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 
# 
