data_YD9
# 
_chem_comp.id                                    YD9 
_chem_comp.name                                  "(7S)-2-(3,5-difluoro-4-hydroxyanilino)-7-methyl-5-[(1,2-oxazol-5-yl)methyl]-8-(prop-2-yn-1-yl)-7,8-dihydropteridin-6(5H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 F2 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-01 
_chem_comp.pdbx_modified_date                    2024-08-30 
_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                        426.376 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YD9 
_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        8V42 
_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.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 
YD9 C4  C1  C 0 1 Y N N N N N -30.202 0.789  46.023 -0.560 0.556  -0.689 C4  YD9 1  
YD9 C14 C2  C 0 1 N N N N N N -30.112 3.016  50.317 -2.081 -3.640 0.846  C14 YD9 2  
YD9 C5  C3  C 0 1 N N N N N N -31.416 -0.488 49.296 -3.967 -0.616 -0.319 C5  YD9 3  
YD9 C6  C4  C 0 1 N N S N N N -31.138 0.712  50.174 -3.663 -1.844 0.498  C6  YD9 4  
YD9 C11 C5  C 0 1 Y N N N N N -26.226 5.496  48.216 4.065  1.530  0.534  C11 YD9 5  
YD9 C7  C6  C 0 1 Y N N N N N -27.383 4.567  46.357 3.208  -0.681 0.163  C7  YD9 6  
YD9 C8  C7  C 0 1 Y N N N N N -26.445 5.124  45.497 4.459  -1.093 -0.278 C8  YD9 7  
YD9 C9  C8  C 0 1 Y N N N N N -25.413 5.856  46.025 5.511  -0.196 -0.309 C9  YD9 8  
YD9 C10 C9  C 0 1 Y N N N N N -25.275 6.062  47.386 5.316  1.117  0.098  C10 YD9 9  
YD9 C12 C10 C 0 1 Y N N N N N -27.273 4.758  47.729 3.014  0.632  0.570  C12 YD9 10 
YD9 C13 C11 C 0 1 N N N N N N -32.417 1.182  50.862 -3.471 -1.444 1.962  C13 YD9 11 
YD9 N1  N1  N 0 1 Y N N N N N -29.458 2.833  47.653 -0.153 -2.007 0.092  N1  YD9 12 
YD9 N2  N2  N 0 1 Y N N N N N -29.513 1.795  45.509 0.660  0.098  -0.438 N2  YD9 13 
YD9 C3  C12 C 0 1 Y N N N N N -29.165 2.791  46.347 0.852  -1.155 -0.056 C3  YD9 14 
YD9 N3  N3  N 0 1 N N N N N N -31.290 -0.322 47.944 -2.948 0.130  -0.789 N3  YD9 15 
YD9 C1  C13 C 0 1 Y N N N N N -30.557 0.743  47.367 -1.635 -0.300 -0.546 C1  YD9 16 
YD9 C2  C14 C 0 1 Y N N N N N -30.153 1.814  48.171 -1.401 -1.622 -0.149 C2  YD9 17 
YD9 N4  N4  N 0 1 N N N N N N -30.460 1.849  49.507 -2.456 -2.505 -0.007 N4  YD9 18 
YD9 N5  N5  N 0 1 N N N N N N -28.450 3.813  45.815 2.144  -1.590 0.199  N5  YD9 19 
YD9 F1  F1  F 0 1 N N N N N N -26.119 5.681  49.551 3.876  2.808  0.930  F1  YD9 20 
YD9 O1  O1  O 0 1 N N N N N N -24.257 6.784  47.888 6.352  1.999  0.067  O1  YD9 21 
YD9 F2  F2  F 0 1 N N N N N N -24.497 6.397  45.190 6.728  -0.597 -0.738 F2  YD9 22 
YD9 O2  O2  O 0 1 N N N N N N -31.769 -1.557 49.766 -5.116 -0.304 -0.552 O2  YD9 23 
YD9 C15 C15 C 0 1 N N N N N N -28.762 2.942  50.865 -1.044 -4.439 0.172  C15 YD9 24 
YD9 C16 C16 C 0 1 N N N N N N -27.669 2.899  51.297 -0.217 -5.076 -0.366 C16 YD9 25 
YD9 C17 C17 C 0 1 N N N N N N -31.947 -1.309 47.081 -3.202 1.347  -1.563 C17 YD9 26 
YD9 C18 C18 C 0 1 Y N N N N N -33.327 -0.889 46.723 -3.295 2.527  -0.630 C18 YD9 27 
YD9 C19 C19 C 0 1 Y N N N N N -34.506 -1.004 47.341 -2.276 3.322  -0.225 C19 YD9 28 
YD9 C20 C20 C 0 1 Y N N N N N -35.446 -0.454 46.543 -2.896 4.261  0.632  C20 YD9 29 
YD9 N6  N6  N 0 1 Y N N N N N -34.899 0.003  45.421 -4.161 3.956  0.658  N6  YD9 30 
YD9 O3  O3  O 0 1 Y N N N N N -33.521 -0.285 45.533 -4.403 2.999  -0.041 O3  YD9 31 
YD9 H1  H1  H 0 1 N N N N N N -30.499 -0.024 45.377 -0.710 1.581  -0.995 H1  YD9 32 
YD9 H2  H2  H 0 1 N N N N N N -30.187 3.915  49.688 -1.694 -3.270 1.795  H2  YD9 33 
YD9 H3  H3  H 0 1 N N N N N N -30.826 3.091  51.150 -2.957 -4.262 1.029  H3  YD9 34 
YD9 H4  H4  H 0 1 N N N N N N -30.466 0.365  50.973 -4.496 -2.544 0.422  H4  YD9 35 
YD9 H5  H5  H 0 1 N N N N N N -26.527 4.983  44.429 4.610  -2.115 -0.595 H5  YD9 36 
YD9 H6  H6  H 0 1 N N N N N N -28.002 4.331  48.402 2.041  0.952  0.914  H6  YD9 37 
YD9 H7  H7  H 0 1 N N N N N N -32.194 2.054  51.495 -4.383 -0.975 2.333  H7  YD9 38 
YD9 H8  H8  H 0 1 N N N N N N -33.161 1.461  50.101 -3.252 -2.331 2.556  H8  YD9 39 
YD9 H9  H9  H 0 1 N N N N N N -32.818 0.369  51.486 -2.643 -0.740 2.041  H9  YD9 40 
YD9 H10 H10 H 0 1 N N N N N N -28.721 4.076  44.889 2.310  -2.524 0.401  H10 YD9 41 
YD9 H11 H11 H 0 1 N N N N N N -24.328 6.816  48.835 6.437  2.478  -0.768 H11 YD9 42 
YD9 H12 H12 H 0 1 N N N N N N -26.684 2.860  51.686 0.522  -5.646 -0.847 H12 YD9 43 
YD9 H13 H13 H 0 1 N N N N N N -31.993 -2.272 47.610 -2.387 1.506  -2.269 H13 YD9 44 
YD9 H14 H14 H 0 1 N N N N N N -31.359 -1.425 46.159 -4.140 1.242  -2.109 H14 YD9 45 
YD9 H15 H15 H 0 1 N N N N N N -34.677 -1.456 48.307 -1.233 3.255  -0.494 H15 YD9 46 
YD9 H16 H16 H 0 1 N N N N N N -36.497 -0.394 46.783 -2.415 5.071  1.160  H16 YD9 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 
YD9 F2  C9  SING N N 1  
YD9 N6  O3  SING Y N 2  
YD9 N6  C20 DOUB Y N 3  
YD9 C8  C9  DOUB Y N 4  
YD9 C8  C7  SING Y N 5  
YD9 N2  C4  DOUB Y N 6  
YD9 N2  C3  SING Y N 7  
YD9 O3  C18 SING Y N 8  
YD9 N5  C3  SING N N 9  
YD9 N5  C7  SING N N 10 
YD9 C4  C1  SING Y N 11 
YD9 C9  C10 SING Y N 12 
YD9 C3  N1  DOUB Y N 13 
YD9 C7  C12 DOUB Y N 14 
YD9 C20 C19 SING Y N 15 
YD9 C18 C17 SING N N 16 
YD9 C18 C19 DOUB Y N 17 
YD9 C17 N3  SING N N 18 
YD9 C1  N3  SING N N 19 
YD9 C1  C2  DOUB Y N 20 
YD9 C10 O1  SING N N 21 
YD9 C10 C11 DOUB Y N 22 
YD9 N1  C2  SING Y N 23 
YD9 C12 C11 SING Y N 24 
YD9 N3  C5  SING N N 25 
YD9 C2  N4  SING N N 26 
YD9 C11 F1  SING N N 27 
YD9 C5  O2  DOUB N N 28 
YD9 C5  C6  SING N N 29 
YD9 N4  C6  SING N N 30 
YD9 N4  C14 SING N N 31 
YD9 C6  C13 SING N N 32 
YD9 C14 C15 SING N N 33 
YD9 C15 C16 TRIP N N 34 
YD9 C4  H1  SING N N 35 
YD9 C14 H2  SING N N 36 
YD9 C14 H3  SING N N 37 
YD9 C6  H4  SING N N 38 
YD9 C8  H5  SING N N 39 
YD9 C12 H6  SING N N 40 
YD9 C13 H7  SING N N 41 
YD9 C13 H8  SING N N 42 
YD9 C13 H9  SING N N 43 
YD9 N5  H10 SING N N 44 
YD9 O1  H11 SING N N 45 
YD9 C16 H12 SING N N 46 
YD9 C17 H13 SING N N 47 
YD9 C17 H14 SING N N 48 
YD9 C19 H15 SING N N 49 
YD9 C20 H16 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 
YD9 SMILES           ACDLabs              12.01 "Fc1cc(cc(F)c1O)Nc1ncc2N(Cc3ccno3)C(=O)C(C)N(CC#C)c2n1"                                                                                                                       
YD9 InChI            InChI                1.06  "InChI=1S/C20H16F2N6O3/c1-3-6-27-11(2)19(30)28(10-13-4-5-24-31-13)16-9-23-20(26-18(16)27)25-12-7-14(21)17(29)15(22)8-12/h1,4-5,7-9,11,29H,6,10H2,2H3,(H,23,25,26)/t11-/m0/s1" 
YD9 InChIKey         InChI                1.06  DFEBWFCZSQPYKA-NSHDSACASA-N                                                                                                                                                   
YD9 SMILES_CANONICAL CACTVS               3.385 "C[C@@H]1N(CC#C)c2nc(Nc3cc(F)c(O)c(F)c3)ncc2N(Cc4oncc4)C1=O"                                                                                                                  
YD9 SMILES           CACTVS               3.385 "C[CH]1N(CC#C)c2nc(Nc3cc(F)c(O)c(F)c3)ncc2N(Cc4oncc4)C1=O"                                                                                                                    
YD9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1C(=O)N(c2cnc(nc2N1CC#C)Nc3cc(c(c(c3)F)O)F)Cc4ccno4"                                                                                                                   
YD9 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(=O)N(c2cnc(nc2N1CC#C)Nc3cc(c(c(c3)F)O)F)Cc4ccno4"                                                                                                                       
# 
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 
YD9 "SYSTEMATIC NAME" ACDLabs              12.01 "(7S)-2-(3,5-difluoro-4-hydroxyanilino)-7-methyl-5-[(1,2-oxazol-5-yl)methyl]-8-(prop-2-yn-1-yl)-7,8-dihydropteridin-6(5H)-one"  
YD9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(7~{S})-2-[[3,5-bis(fluoranyl)-4-oxidanyl-phenyl]amino]-7-methyl-5-(1,2-oxazol-5-ylmethyl)-8-prop-2-ynyl-7~{H}-pteridin-6-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 
YD9 "Create component" 2023-12-01 RCSB 
YD9 "Initial release"  2024-09-04 RCSB 
# 
