data_L04 # _chem_comp.id L04 _chem_comp.name "6-(4'-FLUORO-BIPHENYL-4-YL)-4-(3-METHYL-1-PHENYLCARBAMOYL-BUTYLCARBAMOYL)-2-[4-(1-OXO-1,3-DIHYDRO-ISOINDOL-2-YL)-BUTYL]-HEXANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C43 H48 F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms L004 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 705.857 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L04 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1HFS _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 L04 C1 C1 C 0 1 N N N 32.915 37.574 23.197 -0.755 0.058 -2.992 C1 L04 1 L04 C2 C2 C 0 1 N N S 32.632 36.223 23.870 -0.517 -0.509 -1.591 C2 L04 2 L04 C3 C3 C 0 1 N N N 32.146 36.393 25.314 -1.126 -1.884 -1.497 C3 L04 3 L04 C4 C4 C 0 1 N N N 37.691 41.496 22.865 -5.644 3.368 1.051 C4 L04 4 L04 C5 C5 C 0 1 Y N N 38.607 31.819 30.387 6.704 0.093 3.363 C5 L04 5 L04 C6 C6 C 0 1 Y N N 38.527 32.174 31.730 7.442 -0.986 3.845 C6 L04 6 L04 C7 C7 C 0 1 N N R 35.150 35.809 24.366 -0.817 -0.087 0.852 C7 L04 7 L04 C8 C8 C 0 1 N N N 35.902 34.740 25.164 0.688 0.054 1.084 C8 L04 8 L04 C9 C9 C 0 1 N N N 35.231 34.354 26.455 1.037 -0.440 2.489 C9 L04 9 L04 C10 C10 C 0 1 Y N N 36.128 33.697 27.458 2.520 -0.300 2.718 C10 L04 10 L04 C11 C11 C 0 1 Y N N 36.191 32.314 27.553 3.027 0.869 3.254 C11 L04 11 L04 C12 C12 C 0 1 Y N N 36.995 31.711 28.502 4.384 1.002 3.466 C12 L04 12 L04 C13 C13 C 0 1 Y N N 37.758 32.475 29.380 5.244 -0.044 3.138 C13 L04 13 L04 C14 C14 C 0 1 Y N N 37.699 33.860 29.285 4.727 -1.220 2.598 C14 L04 14 L04 C15 C15 C 0 1 Y N N 36.892 34.463 28.331 3.368 -1.344 2.395 C15 L04 15 L04 C16 C16 C 0 1 N N N 36.040 36.268 23.220 -1.562 0.733 1.873 C16 L04 16 L04 C17 C17 C 0 1 Y N N 39.330 31.550 32.679 8.799 -0.854 4.052 C17 L04 17 L04 C18 C18 C 0 1 N N N 33.825 35.266 23.832 -1.165 0.407 -0.552 C18 L04 18 L04 C19 C19 C 0 1 N N S 37.942 37.614 22.542 -3.493 1.113 3.309 C19 L04 19 L04 C20 C20 C 0 1 N N N 38.262 39.093 22.767 -4.760 1.767 2.753 C20 L04 20 L04 C21 C21 C 0 1 N N N 37.108 40.099 22.744 -4.376 2.805 1.696 C21 L04 21 L04 C22 C22 C 0 1 N N N 36.292 39.963 21.459 -3.593 3.940 2.357 C22 L04 22 L04 C23 C23 C 0 1 N N N 31.701 38.480 23.078 -0.107 -0.858 -4.031 C23 L04 23 L04 C24 C24 C 0 1 N N N 32.025 39.735 22.279 -0.344 -0.290 -5.432 C24 L04 24 L04 C25 C25 C 0 1 N N N 30.923 40.778 22.396 0.303 -1.208 -6.471 C25 L04 25 L04 C26 C26 C 0 1 N N N 28.707 39.881 22.838 -0.971 -0.949 -8.605 C26 L04 26 L04 C27 C27 C 0 1 N N N 39.215 36.785 22.671 -3.865 0.157 4.413 C27 L04 27 L04 C28 C28 C 0 1 N N N 29.130 40.209 20.550 0.956 0.277 -8.513 C28 L04 28 L04 C29 C29 C 0 1 Y N N 27.523 39.383 22.127 -0.863 -0.213 -9.879 C29 L04 29 L04 C30 C30 C 0 1 Y N N 40.796 35.458 21.360 -4.914 -0.289 6.501 C30 L04 30 L04 C31 C31 C 0 1 Y N N 41.097 35.052 20.061 -5.335 -1.566 6.153 C31 L04 31 L04 C32 C32 C 0 1 Y N N 42.218 34.271 19.796 -5.737 -2.450 7.135 C32 L04 32 L04 C33 C33 C 0 1 Y N N 43.054 33.883 20.837 -5.720 -2.065 8.463 C33 L04 33 L04 C34 C34 C 0 1 Y N N 42.766 34.282 22.142 -5.302 -0.794 8.812 C34 L04 34 L04 C35 C35 C 0 1 Y N N 41.642 35.064 22.396 -4.893 0.092 7.836 C35 L04 35 L04 C36 C36 C 0 1 Y N N 27.758 39.565 20.740 0.310 0.543 -9.850 C36 L04 36 L04 C37 C37 C 0 1 Y N N 26.333 38.780 22.559 -1.680 -0.165 -11.010 C37 L04 37 L04 C38 C38 C 0 1 Y N N 26.798 39.140 19.813 0.658 1.327 -10.925 C38 L04 38 L04 C39 C39 C 0 1 Y N N 25.626 38.543 20.268 -0.157 1.369 -12.044 C39 L04 39 L04 C40 C40 C 0 1 Y N N 25.399 38.365 21.622 -1.322 0.623 -12.083 C40 L04 40 L04 C41 C41 C 0 1 Y N N 40.215 30.550 32.301 9.429 0.350 3.783 C41 L04 41 L04 C42 C42 C 0 1 Y N N 40.303 30.201 30.961 8.700 1.425 3.303 C42 L04 42 L04 C43 C43 C 0 1 Y N N 39.507 30.828 30.012 7.343 1.300 3.088 C43 L04 43 L04 N1 N1 N 0 1 N N N 29.623 40.298 21.930 0.075 -0.664 -7.812 N1 L04 44 L04 N18 N18 N 0 1 N N N 37.002 37.127 23.541 -2.811 0.382 2.238 N18 L04 45 L04 N29 N29 N 0 1 N N N 39.672 36.240 21.543 -4.506 0.609 5.509 N29 L04 46 L04 O1 O1 O 0 1 N N N 28.862 39.881 24.062 -1.878 -1.704 -8.314 O1 L04 47 L04 O4 O4 O 0 1 N N N 31.264 35.624 25.705 -2.294 -2.010 -1.212 O4 L04 48 L04 O5 O5 O 0 1 N N N 32.625 37.237 26.115 -0.372 -2.970 -1.729 O5 L04 49 L04 O17 O17 O 0 1 N N N 35.861 35.853 22.072 -1.037 1.709 2.365 O17 L04 50 L04 O28 O28 O 0 1 N N N 39.724 36.597 23.779 -3.587 -1.019 4.315 O28 L04 51 L04 F1 F1 F 0 1 N N N 40.982 29.922 33.216 10.759 0.475 3.988 F1 L04 52 L04 H11A 1H1 H 0 0 N N N 33.745 38.102 23.719 -1.826 0.121 -3.181 H11A L04 53 L04 H12A 2H1 H 0 0 N N N 33.385 37.420 22.198 -0.314 1.052 -3.060 H12A L04 54 L04 H2 H2 H 0 1 N N N 31.815 35.762 23.266 0.554 -0.573 -1.402 H2 L04 55 L04 H41 1H4 H 0 1 N N N 36.850 42.228 22.848 -5.371 4.107 0.298 H41 L04 56 L04 H42A 2H4 H 0 0 N N N 38.344 41.612 23.761 -6.202 2.559 0.579 H42A L04 57 L04 H43A 3H4 H 0 0 N N N 38.461 41.708 22.087 -6.262 3.839 1.815 H43A L04 58 L04 H6 H6 H 0 1 N N N 37.819 32.958 32.045 6.951 -1.925 4.056 H6 L04 59 L04 H7 H7 H 0 1 N N N 34.910 36.670 25.032 -1.102 -1.134 0.950 H7 L04 60 L04 H81 1H8 H 0 1 N N N 36.086 33.838 24.534 1.227 -0.539 0.346 H81 L04 61 L04 H82 2H8 H 0 1 N N N 36.954 35.058 25.349 0.974 1.101 0.986 H82 L04 62 L04 H91 1H9 H 0 1 N N N 34.728 35.239 26.908 0.498 0.153 3.227 H91 L04 63 L04 H92 2H9 H 0 1 N N N 34.343 33.710 26.251 0.751 -1.487 2.587 H92 L04 64 L04 H11 H11 H 0 1 N N N 35.596 31.687 26.867 2.360 1.679 3.507 H11 L04 65 L04 H12 H12 H 0 1 N N N 37.028 30.610 28.559 4.779 1.916 3.884 H12 L04 66 L04 H14 H14 H 0 1 N N N 38.296 34.484 29.970 5.389 -2.034 2.342 H14 L04 67 L04 H15 H15 H 0 1 N N N 36.857 35.563 28.265 2.966 -2.256 1.977 H15 L04 68 L04 H17 H17 H 0 1 N N N 39.264 31.850 33.738 9.372 -1.690 4.426 H17 L04 69 L04 H181 1H18 H 0 0 N N N 33.565 34.320 24.363 -2.247 0.397 -0.683 H181 L04 70 L04 H182 2H18 H 0 0 N N N 33.966 34.883 22.794 -0.793 1.423 -0.682 H182 L04 71 L04 H19 H19 H 0 1 N N N 37.499 37.515 21.523 -2.830 1.883 3.703 H19 L04 72 L04 H201 1H20 H 0 0 N N N 38.819 39.201 23.726 -5.302 2.256 3.562 H201 L04 73 L04 H202 2H20 H 0 0 N N N 39.036 39.412 22.031 -5.393 1.004 2.300 H202 L04 74 L04 H21 H21 H 0 1 N N N 36.417 39.900 23.596 -3.758 2.334 0.932 H21 L04 75 L04 H221 1H22 H 0 0 N N N 35.863 38.937 21.370 -4.218 4.423 3.109 H221 L04 76 L04 H222 2H22 H 0 0 N N N 35.503 40.747 21.385 -2.699 3.536 2.833 H222 L04 77 L04 H223 3H22 H 0 0 N N N 36.889 40.240 20.559 -3.303 4.670 1.601 H223 L04 78 L04 H231 1H23 H 0 0 N N N 30.825 37.937 22.651 0.964 -0.922 -3.842 H231 L04 79 L04 H232 2H23 H 0 0 N N N 31.276 38.729 24.078 -0.547 -1.853 -3.963 H232 L04 80 L04 H241 1H24 H 0 0 N N N 33.015 40.156 22.568 -1.416 -0.227 -5.621 H241 L04 81 L04 H242 2H24 H 0 0 N N N 32.243 39.492 21.212 0.095 0.703 -5.500 H242 L04 82 L04 H251 1H25 H 0 0 N N N 30.852 41.164 23.439 1.374 -1.271 -6.281 H251 L04 83 L04 H252 2H25 H 0 0 N N N 31.209 41.718 21.870 -0.137 -2.202 -6.402 H252 L04 84 L04 H281 1H28 H 0 0 N N N 29.806 39.676 19.841 1.040 1.204 -7.947 H281 L04 85 L04 H282 2H28 H 0 0 N N N 29.124 41.172 19.988 1.941 -0.166 -8.655 H282 L04 86 L04 H31 H31 H 0 1 N N N 40.437 35.353 19.229 -5.348 -1.867 5.116 H31 L04 87 L04 H32 H32 H 0 1 N N N 42.443 33.959 18.762 -6.065 -3.443 6.865 H32 L04 88 L04 H33 H33 H 0 1 N N N 43.941 33.261 20.628 -6.035 -2.759 9.229 H33 L04 89 L04 H34 H34 H 0 1 N N N 43.426 33.979 22.972 -5.291 -0.497 9.851 H34 L04 90 L04 H35 H35 H 0 1 N N N 41.419 35.375 23.430 -4.566 1.084 8.110 H35 L04 91 L04 H37 H37 H 0 1 N N N 26.132 38.632 23.633 -2.591 -0.745 -11.045 H37 L04 92 L04 H38 H38 H 0 1 N N N 26.964 39.274 18.730 1.566 1.910 -10.897 H38 L04 93 L04 H39 H39 H 0 1 N N N 24.865 38.205 19.544 0.116 1.985 -12.887 H39 L04 94 L04 H40 H40 H 0 1 N N N 24.463 37.887 21.958 -1.955 0.661 -12.958 H40 L04 95 L04 H42 H42 H 0 1 N N N 41.012 29.417 30.647 9.195 2.362 3.094 H42 L04 96 L04 H43 H43 H 0 1 N N N 39.590 30.536 28.951 6.775 2.139 2.713 H43 L04 97 L04 HN8 HN8 H 0 1 N N N 37.018 37.403 24.522 -3.257 -0.354 1.793 HN8 L04 98 L04 HN9 HN9 H 0 1 N N N 39.095 36.444 20.726 -4.685 1.557 5.609 HN9 L04 99 L04 HO5 HO5 H 0 1 N N N 32.323 37.342 27.009 -0.778 -3.848 -1.740 HO5 L04 100 # # 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 L04 C1 C2 SING N N 1 L04 C1 C23 SING N N 2 L04 C1 H11A SING N N 3 L04 C1 H12A SING N N 4 L04 C2 C3 SING N N 5 L04 C2 C18 SING N N 6 L04 C2 H2 SING N N 7 L04 C3 O4 DOUB N N 8 L04 C3 O5 SING N N 9 L04 C4 C21 SING N N 10 L04 C4 H41 SING N N 11 L04 C4 H42A SING N N 12 L04 C4 H43A SING N N 13 L04 C5 C6 DOUB Y N 14 L04 C5 C13 SING Y N 15 L04 C5 C43 SING Y N 16 L04 C6 C17 SING Y N 17 L04 C6 H6 SING N N 18 L04 C7 C8 SING N N 19 L04 C7 C16 SING N N 20 L04 C7 C18 SING N N 21 L04 C7 H7 SING N N 22 L04 C8 C9 SING N N 23 L04 C8 H81 SING N N 24 L04 C8 H82 SING N N 25 L04 C9 C10 SING N N 26 L04 C9 H91 SING N N 27 L04 C9 H92 SING N N 28 L04 C10 C11 DOUB Y N 29 L04 C10 C15 SING Y N 30 L04 C11 C12 SING Y N 31 L04 C11 H11 SING N N 32 L04 C12 C13 DOUB Y N 33 L04 C12 H12 SING N N 34 L04 C13 C14 SING Y N 35 L04 C14 C15 DOUB Y N 36 L04 C14 H14 SING N N 37 L04 C15 H15 SING N N 38 L04 C16 N18 SING N N 39 L04 C16 O17 DOUB N N 40 L04 C17 C41 DOUB Y N 41 L04 C17 H17 SING N N 42 L04 C18 H181 SING N N 43 L04 C18 H182 SING N N 44 L04 C19 C20 SING N N 45 L04 C19 C27 SING N N 46 L04 C19 N18 SING N N 47 L04 C19 H19 SING N N 48 L04 C20 C21 SING N N 49 L04 C20 H201 SING N N 50 L04 C20 H202 SING N N 51 L04 C21 C22 SING N N 52 L04 C21 H21 SING N N 53 L04 C22 H221 SING N N 54 L04 C22 H222 SING N N 55 L04 C22 H223 SING N N 56 L04 C23 C24 SING N N 57 L04 C23 H231 SING N N 58 L04 C23 H232 SING N N 59 L04 C24 C25 SING N N 60 L04 C24 H241 SING N N 61 L04 C24 H242 SING N N 62 L04 C25 N1 SING N N 63 L04 C25 H251 SING N N 64 L04 C25 H252 SING N N 65 L04 C26 C29 SING N N 66 L04 C26 N1 SING N N 67 L04 C26 O1 DOUB N N 68 L04 C27 N29 SING N N 69 L04 C27 O28 DOUB N N 70 L04 C28 C36 SING N N 71 L04 C28 N1 SING N N 72 L04 C28 H281 SING N N 73 L04 C28 H282 SING N N 74 L04 C29 C36 DOUB Y N 75 L04 C29 C37 SING Y N 76 L04 C30 C31 DOUB Y N 77 L04 C30 C35 SING Y N 78 L04 C30 N29 SING N N 79 L04 C31 C32 SING Y N 80 L04 C31 H31 SING N N 81 L04 C32 C33 DOUB Y N 82 L04 C32 H32 SING N N 83 L04 C33 C34 SING Y N 84 L04 C33 H33 SING N N 85 L04 C34 C35 DOUB Y N 86 L04 C34 H34 SING N N 87 L04 C35 H35 SING N N 88 L04 C36 C38 SING Y N 89 L04 C37 C40 DOUB Y N 90 L04 C37 H37 SING N N 91 L04 C38 C39 DOUB Y N 92 L04 C38 H38 SING N N 93 L04 C39 C40 SING Y N 94 L04 C39 H39 SING N N 95 L04 C40 H40 SING N N 96 L04 C41 C42 SING Y N 97 L04 C41 F1 SING N N 98 L04 C42 C43 DOUB Y N 99 L04 C42 H42 SING N N 100 L04 C43 H43 SING N N 101 L04 N18 HN8 SING N N 102 L04 N29 HN9 SING N N 103 L04 O5 HO5 SING N N 104 # # 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 L04 SMILES ACDLabs 10.04 "O=C(Nc1ccccc1)C(NC(=O)C(CCc3ccc(c2ccc(F)cc2)cc3)CC(C(=O)O)CCCCN5C(=O)c4ccccc4C5)CC(C)C" L04 SMILES_CANONICAL CACTVS 3.341 "CC(C)C[C@H](NC(=O)[C@H](CCc1ccc(cc1)c2ccc(F)cc2)C[C@H](CCCCN3Cc4ccccc4C3=O)C(O)=O)C(=O)Nc5ccccc5" L04 SMILES CACTVS 3.341 "CC(C)C[CH](NC(=O)[CH](CCc1ccc(cc1)c2ccc(F)cc2)C[CH](CCCCN3Cc4ccccc4C3=O)C(O)=O)C(=O)Nc5ccccc5" L04 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@@H](C(=O)Nc1ccccc1)NC(=O)[C@H](CCc2ccc(cc2)c3ccc(cc3)F)C[C@H](CCCCN4Cc5ccccc5C4=O)C(=O)O" L04 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(=O)Nc1ccccc1)NC(=O)C(CCc2ccc(cc2)c3ccc(cc3)F)CC(CCCCN4Cc5ccccc5C4=O)C(=O)O" L04 InChI InChI 1.03 "InChI=1S/C43H48FN3O5/c1-29(2)26-39(41(49)45-37-12-4-3-5-13-37)46-40(48)33(20-17-30-15-18-31(19-16-30)32-21-23-36(44)24-22-32)27-34(43(51)52)10-8-9-25-47-28-35-11-6-7-14-38(35)42(47)50/h3-7,11-16,18-19,21-24,29,33-34,39H,8-10,17,20,25-28H2,1-2H3,(H,45,49)(H,46,48)(H,51,52)/t33-,34+,39+/m1/s1" L04 InChIKey InChI 1.03 WSHMSPGZDPZGRV-GZYXPWJKSA-N # # 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 L04 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,4R)-6-(4'-fluorobiphenyl-4-yl)-4-{[(1S)-3-methyl-1-(phenylcarbamoyl)butyl]carbamoyl}-2-[4-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)butyl]hexanoic acid" L04 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,4R)-6-[4-(4-fluorophenyl)phenyl]-4-[[(2S)-4-methyl-1-oxo-1-phenylazanyl-pentan-2-yl]carbamoyl]-2-[4-(3-oxo-1H-isoindol-2-yl)butyl]hexanoic 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 L04 "Create component" 1999-07-08 EBI L04 "Modify aromatic_flag" 2011-06-04 RCSB L04 "Modify descriptor" 2011-06-04 RCSB L04 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id L04 _pdbx_chem_comp_synonyms.name L004 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##