data_WYU
# 
_chem_comp.id                                    WYU 
_chem_comp.name                                  "(4S)-2-azanyl-4-methyl-4-[3-[2-[(2S)-2-methyl-1,4-diazepan-1-yl]pyrimidin-4-yl]-1,2,4-oxadiazol-5-yl]-6,7-dihydro-5H-1-benzothiophene-3-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N8 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-10-17 
_chem_comp.pdbx_modified_date                    2023-12-01 
_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                        450.560 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WYU 
_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        8QUG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
WYU C4  C1  C 0 1 N N S N N N 99.103  62.956 58.147 -3.286 -1.401 -0.631 C4  WYU 1  
WYU C5  C2  C 0 1 Y N N N N N 101.305 63.756 57.248 -5.106 -0.393 0.790  C5  WYU 2  
WYU C6  C3  C 0 1 Y N N N N N 100.547 62.720 57.686 -4.010 -0.243 0.038  C6  WYU 3  
WYU C7  C4  C 0 1 Y N N N N N 101.246 61.481 57.600 -3.595 1.144  -0.065 C7  WYU 4  
WYU C8  C5  C 0 1 Y N N N N N 102.547 61.619 57.128 -4.404 2.004  0.623  C8  WYU 5  
WYU C10 C6  C 0 1 Y N N N N N 98.980  62.315 59.523 -1.798 -1.231 -0.463 C10 WYU 6  
WYU N12 N1  N 0 1 Y N N N N N 99.309  61.906 61.669 0.165  -1.643 0.123  N12 WYU 7  
WYU C13 C7  C 0 1 Y N N N N N 98.404  61.122 61.141 0.193  -0.506 -0.520 C13 WYU 8  
WYU C20 C8  C 0 1 Y N N N N N 96.135  58.268 61.932 2.427  2.274  -1.709 C20 WYU 9  
WYU C21 C9  C 0 1 Y N N N N N 96.857  59.170 61.177 1.281  1.529  -1.488 C21 WYU 10 
WYU C22 C10 C 0 1 N N N N N N 100.723 60.211 57.996 -2.450 1.570  -0.812 C22 WYU 11 
WYU C26 C11 C 0 1 N N S N N N 97.817  60.190 66.145 5.184  0.824  1.218  C26 WYU 12 
WYU C1  C12 C 0 1 N N N N N N 100.888 65.197 57.203 -5.771 -1.726 1.076  C1  WYU 13 
WYU C16 C13 C 0 1 Y N N N N N 97.651  60.073 61.873 1.393  0.329  -0.783 C16 WYU 14 
WYU C18 C14 C 0 1 Y N N N N N 96.951  59.168 63.858 3.662  0.686  -0.584 C18 WYU 15 
WYU C2  C15 C 0 1 N N N N N N 99.369  65.308 57.154 -5.262 -2.757 0.066  C2  WYU 16 
WYU C25 C16 C 0 1 N N N N N N 98.160  62.204 57.183 -3.634 -1.435 -2.121 C25 WYU 17 
WYU C27 C17 C 0 1 N N N N N N 98.394  59.513 67.437 6.395  0.159  1.897  C27 WYU 18 
WYU C29 C18 C 0 1 N N N N N N 97.807  57.079 67.500 7.396  -1.447 0.430  C29 WYU 19 
WYU C3  C19 C 0 1 N N N N N N 98.699  64.456 58.231 -3.731 -2.708 0.030  C3  WYU 20 
WYU C30 C20 C 0 1 N N N N N N 96.742  56.908 66.431 6.425  -1.545 -0.658 C30 WYU 21 
WYU C31 C21 C 0 1 N N N N N N 96.068  58.226 66.048 5.001  -1.180 -0.191 C31 WYU 22 
WYU C32 C22 C 0 1 N N N N N N 97.118  61.501 66.467 3.955  0.638  2.110  C32 WYU 23 
WYU N14 N2  N 0 1 Y N N N N N 98.171  61.366 59.811 -1.075 -0.231 -0.901 N14 WYU 24 
WYU N15 N3  N 0 1 N N N N N N 103.464 60.661 56.914 -4.224 3.375  0.685  N15 WYU 25 
WYU N17 N4  N 0 1 Y N N N N N 97.689  60.118 63.216 2.591  -0.056 -0.351 N17 WYU 26 
WYU N19 N5  N 0 1 Y N N N N N 96.179  58.219 63.273 3.585  1.830  -1.250 N19 WYU 27 
WYU N23 N6  N 0 1 N N N N N N 100.276 59.218 58.343 -1.541 1.907  -1.405 N23 WYU 28 
WYU N24 N7  N 0 1 N N N N N N 96.958  59.170 65.355 4.893  0.257  -0.120 N24 WYU 29 
WYU N28 N8  N 0 1 N N N N N N 98.837  58.110 67.174 7.484  -0.075 0.980  N28 WYU 30 
WYU O11 O1  O 0 1 Y N N N N N 99.708  62.734 60.561 -0.969 -2.070 0.166  O11 WYU 31 
WYU S9  S1  S 0 1 Y N N N N N 102.895 63.278 56.763 -5.664 1.158  1.395  S9  WYU 32 
WYU H1  H1  H 0 1 N N N N N N 95.500  57.563 61.416 2.376  3.205  -2.254 H1  WYU 33 
WYU H2  H2  H 0 1 N N N N N N 96.807  59.174 60.098 0.322  1.868  -1.851 H2  WYU 34 
WYU H3  H3  H 0 1 N N N N N N 98.681  60.434 65.509 5.382  1.890  1.111  H3  WYU 35 
WYU H4  H4  H 0 1 N N N N N N 101.315 65.670 56.307 -5.521 -2.049 2.087  H4  WYU 36 
WYU H5  H5  H 0 1 N N N N N N 101.260 65.711 58.102 -6.852 -1.623 0.983  H5  WYU 37 
WYU H6  H6  H 0 1 N N N N N N 99.085  66.360 57.305 -5.587 -3.753 0.366  H6  WYU 38 
WYU H7  H7  H 0 1 N N N N N N 99.020  64.972 56.167 -5.657 -2.525 -0.923 H7  WYU 39 
WYU H8  H8  H 0 1 N N N N N N 97.117  62.359 57.495 -4.711 -1.553 -2.240 H8  WYU 40 
WYU H9  H9  H 0 1 N N N N N N 98.298  62.588 56.161 -3.316 -0.504 -2.589 H9  WYU 41 
WYU H10 H10 H 0 1 N N N N N N 98.393  61.129 57.206 -3.122 -2.273 -2.594 H10 WYU 42 
WYU H11 H11 H 0 1 N N N N N N 99.255  60.098 67.792 6.745  0.803  2.703  H11 WYU 43 
WYU H12 H12 H 0 1 N N N N N N 97.614  59.501 68.212 6.082  -0.795 2.320  H12 WYU 44 
WYU H13 H13 H 0 1 N N N N N N 97.312  57.370 68.438 7.104  -2.130 1.227  H13 WYU 45 
WYU H14 H14 H 0 1 N N N N N N 98.316  56.114 67.638 8.377  -1.741 0.054  H14 WYU 46 
WYU H15 H15 H 0 1 N N N N N N 98.990  64.844 59.218 -3.353 -3.554 -0.544 H15 WYU 47 
WYU H16 H16 H 0 1 N N N N N N 97.608  64.534 58.113 -3.341 -2.753 1.047  H16 WYU 48 
WYU H17 H17 H 0 1 N N N N N N 95.974  56.217 66.808 6.720  -0.868 -1.459 H17 WYU 49 
WYU H18 H18 H 0 1 N N N N N N 97.211  56.480 65.533 6.421  -2.566 -1.039 H18 WYU 50 
WYU H19 H19 H 0 1 N N N N N N 95.700  58.707 66.966 4.272  -1.566 -0.904 H19 WYU 51 
WYU H20 H20 H 0 1 N N N N N N 95.218  58.001 65.386 4.815  -1.612 0.792  H20 WYU 52 
WYU H21 H21 H 0 1 N N N N N N 97.804  62.155 67.025 4.176  1.001  3.114  H21 WYU 53 
WYU H22 H22 H 0 1 N N N N N N 96.819  61.996 65.531 3.117  1.201  1.697  H22 WYU 54 
WYU H23 H23 H 0 1 N N N N N N 96.225  61.300 67.077 3.695  -0.419 2.156  H23 WYU 55 
WYU H24 H24 H 0 1 N N N N N N 104.295 61.072 56.540 -3.481 3.788  0.218  H24 WYU 56 
WYU H25 H25 H 0 1 N N N N N N 103.677 60.205 57.778 -4.842 3.923  1.195  H25 WYU 57 
WYU H26 H26 H 0 1 N N N N N N 99.067  58.029 66.204 7.487  0.611  0.240  H26 WYU 58 
# 
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 
WYU S9  C8  SING Y N 1  
WYU S9  C5  SING Y N 2  
WYU N15 C8  SING N N 3  
WYU C8  C7  DOUB Y N 4  
WYU C2  C1  SING N N 5  
WYU C2  C3  SING N N 6  
WYU C25 C4  SING N N 7  
WYU C1  C5  SING N N 8  
WYU C5  C6  DOUB Y N 9  
WYU C7  C6  SING Y N 10 
WYU C7  C22 SING N N 11 
WYU C6  C4  SING N N 12 
WYU C22 N23 TRIP N N 13 
WYU C4  C3  SING N N 14 
WYU C4  C10 SING N N 15 
WYU C10 N14 DOUB Y N 16 
WYU C10 O11 SING Y N 17 
WYU N14 C13 SING Y N 18 
WYU O11 N12 SING Y N 19 
WYU C13 N12 DOUB Y N 20 
WYU C13 C16 SING N N 21 
WYU C21 C16 DOUB Y N 22 
WYU C21 C20 SING Y N 23 
WYU C16 N17 SING Y N 24 
WYU C20 N19 DOUB Y N 25 
WYU N17 C18 DOUB Y N 26 
WYU N19 C18 SING Y N 27 
WYU C18 N24 SING N N 28 
WYU N24 C31 SING N N 29 
WYU N24 C26 SING N N 30 
WYU C31 C30 SING N N 31 
WYU C26 C32 SING N N 32 
WYU C26 C27 SING N N 33 
WYU C30 C29 SING N N 34 
WYU N28 C27 SING N N 35 
WYU N28 C29 SING N N 36 
WYU C20 H1  SING N N 37 
WYU C21 H2  SING N N 38 
WYU C26 H3  SING N N 39 
WYU C1  H4  SING N N 40 
WYU C1  H5  SING N N 41 
WYU C2  H6  SING N N 42 
WYU C2  H7  SING N N 43 
WYU C25 H8  SING N N 44 
WYU C25 H9  SING N N 45 
WYU C25 H10 SING N N 46 
WYU C27 H11 SING N N 47 
WYU C27 H12 SING N N 48 
WYU C29 H13 SING N N 49 
WYU C29 H14 SING N N 50 
WYU C3  H15 SING N N 51 
WYU C3  H16 SING N N 52 
WYU C30 H17 SING N N 53 
WYU C30 H18 SING N N 54 
WYU C31 H19 SING N N 55 
WYU C31 H20 SING N N 56 
WYU C32 H21 SING N N 57 
WYU C32 H22 SING N N 58 
WYU C32 H23 SING N N 59 
WYU N15 H24 SING N N 60 
WYU N15 H25 SING N N 61 
WYU N28 H26 SING N N 62 
# 
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 
WYU InChI            InChI                1.06  "InChI=1S/C22H26N8OS/c1-13-12-25-8-4-10-30(13)21-26-9-6-15(27-21)19-28-20(31-29-19)22(2)7-3-5-16-17(22)14(11-23)18(24)32-16/h6,9,13,25H,3-5,7-8,10,12,24H2,1-2H3/t13-,22-/m0/s1" 
WYU InChIKey         InChI                1.06  ITTALXOYNGAVCQ-XMHCIUCPSA-N                                                                                                                                                      
WYU SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CNCCCN1c2nccc(n2)c3noc(n3)[C@@]4(C)CCCc5sc(N)c(C#N)c45"                                                                                                                  
WYU SMILES           CACTVS               3.385 "C[CH]1CNCCCN1c2nccc(n2)c3noc(n3)[C]4(C)CCCc5sc(N)c(C#N)c45"                                                                                                                     
WYU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1CNCCCN1c2nccc(n2)c3nc(on3)[C@]4(CCCc5c4c(c(s5)N)C#N)C"                                                                                                                   
WYU SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CNCCCN1c2nccc(n2)c3nc(on3)C4(CCCc5c4c(c(s5)N)C#N)C"                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           WYU 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(4~{S})-2-azanyl-4-methyl-4-[3-[2-[(2~{S})-2-methyl-1,4-diazepan-1-yl]pyrimidin-4-yl]-1,2,4-oxadiazol-5-yl]-6,7-dihydro-5~{H}-1-benzothiophene-3-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WYU "Create component" 2023-10-17 PDBE 
WYU "Initial release"  2023-12-06 RCSB 
# 
