data_WAK
# 
_chem_comp.id                                    WAK 
_chem_comp.name                                  "(4~{Z})-2-(1-adamantylamino)-4-(1,3-benzothiazol-6-ylmethylidene)-1~{H}-imidazol-5-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 N4 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-10 
_chem_comp.pdbx_modified_date                    2023-05-12 
_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                        378.491 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WAK 
_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        8P05 
_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.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 
WAK O   O1  O 0 1 N N N 47.024 -1.657 38.773 -0.268 -5.015 -0.037 O   WAK 1  
WAK C   C1  C 0 1 N N N 46.938 -1.808 37.533 -0.689 -3.873 -0.026 C   WAK 2  
WAK C12 C2  C 0 1 N N N 46.075 -2.679 36.696 0.100  -2.631 0.058  C12 WAK 3  
WAK C13 C3  C 0 1 N N N 45.160 -3.507 37.242 1.469  -2.522 0.143  C13 WAK 4  
WAK C14 C4  C 0 1 Y N N 44.168 -4.378 36.606 2.104  -1.202 0.097  C14 WAK 5  
WAK C20 C5  C 0 1 Y N N 44.057 -4.472 35.214 3.496  -1.093 0.049  C20 WAK 6  
WAK C19 C6  C 0 1 Y N N 43.061 -5.258 34.656 4.088  0.161  0.006  C19 WAK 7  
WAK S   S1  S 0 1 Y N N 42.710 -5.538 32.976 5.778  0.653  -0.059 S   WAK 8  
WAK C18 C7  C 0 1 Y N N 41.483 -6.671 33.461 5.324  2.297  -0.075 C18 WAK 9  
WAK N3  N1  N 0 1 Y N N 41.304 -6.840 34.737 4.051  2.434  -0.036 N3  WAK 10 
WAK C17 C8  C 0 1 Y N N 42.196 -6.024 35.453 3.300  1.320  0.010  C17 WAK 11 
WAK C16 C9  C 0 1 Y N N 42.320 -5.955 36.839 1.894  1.188  0.060  C16 WAK 12 
WAK C15 C10 C 0 1 Y N N 43.282 -5.124 37.399 1.315  -0.039 0.096  C15 WAK 13 
WAK N2  N2  N 0 1 N N N 46.320 -2.401 35.348 -0.808 -1.609 0.036  N2  WAK 14 
WAK C1  C11 C 0 1 N N N 47.238 -1.427 35.351 -2.013 -2.106 -0.051 C1  WAK 15 
WAK N   N3  N 0 1 N N N 47.639 -1.070 36.579 -1.979 -3.476 -0.096 N   WAK 16 
WAK N1  N4  N 0 1 N N N 47.727 -0.775 34.275 -3.164 -1.354 -0.096 N1  WAK 17 
WAK C2  C12 C 0 1 N N N 47.342 -0.973 32.862 -3.086 0.108  -0.047 C2  WAK 18 
WAK C11 C13 C 0 1 N N N 45.851 -0.613 32.706 -4.497 0.697  -0.112 C11 WAK 19 
WAK C6  C14 C 0 1 N N N 45.435 -0.721 31.223 -4.416 2.223  -0.061 C6  WAK 20 
WAK C5  C15 C 0 1 N N N 45.657 -2.159 30.732 -3.596 2.731  -1.249 C5  WAK 21 
WAK C10 C16 C 0 1 N N N 48.183 0.001  32.006 -2.414 0.539  1.258  C10 WAK 22 
WAK C8  C17 C 0 1 N N N 47.763 -0.110 30.524 -2.332 2.066  1.310  C8  WAK 23 
WAK C7  C18 C 0 1 N N N 46.281 0.252  30.386 -3.743 2.655  1.244  C7  WAK 24 
WAK C9  C19 C 0 1 N N N 47.990 -1.547 30.033 -1.513 2.574  0.122  C9  WAK 25 
WAK C4  C20 C 0 1 N N N 47.143 -2.519 30.871 -2.185 2.142  -1.183 C4  WAK 26 
WAK C3  C21 C 0 1 N N N 47.561 -2.415 32.353 -2.267 0.616  -1.235 C3  WAK 27 
WAK H1  H1  H 0 1 N N N 45.159 -3.532 38.322 2.076  -3.410 0.242  H1  WAK 28 
WAK H2  H2  H 0 1 N N N 44.744 -3.935 34.578 4.108  -1.982 0.046  H2  WAK 29 
WAK H3  H3  H 0 1 N N N 40.895 -7.211 32.733 6.022  3.121  -0.113 H3  WAK 30 
WAK H4  H4  H 0 1 N N N 41.673 -6.543 37.473 1.274  2.072  0.064  H4  WAK 31 
WAK H5  H5  H 0 1 N N N 43.350 -5.050 38.474 0.238  -0.122 0.129  H5  WAK 32 
WAK H6  H6  H 0 1 N N N 48.334 -0.380 36.781 -2.750 -4.061 -0.161 H6  WAK 33 
WAK H7  H7  H 0 1 N N N 48.426 -0.082 34.453 -4.027 -1.792 -0.160 H7  WAK 34 
WAK H8  H8  H 0 1 N N N 45.686 0.416  33.057 -4.976 0.389  -1.042 H8  WAK 35 
WAK H9  H9  H 0 1 N N N 45.244 -1.307 33.306 -5.081 0.335  0.734  H9  WAK 36 
WAK H10 H10 H 0 1 N N N 44.371 -0.460 31.123 -5.421 2.643  -0.107 H10 WAK 37 
WAK H11 H11 H 0 1 N N N 45.357 -2.237 29.677 -4.075 2.424  -2.178 H11 WAK 38 
WAK H12 H12 H 0 1 N N N 45.053 -2.851 31.337 -3.538 3.819  -1.212 H12 WAK 39 
WAK H13 H13 H 0 1 N N N 49.249 -0.254 32.104 -2.998 0.178  2.105  H13 WAK 40 
WAK H14 H14 H 0 1 N N N 48.018 1.031  32.356 -1.409 0.120  1.305  H14 WAK 41 
WAK H15 H15 H 0 1 N N N 48.368 0.583  29.921 -1.853 2.374  2.239  H15 WAK 42 
WAK H16 H16 H 0 1 N N N 46.120 1.279  30.744 -3.685 3.743  1.281  H16 WAK 43 
WAK H17 H17 H 0 1 N N N 45.983 0.181  29.329 -4.327 2.293  2.091  H17 WAK 44 
WAK H18 H18 H 0 1 N N N 47.696 -1.623 28.976 -1.455 3.662  0.158  H18 WAK 45 
WAK H19 H19 H 0 1 N N N 49.054 -1.806 30.137 -0.508 2.155  0.168  H19 WAK 46 
WAK H20 H20 H 0 1 N N N 47.307 -3.547 30.516 -1.601 2.504  -2.030 H20 WAK 47 
WAK H21 H21 H 0 1 N N N 46.954 -3.109 32.953 -1.262 0.196  -1.188 H21 WAK 48 
WAK H22 H22 H 0 1 N N N 48.624 -2.679 32.451 -2.746 0.308  -2.164 H22 WAK 49 
# 
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 
WAK C9  C8  SING N N 1  
WAK C9  C4  SING N N 2  
WAK C7  C8  SING N N 3  
WAK C7  C6  SING N N 4  
WAK C8  C10 SING N N 5  
WAK C5  C4  SING N N 6  
WAK C5  C6  SING N N 7  
WAK C4  C3  SING N N 8  
WAK C6  C11 SING N N 9  
WAK C10 C2  SING N N 10 
WAK C3  C2  SING N N 11 
WAK C11 C2  SING N N 12 
WAK C2  N1  SING N N 13 
WAK S   C18 SING Y N 14 
WAK S   C19 SING Y N 15 
WAK C18 N3  DOUB Y N 16 
WAK N1  C1  SING N N 17 
WAK C19 C20 DOUB Y N 18 
WAK C19 C17 SING Y N 19 
WAK N3  C17 SING Y N 20 
WAK C20 C14 SING Y N 21 
WAK N2  C1  DOUB N N 22 
WAK N2  C12 SING N N 23 
WAK C1  N   SING N N 24 
WAK C17 C16 DOUB Y N 25 
WAK N   C   SING N N 26 
WAK C14 C13 SING N N 27 
WAK C14 C15 DOUB Y N 28 
WAK C12 C13 DOUB N Z 29 
WAK C12 C   SING N N 30 
WAK C16 C15 SING Y N 31 
WAK C   O   DOUB N N 32 
WAK C13 H1  SING N N 33 
WAK C20 H2  SING N N 34 
WAK C18 H3  SING N N 35 
WAK C16 H4  SING N N 36 
WAK C15 H5  SING N N 37 
WAK N   H6  SING N N 38 
WAK N1  H7  SING N N 39 
WAK C11 H8  SING N N 40 
WAK C11 H9  SING N N 41 
WAK C6  H10 SING N N 42 
WAK C5  H11 SING N N 43 
WAK C5  H12 SING N N 44 
WAK C10 H13 SING N N 45 
WAK C10 H14 SING N N 46 
WAK C8  H15 SING N N 47 
WAK C7  H16 SING N N 48 
WAK C7  H17 SING N N 49 
WAK C9  H18 SING N N 50 
WAK C9  H19 SING N N 51 
WAK C4  H20 SING N N 52 
WAK C3  H21 SING N N 53 
WAK C3  H22 SING N N 54 
# 
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 
WAK InChI            InChI                1.06  "InChI=1S/C21H22N4OS/c26-19-17(6-12-1-2-16-18(7-12)27-11-22-16)23-20(24-19)25-21-8-13-3-14(9-21)5-15(4-13)10-21/h1-2,6-7,11,13-15H,3-5,8-10H2,(H2,23,24,25,26)/b17-6-/t13-,14+,15-,21-" 
WAK InChIKey         InChI                1.06  HEVBCYZPXGZFGS-KDBINBPISA-N                                                                                                                                                             
WAK SMILES_CANONICAL CACTVS               3.385 "O=C\1NC(=NC\1=C\c2ccc3ncsc3c2)NC45CC6CC(CC(C6)C4)C5"                                                                                                                                   
WAK SMILES           CACTVS               3.385 "O=C1NC(=NC1=Cc2ccc3ncsc3c2)NC45CC6CC(CC(C6)C4)C5"                                                                                                                                      
WAK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1/C=C\3/C(=O)NC(=N3)NC45CC6CC(C4)CC(C6)C5)scn2"                                                                                                                               
WAK SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C=C3C(=O)NC(=N3)NC45CC6CC(C4)CC(C6)C5)scn2"                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           WAK 
_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~{Z})-2-(1-adamantylamino)-4-(1,3-benzothiazol-6-ylmethylidene)-1~{H}-imidazol-5-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 
WAK "Create component" 2023-05-10 PDBE 
WAK "Initial release"  2023-05-17 RCSB 
# 
