data_52W # _chem_comp.id 52W _chem_comp.name "(3R,3aS,4S,7aS)-3-hydroxyhexahydro-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 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GRL-015 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-20 _chem_comp.pdbx_modified_date 2021-03-01 _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 592.701 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 52W _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 5CON _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 52W N11 N1 N 0 1 N N N -10.287 15.337 1.535 -3.027 -1.323 0.003 N11 52W 1 52W C12 C1 C 0 1 N N N -11.587 14.734 1.999 -3.183 -2.431 0.948 C12 52W 2 52W C13 C2 C 0 1 N N N -12.141 13.642 1.057 -3.595 -1.881 2.315 C13 52W 3 52W C14 C3 C 0 1 N N N -13.664 13.681 1.022 -4.963 -1.205 2.202 C14 52W 4 52W C15 C4 C 0 1 N N N -11.607 13.732 -0.357 -3.675 -3.029 3.324 C15 52W 5 52W C31 C5 C 0 1 N N S -6.740 16.146 -6.127 6.450 -0.147 -0.414 C31 52W 6 52W C32 C6 C 0 1 N N N -7.732 17.977 0.055 0.234 1.436 -0.749 C32 52W 7 52W C1 C7 C 0 1 N N R -5.680 16.877 -5.369 6.655 -1.564 -0.983 C1 52W 8 52W O1 O1 O 0 1 N N N -4.403 16.875 -5.906 6.078 -1.671 -2.285 O1 52W 9 52W C29 C8 C 0 1 N N N -6.114 18.330 -5.257 8.191 -1.706 -1.055 C29 52W 10 52W O28 O2 O 0 1 N N N -7.107 18.562 -6.271 8.754 -0.460 -0.605 O28 52W 11 52W C27 C9 C 0 1 N N S -7.269 17.279 -7.005 7.785 0.124 0.308 C27 52W 12 52W O01 O3 O 0 1 N N N -8.547 16.965 -7.698 7.868 -0.633 1.517 O01 52W 13 52W C02 C10 C 0 1 N N N -9.576 16.365 -6.934 6.793 -0.457 2.435 C02 52W 14 52W C01 C11 C 0 1 N N N -9.122 15.139 -6.109 5.500 -0.940 1.766 C01 52W 15 52W C24 C12 C 0 1 N N S -7.825 15.418 -5.356 5.261 -0.081 0.522 C24 52W 16 52W O23 O4 O 0 1 N N N -8.034 16.281 -4.252 4.080 -0.562 -0.171 O23 52W 17 52W C21 C13 C 0 1 N N N -8.422 15.962 -2.945 2.896 -0.040 0.202 C21 52W 18 52W O22 O5 O 0 1 N N N -8.026 14.969 -2.352 2.852 0.796 1.083 O22 52W 19 52W N20 N2 N 0 1 N N N -8.857 17.162 -2.220 1.761 -0.444 -0.401 N20 52W 20 52W C19 C14 C 0 1 N N S -8.825 17.041 -0.684 0.473 0.125 0.004 C19 52W 21 52W C07 C15 C 0 1 Y N N -6.364 17.749 -0.559 1.268 2.450 -0.332 C07 52W 22 52W C06 C16 C 0 1 Y N N -5.866 18.675 -1.482 1.022 3.286 0.742 C06 52W 23 52W C05 C17 C 0 1 Y N N -4.605 18.478 -2.052 1.972 4.213 1.127 C05 52W 24 52W C09 C18 C 0 1 Y N N -3.866 17.354 -1.690 3.168 4.304 0.439 C09 52W 25 52W C03 C19 C 0 1 Y N N -4.351 16.429 -0.771 3.414 3.468 -0.634 C03 52W 26 52W C08 C20 C 0 1 Y N N -5.616 16.634 -0.198 2.463 2.542 -1.020 C08 52W 27 52W C17 C21 C 0 1 N N R -10.316 17.175 -0.090 -0.647 -0.863 -0.324 C17 52W 28 52W O18 O6 O 0 1 N N N -10.709 18.456 -0.357 -0.737 -1.029 -1.740 O18 52W 29 52W C16 C22 C 0 1 N N N -10.464 16.817 1.395 -1.975 -0.325 0.212 C16 52W 30 52W S8 S1 S 0 1 N N N -8.995 14.952 2.543 -4.035 -1.204 -1.306 S8 52W 31 52W O9 O7 O 0 1 N N N -7.822 15.764 2.328 -3.340 -0.435 -2.279 O9 52W 32 52W O10 O8 O 0 1 N N N -8.461 13.661 2.234 -4.525 -2.513 -1.556 O10 52W 33 52W C5 C23 C 0 1 Y N N -9.445 14.978 4.260 -5.423 -0.239 -0.809 C5 52W 34 52W C4 C24 C 0 1 Y N N -10.049 13.838 4.770 -5.398 1.135 -0.960 C4 52W 35 52W C3 C25 C 0 1 Y N N -10.429 13.802 6.105 -6.485 1.894 -0.571 C3 52W 36 52W C2 C26 C 0 1 Y N N -10.176 14.906 6.923 -7.602 1.276 -0.028 C2 52W 37 52W O03 O9 O 0 1 N N N -10.567 14.802 8.247 -8.672 2.020 0.356 O03 52W 38 52W C04 C27 C 0 1 N N N -10.612 13.510 8.801 -9.788 1.317 0.907 C04 52W 39 52W C7 C28 C 0 1 Y N N -9.551 16.065 6.413 -7.624 -0.103 0.123 C7 52W 40 52W C6 C29 C 0 1 Y N N -9.176 16.096 5.058 -6.537 -0.858 -0.273 C6 52W 41 52W H1 H1 H 0 1 N N N -12.334 15.538 2.075 -3.952 -3.114 0.585 H1 52W 42 52W H2 H2 H 0 1 N N N -11.427 14.287 2.991 -2.238 -2.966 1.041 H2 52W 43 52W H3 H3 H 0 1 N N N -11.841 12.667 1.469 -2.856 -1.153 2.651 H3 52W 44 52W H4 H4 H 0 1 N N N -14.057 13.616 2.047 -5.681 -1.908 1.780 H4 52W 45 52W H5 H5 H 0 1 N N N -13.996 14.623 0.562 -5.297 -0.894 3.192 H5 52W 46 52W H6 H6 H 0 1 N N N -14.039 12.832 0.431 -4.884 -0.332 1.554 H6 52W 47 52W H7 H7 H 0 1 N N N -10.508 13.704 -0.337 -2.700 -3.510 3.405 H7 52W 48 52W H8 H8 H 0 1 N N N -11.984 12.883 -0.946 -3.968 -2.637 4.298 H8 52W 49 52W H9 H9 H 0 1 N N N -11.941 14.674 -0.816 -4.413 -3.757 2.988 H9 52W 50 52W H10 H10 H 0 1 N N N -6.247 15.415 -6.785 6.317 0.563 -1.230 H10 52W 51 52W H11 H11 H 0 1 N N N -8.015 19.033 -0.064 0.312 1.257 -1.821 H11 52W 52 52W H12 H12 H 0 1 N N N -7.699 17.725 1.125 -0.761 1.813 -0.515 H12 52W 53 52W H13 H13 H 0 1 N N N -5.647 16.462 -4.351 6.232 -2.312 -0.312 H13 52W 54 52W H14 H14 H 0 1 N N N -3.820 17.368 -5.340 6.180 -2.544 -2.690 H14 52W 55 52W H15 H15 H 0 1 N N N -5.251 18.993 -5.417 8.520 -2.517 -0.406 H15 52W 56 52W H16 H16 H 0 1 N N N -6.542 18.519 -4.261 8.497 -1.905 -2.082 H16 52W 57 52W H17 H17 H 0 1 N N N -6.532 17.342 -7.819 7.957 1.188 0.469 H17 52W 58 52W H18 H18 H 0 1 N N N -9.974 17.119 -6.240 6.981 -1.042 3.335 H18 52W 59 52W H19 H19 H 0 1 N N N -10.372 16.042 -7.621 6.700 0.598 2.693 H19 52W 60 52W H20 H20 H 0 1 N N N -9.909 14.886 -5.383 5.603 -1.986 1.477 H20 52W 61 52W H21 H21 H 0 1 N N N -8.964 14.289 -6.790 4.664 -0.828 2.457 H21 52W 62 52W H22 H22 H 0 1 N N N -7.417 14.459 -5.005 5.101 0.954 0.826 H22 52W 63 52W H23 H23 H 0 1 N N N -9.152 17.995 -2.688 1.796 -1.111 -1.105 H23 52W 64 52W H24 H24 H 0 1 N N N -8.517 16.008 -0.466 0.484 0.320 1.077 H24 52W 65 52W H25 H25 H 0 1 N N N -6.454 19.539 -1.753 0.088 3.214 1.279 H25 52W 66 52W H26 H26 H 0 1 N N N -4.209 19.188 -2.763 1.780 4.866 1.965 H26 52W 67 52W H27 H27 H 0 1 N N N -2.894 17.197 -2.133 3.910 5.029 0.740 H27 52W 68 52W H28 H28 H 0 1 N N N -3.762 15.565 -0.502 4.348 3.540 -1.171 H28 52W 69 52W H29 H29 H 0 1 N N N -6.007 15.928 0.520 2.657 1.886 -1.856 H29 52W 70 52W H30 H30 H 0 1 N N N -10.942 16.473 -0.659 -0.431 -1.825 0.141 H30 52W 71 52W H31 H31 H 0 1 N N N -11.589 18.593 -0.026 -0.928 -0.211 -2.221 H31 52W 72 52W H32 H32 H 0 1 N N N -9.697 17.342 1.984 -2.235 0.592 -0.317 H32 52W 73 52W H33 H33 H 0 1 N N N -11.463 17.109 1.751 -1.880 -0.116 1.277 H33 52W 74 52W H34 H34 H 0 1 N N N -10.223 12.984 4.133 -4.528 1.616 -1.383 H34 52W 75 52W H35 H35 H 0 1 N N N -10.917 12.927 6.508 -6.465 2.967 -0.689 H35 52W 76 52W H36 H36 H 0 1 N N N -10.936 13.572 9.851 -10.571 2.027 1.170 H36 52W 77 52W H37 H37 H 0 1 N N N -11.324 12.892 8.234 -10.171 0.609 0.171 H37 52W 78 52W H38 H38 H 0 1 N N N -9.612 13.055 8.752 -9.471 0.777 1.799 H38 52W 79 52W H39 H39 H 0 1 N N N -9.364 16.914 7.053 -8.493 -0.586 0.546 H39 52W 80 52W H40 H40 H 0 1 N N N -8.690 16.966 4.641 -6.556 -1.931 -0.160 H40 52W 81 # # 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 52W O01 C27 SING N N 1 52W O01 C02 SING N N 2 52W C27 O28 SING N N 3 52W C27 C31 SING N N 4 52W C02 C01 SING N N 5 52W O28 C29 SING N N 6 52W C31 C1 SING N N 7 52W C31 C24 SING N N 8 52W C01 C24 SING N N 9 52W O1 C1 SING N N 10 52W C1 C29 SING N N 11 52W C24 O23 SING N N 12 52W O23 C21 SING N N 13 52W C21 O22 DOUB N N 14 52W C21 N20 SING N N 15 52W N20 C19 SING N N 16 52W C05 C09 DOUB Y N 17 52W C05 C06 SING Y N 18 52W C09 C03 SING Y N 19 52W C06 C07 DOUB Y N 20 52W C03 C08 DOUB Y N 21 52W C19 C17 SING N N 22 52W C19 C32 SING N N 23 52W C07 C08 SING Y N 24 52W C07 C32 SING N N 25 52W C15 C13 SING N N 26 52W O18 C17 SING N N 27 52W C17 C16 SING N N 28 52W C14 C13 SING N N 29 52W C13 C12 SING N N 30 52W C16 N11 SING N N 31 52W N11 C12 SING N N 32 52W N11 S8 SING N N 33 52W O10 S8 DOUB N N 34 52W O9 S8 DOUB N N 35 52W S8 C5 SING N N 36 52W C5 C4 DOUB Y N 37 52W C5 C6 SING Y N 38 52W C4 C3 SING Y N 39 52W C6 C7 DOUB Y N 40 52W C3 C2 DOUB Y N 41 52W C7 C2 SING Y N 42 52W C2 O03 SING N N 43 52W O03 C04 SING N N 44 52W C12 H1 SING N N 45 52W C12 H2 SING N N 46 52W C13 H3 SING N N 47 52W C14 H4 SING N N 48 52W C14 H5 SING N N 49 52W C14 H6 SING N N 50 52W C15 H7 SING N N 51 52W C15 H8 SING N N 52 52W C15 H9 SING N N 53 52W C31 H10 SING N N 54 52W C32 H11 SING N N 55 52W C32 H12 SING N N 56 52W C1 H13 SING N N 57 52W O1 H14 SING N N 58 52W C29 H15 SING N N 59 52W C29 H16 SING N N 60 52W C27 H17 SING N N 61 52W C02 H18 SING N N 62 52W C02 H19 SING N N 63 52W C01 H20 SING N N 64 52W C01 H21 SING N N 65 52W C24 H22 SING N N 66 52W N20 H23 SING N N 67 52W C19 H24 SING N N 68 52W C06 H25 SING N N 69 52W C05 H26 SING N N 70 52W C09 H27 SING N N 71 52W C03 H28 SING N N 72 52W C08 H29 SING N N 73 52W C17 H30 SING N N 74 52W O18 H31 SING N N 75 52W C16 H32 SING N N 76 52W C16 H33 SING N N 77 52W C4 H34 SING N N 78 52W C3 H35 SING N N 79 52W C04 H36 SING N N 80 52W C04 H37 SING N N 81 52W C04 H38 SING N N 82 52W C7 H39 SING N N 83 52W C6 H40 SING N N 84 # # 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 52W SMILES ACDLabs 12.01 "N(CC(C)C)(S(c1ccc(OC)cc1)(=O)=O)CC(C(Cc2ccccc2)NC(OC4C3C(COC3OCC4)O)=O)O" 52W InChI InChI 1.03 "InChI=1S/C29H40N2O9S/c1-19(2)16-31(41(35,36)22-11-9-21(37-3)10-12-22)17-24(32)23(15-20-7-5-4-6-8-20)30-29(34)40-26-13-14-38-28-27(26)25(33)18-39-28/h4-12,19,23-28,32-33H,13-18H2,1-3H3,(H,30,34)/t23-,24+,25-,26-,27-,28-/m0/s1" 52W InChIKey InChI 1.03 BCSIHXKFONPDJO-QWGZUQTQSA-N 52W 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]4OC[C@H](O)[C@@H]34" 52W SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CCO[CH]4OC[CH](O)[CH]34" 52W 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]2[C@H](CO3)O)O)S(=O)(=O)c4ccc(cc4)OC" 52W SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2CCOC3C2C(CO3)O)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 52W "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,4S,7aS)-3-hydroxyhexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamate" 52W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(3R,3aS,4S,7aS)-3-oxidanyl-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 52W "Create component" 2015-07-20 RCSB 52W "Initial release" 2016-01-13 RCSB 52W "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 52W _pdbx_chem_comp_synonyms.name GRL-015 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##