data_GA8
# 
_chem_comp.id                                    GA8 
_chem_comp.name                                  "tert-butyl [(4S)-6-{[(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamoyl}-3,4-dihydro-2H-1-benzothiopyran-4-yl]carbamate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H47 N3 O7 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-06-25 
_chem_comp.pdbx_modified_date                    2018-10-26 
_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                        697.904 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GA8 
_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        6DV0 
_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 
GA8 C40 C1  C 0 1 N N N 23.342 28.871 15.010 10.033 -3.667 0.754  C40 GA8 1  
GA8 O39 O1  O 0 1 N N N 22.001 28.782 14.532 8.624  -3.904 0.767  O39 GA8 2  
GA8 C2  C2  C 0 1 Y N N 21.347 27.648 14.907 7.820  -2.828 0.975  C2  GA8 3  
GA8 C3  C3  C 0 1 Y N N 19.984 27.573 14.574 8.375  -1.570 1.158  C3  GA8 4  
GA8 C4  C4  C 0 1 Y N N 19.254 26.427 14.883 7.556  -0.478 1.369  C4  GA8 5  
GA8 C5  C5  C 0 1 Y N N 19.891 25.376 15.546 6.183  -0.639 1.399  C5  GA8 6  
GA8 C6  C6  C 0 1 Y N N 21.259 25.419 15.780 5.627  -1.891 1.218  C6  GA8 7  
GA8 C7  C7  C 0 1 Y N N 22.028 26.545 15.419 6.442  -2.985 1.000  C7  GA8 8  
GA8 S8  S1  S 0 1 N N N 18.923 23.974 16.020 5.140  0.756  1.668  S8  GA8 9  
GA8 O9  O2  O 0 1 N N N 17.844 23.848 15.022 3.981  0.268  2.330  O9  GA8 10 
GA8 O10 O3  O 0 1 N N N 19.918 22.871 16.146 5.969  1.779  2.204  O10 GA8 11 
GA8 N11 N1  N 0 1 N N N 18.239 24.279 17.482 4.640  1.289  0.182  N11 GA8 12 
GA8 C12 C8  C 0 1 N N N 19.199 24.561 18.533 5.354  2.383  -0.481 C12 GA8 13 
GA8 C13 C9  C 0 1 N N N 18.886 23.848 19.842 6.025  1.858  -1.751 C13 GA8 14 
GA8 C14 C10 C 0 1 N N N 18.883 22.331 19.747 6.700  3.017  -2.489 C14 GA8 15 
GA8 C15 C11 C 0 1 N N N 19.892 24.312 20.903 7.077  0.811  -1.377 C15 GA8 16 
GA8 C16 C12 C 0 1 N N N 16.953 24.919 17.541 3.485  0.667  -0.469 C16 GA8 17 
GA8 C17 C13 C 0 1 N N R 15.823 23.980 17.998 2.226  1.480  -0.159 C17 GA8 18 
GA8 O18 O4  O 0 1 N N N 14.663 24.782 18.312 2.339  2.776  -0.749 O18 GA8 19 
GA8 C19 C14 C 0 1 N N S 15.452 22.874 17.009 1.003  0.763  -0.734 C19 GA8 20 
GA8 N20 N2  N 0 1 N N N 14.604 21.855 17.671 -0.213 1.477  -0.336 N20 GA8 21 
GA8 C21 C15 C 0 1 N N N 15.009 20.665 18.071 -1.389 0.821  -0.268 C21 GA8 22 
GA8 O22 O5  O 0 1 N N N 16.241 20.418 18.041 -1.440 -0.363 -0.537 O22 GA8 23 
GA8 C23 C16 C 0 1 Y N N 14.048 19.739 18.506 -2.612 1.540  0.133  C23 GA8 24 
GA8 C24 C17 C 0 1 Y N N 14.066 19.335 19.839 -2.557 2.903  0.443  C24 GA8 25 
GA8 C25 C18 C 0 1 Y N N 13.160 18.410 20.302 -3.706 3.552  0.820  C25 GA8 26 
GA8 C26 C19 C 0 1 Y N N 12.188 17.849 19.442 -4.924 2.866  0.893  C26 GA8 27 
GA8 C27 C20 C 0 1 Y N N 12.177 18.177 18.091 -4.985 1.518  0.575  C27 GA8 28 
GA8 C28 C21 C 0 1 Y N N 13.058 19.187 17.656 -3.830 0.867  0.198  C28 GA8 29 
GA8 S42 S2  S 0 1 N N N 11.042 16.789 20.229 -6.347 3.778  1.399  S42 GA8 30 
GA8 C43 C22 C 0 1 N N N 9.916  16.366 18.919 -7.711 2.661  0.964  C43 GA8 31 
GA8 C44 C23 C 0 1 N N N 10.692 16.247 17.629 -7.334 1.261  1.467  C44 GA8 32 
GA8 C45 C24 C 0 1 N N S 11.247 17.621 17.203 -6.240 0.695  0.579  C45 GA8 33 
GA8 N46 N3  N 0 1 N N N 11.905 17.379 15.912 -5.912 -0.656 1.041  N46 GA8 34 
GA8 C47 C25 C 0 1 N N N 11.356 17.119 14.703 -6.638 -1.708 0.614  C47 GA8 35 
GA8 O48 O6  O 0 1 N N N 10.166 17.326 14.481 -7.563 -1.536 -0.155 O48 GA8 36 
GA8 O49 O7  O 0 1 N N N 12.221 16.644 13.766 -6.337 -2.950 1.038  O49 GA8 37 
GA8 C50 C26 C 0 1 N N N 11.854 16.353 12.446 -7.161 -4.036 0.537  C50 GA8 38 
GA8 C53 C27 C 0 1 N N N 11.264 17.616 11.819 -7.063 -4.088 -0.989 C53 GA8 39 
GA8 C51 C28 C 0 1 N N N 10.904 15.166 12.392 -6.672 -5.361 1.125  C51 GA8 40 
GA8 C52 C29 C 0 1 N N N 13.208 16.037 11.781 -8.617 -3.802 0.946  C52 GA8 41 
GA8 C32 C30 C 0 1 N N N 14.677 23.376 15.777 1.099  0.732  -2.260 C32 GA8 42 
GA8 C33 C31 C 0 1 Y N N 13.088 21.718 14.765 -1.236 0.538  -3.139 C33 GA8 43 
GA8 C34 C32 C 0 1 Y N N 12.843 20.569 14.020 -2.280 -0.205 -3.657 C34 GA8 44 
GA8 C35 C33 C 0 1 Y N N 13.846 19.952 13.283 -2.129 -1.565 -3.856 C35 GA8 45 
GA8 C36 C34 C 0 1 Y N N 15.113 20.488 13.283 -0.934 -2.181 -3.537 C36 GA8 46 
GA8 C37 C35 C 0 1 Y N N 15.388 21.608 14.069 0.111  -1.438 -3.019 C37 GA8 47 
GA8 C38 C36 C 0 1 Y N N 14.385 22.210 14.824 -0.041 -0.079 -2.820 C38 GA8 48 
GA8 H1  H1  H 0 1 N N N 23.794 29.812 14.663 10.276 -2.962 -0.040 H1  GA8 49 
GA8 H2  H2  H 0 1 N N N 23.341 28.848 16.110 10.341 -3.253 1.714  H2  GA8 50 
GA8 H3  H3  H 0 1 N N N 23.925 28.021 14.626 10.558 -4.607 0.579  H3  GA8 51 
GA8 H4  H4  H 0 1 N N N 19.502 28.403 14.079 9.448  -1.444 1.135  H4  GA8 52 
GA8 H5  H5  H 0 1 N N N 18.211 26.353 14.614 7.988  0.501  1.510  H5  GA8 53 
GA8 H6  H6  H 0 1 N N N 21.743 24.574 16.247 4.554  -2.014 1.242  H6  GA8 54 
GA8 H7  H7  H 0 1 N N N 23.102 26.552 15.535 6.007  -3.963 0.855  H7  GA8 55 
GA8 H8  H8  H 0 1 N N N 20.195 24.242 18.191 4.648  3.171  -0.743 H8  GA8 56 
GA8 H9  H9  H 0 1 N N N 19.205 25.645 18.719 6.112  2.784  0.192  H9  GA8 57 
GA8 H10 H10 H 0 1 N N N 17.885 24.167 20.168 5.275  1.403  -2.398 H10 GA8 58 
GA8 H11 H11 H 0 1 N N N 18.649 21.902 20.732 7.450  3.471  -1.842 H11 GA8 59 
GA8 H12 H12 H 0 1 N N N 18.124 22.011 19.018 7.178  2.642  -3.394 H12 GA8 60 
GA8 H13 H13 H 0 1 N N N 19.874 21.982 19.421 5.951  3.762  -2.756 H13 GA8 61 
GA8 H14 H14 H 0 1 N N N 19.680 23.806 21.856 7.749  1.224  -0.624 H14 GA8 62 
GA8 H15 H15 H 0 1 N N N 20.912 24.063 20.575 6.582  -0.073 -0.976 H15 GA8 63 
GA8 H16 H16 H 0 1 N N N 19.806 25.400 21.039 7.649  0.537  -2.263 H16 GA8 64 
GA8 H17 H17 H 0 1 N N N 17.014 25.760 18.247 3.645  0.641  -1.546 H17 GA8 65 
GA8 H18 H18 H 0 1 N N N 16.706 25.299 16.539 3.362  -0.350 -0.096 H18 GA8 66 
GA8 H19 H19 H 0 1 N N N 16.163 23.490 18.922 2.115  1.580  0.921  H19 GA8 67 
GA8 H20 H20 H 0 1 N N N 14.906 25.465 18.926 2.441  2.763  -1.710 H20 GA8 68 
GA8 H21 H21 H 0 1 N N N 16.379 22.396 16.661 0.966  -0.257 -0.351 H21 GA8 69 
GA8 H22 H22 H 0 1 N N N 13.644 22.089 17.828 -0.172 2.422  -0.121 H22 GA8 70 
GA8 H23 H23 H 0 1 N N N 14.798 19.752 20.515 -1.620 3.438  0.387  H23 GA8 71 
GA8 H24 H24 H 0 1 N N N 13.191 18.107 21.338 -3.670 4.603  1.064  H24 GA8 72 
GA8 H25 H25 H 0 1 N N N 12.976 19.552 16.643 -3.868 -0.186 -0.041 H25 GA8 73 
GA8 H26 H26 H 0 1 N N N 9.152  17.152 18.820 -8.631 2.993  1.446  H26 GA8 74 
GA8 H27 H27 H 0 1 N N N 9.428  15.407 19.147 -7.845 2.644  -0.118 H27 GA8 75 
GA8 H28 H28 H 0 1 N N N 10.027 15.865 16.840 -6.972 1.327  2.494  H28 GA8 76 
GA8 H29 H29 H 0 1 N N N 11.529 15.548 17.773 -8.208 0.612  1.430  H29 GA8 77 
GA8 H30 H30 H 0 1 N N N 10.400 18.308 17.057 -6.617 0.630  -0.441 H30 GA8 78 
GA8 H31 H31 H 0 1 N N N 12.904 17.411 15.929 -5.174 -0.793 1.654  H31 GA8 79 
GA8 H32 H32 H 0 1 N N N 10.297 17.844 12.292 -6.026 -4.254 -1.281 H32 GA8 80 
GA8 H33 H33 H 0 1 N N N 11.955 18.458 11.972 -7.681 -4.903 -1.365 H33 GA8 81 
GA8 H34 H34 H 0 1 N N N 11.116 17.455 10.741 -7.411 -3.144 -1.408 H34 GA8 82 
GA8 H35 H35 H 0 1 N N N 9.953  15.434 12.876 -6.742 -5.324 2.212  H35 GA8 83 
GA8 H36 H36 H 0 1 N N N 10.717 14.894 11.343 -7.291 -6.176 0.749  H36 GA8 84 
GA8 H37 H37 H 0 1 N N N 11.355 14.312 12.918 -5.635 -5.527 0.833  H37 GA8 85 
GA8 H38 H38 H 0 1 N N N 13.635 15.128 12.231 -8.965 -2.858 0.527  H38 GA8 86 
GA8 H39 H39 H 0 1 N N N 13.058 15.877 10.703 -9.235 -4.617 0.570  H39 GA8 87 
GA8 H40 H40 H 0 1 N N N 13.897 16.880 11.934 -8.687 -3.765 2.033  H40 GA8 88 
GA8 H41 H41 H 0 1 N N N 15.279 24.132 15.252 1.046  1.750  -2.648 H41 GA8 89 
GA8 H42 H42 H 0 1 N N N 13.727 23.825 16.103 2.046  0.280  -2.555 H42 GA8 90 
GA8 H43 H43 H 0 1 N N N 12.285 22.217 15.287 -1.353 1.601  -2.987 H43 GA8 91 
GA8 H44 H44 H 0 1 N N N 11.849 20.146 14.014 -3.214 0.276  -3.907 H44 GA8 92 
GA8 H45 H45 H 0 1 N N N 13.633 19.059 12.715 -2.945 -2.145 -4.261 H45 GA8 93 
GA8 H46 H46 H 0 1 N N N 15.890 20.045 12.678 -0.816 -3.244 -3.692 H46 GA8 94 
GA8 H47 H47 H 0 1 N N N 16.389 22.012 14.092 1.044  -1.920 -2.770 H47 GA8 95 
# 
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 
GA8 C52 C50 SING N N 1  
GA8 C53 C50 SING N N 2  
GA8 C51 C50 SING N N 3  
GA8 C50 O49 SING N N 4  
GA8 C36 C35 DOUB Y N 5  
GA8 C36 C37 SING Y N 6  
GA8 C35 C34 SING Y N 7  
GA8 O49 C47 SING N N 8  
GA8 C34 C33 DOUB Y N 9  
GA8 C37 C38 DOUB Y N 10 
GA8 O48 C47 DOUB N N 11 
GA8 O39 C2  SING N N 12 
GA8 O39 C40 SING N N 13 
GA8 C3  C4  DOUB Y N 14 
GA8 C3  C2  SING Y N 15 
GA8 C47 N46 SING N N 16 
GA8 C33 C38 SING Y N 17 
GA8 C38 C32 SING N N 18 
GA8 C4  C5  SING Y N 19 
GA8 C2  C7  DOUB Y N 20 
GA8 O9  S8  DOUB N N 21 
GA8 C7  C6  SING Y N 22 
GA8 C5  C6  DOUB Y N 23 
GA8 C5  S8  SING N N 24 
GA8 C32 C19 SING N N 25 
GA8 N46 C45 SING N N 26 
GA8 S8  O10 DOUB N N 27 
GA8 S8  N11 SING N N 28 
GA8 C19 N20 SING N N 29 
GA8 C19 C17 SING N N 30 
GA8 C45 C44 SING N N 31 
GA8 C45 C27 SING N N 32 
GA8 N11 C16 SING N N 33 
GA8 N11 C12 SING N N 34 
GA8 C16 C17 SING N N 35 
GA8 C44 C43 SING N N 36 
GA8 C28 C27 DOUB Y N 37 
GA8 C28 C23 SING Y N 38 
GA8 N20 C21 SING N N 39 
GA8 C17 O18 SING N N 40 
GA8 O22 C21 DOUB N N 41 
GA8 C21 C23 SING N N 42 
GA8 C27 C26 SING Y N 43 
GA8 C23 C24 DOUB Y N 44 
GA8 C12 C13 SING N N 45 
GA8 C43 S42 SING N N 46 
GA8 C26 S42 SING N N 47 
GA8 C26 C25 DOUB Y N 48 
GA8 C14 C13 SING N N 49 
GA8 C24 C25 SING Y N 50 
GA8 C13 C15 SING N N 51 
GA8 C40 H1  SING N N 52 
GA8 C40 H2  SING N N 53 
GA8 C40 H3  SING N N 54 
GA8 C3  H4  SING N N 55 
GA8 C4  H5  SING N N 56 
GA8 C6  H6  SING N N 57 
GA8 C7  H7  SING N N 58 
GA8 C12 H8  SING N N 59 
GA8 C12 H9  SING N N 60 
GA8 C13 H10 SING N N 61 
GA8 C14 H11 SING N N 62 
GA8 C14 H12 SING N N 63 
GA8 C14 H13 SING N N 64 
GA8 C15 H14 SING N N 65 
GA8 C15 H15 SING N N 66 
GA8 C15 H16 SING N N 67 
GA8 C16 H17 SING N N 68 
GA8 C16 H18 SING N N 69 
GA8 C17 H19 SING N N 70 
GA8 O18 H20 SING N N 71 
GA8 C19 H21 SING N N 72 
GA8 N20 H22 SING N N 73 
GA8 C24 H23 SING N N 74 
GA8 C25 H24 SING N N 75 
GA8 C28 H25 SING N N 76 
GA8 C43 H26 SING N N 77 
GA8 C43 H27 SING N N 78 
GA8 C44 H28 SING N N 79 
GA8 C44 H29 SING N N 80 
GA8 C45 H30 SING N N 81 
GA8 N46 H31 SING N N 82 
GA8 C53 H32 SING N N 83 
GA8 C53 H33 SING N N 84 
GA8 C53 H34 SING N N 85 
GA8 C51 H35 SING N N 86 
GA8 C51 H36 SING N N 87 
GA8 C51 H37 SING N N 88 
GA8 C52 H38 SING N N 89 
GA8 C52 H39 SING N N 90 
GA8 C52 H40 SING N N 91 
GA8 C32 H41 SING N N 92 
GA8 C32 H42 SING N N 93 
GA8 C33 H43 SING N N 94 
GA8 C34 H44 SING N N 95 
GA8 C35 H45 SING N N 96 
GA8 C36 H46 SING N N 97 
GA8 C37 H47 SING N N 98 
# 
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 
GA8 SMILES           ACDLabs              12.01 "COc1ccc(cc1)S(=O)(N(CC(O)C(NC(c3ccc2SCCC(c2c3)NC(=O)OC(C)(C)C)=O)Cc4ccccc4)CC(C)C)=O" 
GA8 InChI            InChI                1.03  
"InChI=1S/C36H47N3O7S2/c1-24(2)22-39(48(43,44)28-15-13-27(45-6)14-16-28)23-32(40)31(20-25-10-8-7-9-11-25)37-34(41)26-12-17-33-29(21-26)30(18-19-47-33)38-35(42)46-36(3,4)5/h7-17,21,24,30-32,40H,18-20,22-23H2,1-6H3,(H,37,41)(H,38,42)/t30-,31-,32+/m0/s1" 
GA8 InChIKey         InChI                1.03  FTKDNKJAEGHLKX-OWHBQTKESA-N 
GA8 SMILES_CANONICAL CACTVS               3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c3ccc4SCC[C@H](NC(=O)OC(C)(C)C)c4c3" 
GA8 SMILES           CACTVS               3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)c3ccc4SCC[CH](NC(=O)OC(C)(C)C)c4c3" 
GA8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C[C@H]([C@H](Cc1ccccc1)NC(=O)c2ccc3c(c2)[C@H](CCS3)NC(=O)OC(C)(C)C)O)S(=O)(=O)c4ccc(cc4)OC" 
GA8 SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)c2ccc3c(c2)C(CCS3)NC(=O)OC(C)(C)C)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 
GA8 "SYSTEMATIC NAME" ACDLabs              12.01 "tert-butyl [(4S)-6-{[(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]carbamoyl}-3,4-dihydro-2H-1-benzothiopyran-4-yl]carbamate"                 
GA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{tert}-butyl ~{N}-[(4~{S})-6-[[(2~{S},3~{R})-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]carbamoyl]-3,4-dihydro-2~{H}-thiochromen-4-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 
GA8 "Create component" 2018-06-25 RCSB 
GA8 "Initial release"  2018-10-31 RCSB 
# 
