data_2S1 # _chem_comp.id 2S1 _chem_comp.name "2-bromo-N-[(2S,3S)-4-{[2-(2,4-dichlorophenyl)ethyl][3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl]amino}-3-hydroxy-1-(3-phenoxyphenyl)butan-2-yl]-4,5-dimethoxybenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C44 H40 Br Cl2 N3 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-16 _chem_comp.pdbx_modified_date 2014-08-08 _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 889.614 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2S1 _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 4OC6 _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 2S1 C2 C2 C 0 1 N N N 15.757 40.485 8.848 -2.773 1.032 0.331 C2 2S1 1 2S1 C3 C3 C 0 1 Y N N 14.925 41.405 8.042 -3.140 2.383 0.799 C3 2S1 2 2S1 O4 O4 O 0 1 N N N 16.492 40.936 9.693 -2.979 0.066 1.040 O4 2S1 3 2S1 C7 C7 C 0 1 Y N N 13.239 43.118 6.564 -3.842 4.918 1.681 C7 2S1 4 2S1 C8 C8 C 0 1 Y N N 12.688 42.057 7.336 -3.250 4.756 0.428 C8 2S1 5 2S1 C9 C9 C 0 1 Y N N 13.534 41.229 8.075 -2.905 3.495 -0.015 C9 2S1 6 2S1 C12 C12 C 0 1 N N N 11.951 45.156 6.294 -4.782 6.254 3.407 C12 2S1 7 2S1 C14 C14 C 0 1 N N N 10.796 40.676 7.998 -2.413 5.600 -1.632 C14 2S1 8 2S1 C15 C15 C 0 1 Y N N 14.762 38.181 11.298 -3.922 -0.939 -2.448 C15 2S1 9 2S1 C16 C16 C 0 1 Y N N 13.492 38.719 11.008 -4.474 -2.161 -2.118 C16 2S1 10 2S1 C19 C19 C 0 1 Y N N 14.750 39.275 13.459 -6.102 0.057 -2.428 C19 2S1 11 2S1 C20 C20 C 0 1 N N N 15.473 37.311 10.271 -2.433 -0.814 -2.646 C20 2S1 12 2S1 C21 C21 C 0 1 N N S 16.421 38.161 9.417 -1.770 -0.458 -1.314 C21 2S1 13 2S1 C22 C22 C 0 1 N N S 17.277 37.283 8.533 -0.250 -0.454 -1.487 C22 2S1 14 2S1 C24 C24 C 0 1 Y N N 11.328 41.375 12.007 -7.746 -3.568 -1.558 C24 2S1 15 2S1 C27 C27 C 0 1 Y N N 10.613 43.984 12.747 -10.503 -3.764 -1.438 C27 2S1 16 2S1 C30 C30 C 0 1 N N N 18.227 38.168 7.707 0.413 -0.056 -0.167 C30 2S1 17 2S1 C32 C32 C 0 1 Y N N 15.373 38.460 12.522 -4.735 0.169 -2.604 C32 2S1 18 2S1 C34 C34 C 0 1 N N N 20.015 36.923 6.461 2.512 -1.479 -0.075 C34 2S1 19 2S1 C35 C35 C 0 1 N N N 20.421 37.934 5.368 2.762 -1.679 1.421 C35 2S1 20 2S1 N1 N1 N 0 1 N N N 15.686 39.149 8.635 -2.216 0.869 -0.885 N1 2S1 21 2S1 C5 C5 C 0 1 Y N N 15.463 42.461 7.258 -3.728 2.552 2.056 C5 2S1 22 2S1 C6 C6 C 0 1 Y N N 14.621 43.286 6.520 -4.076 3.815 2.489 C6 2S1 23 2S1 BR BR BR 0 0 N N N 17.330 42.792 7.125 -4.049 1.052 3.161 BR 2S1 24 2S1 O11 O11 O 0 1 N N N 12.484 43.939 5.772 -4.180 6.160 2.114 O11 2S1 25 2S1 O13 O13 O 0 1 N N N 11.338 41.874 7.423 -3.023 5.839 -0.362 O13 2S1 26 2S1 C17 C17 C 0 1 Y N N 12.866 39.564 11.931 -5.846 -2.276 -1.941 C17 2S1 27 2S1 C18 C18 C 0 1 Y N N 13.509 39.825 13.165 -6.659 -1.163 -2.097 C18 2S1 28 2S1 O23 O23 O 0 1 N N N 11.637 40.094 11.635 -6.391 -3.478 -1.616 O23 2S1 29 2S1 C25 C25 C 0 1 Y N N 12.036 42.472 11.486 -8.489 -3.641 -2.727 C25 2S1 30 2S1 C26 C26 C 0 1 Y N N 11.672 43.773 11.856 -9.865 -3.738 -2.665 C26 2S1 31 2S1 C28 C28 C 0 1 Y N N 9.906 42.889 13.266 -9.765 -3.687 -0.271 C28 2S1 32 2S1 C29 C29 C 0 1 Y N N 10.273 41.593 12.901 -8.388 -3.594 -0.328 C29 2S1 33 2S1 O31 O31 O 0 1 N N N 16.567 36.363 7.722 0.112 0.484 -2.503 O31 2S1 34 2S1 N33 N33 N 0 1 N N N 19.592 37.613 7.699 1.867 -0.181 -0.292 N33 2S1 35 2S1 C36 C36 C 0 1 Y N N 21.639 38.699 5.812 3.459 -2.997 1.642 C36 2S1 36 2S1 C37 C37 C 0 1 Y N N 21.517 39.975 6.364 4.837 -3.077 1.536 C37 2S1 37 2S1 C38 C38 C 0 1 Y N N 22.612 40.647 6.856 5.477 -4.286 1.738 C38 2S1 38 2S1 C39 C39 C 0 1 Y N N 23.839 40.042 6.820 4.740 -5.415 2.046 C39 2S1 39 2S1 C40 C40 C 0 1 Y N N 23.994 38.765 6.291 3.363 -5.334 2.151 C40 2S1 40 2S1 C41 C41 C 0 1 Y N N 22.894 38.090 5.773 2.724 -4.124 1.955 C41 2S1 41 2S1 CL2 CL2 CL 0 0 N N N 20.039 40.850 6.494 5.761 -1.659 1.149 CL2 2S1 42 2S1 CL1 CL1 CL 0 0 N N N 25.151 40.985 7.420 5.542 -6.934 2.300 CL1 2S1 43 2S1 C44 C44 C 0 1 N N N 20.374 37.750 8.825 2.611 0.897 -0.608 C44 2S1 44 2S1 O45 O45 O 0 1 N N N 19.947 38.389 9.779 2.078 1.971 -0.788 O45 2S1 45 2S1 C46 C46 C 0 1 N N N 21.783 37.173 8.899 4.107 0.768 -0.737 C46 2S1 46 2S1 C47 C47 C 0 1 N N N 22.329 36.985 10.314 4.707 2.128 -1.100 C47 2S1 47 2S1 N48 N48 N 0 1 N N N 23.649 36.336 10.249 6.161 2.003 -1.225 N48 2S1 48 2S1 C49 C49 C 0 1 N N N 24.824 36.966 9.969 7.030 2.169 -0.212 C49 2S1 49 2S1 C50 C50 C 0 1 N N N 23.842 35.014 10.461 6.803 1.701 -2.368 C50 2S1 50 2S1 C51 C51 C 0 1 Y N N 25.288 34.735 10.339 8.256 1.665 -2.097 C51 2S1 51 2S1 C52 C52 C 0 1 Y N N 25.908 35.968 10.026 8.400 1.963 -0.727 C52 2S1 52 2S1 C53 C53 C 0 1 Y N N 27.302 36.027 9.923 9.663 2.003 -0.160 C53 2S1 53 2S1 C54 C54 C 0 1 Y N N 28.058 34.862 10.084 10.778 1.753 -0.946 C54 2S1 54 2S1 C55 C55 C 0 1 Y N N 27.469 33.646 10.387 10.637 1.464 -2.290 C55 2S1 55 2S1 C56 C56 C 0 1 Y N N 26.084 33.603 10.554 9.378 1.414 -2.870 C56 2S1 56 2S1 O57 O57 O 0 1 N N N 22.990 34.183 10.756 6.277 1.492 -3.443 O57 2S1 57 2S1 O58 O58 O 0 1 N N N 24.999 38.157 9.767 6.737 2.444 0.934 O58 2S1 58 2S1 H1 H1 H 0 1 N N N 13.111 40.441 8.681 -2.454 3.367 -0.988 H1 2S1 59 2S1 H2 H2 H 0 1 N N N 11.378 45.672 5.510 -5.707 5.678 3.419 H2 2S1 60 2S1 H3 H3 H 0 1 N N N 11.290 44.932 7.144 -4.098 5.858 4.156 H3 2S1 61 2S1 H4 H4 H 0 1 N N N 12.775 45.802 6.631 -5.002 7.298 3.630 H4 2S1 62 2S1 H5 H5 H 0 1 N N N 9.697 40.722 7.975 -2.289 6.546 -2.159 H5 2S1 63 2S1 H6 H6 H 0 1 N N N 11.138 39.805 7.420 -1.438 5.135 -1.485 H6 2S1 64 2S1 H7 H7 H 0 1 N N N 11.137 40.582 9.040 -3.047 4.937 -2.220 H7 2S1 65 2S1 H8 H8 H 0 1 N N N 13.003 38.480 10.075 -3.839 -3.026 -1.997 H8 2S1 66 2S1 H9 H9 H 0 1 N N N 15.226 39.479 14.407 -6.734 0.924 -2.549 H9 2S1 67 2S1 H10 H10 H 0 1 N N N 14.726 36.835 9.619 -2.034 -1.761 -3.010 H10 2S1 68 2S1 H11 H11 H 0 1 N N N 16.052 36.535 10.792 -2.228 -0.030 -3.375 H11 2S1 69 2S1 H12 H12 H 0 1 N N N 17.092 38.696 10.105 -2.048 -1.196 -0.562 H12 2S1 70 2S1 H13 H13 H 0 1 N N N 17.919 36.698 9.208 0.086 -1.450 -1.776 H13 2S1 71 2S1 H14 H14 H 0 1 N N N 10.341 44.989 13.035 -11.579 -3.836 -1.392 H14 2S1 72 2S1 H15 H15 H 0 1 N N N 18.251 39.177 8.145 0.156 0.976 0.072 H15 2S1 73 2S1 H16 H16 H 0 1 N N N 17.856 38.226 6.673 0.059 -0.711 0.629 H16 2S1 74 2S1 H17 H17 H 0 1 N N N 16.342 38.037 12.743 -4.301 1.124 -2.862 H17 2S1 75 2S1 H18 H18 H 0 1 N N N 19.181 36.309 6.090 3.462 -1.506 -0.609 H18 2S1 76 2S1 H19 H19 H 0 1 N N N 20.875 36.275 6.687 1.864 -2.273 -0.445 H19 2S1 77 2S1 H20 H20 H 0 1 N N N 19.592 38.636 5.193 3.388 -0.870 1.797 H20 2S1 78 2S1 H21 H21 H 0 1 N N N 20.648 37.394 4.437 1.810 -1.679 1.952 H21 2S1 79 2S1 H22 H22 H 0 1 N N N 15.095 38.821 7.898 -2.111 1.631 -1.477 H22 2S1 80 2S1 H23 H23 H 0 1 N N N 15.044 44.067 5.905 -4.534 3.945 3.458 H23 2S1 81 2S1 H24 H24 H 0 1 N N N 13.026 40.463 13.890 -7.727 -1.250 -1.960 H24 2S1 82 2S1 H25 H25 H 0 1 N N N 12.857 42.312 10.803 -7.991 -3.620 -3.686 H25 2S1 83 2S1 H26 H26 H 0 1 N N N 12.211 44.617 11.452 -10.444 -3.795 -3.575 H26 2S1 84 2S1 H27 H27 H 0 1 N N N 9.081 43.048 13.945 -10.266 -3.699 0.686 H27 2S1 85 2S1 H28 H28 H 0 1 N N N 9.738 40.750 13.312 -7.812 -3.543 0.584 H28 2S1 86 2S1 H29 H29 H 0 1 N N N 15.993 35.837 8.267 -0.087 1.403 -2.278 H29 2S1 87 2S1 H30 H30 H 0 1 N N N 22.505 41.640 7.266 6.552 -4.348 1.655 H30 2S1 88 2S1 H31 H31 H 0 1 N N N 24.968 38.298 6.283 2.787 -6.216 2.392 H31 2S1 89 2S1 H32 H32 H 0 1 N N N 23.010 37.105 5.345 1.649 -4.061 2.042 H32 2S1 90 2S1 H33 H33 H 0 1 N N N 21.777 36.192 8.402 4.526 0.427 0.210 H33 2S1 91 2S1 H34 H34 H 0 1 N N N 22.459 37.853 8.360 4.344 0.047 -1.520 H34 2S1 92 2S1 H35 H35 H 0 1 N N N 22.426 37.966 10.803 4.288 2.469 -2.047 H35 2S1 93 2S1 H36 H36 H 0 1 N N N 21.638 36.354 10.893 4.471 2.849 -0.318 H36 2S1 94 2S1 H37 H37 H 0 1 N N N 27.792 36.968 9.720 9.779 2.228 0.890 H37 2S1 95 2S1 H38 H38 H 0 1 N N N 29.131 34.912 9.969 11.763 1.784 -0.504 H38 2S1 96 2S1 H39 H39 H 0 1 N N N 28.067 32.753 10.492 11.512 1.272 -2.892 H39 2S1 97 2S1 H40 H40 H 0 1 N N N 25.616 32.677 10.855 9.274 1.183 -3.920 H40 2S1 98 # 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 2S1 C35 C36 SING N N 1 2S1 C35 C34 SING N N 2 2S1 O11 C12 SING N N 3 2S1 O11 C7 SING N N 4 2S1 C41 C36 DOUB Y N 5 2S1 C41 C40 SING Y N 6 2S1 C36 C37 SING Y N 7 2S1 C40 C39 DOUB Y N 8 2S1 C37 CL2 SING N N 9 2S1 C37 C38 DOUB Y N 10 2S1 C34 N33 SING N N 11 2S1 C6 C7 DOUB Y N 12 2S1 C6 C5 SING Y N 13 2S1 C7 C8 SING Y N 14 2S1 C39 C38 SING Y N 15 2S1 C39 CL1 SING N N 16 2S1 BR C5 SING N N 17 2S1 C5 C3 DOUB Y N 18 2S1 C8 O13 SING N N 19 2S1 C8 C9 DOUB Y N 20 2S1 O13 C14 SING N N 21 2S1 N33 C30 SING N N 22 2S1 N33 C44 SING N N 23 2S1 C30 C22 SING N N 24 2S1 O31 C22 SING N N 25 2S1 C3 C9 SING Y N 26 2S1 C3 C2 SING N N 27 2S1 C22 C21 SING N N 28 2S1 N1 C2 SING N N 29 2S1 N1 C21 SING N N 30 2S1 C44 C46 SING N N 31 2S1 C44 O45 DOUB N N 32 2S1 C2 O4 DOUB N N 33 2S1 C46 C47 SING N N 34 2S1 C21 C20 SING N N 35 2S1 O58 C49 DOUB N N 36 2S1 C53 C52 DOUB Y N 37 2S1 C53 C54 SING Y N 38 2S1 C49 C52 SING N N 39 2S1 C49 N48 SING N N 40 2S1 C52 C51 SING Y N 41 2S1 C54 C55 DOUB Y N 42 2S1 N48 C47 SING N N 43 2S1 N48 C50 SING N N 44 2S1 C20 C15 SING N N 45 2S1 C51 C50 SING N N 46 2S1 C51 C56 DOUB Y N 47 2S1 C55 C56 SING Y N 48 2S1 C50 O57 DOUB N N 49 2S1 C16 C15 DOUB Y N 50 2S1 C16 C17 SING Y N 51 2S1 C15 C32 SING Y N 52 2S1 C25 C26 DOUB Y N 53 2S1 C25 C24 SING Y N 54 2S1 O23 C17 SING N N 55 2S1 O23 C24 SING N N 56 2S1 C26 C27 SING Y N 57 2S1 C17 C18 DOUB Y N 58 2S1 C24 C29 DOUB Y N 59 2S1 C32 C19 DOUB Y N 60 2S1 C27 C28 DOUB Y N 61 2S1 C29 C28 SING Y N 62 2S1 C18 C19 SING Y N 63 2S1 C9 H1 SING N N 64 2S1 C12 H2 SING N N 65 2S1 C12 H3 SING N N 66 2S1 C12 H4 SING N N 67 2S1 C14 H5 SING N N 68 2S1 C14 H6 SING N N 69 2S1 C14 H7 SING N N 70 2S1 C16 H8 SING N N 71 2S1 C19 H9 SING N N 72 2S1 C20 H10 SING N N 73 2S1 C20 H11 SING N N 74 2S1 C21 H12 SING N N 75 2S1 C22 H13 SING N N 76 2S1 C27 H14 SING N N 77 2S1 C30 H15 SING N N 78 2S1 C30 H16 SING N N 79 2S1 C32 H17 SING N N 80 2S1 C34 H18 SING N N 81 2S1 C34 H19 SING N N 82 2S1 C35 H20 SING N N 83 2S1 C35 H21 SING N N 84 2S1 N1 H22 SING N N 85 2S1 C6 H23 SING N N 86 2S1 C18 H24 SING N N 87 2S1 C25 H25 SING N N 88 2S1 C26 H26 SING N N 89 2S1 C28 H27 SING N N 90 2S1 C29 H28 SING N N 91 2S1 O31 H29 SING N N 92 2S1 C38 H30 SING N N 93 2S1 C40 H31 SING N N 94 2S1 C41 H32 SING N N 95 2S1 C46 H33 SING N N 96 2S1 C46 H34 SING N N 97 2S1 C47 H35 SING N N 98 2S1 C47 H36 SING N N 99 2S1 C53 H37 SING N N 100 2S1 C54 H38 SING N N 101 2S1 C55 H39 SING N N 102 2S1 C56 H40 SING N N 103 # 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 2S1 SMILES ACDLabs 12.01 "Brc1cc(OC)c(OC)cc1C(=O)NC(Cc3cccc(Oc2ccccc2)c3)C(O)CN(C(=O)CCN5C(=O)c4ccccc4C5=O)CCc6ccc(Cl)cc6Cl" 2S1 InChI InChI 1.03 ;InChI=1S/C44H40BrCl2N3O8/c1-56-39-24-34(35(45)25-40(39)57-2)42(53)48-37(22-27-9-8-12-31(21-27)58-30-10-4-3-5-11-30)38(51)26-49(19-17-28-15-16-29(46)23-36(28)47)41(52)18-20-50-43(54)32-13-6-7-14-33(32)44(50)55/h3-16,21,23-25,37-38,51H,17-20,22,26H2,1-2H3,(H,48,53)/t37-,38-/m0/s1 ; 2S1 InChIKey InChI 1.03 DQHKQRXAVNDAFY-UWXQCODUSA-N 2S1 SMILES_CANONICAL CACTVS 3.385 "COc1cc(Br)c(cc1OC)C(=O)N[C@@H](Cc2cccc(Oc3ccccc3)c2)[C@@H](O)CN(CCc4ccc(Cl)cc4Cl)C(=O)CCN5C(=O)c6ccccc6C5=O" 2S1 SMILES CACTVS 3.385 "COc1cc(Br)c(cc1OC)C(=O)N[CH](Cc2cccc(Oc3ccccc3)c2)[CH](O)CN(CCc4ccc(Cl)cc4Cl)C(=O)CCN5C(=O)c6ccccc6C5=O" 2S1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1OC)Br)C(=O)N[C@@H](Cc2cccc(c2)Oc3ccccc3)[C@H](CN(CCc4ccc(cc4Cl)Cl)C(=O)CCN5C(=O)c6ccccc6C5=O)O" 2S1 SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1OC)Br)C(=O)NC(Cc2cccc(c2)Oc3ccccc3)C(CN(CCc4ccc(cc4Cl)Cl)C(=O)CCN5C(=O)c6ccccc6C5=O)O" # 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 2S1 "SYSTEMATIC NAME" ACDLabs 12.01 "2-bromo-N-[(2S,3S)-4-{[2-(2,4-dichlorophenyl)ethyl][3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl]amino}-3-hydroxy-1-(3-phenoxyphenyl)butan-2-yl]-4,5-dimethoxybenzamide" 2S1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S,3S)-4-[3-[1,3-bis(oxidanylidene)isoindol-2-yl]propanoyl-[2-(2,4-dichlorophenyl)ethyl]amino]-3-oxidanyl-1-(3-phenoxyphenyl)butan-2-yl]-2-bromanyl-4,5-dimethoxy-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2S1 "Create component" 2014-01-16 RCSB 2S1 "Initial release" 2014-08-13 RCSB #