data_L1A # _chem_comp.id L1A _chem_comp.name "N-(MORPHOLIN-4-YLSULFONYL)-L-PHENYLALANYL-3-(2-AMINO-1,3-THIAZOL-4-YL)-N-{(1R,2R,3S)-1-[(1R)-CYCLOHEX-3-EN-1-YLMETHYL]-2,3-DIHYDROXY-5-METHYLHEXYL}-L-ALANINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H50 N6 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 706.916 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L1A _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 2G20 _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 L1A C1 C1 C 0 1 Y N N 15.329 49.258 102.682 -5.346 4.670 1.227 C1 L1A 1 L1A C2 C2 C 0 1 Y N N 15.366 47.992 103.320 -4.342 4.639 0.278 C2 L1A 2 L1A C3 C3 C 0 1 Y N N 14.154 47.363 103.702 -3.299 3.739 0.403 C3 L1A 3 L1A C4 C4 C 0 1 Y N N 12.902 47.985 103.452 -3.266 2.865 1.473 C4 L1A 4 L1A C5 C5 C 0 1 Y N N 12.875 49.254 102.811 -4.269 2.897 2.423 C5 L1A 5 L1A C6 C6 C 0 1 Y N N 14.082 49.888 102.428 -5.309 3.799 2.300 C6 L1A 6 L1A N1 N1 N 0 1 N N N 10.321 44.373 103.853 -0.153 0.008 0.352 N1 L1A 7 L1A C7 C7 C 0 1 N N N 9.924 45.561 103.349 -1.319 -0.358 0.920 C7 L1A 8 L1A C8 C8 C 0 1 N N S 11.058 46.411 102.738 -2.499 0.580 0.892 C8 L1A 9 L1A C9 C9 C 0 1 N N N 11.633 47.294 103.863 -2.132 1.882 1.607 C9 L1A 10 L1A O1 O1 O 0 1 N N N 8.756 45.959 103.352 -1.420 -1.443 1.454 O1 L1A 11 L1A N2 N2 N 0 1 N N N 10.530 47.261 101.677 -3.637 -0.046 1.570 N2 L1A 12 L1A C10 C10 C 0 1 N N N 10.001 42.840 105.709 2.269 -0.110 0.269 C10 L1A 13 L1A N3 N3 N 0 1 N N N 9.542 43.416 106.902 3.459 -0.743 0.273 N3 L1A 14 L1A C11 C11 C 0 1 Y N N 7.330 40.705 104.211 -1.255 -2.844 -1.591 C11 L1A 15 L1A C12 C12 C 0 1 Y N N 7.588 41.844 103.571 -0.316 -2.758 -0.619 C12 L1A 16 L1A C13 C13 C 0 1 N N N 8.945 42.447 103.372 0.896 -1.880 -0.795 C13 L1A 17 L1A C14 C14 C 0 1 N N S 9.348 43.466 104.457 0.993 -0.904 0.380 C14 L1A 18 L1A S1 S1 S 0 1 Y N N 5.641 40.323 104.263 -2.405 -3.989 -0.843 S1 L1A 19 L1A N4 N4 N 0 1 N N N 3.919 42.216 102.997 -1.883 -5.031 1.727 N4 L1A 20 L1A C15 C15 C 0 1 Y N N 5.209 41.793 103.366 -1.545 -4.232 0.646 C15 L1A 21 L1A N5 N5 N 0 1 Y N N 6.353 42.471 103.081 -0.484 -3.465 0.483 N5 L1A 22 L1A O2 O2 O 0 1 N N N 10.847 41.949 105.607 2.225 1.098 0.177 O2 L1A 23 L1A C16 C16 C 0 1 N N R 9.905 43.151 108.347 4.700 0.028 0.166 C16 L1A 24 L1A C17 C17 C 0 1 N N N 11.418 43.115 108.582 5.010 0.292 -1.309 C17 L1A 25 L1A C18 C18 C 0 1 N N R 9.097 41.859 108.785 5.848 -0.762 0.795 C18 L1A 26 L1A C19 C19 C 0 1 N N S 9.232 40.446 108.117 7.116 0.093 0.795 C19 L1A 27 L1A C20 C20 C 0 1 N N N 8.260 39.478 108.861 8.265 -0.697 1.425 C20 L1A 28 L1A C21 C21 C 0 1 N N N 8.145 38.018 108.390 9.561 0.109 1.313 C21 L1A 29 L1A C22 C22 C 0 1 N N N 7.263 37.977 107.124 10.683 -0.624 2.051 C22 L1A 30 L1A C23 C23 C 0 1 N N N 7.507 37.117 109.462 9.938 0.265 -0.162 C23 L1A 31 L1A O3 O3 O 0 1 N N N 7.781 42.256 108.595 6.077 -1.953 0.040 O3 L1A 32 L1A O4 O4 O 0 1 N N N 10.521 39.931 108.247 6.887 1.284 1.551 O4 L1A 33 L1A O5 O5 O 0 1 N N N 14.663 45.968 99.032 -6.246 -1.259 -2.972 O5 L1A 34 L1A C24 C24 C 0 1 N N N 14.193 47.310 98.890 -6.771 -1.863 -1.790 C24 L1A 35 L1A C25 C25 C 0 1 N N N 12.847 47.451 99.627 -5.712 -1.835 -0.684 C25 L1A 36 L1A S2 S2 S 0 1 N N N 10.323 46.615 100.093 -5.176 0.225 1.025 S2 L1A 37 L1A N6 N6 N 0 1 N N N 11.830 46.448 99.246 -5.289 -0.437 -0.489 N6 L1A 38 L1A C26 C26 C 0 1 N N N 12.414 45.078 99.317 -4.976 0.351 -1.694 C26 L1A 39 L1A C27 C27 C 0 1 N N N 13.754 44.967 98.549 -6.092 0.136 -2.715 C27 L1A 40 L1A O6 O6 O 0 1 N N N 9.590 47.589 99.370 -6.023 -0.560 1.853 O6 L1A 41 L1A O7 O7 O 0 1 N N N 9.787 45.310 100.298 -5.279 1.630 0.840 O7 L1A 42 L1A C28 C28 C 0 1 N N N 11.541 45.757 108.271 4.168 1.361 -3.411 C28 L1A 43 L1A C29 C29 C 0 1 N N R 12.272 44.381 108.266 3.923 1.188 -1.907 C29 L1A 44 L1A C30 C30 C 0 1 N N N 13.085 44.261 106.950 3.969 2.565 -1.243 C30 L1A 45 L1A C31 C31 C 0 1 N N N 14.228 45.321 106.917 3.101 3.531 -1.997 C31 L1A 46 L1A C32 C32 C 0 1 N N N 13.988 46.609 107.786 2.670 3.333 -3.202 C32 L1A 47 L1A C33 C33 C 0 1 N N N 12.491 46.979 108.047 2.975 2.108 -4.013 C33 L1A 48 L1A H1 H1 H 0 1 N N N 16.249 49.743 102.389 -6.159 5.374 1.131 H1 L1A 49 L1A H2 H2 H 0 1 N N N 16.313 47.509 103.514 -4.370 5.319 -0.561 H2 L1A 50 L1A H3 H3 H 0 1 N N N 14.183 46.399 104.189 -2.515 3.715 -0.339 H3 L1A 51 L1A H5 H5 H 0 1 N N N 11.929 49.737 102.615 -4.241 2.216 3.262 H5 L1A 52 L1A H6 H6 H 0 1 N N N 14.054 50.852 101.942 -6.094 3.823 3.042 H6 L1A 53 L1A HN1 HN1 H 0 1 N N N 11.286 44.113 103.813 -0.073 0.875 -0.075 HN1 L1A 54 L1A H8 H8 H 0 1 N N N 11.836 45.761 102.310 -2.766 0.796 -0.142 H8 L1A 55 L1A H91 1H9 H 0 1 N N N 10.887 48.059 104.124 -1.950 1.678 2.663 H91 L1A 56 L1A H92 2H9 H 0 1 N N N 11.864 46.643 104.719 -1.231 2.301 1.158 H92 L1A 57 L1A HN2 HN2 H 0 1 N N N 11.170 48.024 101.586 -3.488 -0.619 2.339 HN2 L1A 58 L1A HN3 HN3 H 0 1 N N N 8.852 44.129 106.776 3.494 -1.710 0.347 HN3 L1A 59 L1A H11 H11 H 0 1 N N N 8.095 40.083 104.652 -1.298 -2.355 -2.553 H11 L1A 60 L1A H131 1H13 H 0 0 N N N 9.683 41.631 103.382 0.808 -1.321 -1.726 H131 L1A 61 L1A H132 2H13 H 0 0 N N N 8.915 42.992 102.417 1.792 -2.500 -0.827 H132 L1A 62 L1A H14 H14 H 0 1 N N N 8.427 43.962 104.798 0.992 -1.461 1.316 H14 L1A 63 L1A HN41 1HN4 H 0 0 N N N 3.970 43.082 102.499 -2.702 -5.551 1.709 HN41 L1A 64 L1A HN42 2HN4 H 0 0 N N N 3.074 41.723 103.203 -1.301 -5.071 2.502 HN42 L1A 65 L1A H16 H16 H 0 1 N N N 9.607 43.981 109.004 4.583 0.978 0.688 H16 L1A 66 L1A H171 1H17 H 0 0 N N N 11.810 42.311 107.943 5.977 0.788 -1.394 H171 L1A 67 L1A H172 2H17 H 0 0 N N N 11.515 42.994 109.671 5.039 -0.654 -1.849 H172 L1A 68 L1A H18 H18 H 0 1 N N N 9.513 41.623 109.775 5.588 -1.027 1.820 H18 L1A 69 L1A H19 H19 H 0 1 N N N 9.000 40.542 107.046 7.376 0.358 -0.230 H19 L1A 70 L1A H201 1H20 H 0 0 N N N 8.602 39.440 109.906 8.382 -1.647 0.903 H201 L1A 71 L1A H202 2H20 H 0 0 N N N 7.263 39.900 108.667 8.044 -0.885 2.476 H202 L1A 72 L1A H21 H21 H 0 1 N N N 9.159 37.643 108.187 9.416 1.093 1.757 H21 L1A 73 L1A H221 1H22 H 0 0 N N N 6.202 37.967 107.416 11.606 -0.050 1.971 H221 L1A 74 L1A H222 2H22 H 0 0 N N N 7.465 38.865 106.507 10.414 -0.736 3.102 H222 L1A 75 L1A H223 3H22 H 0 0 N N N 7.493 37.069 106.547 10.828 -1.609 1.607 H223 L1A 76 L1A H231 1H23 H 0 0 N N N 7.355 36.108 109.051 9.138 0.788 -0.688 H231 L1A 77 L1A H232 2H23 H 0 0 N N N 8.172 37.060 110.336 10.861 0.840 -0.242 H232 L1A 78 L1A H233 3H23 H 0 0 N N N 6.538 37.539 109.766 10.083 -0.719 -0.606 H233 L1A 79 L1A HO3 HO3 H 0 1 N N N 7.352 42.347 109.438 6.304 -1.675 -0.858 HO3 L1A 80 L1A HO4 HO4 H 0 1 N N N 10.904 39.814 107.386 6.661 1.006 2.449 HO4 L1A 81 L1A H241 1H24 H 0 0 N N N 14.926 48.006 99.323 -7.046 -2.897 -2.002 H241 L1A 82 L1A H242 2H24 H 0 0 N N N 14.059 47.546 97.824 -7.653 -1.313 -1.463 H242 L1A 83 L1A H251 1H25 H 0 0 N N N 13.040 47.342 100.704 -4.855 -2.440 -0.979 H251 L1A 84 L1A H252 2H25 H 0 0 N N N 12.438 48.434 99.352 -6.136 -2.223 0.242 H252 L1A 85 L1A H261 1H26 H 0 0 N N N 11.698 44.370 98.874 -4.911 1.409 -1.437 H261 L1A 86 L1A H262 2H26 H 0 0 N N N 12.612 44.850 100.375 -4.026 0.014 -2.110 H262 L1A 87 L1A H271 1H27 H 0 0 N N N 13.576 45.120 97.474 -5.842 0.650 -3.642 H271 L1A 88 L1A H272 2H27 H 0 0 N N N 14.188 43.969 98.708 -7.025 0.537 -2.318 H272 L1A 89 L1A H281 1H28 H 0 0 N N N 11.053 45.880 109.249 5.079 1.937 -3.570 H281 L1A 90 L1A H282 2H28 H 0 0 N N N 10.828 45.746 107.434 4.263 0.383 -3.882 H282 L1A 91 L1A H29 H29 H 0 1 N N N 12.942 44.389 109.139 2.945 0.735 -1.745 H29 L1A 92 L1A H301 1H30 H 0 0 N N N 12.414 44.428 106.095 3.616 2.490 -0.214 H301 L1A 93 L1A H302 2H30 H 0 0 N N N 13.529 43.256 106.895 4.997 2.927 -1.244 H302 L1A 94 L1A H31 H31 H 0 1 N N N 15.127 45.180 106.335 2.814 4.446 -1.501 H31 L1A 95 L1A H32 H32 H 0 1 N N N 14.803 47.200 108.177 2.054 4.097 -3.651 H32 L1A 96 L1A H331 1H33 H 0 0 N N N 12.453 47.603 108.952 3.211 2.401 -5.036 H331 L1A 97 L1A H332 2H33 H 0 0 N N N 12.133 47.490 107.141 2.104 1.452 -4.019 H332 L1A 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 L1A C1 C2 SING Y N 1 L1A C1 C6 DOUB Y N 2 L1A C1 H1 SING N N 3 L1A C2 C3 DOUB Y N 4 L1A C2 H2 SING N N 5 L1A C3 C4 SING Y N 6 L1A C3 H3 SING N N 7 L1A C4 C5 DOUB Y N 8 L1A C4 C9 SING N N 9 L1A C5 C6 SING Y N 10 L1A C5 H5 SING N N 11 L1A C6 H6 SING N N 12 L1A N1 C7 SING N N 13 L1A N1 C14 SING N N 14 L1A N1 HN1 SING N N 15 L1A C7 C8 SING N N 16 L1A C7 O1 DOUB N N 17 L1A C8 C9 SING N N 18 L1A C8 N2 SING N N 19 L1A C8 H8 SING N N 20 L1A C9 H91 SING N N 21 L1A C9 H92 SING N N 22 L1A N2 S2 SING N N 23 L1A N2 HN2 SING N N 24 L1A C10 N3 SING N N 25 L1A C10 C14 SING N N 26 L1A C10 O2 DOUB N N 27 L1A N3 C16 SING N N 28 L1A N3 HN3 SING N N 29 L1A C11 C12 DOUB Y N 30 L1A C11 S1 SING Y N 31 L1A C11 H11 SING N N 32 L1A C12 C13 SING N N 33 L1A C12 N5 SING Y N 34 L1A C13 C14 SING N N 35 L1A C13 H131 SING N N 36 L1A C13 H132 SING N N 37 L1A C14 H14 SING N N 38 L1A S1 C15 SING Y N 39 L1A N4 C15 SING N N 40 L1A N4 HN41 SING N N 41 L1A N4 HN42 SING N N 42 L1A C15 N5 DOUB Y N 43 L1A C16 C17 SING N N 44 L1A C16 C18 SING N N 45 L1A C16 H16 SING N N 46 L1A C17 C29 SING N N 47 L1A C17 H171 SING N N 48 L1A C17 H172 SING N N 49 L1A C18 C19 SING N N 50 L1A C18 O3 SING N N 51 L1A C18 H18 SING N N 52 L1A C19 C20 SING N N 53 L1A C19 O4 SING N N 54 L1A C19 H19 SING N N 55 L1A C20 C21 SING N N 56 L1A C20 H201 SING N N 57 L1A C20 H202 SING N N 58 L1A C21 C22 SING N N 59 L1A C21 C23 SING N N 60 L1A C21 H21 SING N N 61 L1A C22 H221 SING N N 62 L1A C22 H222 SING N N 63 L1A C22 H223 SING N N 64 L1A C23 H231 SING N N 65 L1A C23 H232 SING N N 66 L1A C23 H233 SING N N 67 L1A O3 HO3 SING N N 68 L1A O4 HO4 SING N N 69 L1A O5 C24 SING N N 70 L1A O5 C27 SING N N 71 L1A C24 C25 SING N N 72 L1A C24 H241 SING N N 73 L1A C24 H242 SING N N 74 L1A C25 N6 SING N N 75 L1A C25 H251 SING N N 76 L1A C25 H252 SING N N 77 L1A S2 N6 SING N N 78 L1A S2 O6 DOUB N N 79 L1A S2 O7 DOUB N N 80 L1A N6 C26 SING N N 81 L1A C26 C27 SING N N 82 L1A C26 H261 SING N N 83 L1A C26 H262 SING N N 84 L1A C27 H271 SING N N 85 L1A C27 H272 SING N N 86 L1A C28 C29 SING N N 87 L1A C28 C33 SING N N 88 L1A C28 H281 SING N N 89 L1A C28 H282 SING N N 90 L1A C29 C30 SING N N 91 L1A C29 H29 SING N N 92 L1A C30 C31 SING N N 93 L1A C30 H301 SING N N 94 L1A C30 H302 SING N N 95 L1A C31 C32 DOUB N N 96 L1A C31 H31 SING N N 97 L1A C32 C33 SING N N 98 L1A C32 H32 SING N N 99 L1A C33 H331 SING N N 100 L1A C33 H332 SING N N 101 # 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 L1A SMILES ACDLabs 10.04 "O=S(=O)(N1CCOCC1)NC(C(=O)NC(C(=O)NC(CC2CC=CCC2)C(O)C(O)CC(C)C)Cc3nc(sc3)N)Cc4ccccc4" L1A SMILES_CANONICAL CACTVS 3.341 "CC(C)C[C@H](O)[C@H](O)[C@@H](C[C@@H]1CCC=CC1)NC(=O)[C@H](Cc2csc(N)n2)NC(=O)[C@H](Cc3ccccc3)N[S](=O)(=O)N4CCOCC4" L1A SMILES CACTVS 3.341 "CC(C)C[CH](O)[CH](O)[CH](C[CH]1CCC=CC1)NC(=O)[CH](Cc2csc(N)n2)NC(=O)[CH](Cc3ccccc3)N[S](=O)(=O)N4CCOCC4" L1A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@@H]([C@@H]([C@@H](C[C@@H]1CCC=CC1)NC(=O)[C@H](Cc2csc(n2)N)NC(=O)[C@H](Cc3ccccc3)NS(=O)(=O)N4CCOCC4)O)O" L1A SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(C(CC1CCC=CC1)NC(=O)C(Cc2csc(n2)N)NC(=O)C(Cc3ccccc3)NS(=O)(=O)N4CCOCC4)O)O" L1A InChI InChI 1.03 ;InChI=1S/C33H50N6O7S2/c1-22(2)17-29(40)30(41)26(18-23-9-5-3-6-10-23)36-31(42)27(20-25-21-47-33(34)35-25)37-32(43)28(19-24-11-7-4-8-12-24)38-48(44,45)39-13-15-46-16-14-39/h3-5,7-8,11-12,21-23,26-30,38,40-41H,6,9-10,13-20H2,1-2H3,(H2,34,35)(H,36,42)(H,37,43)/t23-,26+,27-,28-,29-,30+/m0/s1 ; L1A InChIKey InChI 1.03 NZCOCZHRRKSGSQ-LUFJSDQJSA-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 L1A "SYSTEMATIC NAME" ACDLabs 10.04 "N-(morpholin-4-ylsulfonyl)-L-phenylalanyl-3-(2-amino-1,3-thiazol-4-yl)-N-{(1R,2R,3S)-1-[(1R)-cyclohex-3-en-1-ylmethyl]-2,3-dihydroxy-5-methylhexyl}-L-alaninamide" L1A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(2S)-3-(2-amino-1,3-thiazol-4-yl)-1-[[(2R,3R,4S)-1-[(1R)-1-cyclohex-3-enyl]-3,4-dihydroxy-6-methyl-heptan-2-yl]amino]-1-oxo-propan-2-yl]-2-(morpholin-4-ylsulfonylamino)-3-phenyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L1A "Create component" 2006-02-27 RCSB L1A "Modify descriptor" 2011-06-04 RCSB #