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 2020-06-17 _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 Y 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 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" 033 InChI InChI 1.03 "InChI=1S/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" 033 InChIKey InChI 1.03 HJFONKSERLWIGE-DEOSSOPVSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 033 "Create component" 2005-06-10 RCSB 033 "Modify aromatic_flag" 2011-06-04 RCSB 033 "Modify descriptor" 2011-06-04 RCSB 033 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 033 _pdbx_chem_comp_synonyms.name WAY033 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##