data_52U # _chem_comp.id 52U _chem_comp.name ;(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H40 N2 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GRL-0476 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-20 _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 576.701 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 52U _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 5COK _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 52U C7 C1 C 0 1 Y N N -17.214 2.126 -6.792 -5.299 2.998 -0.242 C7 52U 1 52U C6 C2 C 0 1 Y N N -17.077 1.844 -5.448 -5.314 1.623 -0.380 C6 52U 2 52U C5 C3 C 0 1 Y N N -17.632 0.693 -4.918 -4.668 0.827 0.547 C5 52U 3 52U C4 C4 C 0 1 Y N N -18.329 -0.209 -5.718 -4.004 1.403 1.614 C4 52U 4 52U C3 C5 C 0 1 Y N N -18.462 0.076 -7.075 -3.987 2.777 1.757 C3 52U 5 52U C17 C6 C 0 1 N N R -19.886 0.268 -0.503 -1.187 -0.590 -0.225 C17 52U 6 52U C19 C7 C 0 1 N N S -18.985 -0.864 0.003 0.209 -1.081 0.164 C19 52U 7 52U C31 C8 C 0 1 N N S -17.280 -2.230 5.505 5.647 1.419 -0.021 C31 52U 8 52U C30 C9 C 0 1 N N N -17.415 -3.456 4.687 5.338 2.825 -0.584 C30 52U 9 52U C29 C10 C 0 1 N N N -18.832 -3.911 4.877 6.681 3.555 -0.350 C29 52U 10 52U O28 O1 O 0 1 N N N -19.486 -2.890 5.585 7.699 2.555 -0.206 O28 52U 11 52U C27 C11 C 0 1 N N R -18.488 -2.365 6.377 7.124 1.245 -0.425 C27 52U 12 52U O01 O2 O 0 1 N N N -18.908 -1.189 6.966 7.241 0.985 -1.825 O01 52U 13 52U C02 C12 C 0 1 N N N -18.988 -0.102 6.130 6.474 -0.107 -2.325 C02 52U 14 52U C01 C13 C 0 1 N N N -17.673 0.166 5.468 4.988 0.213 -2.118 C01 52U 15 52U C24 C14 C 0 1 N N S -17.249 -0.984 4.625 4.746 0.354 -0.605 C24 52U 16 52U O23 O3 O 0 1 N N N -18.198 -1.109 3.600 3.362 0.729 -0.377 O23 52U 17 52U C21 C15 C 0 1 N N N -17.985 -0.780 2.256 2.475 -0.272 -0.221 C21 52U 18 52U O22 O4 O 0 1 N N N -16.854 -0.567 1.804 2.847 -1.427 -0.274 O22 52U 19 52U N20 N1 N 0 1 N N N -19.162 -1.044 1.425 1.174 0.008 -0.006 N20 52U 20 52U C32 C16 C 0 1 N N N -19.367 -2.167 -0.670 0.202 -1.533 1.625 C32 52U 21 52U C07 C17 C 0 1 Y N N -18.611 -3.306 -0.049 1.541 -2.130 1.973 C07 52U 22 52U C06 C18 C 0 1 Y N N -17.256 -3.472 -0.330 1.764 -3.482 1.791 C06 52U 23 52U C05 C19 C 0 1 Y N N -16.550 -4.514 0.242 2.993 -4.030 2.109 C05 52U 24 52U C09 C20 C 0 1 Y N N -17.188 -5.397 1.102 3.999 -3.225 2.610 C09 52U 25 52U C03 C21 C 0 1 Y N N -18.535 -5.232 1.379 3.777 -1.872 2.791 C03 52U 26 52U C08 C22 C 0 1 Y N N -19.251 -4.193 0.811 2.549 -1.324 2.468 C08 52U 27 52U O18 O5 O 0 1 N N N -21.165 -0.149 -0.229 -1.604 0.429 0.685 O18 52U 28 52U C16 C23 C 0 1 N N N -19.774 0.632 -1.973 -2.173 -1.759 -0.168 C16 52U 29 52U N11 N2 N 0 1 N N N -18.466 1.272 -2.232 -3.474 -1.326 -0.683 N11 52U 30 52U C12 C24 C 0 1 N N N -18.561 2.713 -2.540 -3.700 -1.248 -2.129 C12 52U 31 52U C13 C25 C 0 1 N N N -18.657 3.562 -1.295 -4.153 -2.614 -2.649 C13 52U 32 52U C15 C26 C 0 1 N N N -18.850 4.995 -1.645 -4.505 -2.503 -4.134 C15 52U 33 52U C14 C27 C 0 1 N N N -17.443 3.413 -0.447 -3.024 -3.629 -2.467 C14 52U 34 52U S8 S1 S 0 1 N N N -17.439 0.357 -3.191 -4.690 -0.926 0.367 S8 52U 35 52U O9 O6 O 0 1 N N N -17.640 -1.064 -3.000 -4.321 -1.463 1.630 O9 52U 36 52U O10 O7 O 0 1 N N N -16.061 0.388 -2.806 -5.909 -1.247 -0.288 O10 52U 37 52U C2 C28 C 0 1 Y N N -17.905 1.235 -7.605 -4.630 3.579 0.826 C2 52U 38 52U O03 O8 O 0 1 N N N -18.010 1.544 -8.943 -4.614 4.931 0.964 O03 52U 39 52U C04 C29 C 0 1 N N N -16.893 2.126 -9.523 -5.297 5.693 -0.033 C04 52U 40 52U H1 H1 H 0 1 N N N -16.789 3.028 -7.207 -5.804 3.620 -0.966 H1 52U 41 52U H2 H2 H 0 1 N N N -16.535 2.524 -4.808 -5.832 1.171 -1.213 H2 52U 42 52U H3 H3 H 0 1 N N N -18.756 -1.107 -5.297 -3.500 0.779 2.337 H3 52U 43 52U H4 H4 H 0 1 N N N -19.000 -0.605 -7.718 -3.469 3.227 2.592 H4 52U 44 52U H5 H5 H 0 1 N N N -19.653 1.168 0.085 -1.162 -0.186 -1.237 H5 52U 45 52U H6 H6 H 0 1 N N N -17.936 -0.625 -0.228 0.490 -1.918 -0.475 H6 52U 46 52U H7 H7 H 0 1 N N N -16.366 -2.276 6.115 5.558 1.427 1.065 H7 52U 47 52U H8 H8 H 0 1 N N N -16.713 -4.229 5.034 5.099 2.776 -1.647 H8 52U 48 52U H9 H9 H 0 1 N N N -17.221 -3.234 3.627 4.532 3.301 -0.026 H9 52U 49 52U H10 H10 H 0 1 N N N -19.315 -4.067 3.901 6.909 4.193 -1.204 H10 52U 50 52U H11 H11 H 0 1 N N N -18.856 -4.848 5.452 6.622 4.156 0.557 H11 52U 51 52U H12 H12 H 0 1 N N N -18.242 -3.090 7.167 7.617 0.483 0.179 H12 52U 52 52U H13 H13 H 0 1 N N N -19.282 0.781 6.716 6.677 -0.243 -3.387 H13 52U 53 52U H14 H14 H 0 1 N N N -19.746 -0.298 5.357 6.733 -1.016 -1.782 H14 52U 54 52U H15 H15 H 0 1 N N N -16.912 0.343 6.242 4.737 1.144 -2.627 H15 52U 55 52U H16 H16 H 0 1 N N N -17.766 1.060 4.834 4.378 -0.599 -2.513 H16 52U 56 52U H17 H17 H 0 1 N N N -16.235 -0.824 4.231 4.941 -0.602 -0.120 H17 52U 57 52U H18 H18 H 0 1 N N N -20.035 -1.331 1.818 0.877 0.930 0.037 H18 52U 58 52U H19 H19 H 0 1 N N N -19.123 -2.109 -1.741 0.008 -0.676 2.270 H19 52U 59 52U H20 H20 H 0 1 N N N -20.447 -2.337 -0.548 -0.578 -2.281 1.770 H20 52U 60 52U H21 H21 H 0 1 N N N -16.756 -2.785 -0.996 0.978 -4.111 1.400 H21 52U 61 52U H22 H22 H 0 1 N N N -15.501 -4.641 0.019 3.166 -5.086 1.968 H22 52U 62 52U H23 H23 H 0 1 N N N -16.637 -6.209 1.553 4.959 -3.652 2.859 H23 52U 63 52U H24 H24 H 0 1 N N N -19.032 -5.922 2.045 4.563 -1.244 3.182 H24 52U 64 52U H25 H25 H 0 1 N N N -20.301 -4.071 1.034 2.377 -0.267 2.606 H25 52U 65 52U H26 H26 H 0 1 N N N -21.234 -0.377 0.691 -1.585 0.160 1.614 H26 52U 66 52U H27 H27 H 0 1 N N N -20.581 1.330 -2.239 -1.797 -2.582 -0.775 H27 52U 67 52U H28 H28 H 0 1 N N N -19.862 -0.279 -2.583 -2.283 -2.091 0.865 H28 52U 68 52U H29 H29 H 0 1 N N N -17.666 3.013 -3.104 -4.471 -0.506 -2.336 H29 52U 69 52U H30 H30 H 0 1 N N N -19.457 2.885 -3.155 -2.774 -0.959 -2.626 H30 52U 70 52U H31 H31 H 0 1 N N N -19.529 3.224 -0.716 -5.030 -2.942 -2.091 H31 52U 71 52U H32 H32 H 0 1 N N N -18.917 5.592 -0.724 -3.628 -2.174 -4.691 H32 52U 72 52U H33 H33 H 0 1 N N N -17.997 5.343 -2.247 -4.828 -3.476 -4.504 H33 52U 73 52U H34 H34 H 0 1 N N N -19.778 5.109 -2.224 -5.309 -1.779 -4.264 H34 52U 74 52U H35 H35 H 0 1 N N N -17.542 4.042 0.450 -2.865 -3.810 -1.403 H35 52U 75 52U H36 H36 H 0 1 N N N -17.333 2.361 -0.147 -3.293 -4.564 -2.958 H36 52U 76 52U H37 H37 H 0 1 N N N -16.556 3.726 -1.018 -2.108 -3.238 -2.909 H37 52U 77 52U H38 H38 H 0 1 N N N -17.093 2.326 -10.586 -4.855 5.494 -1.009 H38 52U 78 52U H39 H39 H 0 1 N N N -16.663 3.071 -9.009 -6.350 5.413 -0.047 H39 52U 79 52U H40 H40 H 0 1 N N N -16.036 1.442 -9.434 -5.206 6.755 0.197 H40 52U 80 # # 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 52U C04 O03 SING N N 1 52U O03 C2 SING N N 2 52U C2 C3 DOUB Y N 3 52U C2 C7 SING Y N 4 52U C3 C4 SING Y N 5 52U C7 C6 DOUB Y N 6 52U C4 C5 DOUB Y N 7 52U C6 C5 SING Y N 8 52U C5 S8 SING N N 9 52U S8 O9 DOUB N N 10 52U S8 O10 DOUB N N 11 52U S8 N11 SING N N 12 52U C12 N11 SING N N 13 52U C12 C13 SING N N 14 52U N11 C16 SING N N 15 52U C16 C17 SING N N 16 52U C15 C13 SING N N 17 52U C13 C14 SING N N 18 52U C32 C07 SING N N 19 52U C32 C19 SING N N 20 52U C17 O18 SING N N 21 52U C17 C19 SING N N 22 52U C06 C07 DOUB Y N 23 52U C06 C05 SING Y N 24 52U C07 C08 SING Y N 25 52U C19 N20 SING N N 26 52U C05 C09 DOUB Y N 27 52U C08 C03 DOUB Y N 28 52U C09 C03 SING Y N 29 52U N20 C21 SING N N 30 52U O22 C21 DOUB N N 31 52U C21 O23 SING N N 32 52U O23 C24 SING N N 33 52U C24 C01 SING N N 34 52U C24 C31 SING N N 35 52U C30 C29 SING N N 36 52U C30 C31 SING N N 37 52U C29 O28 SING N N 38 52U C01 C02 SING N N 39 52U C31 C27 SING N N 40 52U O28 C27 SING N N 41 52U C02 O01 SING N N 42 52U C27 O01 SING N N 43 52U C7 H1 SING N N 44 52U C6 H2 SING N N 45 52U C4 H3 SING N N 46 52U C3 H4 SING N N 47 52U C17 H5 SING N N 48 52U C19 H6 SING N N 49 52U C31 H7 SING N N 50 52U C30 H8 SING N N 51 52U C30 H9 SING N N 52 52U C29 H10 SING N N 53 52U C29 H11 SING N N 54 52U C27 H12 SING N N 55 52U C02 H13 SING N N 56 52U C02 H14 SING N N 57 52U C01 H15 SING N N 58 52U C01 H16 SING N N 59 52U C24 H17 SING N N 60 52U N20 H18 SING N N 61 52U C32 H19 SING N N 62 52U C32 H20 SING N N 63 52U C06 H21 SING N N 64 52U C05 H22 SING N N 65 52U C09 H23 SING N N 66 52U C03 H24 SING N N 67 52U C08 H25 SING N N 68 52U O18 H26 SING N N 69 52U C16 H27 SING N N 70 52U C16 H28 SING N N 71 52U C12 H29 SING N N 72 52U C12 H30 SING N N 73 52U C13 H31 SING N N 74 52U C15 H32 SING N N 75 52U C15 H33 SING N N 76 52U C15 H34 SING N N 77 52U C14 H35 SING N N 78 52U C14 H36 SING N N 79 52U C14 H37 SING N N 80 52U C04 H38 SING N N 81 52U C04 H39 SING N N 82 52U C04 H40 SING N N 83 # # 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 52U SMILES ACDLabs 12.01 "c4cc(S(N(CC(O)C(NC(OC2C1C(OCC1)OCC2)=O)Cc3ccccc3)CC(C)C)(=O)=O)ccc4OC" 52U InChI InChI 1.03 "InChI=1S/C29H40N2O8S/c1-20(2)18-31(40(34,35)23-11-9-22(36-3)10-12-23)19-26(32)25(17-21-7-5-4-6-8-21)30-29(33)39-27-14-16-38-28-24(27)13-15-37-28/h4-12,20,24-28,32H,13-19H2,1-3H3,(H,30,33)/t24-,25-,26+,27-,28+/m0/s1" 52U InChIKey InChI 1.03 JOCIWRMOTYJUAO-AJIIGFCHSA-N 52U SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3CCO[C@H]4OCC[C@@H]34" 52U SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CCO[CH]4OCC[CH]34" 52U SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CCO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)OC" 52U SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2CCOC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)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 52U "SYSTEMATIC NAME" ACDLabs 12.01 "(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" 52U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(3aS,4S,7aR)-3,3a,4,5,6,7a-hexahydro-2H-furo[2,3-b]pyran-4-yl] N-[(2S,3R)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 52U "Create component" 2015-07-20 RCSB 52U "Initial release" 2016-01-13 RCSB 52U "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 52U _pdbx_chem_comp_synonyms.name GRL-0476 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##