data_6KR # _chem_comp.id 6KR _chem_comp.name "(3R,3aS,7aR)-hexahydro-4H-furo[2,3-b]pyran-3-yl {(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-[(3R,5R,7R)-tricyclo[3.3.1.1~3,7~]decan-1-yl]butan-2-yl}carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H50 N2 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-22 _chem_comp.pdbx_modified_date 2016-09-16 _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 634.824 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6KR _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 5JG1 _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 6KR O10 O1 O 0 1 N N N 19.054 22.896 15.901 -4.101 3.086 1.084 O10 6KR 1 6KR C12 C1 C 0 1 N N N 18.500 24.602 18.362 -3.538 0.737 2.582 C12 6KR 2 6KR C13 C2 C 0 1 N N N 18.171 23.975 19.734 -4.690 -0.270 2.582 C13 6KR 3 6KR C14 C3 C 0 1 N N N 18.216 22.447 19.647 -4.163 -1.648 2.176 C14 6KR 4 6KR C15 C4 C 0 1 N N N 19.166 24.417 20.799 -5.299 -0.350 3.983 C15 6KR 5 6KR C16 C5 C 0 1 N N N 16.256 24.837 17.466 -1.978 -0.045 0.740 C16 6KR 6 6KR C17 C6 C 0 1 N N R 15.136 23.887 17.958 -0.600 0.465 1.166 C17 6KR 7 6KR C19 C7 C 0 1 N N S 14.743 22.797 16.964 0.484 -0.426 0.558 C19 6KR 8 6KR C21 C8 C 0 1 N N N 14.226 20.645 18.118 2.624 0.514 -0.132 C21 6KR 9 6KR C24 C9 C 0 1 N N R 13.478 18.743 19.400 4.693 1.351 -0.976 C24 6KR 10 6KR C25 C10 C 0 1 N N N 12.878 18.765 20.804 4.525 2.856 -1.267 C25 6KR 11 6KR O28 O2 O 0 1 N N N 10.464 18.723 18.710 8.063 2.798 -0.792 O28 6KR 12 6KR C2 C11 C 0 1 Y N N 20.690 27.688 14.826 -7.111 0.371 -2.035 C2 6KR 13 6KR C3 C12 C 0 1 Y N N 19.368 27.646 14.424 -7.308 1.002 -0.815 C3 6KR 14 6KR C4 C13 C 0 1 Y N N 18.585 26.513 14.649 -6.229 1.521 -0.126 C4 6KR 15 6KR C5 C14 C 0 1 Y N N 19.138 25.402 15.277 -4.955 1.411 -0.650 C5 6KR 16 6KR C6 C15 C 0 1 Y N N 20.457 25.440 15.631 -4.756 0.784 -1.866 C6 6KR 17 6KR C7 C16 C 0 1 Y N N 21.290 26.545 15.347 -5.832 0.263 -2.559 C7 6KR 18 6KR S8 S1 S 0 1 N N N 18.165 24.013 15.779 -3.581 2.074 0.232 S8 6KR 19 6KR O9 O3 O 0 1 N N N 17.105 23.965 14.772 -2.564 2.316 -0.731 O9 6KR 20 6KR N11 N1 N 0 1 N N N 17.516 24.155 17.322 -3.011 0.876 1.223 N11 6KR 21 6KR O18 O4 O 0 1 N N N 14.009 24.739 18.236 -0.500 0.431 2.592 O18 6KR 22 6KR N20 N2 N 0 1 N N N 13.830 21.818 17.623 1.804 0.130 0.867 N20 6KR 23 6KR O22 O5 O 0 1 N N N 15.365 20.193 18.028 2.243 0.462 -1.284 O22 6KR 24 6KR O23 O6 O 0 1 N N N 13.198 19.997 18.778 3.865 0.955 0.148 O23 6KR 25 6KR O26 O7 O 0 1 N N N 11.508 18.400 20.683 5.811 3.476 -1.072 O26 6KR 26 6KR C27 C17 C 0 1 N N R 11.267 17.779 19.441 6.793 2.454 -1.299 C27 6KR 27 6KR C29 C18 C 0 1 N N N 10.208 18.212 17.365 8.155 2.962 0.623 C29 6KR 28 6KR C30 C19 C 0 1 N N N 11.543 18.312 16.673 7.760 1.638 1.289 C30 6KR 29 6KR C41 C20 C 0 1 N N N 12.634 17.551 17.341 6.320 1.310 0.896 C41 6KR 30 6KR C31 C21 C 0 1 N N S 12.645 17.641 18.810 6.200 1.200 -0.627 C31 6KR 31 6KR C32 C22 C 0 1 N N N 14.019 23.276 15.718 0.375 -1.835 1.144 C32 6KR 32 6KR C51 C23 C 0 1 N N N 13.736 22.286 14.584 1.291 -2.783 0.367 C51 6KR 33 6KR C52 C24 C 0 1 N N N 12.431 21.526 14.790 1.204 -4.186 0.972 C52 6KR 34 6KR C53 C25 C 0 1 N N N 12.173 20.638 13.574 2.119 -5.134 0.196 C53 6KR 35 6KR C54 C26 C 0 1 N N N 13.264 19.586 13.428 3.562 -4.631 0.278 C54 6KR 36 6KR C55 C27 C 0 1 N N N 14.573 20.336 13.197 3.649 -3.229 -0.326 C55 6KR 37 6KR C56 C28 C 0 1 N N N 14.456 21.185 11.928 3.209 -3.277 -1.791 C56 6KR 38 6KR C57 C29 C 0 1 N N N 13.328 22.229 12.075 1.767 -3.780 -1.874 C57 6KR 39 6KR C58 C30 C 0 1 N N N 13.624 23.119 13.312 0.851 -2.831 -1.097 C58 6KR 40 6KR C59 C31 C 0 1 N N N 14.857 21.290 14.351 2.733 -2.281 0.450 C59 6KR 41 6KR C60 C32 C 0 1 N N N 12.014 21.495 12.325 1.680 -5.182 -1.269 C60 6KR 42 6KR O39 O8 O 0 1 N N N 21.317 28.887 14.658 -8.170 -0.145 -2.713 O39 6KR 43 6KR C40 C33 C 0 1 N N N 22.721 28.888 15.022 -9.459 0.003 -2.113 C40 6KR 44 6KR H1 H1 H 0 1 N N N 19.511 24.294 18.058 -3.901 1.703 2.932 H1 6KR 45 6KR H2 H2 H 0 1 N N N 18.461 25.698 18.448 -2.748 0.383 3.245 H2 6KR 46 6KR H3 H3 H 0 1 N N N 17.160 24.287 20.034 -5.453 0.051 1.872 H3 6KR 47 6KR H4 H4 H 0 1 N N N 17.980 22.016 20.631 -4.982 -2.368 2.188 H4 6KR 48 6KR H5 H5 H 0 1 N N N 17.478 22.100 18.908 -3.742 -1.595 1.172 H5 6KR 49 6KR H6 H6 H 0 1 N N N 19.222 22.127 19.339 -3.392 -1.963 2.878 H6 6KR 50 6KR H7 H7 H 0 1 N N N 18.904 23.954 21.762 -5.675 0.632 4.272 H7 6KR 51 6KR H8 H8 H 0 1 N N N 20.179 24.105 20.506 -6.120 -1.067 3.982 H8 6KR 52 6KR H9 H9 H 0 1 N N N 19.134 25.512 20.899 -4.537 -0.670 4.693 H9 6KR 53 6KR H10 H10 H 0 1 N N N 16.375 25.653 18.194 -2.024 -0.103 -0.348 H10 6KR 54 6KR H11 H11 H 0 1 N N N 15.965 25.255 16.491 -2.147 -1.035 1.164 H11 6KR 55 6KR H12 H12 H 0 1 N N N 15.475 23.407 18.887 -0.468 1.489 0.817 H12 6KR 56 6KR H13 H13 H 0 1 N N N 15.657 22.271 16.652 0.353 -0.471 -0.523 H13 6KR 57 6KR H14 H14 H 0 1 N N N 14.549 18.492 19.416 4.444 0.762 -1.859 H14 6KR 58 6KR H15 H15 H 0 1 N N N 13.404 18.046 21.450 4.196 3.001 -2.296 H15 6KR 59 6KR H16 H16 H 0 1 N N N 12.962 19.774 21.234 3.796 3.287 -0.580 H16 6KR 60 6KR H17 H17 H 0 1 N N N 18.935 28.502 13.929 -8.304 1.088 -0.405 H17 6KR 61 6KR H18 H18 H 0 1 N N N 17.551 26.499 14.336 -6.382 2.012 0.824 H18 6KR 62 6KR H19 H19 H 0 1 N N N 20.880 24.592 16.149 -3.760 0.700 -2.273 H19 6KR 63 6KR H20 H20 H 0 1 N N N 22.354 26.504 15.528 -5.676 -0.228 -3.509 H20 6KR 64 6KR H21 H21 H 0 1 N N N 14.266 25.412 18.855 -0.609 -0.451 2.973 H21 6KR 65 6KR H22 H22 H 0 1 N N N 12.862 22.056 17.698 2.087 0.222 1.790 H22 6KR 66 6KR H23 H23 H 0 1 N N N 10.776 16.799 19.540 6.873 2.268 -2.370 H23 6KR 67 6KR H24 H24 H 0 1 N N N 9.455 18.827 16.851 9.178 3.220 0.897 H24 6KR 68 6KR H25 H25 H 0 1 N N N 9.865 17.167 17.403 7.478 3.752 0.946 H25 6KR 69 6KR H26 H26 H 0 1 N N N 11.834 19.372 16.636 8.424 0.844 0.948 H26 6KR 70 6KR H27 H27 H 0 1 N N N 11.431 17.927 15.649 7.832 1.737 2.372 H27 6KR 71 6KR H28 H28 H 0 1 N N N 12.530 16.491 17.065 6.028 0.364 1.350 H28 6KR 72 6KR H29 H29 H 0 1 N N N 13.595 17.934 16.968 5.659 2.100 1.254 H29 6KR 73 6KR H30 H30 H 0 1 N N N 13.064 16.696 19.185 6.626 0.272 -1.008 H30 6KR 74 6KR H31 H31 H 0 1 N N N 14.623 24.089 15.290 0.675 -1.817 2.191 H31 6KR 75 6KR H32 H32 H 0 1 N N N 13.047 23.674 16.045 -0.656 -2.182 1.067 H32 6KR 76 6KR H33 H33 H 0 1 N N N 11.603 22.241 14.907 1.517 -4.152 2.016 H33 6KR 77 6KR H34 H34 H 0 1 N N N 12.507 20.902 15.693 0.176 -4.544 0.913 H34 6KR 78 6KR H35 H35 H 0 1 N N N 11.222 20.112 13.742 2.058 -6.133 0.627 H35 6KR 79 6KR H36 H36 H 0 1 N N N 13.046 18.931 12.571 3.875 -4.597 1.322 H36 6KR 80 6KR H37 H37 H 0 1 N N N 13.331 18.981 14.344 4.215 -5.307 -0.275 H37 6KR 81 6KR H38 H38 H 0 1 N N N 15.401 19.619 13.091 4.677 -2.871 -0.267 H38 6KR 82 6KR H39 H39 H 0 1 N N N 14.233 20.529 11.074 3.271 -2.277 -2.222 H39 6KR 83 6KR H40 H40 H 0 1 N N N 15.409 21.705 11.752 3.862 -3.952 -2.344 H40 6KR 84 6KR H41 H41 H 0 1 N N N 13.259 22.848 11.168 1.453 -3.814 -2.918 H41 6KR 85 6KR H42 H42 H 0 1 N N N 14.572 23.653 13.150 -0.177 -3.190 -1.157 H42 6KR 86 6KR H43 H43 H 0 1 N N N 12.808 23.847 13.432 0.913 -1.832 -1.528 H43 6KR 87 6KR H44 H44 H 0 1 N N N 14.998 20.699 15.268 2.795 -1.281 0.019 H44 6KR 88 6KR H45 H45 H 0 1 N N N 15.780 21.846 14.128 3.046 -2.246 1.494 H45 6KR 89 6KR H46 H46 H 0 1 N N N 11.204 22.224 12.475 2.332 -5.858 -1.822 H46 6KR 90 6KR H47 H47 H 0 1 N N N 11.776 20.855 11.463 0.652 -5.540 -1.328 H47 6KR 91 6KR H48 H48 H 0 1 N N N 23.143 29.890 14.855 -10.213 -0.452 -2.755 H48 6KR 92 6KR H49 H49 H 0 1 N N N 22.825 28.619 16.084 -9.466 -0.489 -1.140 H49 6KR 93 6KR H50 H50 H 0 1 N N N 23.260 28.156 14.404 -9.681 1.062 -1.986 H50 6KR 94 # 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 6KR C56 C57 SING N N 1 6KR C56 C55 SING N N 2 6KR C57 C60 SING N N 3 6KR C57 C58 SING N N 4 6KR C60 C53 SING N N 5 6KR C55 C54 SING N N 6 6KR C55 C59 SING N N 7 6KR C58 C51 SING N N 8 6KR C54 C53 SING N N 9 6KR C53 C52 SING N N 10 6KR C59 C51 SING N N 11 6KR C3 C4 DOUB Y N 12 6KR C3 C2 SING Y N 13 6KR C51 C52 SING N N 14 6KR C51 C32 SING N N 15 6KR C4 C5 SING Y N 16 6KR O39 C2 SING N N 17 6KR O39 C40 SING N N 18 6KR O9 S8 DOUB N N 19 6KR C2 C7 DOUB Y N 20 6KR C5 C6 DOUB Y N 21 6KR C5 S8 SING N N 22 6KR C7 C6 SING Y N 23 6KR C32 C19 SING N N 24 6KR S8 O10 DOUB N N 25 6KR S8 N11 SING N N 26 6KR C30 C41 SING N N 27 6KR C30 C29 SING N N 28 6KR C19 N20 SING N N 29 6KR C19 C17 SING N N 30 6KR N11 C16 SING N N 31 6KR N11 C12 SING N N 32 6KR C41 C31 SING N N 33 6KR C29 O28 SING N N 34 6KR C16 C17 SING N N 35 6KR N20 C21 SING N N 36 6KR C17 O18 SING N N 37 6KR O22 C21 DOUB N N 38 6KR C21 O23 SING N N 39 6KR C12 C13 SING N N 40 6KR O28 C27 SING N N 41 6KR O23 C24 SING N N 42 6KR C31 C24 SING N N 43 6KR C31 C27 SING N N 44 6KR C24 C25 SING N N 45 6KR C27 O26 SING N N 46 6KR C14 C13 SING N N 47 6KR C13 C15 SING N N 48 6KR O26 C25 SING N N 49 6KR C12 H1 SING N N 50 6KR C12 H2 SING N N 51 6KR C13 H3 SING N N 52 6KR C14 H4 SING N N 53 6KR C14 H5 SING N N 54 6KR C14 H6 SING N N 55 6KR C15 H7 SING N N 56 6KR C15 H8 SING N N 57 6KR C15 H9 SING N N 58 6KR C16 H10 SING N N 59 6KR C16 H11 SING N N 60 6KR C17 H12 SING N N 61 6KR C19 H13 SING N N 62 6KR C24 H14 SING N N 63 6KR C25 H15 SING N N 64 6KR C25 H16 SING N N 65 6KR C3 H17 SING N N 66 6KR C4 H18 SING N N 67 6KR C6 H19 SING N N 68 6KR C7 H20 SING N N 69 6KR O18 H21 SING N N 70 6KR N20 H22 SING N N 71 6KR C27 H23 SING N N 72 6KR C29 H24 SING N N 73 6KR C29 H25 SING N N 74 6KR C30 H26 SING N N 75 6KR C30 H27 SING N N 76 6KR C41 H28 SING N N 77 6KR C41 H29 SING N N 78 6KR C31 H30 SING N N 79 6KR C32 H31 SING N N 80 6KR C32 H32 SING N N 81 6KR C52 H33 SING N N 82 6KR C52 H34 SING N N 83 6KR C53 H35 SING N N 84 6KR C54 H36 SING N N 85 6KR C54 H37 SING N N 86 6KR C55 H38 SING N N 87 6KR C56 H39 SING N N 88 6KR C56 H40 SING N N 89 6KR C57 H41 SING N N 90 6KR C58 H42 SING N N 91 6KR C58 H43 SING N N 92 6KR C59 H44 SING N N 93 6KR C59 H45 SING N N 94 6KR C60 H46 SING N N 95 6KR C60 H47 SING N N 96 6KR C40 H48 SING N N 97 6KR C40 H49 SING N N 98 6KR C40 H50 SING N N 99 # 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 6KR SMILES ACDLabs 12.01 "O=S(c1ccc(cc1)OC)(N(CC(C)C)CC(O)C(NC(OC2COC3OCCCC23)=O)CC64CC5CC(C4)CC(C5)C6)=O" 6KR InChI InChI 1.03 "InChI=1S/C33H50N2O8S/c1-21(2)18-35(44(38,39)26-8-6-25(40-3)7-9-26)19-29(36)28(17-33-14-22-11-23(15-33)13-24(12-22)16-33)34-32(37)43-30-20-42-31-27(30)5-4-10-41-31/h6-9,21-24,27-31,36H,4-5,10-20H2,1-3H3,(H,34,37)/t22-,23+,24-,27-,28-,29+,30-,31+,33-/m0/s1" 6KR InChIKey InChI 1.03 HFTRJIHLZBXXJY-GCYYGDMXSA-N 6KR SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](CC23CC4CC(CC(C4)C2)C3)NC(=O)O[C@H]5CO[C@H]6OCCC[C@@H]56" 6KR SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](CC23CC4CC(CC(C4)C2)C3)NC(=O)O[CH]5CO[CH]6OCCC[CH]56" 6KR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(C)CN(C[C@H]([C@H](CC12CC3CC(C1)CC(C3)C2)NC(=O)O[C@H]4CO[C@@H]5[C@H]4CCCO5)O)S(=O)(=O)c6ccc(cc6)OC" 6KR SMILES "OpenEye OEToolkits" 2.0.4 "CC(C)CN(CC(C(CC12CC3CC(C1)CC(C3)C2)NC(=O)OC4COC5C4CCCO5)O)S(=O)(=O)c6ccc(cc6)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 6KR "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,7aR)-hexahydro-4H-furo[2,3-b]pyran-3-yl {(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-[(3R,5R,7R)-tricyclo[3.3.1.1~3,7~]decan-1-yl]butan-2-yl}carbamate" 6KR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(3~{R},3~{a}~{S},7~{a}~{R})-3,3~{a},4,5,6,7~{a}-hexahydro-2~{H}-furo[2,3-b]pyran-3-yl] ~{N}-[(2~{S},3~{R})-1-(1-adamantyl)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-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 6KR "Other modification" 2016-04-22 RCSB 6KR "Initial release" 2016-09-21 RCSB #