1 N N N 25.620 10.927 12.134 -8.385 -1.943 0.182  F15 SKX 26 
SKX F16 F2  F 0 1 N N N 21.857 12.628 14.317 -4.049 -1.186 1.934  F16 SKX 27 
SKX N18 N1  N 0 1 N N N 19.406 10.277 16.813 -0.775 -0.677 -0.305 N18 SKX 28 
SKX N2  N2  N 0 1 Y N N 25.249 12.193 18.361 -5.435 3.516  0.867  N2  SKX 29 
SKX N32 N3  N 0 1 N N N 11.747 11.886 20.767 7.817  0.446  -0.276 N32 SKX 30 
SKX N4  N4  N 0 1 Y N N 23.227 12.226 17.550 -3.872 2.114  0.414  N4  SKX 31 
SKX N5  N5  N 0 1 Y N N 23.771 13.412 17.176 -4.205 2.823  -0.752 N5  SKX 32 
SKX O20 O1  O 0 1 N N N 18.825 12.380 16.320 0.069  -2.699 0.060  O20 SKX 33 
SKX O23 O2  O 0 1 N N N 17.708 8.972  18.595 1.125  1.133  -1.022 O23 SKX 34 
SKX O27 O3  O 0 1 N N N 15.792 9.916  19.094 3.077  0.937  0.056  O27 SKX 35 
SKX O8  O4  O 0 1 N N N 22.201 9.488  17.217 -2.973 0.475  -1.794 O8  SKX 36 
SKX H1  H1  H 0 1 N N N 23.905 8.882  15.709 -5.135 -0.032 -2.282 H1  SKX 37 
SKX H2  H2  H 0 1 N N N 25.578 9.058  13.914 -7.435 -0.862 -1.997 H2  SKX 38 
SKX H3  H3  H 0 1 N N N 23.744 12.674 12.562 -6.527 -2.005 2.014  H3  SKX 39 
SKX H4  H4  H 0 1 N N N 20.199 10.968 15.017 -2.326 -1.643 0.724  H4  SKX 40 
SKX H5  H5  H 0 1 N N N 20.466 9.225  15.363 -2.283 -1.942 -1.030 H5  SKX 41 
SKX H6  H6  H 0 1 N N N 25.710 14.121 17.565 -5.638 4.352  -1.101 H6  SKX 42 
SKX H7  H7  H 0 1 N N N 16.844 13.194 17.370 2.609  -2.899 0.134  H7  SKX 43 
SKX H8  H8  H 0 1 N N N 12.631 14.052 19.540 7.287  -2.135 -0.198 H8  SKX 44 
SKX H9  H9  H 0 1 N N N 23.940 10.559 18.683 -4.675 2.267  2.417  H9  SKX 45 
SKX H10 H10 H 0 1 N N N 14.679 14.237 18.210 5.073  -3.148 -0.062 H10 SKX 46 
SKX H11 H11 H 0 1 N N N 13.529 9.937  20.339 5.548  1.778  -0.152 H11 SKX 47 
SKX H12 H12 H 0 1 N N N 10.388 10.720 21.867 9.784  0.082  -0.906 H12 SKX 48 
SKX H13 H13 H 0 1 N N N 11.915 9.892  21.410 8.740  -1.357 -0.822 H13 SKX 49 
SKX H14 H14 H 0 1 N N N 10.001 9.014  20.135 10.380 -1.338 1.037  H14 SKX 50 
SKX H15 H15 H 0 1 N N N 9.652  10.663 19.513 9.760  0.244  1.568  H15 SKX 51 
SKX H16 H16 H 0 1 N N N 11.179 9.835  19.057 8.716  -1.195 1.652  H16 SKX 52 
SKX H17 H17 H 0 1 N N N 11.750 13.887 21.410 7.093  2.351  -0.773 H17 SKX 53 
SKX H18 H18 H 0 1 N N N 10.512 12.835 22.177 8.860  2.163  -0.879 H18 SKX 54 
SKX H19 H19 H 0 1 N N N 9.482  14.463 20.641 7.221  2.170  1.696  H19 SKX 55 
SKX H20 H20 H 0 1 N N N 10.484 13.832 19.290 8.988  1.982  1.591  H20 SKX 56 
SKX H21 H21 H 0 1 N N N 9.245  12.781 20.057 8.225  3.514  1.101  H21 SKX 57 
SKX H22 H22 H 0 1 N N N 21.450 12.671 16.551 -2.889 0.654  1.553  H22 SKX 58 
SKX H23 H23 H 0 1 N N N 21.269 11.717 18.062 -1.870 1.494  0.360  H23 SKX 59 
SKX H24 H24 H 0 1 N N N 19.292 9.503  17.436 -0.618 0.268  -0.462 H24 SKX 60 
SKX H25 H25 H 0 1 N N N 21.567 9.440  17.922 -3.133 -0.176 -2.492 H25 SKX 61 
# 
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 
SKX F15 C12 SING N N 1  
SKX C12 C13 DOUB Y N 2  
SKX C12 C11 SING Y N 3  
SKX C13 C14 SING Y N 4  
SKX C11 C10 DOUB Y N 5  
SKX C14 F16 SING N N 6  
SKX C14 C9  DOUB Y N 7  
SKX C10 C9  SING Y N 8  
SKX C9  C7  SING N N 9  
SKX C17 C7  SING N N 10 
SKX C17 N18 SING N N 11 
SKX O20 C19 DOUB N N 12 
SKX C7  C6  SING N N 13 
SKX C7  O8  SING N N 14 
SKX N18 C19 SING N N 15 
SKX C19 C21 SING N N 16 
SKX C6  N4  SING N N 17 
SKX N5  N4  SING Y N 18 
SKX N5  C1  DOUB Y N 19 
SKX N4  C3  SING Y N 20 
SKX C1  N2  SING Y N 21 
SKX C21 C26 DOUB N N 22 
SKX C21 C22 SING N N 23 
SKX C26 C25 SING N N 24 
SKX C3  N2  DOUB Y N 25 
SKX C22 O23 DOUB N N 26 
SKX C22 O27 SING N N 27 
SKX C25 C30 DOUB Y N 28 
SKX C25 C24 SING Y N 29 
SKX C30 C29 SING Y N 30 
SKX O27 C24 SING N N 31 
SKX C24 C31 DOUB Y N 32 
SKX C29 C28 DOUB Y N 33 
SKX C34 C33 SING N N 34 
SKX C31 C28 SING Y N 35 
SKX C28 N32 SING N N 36 
SKX C36 C35 SING N N 37 
SKX N32 C33 SING N N 38 
SKX N32 C35 SING N N 39 
SKX C10 H1  SING N N 40 
SKX C11 H2  SING N N 41 
SKX C13 H3  SING N N 42 
SKX C17 H4  SING N N 43 
SKX C17 H5  SING N N 44 
SKX C1  H6  SING N N 45 
SKX C26 H7  SING N N 46 
SKX C29 H8  SING N N 47 
SKX C3  H9  SING N N 48 
SKX C30 H10 SING N N 49 
SKX C31 H11 SING N N 50 
SKX C33 H12 SING N N 51 
SKX C33 H13 SING N N 52 
SKX C34 H14 SING N N 53 
SKX C34 H15 SING N N 54 
SKX C34 H16 SING N N 55 
SKX C35 H17 SING N N 56 
SKX C35 H18 SING N N 57 
SKX C36 H19 SING N N 58 
SKX C36 H20 SING N N 59 
SKX C36 H21 SING N N 60 
SKX C6  H22 SING N N 61 
SKX C6  H23 SING N N 62 
SKX N18 H24 SING N N 63 
SKX O8  H25 SING N N 64 
# 
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 
SKX SMILES           ACDLabs              12.01 "Fc1ccc(c(F)c1)C(O)(Cn1cncn1)CNC(=O)C1=Cc2ccc(cc2OC1=O)N(CC)CC"                                                                                                                                
SKX InChI            InChI                1.06  "InChI=1S/C25H25F2N5O4/c1-3-31(4-2)18-7-5-16-9-19(24(34)36-22(16)11-18)23(33)29-12-25(35,13-32-15-28-14-30-32)20-8-6-17(26)10-21(20)27/h5-11,14-15,35H,3-4,12-13H2,1-2H3,(H,29,33)/t25-/m0/s1" 
SKX InChIKey         InChI                1.06  QYBYHULZZSKXIJ-VWLOTQADSA-N                                                                                                                                                                    
SKX SMILES_CANONICAL CACTVS               3.385 "CCN(CC)c1ccc2C=C(C(=O)NC[C@](O)(Cn3cncn3)c4ccc(F)cc4F)C(=O)Oc2c1"                                                                                                                             
SKX SMILES           CACTVS               3.385 "CCN(CC)c1ccc2C=C(C(=O)NC[C](O)(Cn3cncn3)c4ccc(F)cc4F)C(=O)Oc2c1"                                                                                                                              
SKX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(CC)c1ccc2c(c1)OC(=O)C(=C2)C(=O)NC[C@](Cn3cncn3)(c4ccc(cc4F)F)O"                                                                                                                           
SKX SMILES           "OpenEye OEToolkits" 2.0.7 "CCN(CC)c1ccc2c(c1)OC(=O)C(=C2)C(=O)NCC(Cn3cncn3)(c4ccc(cc4F)F)O"                                                                                                                              
# 
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 
SKX "SYSTEMATIC NAME" ACDLabs              12.01 "7-(diethylamino)-N-[(2S)-2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]-2-oxo-2H-1-benzopyran-3-carboxamide"              
SKX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(2~{S})-2-[2,4-bis(fluoranyl)phenyl]-2-oxidanyl-3-(1,2,4-triazol-1-yl)propyl]-7-(diethylamino)-2-oxidanylidene-chromene-3-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 
SKX "Create component" 2022-07-07 RCSB 
SKX "Initial release"  2022-08-17 RCSB 
# 
