data_GR6 # _chem_comp.id GR6 _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl {(1S,2R)-1-benzyl-2-hydroxy-3-[(7E)-13-methoxy-1,1-dioxido-3,4,5,6,9,10-hexahydro-2H-11,1,2-benzoxathiazacyclotridecin-2-yl]propyl}carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H42 N2 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 630.749 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GR6 _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 3I6O _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 GR6 C1 C1 C 0 1 Y N N 21.346 -15.222 -7.678 3.910 3.376 0.553 C1 GR6 1 GR6 C2 C2 C 0 1 Y N N 21.798 -15.986 -6.607 4.731 2.447 -0.068 C2 GR6 2 GR6 C3 C3 C 0 1 Y N N 21.063 -17.125 -6.266 4.653 1.110 0.287 C3 GR6 3 GR6 C4 C4 C 0 1 Y N N 19.913 -17.480 -6.980 3.753 0.703 1.262 C4 GR6 4 GR6 C5 C5 C 0 1 Y N N 19.492 -16.689 -8.047 2.936 1.630 1.880 C5 GR6 5 GR6 C6 C6 C 0 1 Y N N 20.195 -15.564 -8.405 3.012 2.964 1.527 C6 GR6 6 GR6 S7 S7 S 0 1 N N N 18.986 -18.997 -6.691 3.652 -0.998 1.712 S7 GR6 7 GR6 O8 O8 O 0 1 N N N 18.051 -19.108 -7.801 4.835 -1.616 1.223 O8 GR6 8 GR6 O9 O9 O 0 1 N N N 19.925 -20.071 -6.365 3.261 -1.033 3.077 O9 GR6 9 GR6 N10 N10 N 0 1 N N N 18.051 -18.810 -5.315 2.375 -1.638 0.832 N10 GR6 10 GR6 C11 C11 C 0 1 N N N 18.610 -19.090 -3.998 2.321 -3.129 0.826 C11 GR6 11 GR6 C12 C12 C 0 1 N N N 18.386 -20.570 -3.560 2.319 -3.599 -0.629 C12 GR6 12 GR6 C13 C13 C 0 1 N N N 18.644 -20.727 -2.054 3.493 -4.553 -0.859 C13 GR6 13 GR6 C14 C14 C 0 1 N N N 20.116 -20.843 -1.650 4.238 -4.147 -2.132 C14 GR6 14 GR6 C15 C15 C 0 1 N N N 16.770 -18.141 -5.439 1.396 -0.804 0.130 C15 GR6 15 GR6 C16 C16 C 0 1 N N R 15.632 -19.083 -4.964 0.033 -0.932 0.814 C16 GR6 16 GR6 O17 O17 O 0 1 N N N 14.462 -18.293 -4.749 0.107 -0.380 2.130 O17 GR6 17 GR6 C18 C18 C 0 1 N N S 15.333 -20.204 -5.969 -1.018 -0.174 0.002 C18 GR6 18 GR6 N19 N19 N 0 1 N N N 14.446 -21.179 -5.348 -2.342 -0.395 0.590 N19 GR6 19 GR6 C20 C20 C 0 1 N N N 14.855 -22.418 -4.985 -3.446 -0.279 -0.175 C20 GR6 20 GR6 O21 O21 O 0 1 N N N 15.913 -22.949 -5.241 -3.344 0.008 -1.351 O21 GR6 21 GR6 O22 O22 O 0 1 N N N 13.847 -22.988 -4.260 -4.663 -0.482 0.366 O22 GR6 22 GR6 C23 C23 C 0 1 N N R 14.044 -24.393 -3.978 -5.807 -0.341 -0.516 C23 GR6 23 GR6 C24 C24 C 0 1 N N N 13.424 -24.649 -2.600 -6.168 -1.697 -1.148 C24 GR6 24 GR6 O25 O25 O 0 1 N N N 12.017 -24.567 -2.809 -7.469 -2.062 -0.668 O25 GR6 25 GR6 C26 C26 C 0 1 N N R 11.723 -25.164 -4.065 -8.168 -0.853 -0.319 C26 GR6 26 GR6 O27 O27 O 0 1 N N N 10.836 -24.356 -4.756 -9.071 -1.137 0.759 O27 GR6 27 GR6 C28 C28 C 0 1 N N N 11.458 -23.706 -5.893 -8.411 -0.979 2.018 C28 GR6 28 GR6 C29 C29 C 0 1 N N N 12.657 -24.606 -6.210 -6.961 -0.534 1.733 C29 GR6 29 GR6 C30 C30 C 0 1 N N S 13.064 -25.197 -4.868 -7.060 0.062 0.289 C30 GR6 30 GR6 C31 C31 C 0 1 N N N 14.596 -19.722 -7.267 -0.696 1.321 0.019 C31 GR6 31 GR6 C32 C32 C 0 1 Y N N 13.072 -21.450 -8.316 -2.847 2.540 -0.370 C32 GR6 32 GR6 C33 C33 C 0 1 Y N N 12.752 -22.555 -9.105 -3.727 3.216 -1.194 C33 GR6 33 GR6 C34 C34 C 0 1 Y N N 13.812 -23.178 -9.769 -3.419 3.406 -2.528 C34 GR6 34 GR6 C35 C35 C 0 1 Y N N 15.115 -22.700 -9.636 -2.230 2.919 -3.038 C35 GR6 35 GR6 C36 C36 C 0 1 Y N N 15.412 -21.585 -8.838 -1.349 2.243 -2.215 C36 GR6 36 GR6 C37 C37 C 0 1 Y N N 14.373 -20.928 -8.151 -1.658 2.053 -0.881 C37 GR6 37 GR6 O38 O38 O 0 1 N N N 21.995 -14.100 -8.080 3.988 4.689 0.211 O38 GR6 38 GR6 C39 C39 C 0 1 N N N 23.364 -13.990 -7.592 3.112 5.589 0.891 C39 GR6 39 GR6 O40 O40 O 0 1 N N N 21.440 -17.926 -5.229 5.455 0.196 -0.320 O40 GR6 40 GR6 C41 C41 C 0 1 N N N 22.509 -17.473 -4.390 5.597 0.299 -1.738 C41 GR6 41 GR6 C42 C42 C 0 1 N N N 22.699 -18.438 -3.257 6.336 -0.933 -2.266 C42 GR6 42 GR6 C43 C43 C 0 1 N N N 21.547 -18.950 -2.460 5.340 -2.016 -2.588 C43 GR6 43 GR6 C44 C44 C 0 1 N N N 21.253 -20.266 -2.425 5.234 -3.064 -1.808 C44 GR6 44 GR6 H2 H2 H 0 1 N N N 22.686 -15.709 -6.058 5.431 2.765 -0.827 H2 GR6 45 GR6 H5 H5 H 0 1 N N N 18.604 -16.963 -8.598 2.237 1.312 2.639 H5 GR6 46 GR6 H6 H6 H 0 1 N N N 19.867 -14.953 -9.233 2.372 3.688 2.010 H6 GR6 47 GR6 H11 H11 H 0 1 N N N 19.692 -18.895 -4.029 3.193 -3.531 1.342 H11 GR6 48 GR6 H11A H11A H 0 0 N N N 18.099 -18.442 -3.270 1.411 -3.466 1.324 H11A GR6 49 GR6 H12 H12 H 0 1 N N N 17.348 -20.859 -3.781 1.383 -4.116 -0.843 H12 GR6 50 GR6 H12A H12A H 0 0 N N N 19.085 -21.216 -4.112 2.416 -2.737 -1.290 H12A GR6 51 GR6 H13 H13 H 0 1 N N N 18.231 -19.839 -1.552 4.173 -4.503 -0.009 H13 GR6 52 GR6 H13A H13A H 0 0 N N N 18.169 -21.674 -1.758 3.118 -5.571 -0.966 H13A GR6 53 GR6 H14 H14 H 0 1 N N N 20.175 -20.358 -0.664 4.761 -5.012 -2.539 H14 GR6 54 GR6 H14A H14A H 0 0 N N N 20.290 -21.921 -1.785 3.524 -3.776 -2.868 H14A GR6 55 GR6 H15 H15 H 0 1 N N N 16.773 -17.232 -4.819 1.720 0.236 0.157 H15 GR6 56 GR6 H15A H15A H 0 0 N N N 16.602 -17.874 -6.493 1.315 -1.133 -0.906 H15A GR6 57 GR6 H16 H16 H 0 1 N N N 15.954 -19.576 -4.035 -0.244 -1.984 0.877 H16 GR6 58 GR6 HO17 HO17 H 0 0 N N N 14.364 -18.118 -3.820 0.351 0.556 2.151 HO17 GR6 59 GR6 H18 H18 H 0 1 N N N 16.315 -20.613 -6.250 -1.013 -0.535 -1.027 H18 GR6 60 GR6 HN19 HN19 H 0 0 N N N 13.494 -20.922 -5.183 -2.424 -0.624 1.528 HN19 GR6 61 GR6 H23 H23 H 0 1 N N N 15.107 -24.651 -4.095 -5.600 0.396 -1.292 H23 GR6 62 GR6 H24 H24 H 0 1 N N N 13.709 -25.640 -2.217 -6.186 -1.607 -2.234 H24 GR6 63 GR6 H24A H24A H 0 0 N N N 13.772 -23.923 -1.851 -5.437 -2.450 -0.852 H24A GR6 64 GR6 H26 H26 H 0 1 N N N 11.290 -26.167 -3.933 -8.668 -0.397 -1.173 H26 GR6 65 GR6 H28 H28 H 0 1 N N N 10.767 -23.639 -6.747 -8.921 -0.219 2.611 H28 GR6 66 GR6 H28A H28A H 0 0 N N N 11.750 -22.667 -5.681 -8.409 -1.927 2.556 H28A GR6 67 GR6 H29 H29 H 0 1 N N N 12.380 -25.397 -6.923 -6.644 0.229 2.444 H29 GR6 68 GR6 H29A H29A H 0 0 N N N 13.479 -24.048 -6.683 -6.284 -1.387 1.752 H29A GR6 69 GR6 H30 H30 H 0 1 N N N 13.570 -26.151 -5.080 -7.272 1.130 0.266 H30 GR6 70 GR6 H31 H31 H 0 1 N N N 13.631 -19.265 -7.004 -0.788 1.702 1.036 H31 GR6 71 GR6 H31A H31A H 0 0 N N N 15.202 -18.969 -7.793 0.323 1.477 -0.336 H31A GR6 72 GR6 H32 H32 H 0 1 N N N 12.265 -20.958 -7.793 -3.086 2.395 0.673 H32 GR6 73 GR6 H33 H33 H 0 1 N N N 11.737 -22.911 -9.198 -4.656 3.596 -0.795 H33 GR6 74 GR6 H34 H34 H 0 1 N N N 13.620 -24.039 -10.392 -4.107 3.934 -3.171 H34 GR6 75 GR6 H35 H35 H 0 1 N N N 15.916 -23.201 -10.160 -1.990 3.067 -4.081 H35 GR6 76 GR6 H36 H36 H 0 1 N N N 16.429 -21.233 -8.751 -0.421 1.863 -2.613 H36 GR6 77 GR6 H39 H39 H 0 1 N N N 24.057 -13.962 -8.446 3.276 6.603 0.525 H39 GR6 78 GR6 H39A H39A H 0 0 N N N 23.470 -13.067 -7.004 2.078 5.300 0.706 H39A GR6 79 GR6 H39B H39B H 0 0 N N N 23.598 -14.858 -6.958 3.313 5.553 1.962 H39B GR6 80 GR6 H41 H41 H 0 1 N N N 23.436 -17.412 -4.979 4.610 0.356 -2.198 H41 GR6 81 GR6 H41A H41A H 0 0 N N N 22.263 -16.479 -3.988 6.165 1.196 -1.983 H41A GR6 82 GR6 H42 H42 H 0 1 N N N 23.168 -19.328 -3.703 6.888 -0.667 -3.167 H42 GR6 83 GR6 H42A H42A H 0 0 N N N 23.255 -17.839 -2.521 7.031 -1.292 -1.507 H42A GR6 84 GR6 H43 H43 H 0 1 N N N 20.938 -18.255 -1.901 4.713 -1.931 -3.464 H43 GR6 85 GR6 H44 H44 H 0 1 N N N 21.877 -20.942 -2.991 5.861 -3.151 -0.933 H44 GR6 86 # 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 GR6 C6 C1 DOUB Y N 1 GR6 O38 C1 SING N N 2 GR6 C1 C2 SING Y N 3 GR6 C2 C3 DOUB Y N 4 GR6 C2 H2 SING N N 5 GR6 C4 C3 SING Y N 6 GR6 C3 O40 SING N N 7 GR6 C5 C4 DOUB Y N 8 GR6 C4 S7 SING N N 9 GR6 C6 C5 SING Y N 10 GR6 C5 H5 SING N N 11 GR6 C6 H6 SING N N 12 GR6 O8 S7 DOUB N N 13 GR6 S7 O9 DOUB N N 14 GR6 S7 N10 SING N N 15 GR6 C15 N10 SING N N 16 GR6 N10 C11 SING N N 17 GR6 C11 C12 SING N N 18 GR6 C11 H11 SING N N 19 GR6 C11 H11A SING N N 20 GR6 C12 C13 SING N N 21 GR6 C12 H12 SING N N 22 GR6 C12 H12A SING N N 23 GR6 C13 C14 SING N N 24 GR6 C13 H13 SING N N 25 GR6 C13 H13A SING N N 26 GR6 C44 C14 SING N N 27 GR6 C14 H14 SING N N 28 GR6 C14 H14A SING N N 29 GR6 C15 C16 SING N N 30 GR6 C15 H15 SING N N 31 GR6 C15 H15A SING N N 32 GR6 C18 C16 SING N N 33 GR6 C16 O17 SING N N 34 GR6 C16 H16 SING N N 35 GR6 O17 HO17 SING N N 36 GR6 C31 C18 SING N N 37 GR6 C18 N19 SING N N 38 GR6 C18 H18 SING N N 39 GR6 N19 C20 SING N N 40 GR6 N19 HN19 SING N N 41 GR6 O21 C20 DOUB N N 42 GR6 C20 O22 SING N N 43 GR6 O22 C23 SING N N 44 GR6 C30 C23 SING N N 45 GR6 C23 C24 SING N N 46 GR6 C23 H23 SING N N 47 GR6 O25 C24 SING N N 48 GR6 C24 H24 SING N N 49 GR6 C24 H24A SING N N 50 GR6 C26 O25 SING N N 51 GR6 C30 C26 SING N N 52 GR6 O27 C26 SING N N 53 GR6 C26 H26 SING N N 54 GR6 C28 O27 SING N N 55 GR6 C29 C28 SING N N 56 GR6 C28 H28 SING N N 57 GR6 C28 H28A SING N N 58 GR6 C29 C30 SING N N 59 GR6 C29 H29 SING N N 60 GR6 C29 H29A SING N N 61 GR6 C30 H30 SING N N 62 GR6 C37 C31 SING N N 63 GR6 C31 H31 SING N N 64 GR6 C31 H31A SING N N 65 GR6 C33 C32 DOUB Y N 66 GR6 C32 C37 SING Y N 67 GR6 C32 H32 SING N N 68 GR6 C34 C33 SING Y N 69 GR6 C33 H33 SING N N 70 GR6 C34 C35 DOUB Y N 71 GR6 C34 H34 SING N N 72 GR6 C35 C36 SING Y N 73 GR6 C35 H35 SING N N 74 GR6 C36 C37 DOUB Y N 75 GR6 C36 H36 SING N N 76 GR6 O38 C39 SING N N 77 GR6 C39 H39 SING N N 78 GR6 C39 H39A SING N N 79 GR6 C39 H39B SING N N 80 GR6 O40 C41 SING N N 81 GR6 C41 C42 SING N N 82 GR6 C41 H41 SING N N 83 GR6 C41 H41A SING N N 84 GR6 C42 C43 SING N N 85 GR6 C42 H42 SING N N 86 GR6 C42 H42A SING N E 87 GR6 C43 C44 DOUB N N 88 GR6 C43 H43 SING N N 89 GR6 C44 H44 SING N N 90 # 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 GR6 SMILES ACDLabs 10.04 "O=C(OC1C2CCOC2OC1)NC(Cc3ccccc3)C(O)CN5CCCCC=CCCOc4cc(OC)ccc4S5(=O)=O" GR6 SMILES_CANONICAL CACTVS 3.341 "COc1ccc2c(OCC\C=C\CCCCN(C[C@@H](O)[C@H](Cc3ccccc3)NC(=O)O[C@H]4CO[C@H]5OCC[C@@H]45)[S]2(=O)=O)c1" GR6 SMILES CACTVS 3.341 "COc1ccc2c(OCCC=CCCCCN(C[CH](O)[CH](Cc3ccccc3)NC(=O)O[CH]4CO[CH]5OCC[CH]45)[S]2(=O)=O)c1" GR6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc2c(c1)OCC\C=C\CCCCN(S2(=O)=O)C[C@H]([C@H](Cc3ccccc3)NC(=O)O[C@H]4CO[C@@H]5[C@H]4CCO5)O" GR6 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc2c(c1)OCCC=CCCCCN(S2(=O)=O)CC(C(Cc3ccccc3)NC(=O)OC4COC5C4CCO5)O" GR6 InChI InChI 1.03 ;InChI=1S/C32H42N2O9S/c1-39-24-13-14-30-28(20-24)40-17-10-5-3-2-4-9-16-34(44(30,37)38)21-27(35)26(19-23-11-7-6-8-12-23)33-32(36)43-29-22-42-31-25(29)15-18-41-31/h3,5-8,11-14,20,25-27,29,31,35H,2,4,9-10,15-19,21-22H2,1H3,(H,33,36)/b5-3+/t25-,26-,27+,29-,31+/m0/s1 ; GR6 InChIKey InChI 1.03 ZQJBDIZBNGQJDT-JZAADHNPSA-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 GR6 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl {(1S,2R)-1-benzyl-2-hydroxy-3-[(7E)-13-methoxy-1,1-dioxido-3,4,5,6,9,10-hexahydro-2H-11,1,2-benzoxathiazacyclotridecin-2-yl]propyl}carbamate" GR6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[5,4-b]furan-3-yl] N-[(2S,3R)-3-hydroxy-4-[(5E)-16-methoxy-12,12-dioxo-2-oxa-12$l^{6}-thia-11-azabicyclo[11.4.0]heptadeca-1(17),5,13,15-tetraen-11-yl]-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 GR6 "Create component" 2009-07-08 RCSB GR6 "Modify aromatic_flag" 2011-06-04 RCSB GR6 "Modify descriptor" 2011-06-04 RCSB #