data_033
# 
_chem_comp.id                                    033 
_chem_comp.name                                  "N-({4'-[(1-BENZOFURAN-2-YLCARBONYL)AMINO]-1,1'-BIPHENYL-4-YL}SULFONYL)-L-VALINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H24 N2 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               VAL 
_chem_comp.pdbx_synonyms                         WAY033 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-10 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        492.544 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     033 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1ZTQ 
_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 
033 C1  C1  C 0 1 Y N N 24.960 72.575 49.649 10.944 -0.747 0.401  C1  033 1  
033 C2  C2  C 0 1 Y N N 24.840 71.279 49.037 9.840  -1.038 1.152  C2  033 2  
033 C3  C3  C 0 1 Y N N 24.212 71.182 47.753 8.572  -0.692 0.681  C3  033 3  
033 C4  C4  C 0 1 Y N N 23.691 72.330 47.078 8.433  -0.048 -0.563 C4  033 4  
033 C5  C5  C 0 1 Y N N 23.822 73.628 47.704 9.570  0.238  -1.309 C5  033 5  
033 C6  C6  C 0 1 Y N N 24.450 73.745 48.989 10.813 -0.112 -0.825 C6  033 6  
033 C7  C7  C 0 1 N N N 16.129 69.405 33.063 -7.684 -1.876 0.072  C7  033 7  
033 C8  C8  C 0 1 N N N 16.487 68.866 31.679 -7.965 -2.062 -1.420 C8  033 8  
033 C9  C9  C 0 1 N N N 15.963 70.941 32.988 -7.531 -3.246 0.736  C9  033 9  
033 C11 C11 C 0 1 Y N N 23.974 70.051 46.962 7.214  -0.841 1.205  C11 033 10 
033 C12 C12 C 0 1 Y N N 23.317 70.664 45.841 6.390  -0.302 0.269  C12 033 11 
033 O13 O13 O 0 1 Y N N 23.145 72.030 45.897 7.118  0.165  -0.766 O13 033 12 
033 C14 C14 C 0 1 N N N 22.897 69.851 44.773 4.926  -0.233 0.373  C14 033 13 
033 N15 N15 N 0 1 N N N 21.988 70.425 43.897 4.206  0.331  -0.618 N15 033 14 
033 C16 C16 C 0 1 Y N N 21.564 69.867 42.701 2.827  0.501  -0.470 C16 033 15 
033 O17 O17 O 0 1 N N N 23.335 68.689 44.654 4.363  -0.684 1.352  O17 033 16 
033 C18 C18 C 0 1 Y N N 21.742 70.647 41.518 1.993  0.399  -1.577 C18 033 17 
033 C19 C19 C 0 1 Y N N 21.329 70.139 40.253 0.632  0.562  -1.433 C19 033 18 
033 C20 C20 C 0 1 Y N N 20.728 68.832 40.140 0.093  0.838  -0.177 C20 033 19 
033 C21 C21 C 0 1 Y N N 20.554 68.055 41.335 0.931  0.939  0.932  C21 033 20 
033 C22 C22 C 0 1 Y N N 20.964 68.558 42.605 2.292  0.771  0.784  C22 033 21 
033 C27 C27 C 0 1 Y N N 20.288 68.313 38.785 -1.371 1.018  -0.020 C27 033 22 
033 C28 C28 C 0 1 Y N N 21.144 68.437 37.625 -2.026 0.489  1.091  C28 033 23 
033 C29 C29 C 0 1 Y N N 20.718 67.958 36.340 -3.387 0.663  1.234  C29 033 24 
033 C30 C30 C 0 1 Y N N 19.428 67.344 36.202 -4.104 1.352  0.272  C30 033 25 
033 C31 C31 C 0 1 Y N N 18.575 67.212 37.347 -3.460 1.879  -0.833 C31 033 26 
033 C32 C32 C 0 1 Y N N 18.999 67.689 38.624 -2.098 1.715  -0.984 C32 033 27 
033 S37 S37 S 0 1 N N N 18.875 66.762 34.592 -5.843 1.565  0.458  S37 033 28 
033 N38 N38 N 0 1 N N N 17.367 67.528 34.167 -6.581 0.278  -0.277 N38 033 29 
033 O39 O39 O 0 1 N N N 19.772 67.206 33.568 -6.179 2.702  -0.325 O39 033 30 
033 O40 O40 O 0 1 N N N 18.561 65.363 34.614 -6.104 1.418  1.847  O40 033 31 
033 C41 C41 C 0 1 N N S 17.226 69.004 34.073 -6.394 -1.075 0.252  C41 033 32 
033 C42 C42 C 0 1 N N N 16.918 69.584 35.446 -5.272 -1.754 -0.490 C42 033 33 
033 O45 O45 O 0 1 N N N 15.795 69.482 35.973 -4.690 -1.169 -1.372 O45 033 34 
033 O50 O50 O 0 1 N N N 17.814 70.144 36.085 -4.921 -3.010 -0.173 O50 033 35 
033 H1  H1  H 0 1 N N N 25.438 72.670 50.613 11.926 -1.014 0.765  H1  033 36 
033 H2  H2  H 0 1 N N N 25.215 70.397 49.535 9.948  -1.533 2.106  H2  033 37 
033 H5  H5  H 0 1 N N N 23.447 74.509 47.204 9.480  0.731  -2.265 H5  033 38 
033 H6  H6  H 0 1 N N N 24.539 74.713 49.460 11.694 0.112  -1.408 H6  033 39 
033 H7  H7  H 0 1 N N N 15.177 68.972 33.404 -8.513 -1.340 0.534  H7  033 40 
033 H81 1H8 H 0 1 N N N 15.700 68.177 31.339 -7.137 -2.598 -1.882 H81 033 41 
033 H82 2H8 H 0 1 N N N 17.446 68.330 31.731 -8.885 -2.633 -1.549 H82 033 42 
033 H83 3H8 H 0 1 N N N 16.573 69.703 30.970 -8.075 -1.086 -1.893 H83 033 43 
033 H91 1H9 H 0 1 N N N 15.031 71.183 32.457 -6.702 -3.783 0.274  H91 033 44 
033 H92 2H9 H 0 1 N N N 16.817 71.376 32.448 -7.330 -3.114 1.800  H92 033 45 
033 H93 3H9 H 0 1 N N N 15.924 71.356 34.006 -8.450 -3.817 0.608  H93 033 46 
033 H11 H11 H 0 1 N N N 24.215 69.014 47.143 6.926  -1.289 2.144  H11 033 47 
033 H15 H15 H 0 1 N N N 21.607 71.315 44.149 4.646  0.619  -1.433 H15 033 48 
033 H18 H18 H 0 1 N N N 22.192 71.627 41.583 2.411  0.189  -2.551 H18 033 49 
033 H19 H19 H 0 1 N N N 21.468 70.740 39.367 -0.016 0.482  -2.293 H19 033 50 
033 H21 H21 H 0 1 N N N 20.106 67.075 41.271 0.516  1.149  1.906  H21 033 51 
033 H22 H22 H 0 1 N N N 20.826 67.960 43.494 2.942  0.850  1.643  H22 033 52 
033 H28 H28 H 0 1 N N N 22.116 68.896 37.727 -1.468 -0.052 1.841  H28 033 53 
033 H29 H29 H 0 1 N N N 21.365 68.059 35.481 -3.896 0.254  2.095  H29 033 54 
033 H31 H31 H 0 1 N N N 17.605 66.749 37.243 -4.023 2.419  -1.579 H31 033 55 
033 H32 H32 H 0 1 N N N 18.347 67.581 39.478 -1.596 2.126  -1.847 H32 033 56 
033 H38 H38 H 0 1 N N N 17.140 67.181 33.257 -7.138 0.420  -1.059 H38 033 57 
033 H41 H41 H 0 1 N N N 18.180 69.415 33.710 -6.146 -1.019 1.312  H41 033 58 
033 H50 H50 H 0 1 N N N 17.476 70.422 36.928 -4.201 -3.446 -0.649 H50 033 59 
# 
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 
033 C1  C2  DOUB Y N 1  
033 C1  C6  SING Y N 2  
033 C1  H1  SING N N 3  
033 C2  C3  SING Y N 4  
033 C2  H2  SING N N 5  
033 C3  C4  DOUB Y N 6  
033 C3  C11 SING Y N 7  
033 C4  C5  SING Y N 8  
033 C4  O13 SING Y N 9  
033 C5  C6  DOUB Y N 10 
033 C5  H5  SING N N 11 
033 C6  H6  SING N N 12 
033 C7  C8  SING N N 13 
033 C7  C9  SING N N 14 
033 C7  C41 SING N N 15 
033 C7  H7  SING N N 16 
033 C8  H81 SING N N 17 
033 C8  H82 SING N N 18 
033 C8  H83 SING N N 19 
033 C9  H91 SING N N 20 
033 C9  H92 SING N N 21 
033 C9  H93 SING N N 22 
033 C11 C12 DOUB Y N 23 
033 C11 H11 SING N N 24 
033 C12 O13 SING Y N 25 
033 C12 C14 SING N N 26 
033 C14 N15 SING N N 27 
033 C14 O17 DOUB N N 28 
033 N15 C16 SING N N 29 
033 N15 H15 SING N N 30 
033 C16 C18 SING Y N 31 
033 C16 C22 DOUB Y N 32 
033 C18 C19 DOUB Y N 33 
033 C18 H18 SING N N 34 
033 C19 C20 SING Y N 35 
033 C19 H19 SING N N 36 
033 C20 C21 DOUB Y N 37 
033 C20 C27 SING N N 38 
033 C21 C22 SING Y N 39 
033 C21 H21 SING N N 40 
033 C22 H22 SING N N 41 
033 C27 C28 SING Y N 42 
033 C27 C32 DOUB Y N 43 
033 C28 C29 DOUB Y N 44 
033 C28 H28 SING N N 45 
033 C29 C30 SING Y N 46 
033 C29 H29 SING N N 47 
033 C30 C31 DOUB Y N 48 
033 C30 S37 SING N N 49 
033 C31 C32 SING Y N 50 
033 C31 H31 SING N N 51 
033 C32 H32 SING N N 52 
033 S37 N38 SING N N 53 
033 S37 O39 DOUB N N 54 
033 S37 O40 DOUB N N 55 
033 N38 C41 SING N N 56 
033 N38 H38 SING N N 57 
033 C41 C42 SING N N 58 
033 C41 H41 SING N N 59 
033 C42 O45 DOUB N N 60 
033 C42 O50 SING N N 61 
033 O50 H50 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 
033 SMILES           ACDLabs              10.04 O=C(O)C(NS(=O)(=O)c1ccc(cc1)c2ccc(cc2)NC(=O)c4oc3ccccc3c4)C(C)C                                                                                                                             
033 InChI            InChI                1.02b InChI=1/C26H24N2O6S/c1-16(2)24(26(30)31)28-35(32,33)21-13-9-18(10-14-21)17-7-11-20(12-8-17)27-25(29)23-15-19-5-3-4-6-22(19)34-23/h3-16,24,28H,1-2H3,(H,27,29)(H,30,31)/t24-/m0/s1/f/h27,30H 
033 InChIKey         InChI                1.02b HJFONKSERLWIGE-ZWXCMMRBDQ                                                                                                                                                                   
033 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](N[S](=O)(=O)c1ccc(cc1)c2ccc(NC(=O)c3oc4ccccc4c3)cc2)C(O)=O                                                                                                                       
033 SMILES           CACTVS               3.341 CC(C)[CH](N[S](=O)(=O)c1ccc(cc1)c2ccc(NC(=O)c3oc4ccccc4c3)cc2)C(O)=O                                                                                                                        
033 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)c2ccc(cc2)NC(=O)c3cc4ccccc4o3                                                                                                                        
033 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)O)NS(=O)(=O)c1ccc(cc1)c2ccc(cc2)NC(=O)c3cc4ccccc4o3                                                                                                                             
# 
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 
033 "SYSTEMATIC NAME" ACDLabs              10.04 "N-({4'-[(1-benzofuran-2-ylcarbonyl)amino]biphenyl-4-yl}sulfonyl)-L-valine"                         
033 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[4-(1-benzofuran-2-ylcarbonylamino)phenyl]phenyl]sulfonylamino]-3-methyl-butanoic acid" 
# 
