data_G53 # _chem_comp.id G53 _chem_comp.name "methyl 2-{4-[{(2R,3S)-3-[({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}-1,3-oxazole-4-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H39 N3 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-28 _chem_comp.pdbx_modified_date 2017-11-17 _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 657.731 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G53 _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 6B4N _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 G53 C2 C1 C 0 1 Y N N 21.401 27.550 15.037 5.247 -0.372 0.892 C2 G53 1 G53 C3 C2 C 0 1 Y N N 20.045 27.762 14.765 5.341 1.015 0.771 C3 G53 2 G53 C4 C3 C 0 1 Y N N 19.089 26.772 15.002 4.204 1.791 0.871 C4 G53 3 G53 C5 C4 C 0 1 Y N N 19.490 25.545 15.466 2.974 1.197 1.090 C5 G53 4 G53 C6 C5 C 0 1 Y N N 20.834 25.322 15.756 2.875 -0.178 1.212 C6 G53 5 G53 C7 C6 C 0 1 Y N N 21.789 26.291 15.499 4.004 -0.965 1.114 C7 G53 6 G53 S8 S1 S 0 1 N N N 18.351 24.245 15.892 1.528 2.195 1.216 S8 G53 7 G53 O9 O1 O 0 1 N N N 17.235 24.303 14.908 0.641 1.508 2.088 O9 G53 8 G53 O10 O2 O 0 1 N N N 19.133 23.022 16.004 1.976 3.523 1.452 O10 G53 9 G53 N11 N1 N 0 1 N N N 17.715 24.606 17.352 0.806 2.203 -0.274 N11 G53 10 G53 C12 C7 C 0 1 N N N 18.656 24.767 18.427 1.066 3.302 -1.208 C12 G53 11 G53 C13 C8 C 0 1 N N N 18.326 24.061 19.765 1.818 2.766 -2.428 C13 G53 12 G53 C14 C9 C 0 1 N N N 18.300 22.539 19.598 2.016 3.895 -3.441 C14 G53 13 G53 C15 C10 C 0 1 N N N 19.305 24.523 20.833 3.183 2.229 -1.991 C15 G53 14 G53 C16 C11 C 0 1 N N N 16.413 25.257 17.372 -0.092 1.112 -0.659 C16 G53 15 G53 C17 C12 C 0 1 N N R 15.309 24.310 17.953 -1.538 1.512 -0.361 C17 G53 16 G53 O18 O3 O 0 1 N N N 14.171 25.112 18.288 -1.908 2.616 -1.190 O18 G53 17 G53 C19 C13 C 0 1 N N S 14.920 23.201 16.960 -2.465 0.328 -0.645 C19 G53 18 G53 N20 N2 N 0 1 N N N 14.048 22.260 17.705 -3.832 0.672 -0.247 N20 G53 19 G53 C21 C14 C 0 1 N N N 14.365 21.020 18.037 -4.704 -0.303 0.078 C21 G53 20 G53 O22 O4 O 0 1 N N N 15.437 20.434 17.858 -4.356 -1.467 0.041 O22 G53 21 G53 O23 O5 O 0 1 N N N 13.308 20.425 18.715 -5.961 0.012 0.443 O23 G53 22 G53 C24 C15 C 0 1 N N R 13.480 19.024 18.955 -6.846 -1.089 0.780 C24 G53 23 G53 C25 C16 C 0 1 N N N 12.849 18.830 20.356 -6.778 -1.389 2.288 C25 G53 24 G53 O26 O6 O 0 1 N N N 11.459 18.801 20.120 -8.071 -1.103 2.841 O26 G53 25 G53 C27 C17 C 0 1 N N R 11.183 18.188 18.848 -9.044 -1.245 1.788 C27 G53 26 G53 O28 O7 O 0 1 N N N 10.246 19.048 18.126 -10.127 -0.338 2.037 O28 G53 27 G53 C29 C18 C 0 1 N N N 10.939 19.689 17.047 -9.854 0.939 1.451 C29 G53 28 G53 C30 C19 C 0 1 N N N 12.163 18.826 16.736 -8.486 0.845 0.744 C30 G53 29 G53 C31 C20 C 0 1 N N S 12.504 18.204 18.094 -8.315 -0.695 0.523 C31 G53 30 G53 C32 C21 C 0 1 N N N 14.162 23.698 15.725 -2.434 0.005 -2.140 C32 G53 31 G53 C33 C22 C 0 1 Y N N 12.494 22.083 14.678 -4.597 -1.130 -2.688 C33 G53 32 G53 C34 C23 C 0 1 Y N N 12.176 20.947 13.908 -5.343 -2.267 -2.934 C34 G53 33 G53 C35 C24 C 0 1 Y N N 13.161 20.241 13.204 -4.741 -3.511 -2.894 C35 G53 34 G53 C36 C25 C 0 1 Y N N 14.482 20.699 13.339 -3.393 -3.617 -2.607 C36 G53 35 G53 C37 C26 C 0 1 Y N N 14.819 21.830 14.146 -2.647 -2.480 -2.362 C37 G53 36 G53 C38 C27 C 0 1 Y N N 13.806 22.511 14.826 -3.249 -1.236 -2.402 C38 G53 37 G53 C39 C28 C 0 1 Y N N 22.348 28.496 14.902 6.460 -1.211 0.780 C39 G53 38 G53 O40 O8 O 0 1 Y N N 23.661 28.215 14.950 6.494 -2.552 0.874 O40 G53 39 G53 C41 C29 C 0 1 Y N N 24.401 29.403 14.860 7.766 -2.951 0.721 C41 G53 40 G53 C42 C30 C 0 1 Y N N 23.503 30.358 14.585 8.518 -1.830 0.532 C42 G53 41 G53 N43 N3 N 0 1 Y N N 22.289 29.786 14.694 7.673 -0.767 0.569 N43 G53 42 G53 C44 C31 C 0 1 N N N 23.869 31.604 14.740 9.975 -1.781 0.317 C44 G53 43 G53 O45 O9 O 0 1 N N N 23.097 32.551 14.946 10.622 -2.810 0.306 O45 G53 44 G53 O46 O10 O 0 1 N N N 25.235 31.780 14.680 10.589 -0.596 0.132 O46 G53 45 G53 C47 C32 C 0 1 N N N 25.796 30.688 15.432 12.026 -0.624 -0.074 C47 G53 46 G53 H1 H1 H 0 1 N N N 19.730 28.713 14.362 6.300 1.480 0.600 H1 G53 47 G53 H2 H2 H 0 1 N N N 18.043 26.971 14.822 4.275 2.865 0.777 H2 G53 48 G53 H3 H3 H 0 1 N N N 21.136 24.379 16.188 1.912 -0.635 1.383 H3 G53 49 G53 H4 H4 H 0 1 N N N 22.835 26.073 15.656 3.925 -2.038 1.208 H4 G53 50 G53 H5 H5 H 0 1 N N N 19.626 24.381 18.079 0.120 3.738 -1.528 H5 G53 51 G53 H6 H6 H 0 1 N N N 18.742 25.844 18.633 1.670 4.063 -0.714 H6 G53 52 G53 H7 H7 H 0 1 N N N 17.319 24.382 20.069 1.242 1.963 -2.887 H7 G53 53 G53 H8 H8 H 0 1 N N N 18.063 22.068 20.563 2.592 4.699 -2.983 H8 G53 54 G53 H9 H9 H 0 1 N N N 17.533 22.264 18.858 2.552 3.514 -4.311 H9 G53 55 G53 H10 H10 H 0 1 N N N 19.285 22.191 19.252 1.044 4.278 -3.753 H10 G53 56 G53 H11 H11 H 0 1 N N N 19.073 24.023 21.785 3.043 1.339 -1.378 H11 G53 57 G53 H12 H12 H 0 1 N N N 20.330 24.268 20.526 3.772 1.975 -2.872 H12 G53 58 G53 H13 H13 H 0 1 N N N 19.221 25.612 20.961 3.704 2.991 -1.412 H13 G53 59 G53 H14 H14 H 0 1 N N N 16.474 26.161 17.996 0.017 0.910 -1.724 H14 G53 60 G53 H15 H15 H 0 1 N N N 16.138 25.539 16.345 0.161 0.216 -0.091 H15 G53 61 G53 H16 H16 H 0 1 N N N 15.711 23.836 18.861 -1.627 1.800 0.687 H16 G53 62 G53 H17 H17 H 0 1 N N N 14.430 25.790 18.901 -1.852 2.431 -2.138 H17 G53 63 G53 H18 H18 H 0 1 N N N 15.832 22.680 16.634 -2.129 -0.540 -0.078 H18 G53 64 G53 H19 H19 H 0 1 N N N 13.145 22.591 17.979 -4.110 1.600 -0.218 H19 G53 65 G53 H20 H20 H 0 1 N N N 14.518 18.665 18.896 -6.583 -1.976 0.204 H20 G53 66 G53 H21 H21 H 0 1 N N N 13.186 17.885 20.806 -6.532 -2.439 2.446 H21 G53 67 G53 H22 H22 H 0 1 N N N 13.113 19.667 21.020 -6.025 -0.757 2.758 H22 G53 68 G53 H23 H23 H 0 1 N N N 10.801 17.162 18.953 -9.381 -2.274 1.666 H23 G53 69 G53 H24 H24 H 0 1 N N N 11.254 20.700 17.346 -10.629 1.186 0.725 H24 G53 70 G53 H25 H25 H 0 1 N N N 10.287 19.754 16.163 -9.818 1.702 2.228 H25 G53 71 G53 H26 H26 H 0 1 N N N 11.921 18.049 15.996 -8.506 1.372 -0.210 H26 G53 72 G53 H27 H27 H 0 1 N N N 12.995 19.441 16.363 -7.693 1.232 1.384 H27 G53 73 G53 H28 H28 H 0 1 N N N 12.883 17.180 17.960 -8.720 -1.053 -0.423 H28 G53 74 G53 H29 H29 H 0 1 N N N 14.795 24.403 15.166 -2.853 0.840 -2.701 H29 G53 75 G53 H30 H30 H 0 1 N N N 13.239 24.206 16.042 -1.404 -0.164 -2.454 H30 G53 76 G53 H31 H31 H 0 1 N N N 11.701 22.632 15.163 -5.067 -0.158 -2.724 H31 G53 77 G53 H32 H32 H 0 1 N N N 11.150 20.613 13.859 -6.397 -2.184 -3.158 H32 G53 78 G53 H33 H33 H 0 1 N N N 12.917 19.388 12.589 -5.324 -4.399 -3.085 H33 G53 79 G53 H34 H34 H 0 1 N N N 15.270 20.179 12.815 -2.923 -4.589 -2.575 H34 G53 80 G53 H35 H35 H 0 1 N N N 15.846 22.155 14.229 -1.593 -2.562 -2.138 H35 G53 81 G53 H36 H36 H 0 1 N N N 25.467 29.522 14.986 8.126 -3.969 0.744 H36 G53 82 G53 H37 H37 H 0 1 N N N 26.893 30.764 15.427 12.509 -1.072 0.795 H37 G53 83 G53 H38 H38 H 0 1 N N N 25.430 30.731 16.469 12.255 -1.214 -0.961 H38 G53 84 G53 H39 H39 H 0 1 N N N 25.493 29.734 14.975 12.394 0.394 -0.209 H39 G53 85 # 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 G53 C35 C36 DOUB Y N 1 G53 C35 C34 SING Y N 2 G53 C36 C37 SING Y N 3 G53 C34 C33 DOUB Y N 4 G53 C37 C38 DOUB Y N 5 G53 C42 N43 SING Y N 6 G53 C42 C44 SING N N 7 G53 C42 C41 DOUB Y N 8 G53 C33 C38 SING Y N 9 G53 O46 C44 SING N N 10 G53 O46 C47 SING N N 11 G53 N43 C39 DOUB Y N 12 G53 C44 O45 DOUB N N 13 G53 C3 C4 DOUB Y N 14 G53 C3 C2 SING Y N 15 G53 C38 C32 SING N N 16 G53 C41 O40 SING Y N 17 G53 C39 O40 SING Y N 18 G53 C39 C2 SING N N 19 G53 O9 S8 DOUB N N 20 G53 C4 C5 SING Y N 21 G53 C2 C7 DOUB Y N 22 G53 C5 C6 DOUB Y N 23 G53 C5 S8 SING N N 24 G53 C7 C6 SING Y N 25 G53 C32 C19 SING N N 26 G53 S8 O10 DOUB N N 27 G53 S8 N11 SING N N 28 G53 C30 C29 SING N N 29 G53 C30 C31 SING N N 30 G53 C19 N20 SING N N 31 G53 C19 C17 SING N N 32 G53 C29 O28 SING N N 33 G53 N11 C16 SING N N 34 G53 N11 C12 SING N N 35 G53 C16 C17 SING N N 36 G53 N20 C21 SING N N 37 G53 O22 C21 DOUB N N 38 G53 C17 O18 SING N N 39 G53 C21 O23 SING N N 40 G53 C31 C27 SING N N 41 G53 C31 C24 SING N N 42 G53 O28 C27 SING N N 43 G53 C12 C13 SING N N 44 G53 O23 C24 SING N N 45 G53 C27 O26 SING N N 46 G53 C24 C25 SING N N 47 G53 C14 C13 SING N N 48 G53 C13 C15 SING N N 49 G53 O26 C25 SING N N 50 G53 C3 H1 SING N N 51 G53 C4 H2 SING N N 52 G53 C6 H3 SING N N 53 G53 C7 H4 SING N N 54 G53 C12 H5 SING N N 55 G53 C12 H6 SING N N 56 G53 C13 H7 SING N N 57 G53 C14 H8 SING N N 58 G53 C14 H9 SING N N 59 G53 C14 H10 SING N N 60 G53 C15 H11 SING N N 61 G53 C15 H12 SING N N 62 G53 C15 H13 SING N N 63 G53 C16 H14 SING N N 64 G53 C16 H15 SING N N 65 G53 C17 H16 SING N N 66 G53 O18 H17 SING N N 67 G53 C19 H18 SING N N 68 G53 N20 H19 SING N N 69 G53 C24 H20 SING N N 70 G53 C25 H21 SING N N 71 G53 C25 H22 SING N N 72 G53 C27 H23 SING N N 73 G53 C29 H24 SING N N 74 G53 C29 H25 SING N N 75 G53 C30 H26 SING N N 76 G53 C30 H27 SING N N 77 G53 C31 H28 SING N N 78 G53 C32 H29 SING N N 79 G53 C32 H30 SING N N 80 G53 C33 H31 SING N N 81 G53 C34 H32 SING N N 82 G53 C35 H33 SING N N 83 G53 C36 H34 SING N N 84 G53 C37 H35 SING N N 85 G53 C41 H36 SING N N 86 G53 C47 H37 SING N N 87 G53 C47 H38 SING N N 88 G53 C47 H39 SING N N 89 # 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 G53 SMILES ACDLabs 12.01 "c1(ccc(cc1)S(=O)(N(CC(O)C(NC(OC2COC3OCCC23)=O)Cc4ccccc4)CC(C)C)=O)c5occ(n5)C(=O)OC" G53 InChI InChI 1.03 "InChI=1S/C32H39N3O10S/c1-20(2)16-35(46(39,40)23-11-9-22(10-12-23)29-33-26(18-43-29)30(37)41-3)17-27(36)25(15-21-7-5-4-6-8-21)34-32(38)45-28-19-44-31-24(28)13-14-42-31/h4-12,18,20,24-25,27-28,31,36H,13-17,19H2,1-3H3,(H,34,38)/t24-,25-,27+,28-,31+/m0/s1" G53 InChIKey InChI 1.03 JQOKXPZOASVDIX-FHDJBOIYSA-N G53 SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1coc(n1)c2ccc(cc2)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc3ccccc3)NC(=O)O[C@H]4CO[C@H]5OCC[C@@H]45" G53 SMILES CACTVS 3.385 "COC(=O)c1coc(n1)c2ccc(cc2)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc3ccccc3)NC(=O)O[CH]4CO[CH]5OCC[CH]45" G53 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)c5nc(co5)C(=O)OC" G53 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)c5nc(co5)C(=O)OC" # 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 G53 "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 2-{4-[{(2R,3S)-3-[({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}-1,3-oxazole-4-carboxylate" G53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl 2-[4-[[(2~{R},3~{S})-3-[[(3~{a}~{S},4~{R},6~{a}~{R})-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-4-yl]oxycarbonylamino]-2-oxidanyl-4-phenyl-butyl]-(2-methylpropyl)sulfamoyl]phenyl]-1,3-oxazole-4-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G53 "Create component" 2017-09-28 RCSB G53 "Initial release" 2017-11-22 RCSB #