data_H27 # _chem_comp.id H27 _chem_comp.name "(2R)-2-[{(E)-2-[({(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-2-yl}carbamothioyl)amino]ethenyl}(biphenyl-4-ylsulfonyl)amino]-3-methylbutanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H42 N4 O12 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-27 _chem_comp.pdbx_modified_date 2016-07-01 _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 762.847 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H27 _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 5I12 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 H27 C13 C1 C 0 1 Y N N 17.614 -16.554 18.225 6.894 -0.815 -0.103 C13 H27 1 H27 C14 C2 C 0 1 Y N N 17.629 -15.458 19.077 7.612 0.349 0.086 C14 H27 2 H27 C16 C3 C 0 1 Y N N 17.642 -16.892 20.912 5.911 1.578 -1.101 C16 H27 3 H27 C18 C4 C 0 1 Y N N 17.643 -14.437 21.366 7.890 2.809 -0.213 C18 H27 4 H27 C20 C5 C 0 1 Y N N 16.982 -12.183 21.871 9.816 3.954 0.648 C20 H27 5 H27 C21 C6 C 0 1 Y N N 17.600 -12.231 23.083 9.326 5.148 0.151 C21 H27 6 H27 C22 C7 C 0 1 Y N N 18.219 -13.398 23.442 8.118 5.179 -0.523 C22 H27 7 H27 C23 C8 C 0 1 Y N N 18.240 -14.488 22.600 7.401 4.015 -0.712 C23 H27 8 H27 C24 C9 C 0 1 N N N 19.752 -20.306 18.349 2.302 -1.366 -0.814 C24 H27 9 H27 O52 O1 O 0 1 N N N 19.768 -22.959 26.582 -7.039 3.132 1.968 O52 H27 10 H27 C37 C10 C 0 1 N N N 20.760 -23.154 25.975 -6.806 3.742 0.951 C37 H27 11 H27 C51 C11 C 0 1 N N N 22.114 -23.075 26.614 -7.480 5.066 0.696 C51 H27 12 H27 O36 O2 O 0 1 N N N 20.539 -23.418 24.587 -5.946 3.242 0.050 O36 H27 13 H27 C35 C12 C 0 1 N N R 21.524 -24.247 24.019 -5.334 1.963 0.362 C35 H27 14 H27 C28 C13 C 0 1 N N R 22.138 -23.543 22.804 -3.946 1.888 -0.281 C28 H27 15 H27 N43 N1 N 0 1 N N N 23.608 -23.480 22.891 -3.083 2.922 0.296 N43 H27 16 H27 C44 C14 C 0 1 N N N 24.396 -23.533 21.818 -2.035 3.394 -0.407 C44 H27 17 H27 O46 O3 O 0 1 N N N 25.085 -22.609 21.409 -1.806 2.964 -1.517 O46 H27 18 H27 C45 C15 C 0 1 N N N 24.314 -24.847 21.130 -1.147 4.457 0.188 C45 H27 19 H27 C34 C16 C 0 1 N N S 20.753 -25.517 23.748 -6.204 0.830 -0.191 C34 H27 20 H27 O41 O4 O 0 1 N N N 21.597 -26.562 24.184 -7.498 0.846 0.468 O41 H27 21 H27 C42 C17 C 0 1 N N N 20.836 -27.347 25.148 -8.549 0.403 -0.241 C42 H27 22 H27 O50 O5 O 0 1 N N N 20.800 -26.947 26.300 -8.392 0.015 -1.374 O50 H27 23 H27 C49 C18 C 0 1 N N N 20.124 -28.587 24.690 -9.923 0.391 0.377 C49 H27 24 H27 C33 C19 C 0 1 N N R 20.236 -25.695 22.328 -5.512 -0.510 0.074 C33 H27 25 H27 C38 C20 C 0 1 N N N 18.785 -26.201 22.403 -6.346 -1.643 -0.528 C38 H27 26 H27 O39 O6 O 0 1 N N N 18.269 -26.477 21.105 -5.753 -2.920 -0.176 O39 H27 27 H27 C40 C21 C 0 1 N N N 17.228 -25.655 20.487 -6.369 -4.023 -0.630 C40 H27 28 H27 O48 O7 O 0 1 N N N 16.425 -25.127 21.217 -7.370 -3.925 -1.300 O48 H27 29 H27 C47 C22 C 0 1 N N N 17.142 -25.478 18.991 -5.811 -5.385 -0.305 C47 H27 30 H27 O32 O8 O 0 1 N N N 20.287 -24.464 21.607 -4.216 -0.502 -0.526 O32 H27 31 H27 C27 C23 C 0 1 N N R 21.614 -23.997 21.435 -3.341 0.508 -0.013 C27 H27 32 H27 N94 N2 N 0 1 N N N 21.679 -22.820 20.606 -2.038 0.409 -0.675 N94 H27 33 H27 C95 C24 C 0 1 N N N 21.542 -22.662 19.302 -1.042 -0.293 -0.100 C95 H27 34 H27 SUR S1 S 0 1 N N N 22.798 -22.305 18.475 -1.298 -1.068 1.405 SUR H27 35 H27 N93 N3 N 0 1 N N N 20.328 -22.706 18.777 0.157 -0.384 -0.710 N93 H27 36 H27 C25 C25 C 0 1 N N N 19.807 -21.733 17.835 1.160 -1.197 -0.164 C25 H27 37 H27 NA N4 N 0 1 N N N 19.075 -19.368 17.482 3.338 -2.099 -0.228 NA H27 38 H27 CZA C26 C 0 1 N N R 19.908 -18.564 16.590 3.148 -2.712 1.089 CZA H27 39 H27 CZ1 C27 C 0 1 N N N 20.839 -19.444 15.745 4.038 -2.004 2.113 CZ1 H27 40 H27 CC1 C28 C 0 1 N N N 20.136 -20.237 14.675 5.485 -2.467 1.938 CC1 H27 41 H27 CC2 C29 C 0 1 N N N 21.922 -18.682 15.039 3.957 -0.491 1.900 CC2 H27 42 H27 C C30 C 0 1 N N N 20.687 -17.514 17.315 3.521 -4.170 1.023 C H27 43 H27 OZ2 O9 O 0 1 N N N 20.764 -16.403 16.805 3.793 -4.677 -0.040 OZ2 H27 44 H27 O98 O10 O 0 1 N N N 21.245 -17.837 18.378 3.550 -4.907 2.145 O98 H27 45 H27 SA S2 S 0 1 N N N 17.645 -19.116 17.698 4.781 -2.275 -1.023 SA H27 46 H27 OS2 O11 O 0 1 N N N 17.045 -20.169 18.216 5.494 -3.295 -0.338 OS2 H27 47 H27 OS1 O12 O 0 1 N N N 17.108 -18.764 16.533 4.470 -2.340 -2.408 OS1 H27 48 H27 C12 C31 C 0 1 Y N N 17.635 -17.852 18.693 5.692 -0.786 -0.786 C12 H27 49 H27 C15 C32 C 0 1 Y N N 17.638 -15.611 20.439 7.123 1.555 -0.413 C15 H27 50 H27 C17 C33 C 0 1 Y N N 17.652 -17.982 20.069 5.202 0.408 -1.284 C17 H27 51 H27 C19 C34 C 0 1 Y N N 17.021 -13.271 21.039 9.104 2.785 0.470 C19 H27 52 H27 H1 H1 H 0 1 N N N 17.585 -16.385 17.159 7.274 -1.750 0.279 H1 H27 53 H27 H2 H2 H 0 1 N N N 17.634 -14.463 18.657 8.550 0.325 0.619 H2 H27 54 H27 H3 H3 H 0 1 N N N 17.637 -17.056 21.979 5.527 2.510 -1.489 H3 H27 55 H27 H4 H4 H 0 1 N N N 16.461 -11.288 21.565 10.759 3.935 1.174 H4 H27 56 H27 H5 H5 H 0 1 N N N 17.602 -11.375 23.741 9.888 6.060 0.289 H5 H27 57 H27 H6 H6 H 0 1 N N N 18.701 -13.466 24.406 7.740 6.114 -0.910 H6 H27 58 H27 H7 H7 H 0 1 N N N 18.733 -15.395 22.916 6.462 4.038 -1.246 H7 H27 59 H27 H8 H8 H 0 1 N N N 20.187 -20.013 19.293 2.432 -0.938 -1.797 H8 H27 60 H27 H9 H9 H 0 1 N N N 22.003 -22.819 27.678 -8.137 5.306 1.532 H9 H27 61 H27 H10 H10 H 0 1 N N N 22.620 -24.047 26.522 -6.724 5.844 0.592 H10 H27 62 H27 H11 H11 H 0 1 N N N 22.712 -22.301 26.111 -8.066 5.004 -0.221 H11 H27 63 H27 H12 H12 H 0 1 N N N 22.320 -24.457 24.748 -5.241 1.857 1.443 H12 H27 64 H27 H13 H13 H 0 1 N N N 21.802 -22.499 22.893 -4.034 2.046 -1.356 H13 H27 65 H27 H14 H14 H 0 1 N N N 24.031 -23.394 23.793 -3.266 3.266 1.185 H14 H27 66 H27 H15 H15 H 0 1 N N N 24.953 -24.833 20.235 -0.332 3.985 0.737 H15 H27 67 H27 H16 H16 H 0 1 N N N 24.655 -25.640 21.812 -0.736 5.076 -0.610 H16 H27 68 H27 H17 H17 H 0 1 N N N 23.273 -25.041 20.834 -1.729 5.080 0.867 H17 H27 69 H27 H18 H18 H 0 1 N N N 19.870 -25.498 24.404 -6.340 0.965 -1.264 H18 H27 70 H27 H19 H19 H 0 1 N N N 19.594 -29.041 25.540 -10.420 1.340 0.177 H19 H27 71 H27 H20 H20 H 0 1 N N N 19.400 -28.325 23.904 -10.507 -0.423 -0.053 H20 H27 72 H27 H21 H21 H 0 1 N N N 20.856 -29.303 24.290 -9.836 0.246 1.454 H21 H27 73 H27 H22 H22 H 0 1 N N N 20.847 -26.456 21.821 -5.415 -0.663 1.149 H22 H27 74 H27 H23 H23 H 0 1 N N N 18.161 -25.432 22.881 -7.362 -1.594 -0.137 H23 H27 75 H27 H24 H24 H 0 1 N N N 18.757 -27.122 23.004 -6.370 -1.539 -1.613 H24 H27 76 H27 H25 H25 H 0 1 N N N 16.284 -24.835 18.746 -6.249 -5.745 0.626 H25 H27 77 H27 H26 H26 H 0 1 N N N 18.067 -25.010 18.623 -6.051 -6.078 -1.111 H26 H27 78 H27 H27 H27 H 0 1 N N N 17.013 -26.460 18.513 -4.728 -5.318 -0.194 H27 H27 79 H27 H28 H28 H 0 1 N N N 22.265 -24.790 21.038 -3.215 0.368 1.061 H28 H27 80 H27 H29 H29 H 0 1 N N N 21.860 -21.973 21.107 -1.893 0.848 -1.528 H29 H27 81 H27 H30 H30 H 0 1 N N N 19.730 -23.460 19.048 0.325 0.112 -1.526 H30 H27 82 H27 H31 H31 H 0 1 N N N 19.482 -22.004 16.841 1.003 -1.685 0.786 H31 H27 83 H27 H32 H32 H 0 1 N N N 19.239 -18.045 15.888 2.104 -2.616 1.387 H32 H27 84 H27 H33 H33 H 0 1 N N N 21.322 -20.159 16.427 3.697 -2.248 3.120 H33 H27 85 H27 H34 H34 H 0 1 N N N 19.323 -20.824 15.127 6.048 -2.251 2.846 H34 H27 86 H27 H35 H35 H 0 1 N N N 19.718 -19.550 13.924 5.503 -3.540 1.747 H35 H27 87 H27 H36 H36 H 0 1 N N N 20.853 -20.916 14.191 5.936 -1.941 1.097 H36 H27 88 H27 H37 H37 H 0 1 N N N 22.480 -18.076 15.768 2.926 -0.161 2.025 H37 H27 89 H27 H38 H38 H 0 1 N N N 22.608 -19.389 14.549 4.590 0.013 2.630 H38 H27 90 H27 H39 H39 H 0 1 N N N 21.472 -18.023 14.282 4.297 -0.247 0.894 H39 H27 91 H27 H40 H40 H 0 1 N N N 21.730 -17.095 18.720 3.795 -5.838 2.053 H40 H27 92 H27 H41 H41 H 0 1 N N N 17.674 -18.973 20.499 4.262 0.425 -1.816 H41 H27 93 H27 H42 H42 H 0 1 N N N 16.535 -13.200 20.077 9.488 1.853 0.859 H42 H27 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 H27 CC1 CZ1 SING N N 1 H27 CC2 CZ1 SING N N 2 H27 CZ1 CZA SING N N 3 H27 OS1 SA DOUB N N 4 H27 CZA C SING N N 5 H27 CZA NA SING N N 6 H27 OZ2 C DOUB N N 7 H27 C O98 SING N N 8 H27 NA SA SING N N 9 H27 NA C24 SING N N 10 H27 SA OS2 DOUB N N 11 H27 SA C12 SING N N 12 H27 C25 C24 DOUB N E 13 H27 C25 N93 SING N N 14 H27 C13 C12 DOUB Y N 15 H27 C13 C14 SING Y N 16 H27 SUR C95 DOUB N N 17 H27 C12 C17 SING Y N 18 H27 N93 C95 SING N N 19 H27 C47 C40 SING N N 20 H27 C14 C15 DOUB Y N 21 H27 C95 N94 SING N N 22 H27 C17 C16 DOUB Y N 23 H27 C15 C16 SING Y N 24 H27 C15 C18 SING N N 25 H27 C40 O39 SING N N 26 H27 C40 O48 DOUB N N 27 H27 N94 C27 SING N N 28 H27 C19 C18 DOUB Y N 29 H27 C19 C20 SING Y N 30 H27 O39 C38 SING N N 31 H27 C45 C44 SING N N 32 H27 C18 C23 SING Y N 33 H27 O46 C44 DOUB N N 34 H27 C27 O32 SING N N 35 H27 C27 C28 SING N N 36 H27 O32 C33 SING N N 37 H27 C44 N43 SING N N 38 H27 C20 C21 DOUB Y N 39 H27 C33 C38 SING N N 40 H27 C33 C34 SING N N 41 H27 C23 C22 DOUB Y N 42 H27 C28 N43 SING N N 43 H27 C28 C35 SING N N 44 H27 C21 C22 SING Y N 45 H27 C34 C35 SING N N 46 H27 C34 O41 SING N N 47 H27 C35 O36 SING N N 48 H27 O41 C42 SING N N 49 H27 O36 C37 SING N N 50 H27 C49 C42 SING N N 51 H27 C42 O50 DOUB N N 52 H27 C37 O52 DOUB N N 53 H27 C37 C51 SING N N 54 H27 C13 H1 SING N N 55 H27 C14 H2 SING N N 56 H27 C16 H3 SING N N 57 H27 C20 H4 SING N N 58 H27 C21 H5 SING N N 59 H27 C22 H6 SING N N 60 H27 C23 H7 SING N N 61 H27 C24 H8 SING N N 62 H27 C51 H9 SING N N 63 H27 C51 H10 SING N N 64 H27 C51 H11 SING N N 65 H27 C35 H12 SING N N 66 H27 C28 H13 SING N N 67 H27 N43 H14 SING N N 68 H27 C45 H15 SING N N 69 H27 C45 H16 SING N N 70 H27 C45 H17 SING N N 71 H27 C34 H18 SING N N 72 H27 C49 H19 SING N N 73 H27 C49 H20 SING N N 74 H27 C49 H21 SING N N 75 H27 C33 H22 SING N N 76 H27 C38 H23 SING N N 77 H27 C38 H24 SING N N 78 H27 C47 H25 SING N N 79 H27 C47 H26 SING N N 80 H27 C47 H27 SING N N 81 H27 C27 H28 SING N N 82 H27 N94 H29 SING N N 83 H27 N93 H30 SING N N 84 H27 C25 H31 SING N N 85 H27 CZA H32 SING N N 86 H27 CZ1 H33 SING N N 87 H27 CC1 H34 SING N N 88 H27 CC1 H35 SING N N 89 H27 CC1 H36 SING N N 90 H27 CC2 H37 SING N N 91 H27 CC2 H38 SING N N 92 H27 CC2 H39 SING N N 93 H27 O98 H40 SING N N 94 H27 C17 H41 SING N N 95 H27 C19 H42 SING N N 96 # 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 H27 SMILES ACDLabs 12.01 "c2c(S(N(/C=C/NC(NC1C(C(OC(=O)C)C(OC(=O)C)C(COC(=O)C)O1)NC(=O)C)=S)C(C(O)=O)C(C)C)(=O)=O)ccc(c2)c3ccccc3" H27 InChI InChI 1.03 ;InChI=1S/C34H42N4O12S2/c1-19(2)29(33(43)44)38(52(45,46)26-14-12-25(13-15-26)24-10-8-7-9-11-24)17-16-35-34(51)37-32-28(36-20(3)39)31(49-23(6)42)30(48-22(5)41)27(50-32)18-47-21(4)40/h7-17,19,27-32H,18H2,1-6H3,(H,36,39)(H,43,44)(H2,35,37,51)/b17-16+/t27-,28-,29-,30-,31-,32-/m1/s1 ; H27 InChIKey InChI 1.03 NIEQAOCPXJWQAU-NPCCVVQBSA-N H27 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@@H](N(/C=C/NC(=S)N[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1NC(C)=O)[S](=O)(=O)c2ccc(cc2)c3ccccc3)C(O)=O" H27 SMILES CACTVS 3.385 "CC(C)[CH](N(C=CNC(=S)N[CH]1O[CH](COC(C)=O)[CH](OC(C)=O)[CH](OC(C)=O)[CH]1NC(C)=O)[S](=O)(=O)c2ccc(cc2)c3ccccc3)C(O)=O" H27 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(C)[C@H](C(=O)O)N(/C=C/NC(=S)N[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)S(=O)(=O)c2ccc(cc2)c3ccccc3" H27 SMILES "OpenEye OEToolkits" 2.0.4 "CC(C)C(C(=O)O)N(C=CNC(=S)NC1C(C(C(C(O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)S(=O)(=O)c2ccc(cc2)c3ccccc3" # 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 H27 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[{(E)-2-[({(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-2-yl}carbamothioyl)amino]ethenyl}(biphenyl-4-ylsulfonyl)amino]-3-methylbutanoic acid (non-preferred name)" H27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R})-2-[[(~{E})-2-[[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]carbamothioylamino]ethenyl]-(4-phenylphenyl)sulfonyl-amino]-3-methyl-butanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H27 "Create component" 2016-02-27 EBI H27 "Initial release" 2016-07-06 RCSB #