data_WOP
# 
_chem_comp.id                                    WOP 
_chem_comp.name                                  "5-[[methyl-[[(1S)-2-oxidanylidene-1-phenyl-2-[(phenylmethyl)amino]ethyl]carbamoyl]amino]methyl]-1,3-benzodioxole-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-11-14 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        475.493 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WOP 
_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        4CFA 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
WOP C1   C1   C 0 1 Y N N 37.249 -35.512 -19.131 -8.263 2.194  -1.371 C1   WOP 1  
WOP C2   C2   C 0 1 Y N N 36.691 -35.475 -11.355 -3.390 -4.178 -0.979 C2   WOP 2  
WOP C3   C3   C 0 1 Y N N 38.073 -35.355 -18.037 -8.213 1.065  -0.575 C3   WOP 3  
WOP C4   C4   C 0 1 Y N N 36.559 -34.431 -19.628 -7.213 3.093  -1.363 C4   WOP 4  
WOP C5   C5   C 0 1 Y N N 36.528 -35.495 -12.721 -3.306 -3.139 -1.888 C5   WOP 5  
WOP C6   C6   C 0 1 Y N N 36.956 -34.279 -10.726 -2.923 -4.007 0.311  C6   WOP 6  
WOP C7   C7   C 0 1 Y N N 38.205 -34.117 -17.443 -7.112 0.835  0.229  C7   WOP 7  
WOP C8   C8   C 0 1 Y N N 36.698 -33.197 -19.028 -6.113 2.863  -0.559 C8   WOP 8  
WOP C9   C9   C 0 1 Y N N 36.630 -34.335 -13.454 -2.754 -1.931 -1.507 C9   WOP 9  
WOP C10  C10  C 0 1 Y N N 37.052 -33.120 -11.458 -2.371 -2.798 0.691  C10  WOP 10 
WOP C11  C11  C 0 1 Y N N 32.799 -31.474 -10.715 3.228  1.094  0.918  C11  WOP 11 
WOP C12  C12  C 0 1 Y N N 32.642 -32.355 -9.671  3.866  2.305  0.702  C12  WOP 12 
WOP C13  C13  C 0 1 Y N N 32.842 -33.244 -12.345 4.975  -0.044 -0.280 C13  WOP 13 
WOP C14  C14  C 0 1 Y N N 37.516 -33.028 -17.933 -6.062 1.734  0.237  C14  WOP 14 
WOP C15  C15  C 0 1 Y N N 36.890 -33.140 -12.820 -2.286 -1.760 -0.218 C15  WOP 15 
WOP C16  C16  C 0 1 Y N N 32.895 -31.894 -12.033 3.772  -0.075 0.434  C16  WOP 16 
WOP C17  C17  C 0 1 Y N N 32.584 -33.684 -9.997  5.057  2.353  -0.002 C17  WOP 17 
WOP C18  C18  C 0 1 Y N N 32.679 -34.122 -11.288 5.620  1.179  -0.498 C18  WOP 18 
WOP C19  C19  C 0 1 N N N 32.938 -33.727 -13.753 5.561  -1.293 -0.799 C19  WOP 19 
WOP C20  C20  C 0 1 N N N 37.736 -32.002 -14.875 -2.706 0.359  0.961  C20  WOP 20 
WOP C21  C21  C 0 1 N N N 35.429 -30.163 -12.880 0.688  -0.915 0.494  C21  WOP 21 
WOP C22  C22  C 0 1 N N N 32.149 -35.779 -10.016 7.130  2.809  -0.694 C22  WOP 22 
WOP C23  C23  C 0 1 N N N 33.594 -28.628 -12.256 1.616  -1.133 2.736  C23  WOP 23 
WOP C24  C24  C 0 1 N N N 37.649 -31.680 -17.301 -4.862 1.483  1.114  C24  WOP 24 
WOP C25  C25  C 0 1 N N N 33.065 -30.855 -13.102 3.072  -1.388 0.674  C25  WOP 25 
WOP C26  C26  C 0 1 N N S 37.003 -31.863 -13.574 -1.684 -0.442 0.197  C26  WOP 26 
WOP N27  N27  N 0 1 N N N 37.030 -31.637 -15.998 -3.868 0.704  0.372  N27  WOP 27 
WOP N28  N28  N 0 1 N N N 35.744 -31.175 -13.766 -0.518 -0.686 1.050  N28  WOP 28 
WOP N29  N29  N 0 1 N N N 34.069 -29.890 -12.755 1.761  -1.139 1.278  N29  WOP 29 
WOP O30  O30  O 0 1 N N N 32.188 -34.681 -14.077 5.210  -1.725 -1.879 O30  WOP 30 
WOP O31  O31  O 0 1 N N N 33.741 -33.131 -14.519 6.485  -1.955 -0.075 O31  WOP 31 
WOP O32  O32  O 0 1 N N N 38.883 -32.417 -14.873 -2.483 0.695  2.105  O32  WOP 32 
WOP O33  O33  O 0 1 N N N 36.307 -29.570 -12.262 0.808  -0.920 -0.716 O33  WOP 33 
WOP O34  O34  O 0 1 N N N 32.425 -34.700 -9.096  5.865  3.400  -0.342 O34  WOP 34 
WOP O35  O35  O 0 1 N N N 32.587 -35.503 -11.361 6.776  1.489  -1.147 O35  WOP 35 
WOP H1   H1   H 0 1 N N N 37.146 -36.481 -19.596 -9.121 2.371  -2.003 H1   WOP 36 
WOP H3   H3   H 0 1 N N N 38.616 -36.202 -17.645 -9.033 0.363  -0.581 H3   WOP 37 
WOP H4   H4   H 0 1 N N N 35.911 -34.548 -20.484 -7.253 3.975  -1.985 H4   WOP 38 
WOP H2   H2   H 0 1 N N N 36.612 -36.387 -10.782 -3.825 -5.121 -1.275 H2   WOP 39 
WOP H5   H5   H 0 1 N N N 36.318 -36.429 -13.222 -3.671 -3.273 -2.896 H5   WOP 40 
WOP H6   H6   H 0 1 N N N 37.089 -34.252 -9.655  -2.988 -4.818 1.020  H6   WOP 41 
WOP H7   H7   H 0 1 N N N 38.853 -34.000 -16.587 -7.073 -0.047 0.852  H7   WOP 42 
WOP H8   H8   H 0 1 N N N 36.157 -32.350 -19.423 -5.292 3.565  -0.553 H8   WOP 43 
WOP H9   H9   H 0 1 N N N 36.506 -34.361 -14.527 -2.689 -1.119 -2.217 H9   WOP 44 
WOP H10  H10  H 0 1 N N N 37.257 -32.186 -10.957 -2.005 -2.665 1.699  H10  WOP 45 
WOP H11  H11  H 0 1 N N N 32.849 -30.417 -10.501 2.302  1.066  1.472  H11  WOP 46 
WOP H12  H12  H 0 1 N N N 32.568 -32.017 -8.648  3.431  3.216  1.085  H12  WOP 47 
WOP H241 H241 H 0 0 N N N 38.717 -31.439 -17.196 -4.426 2.436  1.414  H241 WOP 48 
WOP H242 H242 H 0 0 N N N 37.167 -30.933 -17.949 -5.170 0.929  2.001  H242 WOP 49 
WOP H26  H26  H 0 1 N N N 37.624 -31.201 -12.952 -1.376 0.112  -0.690 H26  WOP 50 
WOP H251 H251 H 0 0 N N N 33.358 -31.353 -14.038 2.941  -1.908 -0.275 H251 WOP 51 
WOP H252 H252 H 0 0 N N N 32.107 -30.335 -13.248 3.671  -2.002 1.345  H252 WOP 52 
WOP H31  H31  H 0 1 N N N 33.695 -33.514 -15.387 6.840  -2.769 -0.457 H31  WOP 53 
WOP H27  H27  H 0 1 N N N 36.079 -31.339 -15.911 -4.047 0.436  -0.543 H27  WOP 54 
WOP H28  H28  H 0 1 N N N 35.126 -31.423 -14.512 -0.614 -0.682 2.015  H28  WOP 55 
WOP H221 H221 H 0 0 N N N 32.664 -36.683 -9.659  7.607  3.374  -1.496 H221 WOP 56 
WOP H222 H222 H 0 0 N N N 31.064 -35.957 -10.031 7.783  2.754  0.177  H222 WOP 57 
WOP H231 H231 H 0 0 N N N 32.494 -28.629 -12.242 1.289  -2.116 3.073  H231 WOP 58 
WOP H232 H232 H 0 0 N N N 33.974 -28.471 -11.236 2.575  -0.892 3.196  H232 WOP 59 
WOP H233 H233 H 0 0 N N N 33.951 -27.818 -12.909 0.877  -0.385 3.025  H233 WOP 60 
# 
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 
WOP C1  C3   SING Y N 1  
WOP C1  C4   DOUB Y N 2  
WOP C2  C5   SING Y N 3  
WOP C2  C6   DOUB Y N 4  
WOP C3  C7   DOUB Y N 5  
WOP C4  C8   SING Y N 6  
WOP C5  C9   DOUB Y N 7  
WOP C6  C10  SING Y N 8  
WOP C7  C14  SING Y N 9  
WOP C8  C14  DOUB Y N 10 
WOP C9  C15  SING Y N 11 
WOP C10 C15  DOUB Y N 12 
WOP C11 C12  SING Y N 13 
WOP C11 C16  DOUB Y N 14 
WOP C12 C17  DOUB Y N 15 
WOP C13 C16  SING Y N 16 
WOP C13 C18  DOUB Y N 17 
WOP C13 C19  SING N N 18 
WOP C14 C24  SING N N 19 
WOP C15 C26  SING N N 20 
WOP C16 C25  SING N N 21 
WOP C17 C18  SING Y N 22 
WOP C17 O34  SING N N 23 
WOP C18 O35  SING N N 24 
WOP C19 O30  DOUB N N 25 
WOP C19 O31  SING N N 26 
WOP C20 C26  SING N N 27 
WOP C20 N27  SING N N 28 
WOP C20 O32  DOUB N N 29 
WOP C21 N28  SING N N 30 
WOP C21 N29  SING N N 31 
WOP C21 O33  DOUB N N 32 
WOP C22 O34  SING N N 33 
WOP C22 O35  SING N N 34 
WOP C23 N29  SING N N 35 
WOP C24 N27  SING N N 36 
WOP C25 N29  SING N N 37 
WOP C26 N28  SING N N 38 
WOP C1  H1   SING N N 39 
WOP C3  H3   SING N N 40 
WOP C4  H4   SING N N 41 
WOP C2  H2   SING N N 42 
WOP C5  H5   SING N N 43 
WOP C6  H6   SING N N 44 
WOP C7  H7   SING N N 45 
WOP C8  H8   SING N N 46 
WOP C9  H9   SING N N 47 
WOP C10 H10  SING N N 48 
WOP C11 H11  SING N N 49 
WOP C12 H12  SING N N 50 
WOP C24 H241 SING N N 51 
WOP C24 H242 SING N N 52 
WOP C26 H26  SING N N 53 
WOP C25 H251 SING N N 54 
WOP C25 H252 SING N N 55 
WOP O31 H31  SING N N 56 
WOP N27 H27  SING N N 57 
WOP N28 H28  SING N N 58 
WOP C22 H221 SING N N 59 
WOP C22 H222 SING N N 60 
WOP C23 H231 SING N N 61 
WOP C23 H232 SING N N 62 
WOP C23 H233 SING N N 63 
# 
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 
WOP SMILES           ACDLabs              12.01 "O=C(NCc1ccccc1)C(c2ccccc2)NC(=O)N(C)Cc3ccc4OCOc4c3C(=O)O"                                                                                                                                      
WOP InChI            InChI                1.03  "InChI=1S/C26H25N3O6/c1-29(15-19-12-13-20-23(35-16-34-20)21(19)25(31)32)26(33)28-22(18-10-6-3-7-11-18)24(30)27-14-17-8-4-2-5-9-17/h2-13,22H,14-16H2,1H3,(H,27,30)(H,28,33)(H,31,32)/t22-/m0/s1" 
WOP InChIKey         InChI                1.03  HIXYFFRMRKDFAZ-QFIPXVFZSA-N                                                                                                                                                                     
WOP SMILES_CANONICAL CACTVS               3.385 "CN(Cc1ccc2OCOc2c1C(O)=O)C(=O)N[C@H](C(=O)NCc3ccccc3)c4ccccc4"                                                                                                                                  
WOP SMILES           CACTVS               3.385 "CN(Cc1ccc2OCOc2c1C(O)=O)C(=O)N[CH](C(=O)NCc3ccccc3)c4ccccc4"                                                                                                                                   
WOP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccc2c(c1C(=O)O)OCO2)C(=O)N[C@@H](c3ccccc3)C(=O)NCc4ccccc4"                                                                                                                               
WOP SMILES           "OpenEye OEToolkits" 1.9.2 "CN(Cc1ccc2c(c1C(=O)O)OCO2)C(=O)NC(c3ccccc3)C(=O)NCc4ccccc4"                                                                                                                                    
# 
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 
WOP "SYSTEMATIC NAME" ACDLabs              12.01 "5-{[{[(1S)-2-(benzylamino)-2-oxo-1-phenylethyl]carbamoyl}(methyl)amino]methyl}-1,3-benzodioxole-4-carboxylic acid"                  
WOP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[methyl-[[(1S)-2-oxidanylidene-1-phenyl-2-[(phenylmethyl)amino]ethyl]carbamoyl]amino]methyl]-1,3-benzodioxole-4-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WOP "Create component"  2013-11-14 EBI  
WOP "Initial release"   2013-11-27 RCSB 
WOP "Modify descriptor" 2014-09-05 RCSB 
# 
