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 #