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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h36-37H,34H2
;
L1A InChIKey         InChI                1.02b NZCOCZHRRKSGSQ-LIBTYVPZDG 
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 
# 
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 
# 
