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                    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                        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 N 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 InChI            InChI                1.02b 
;InChI=1/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/f/h45-46,51H
;
L04 InChIKey         InChI                1.02b WSHMSPGZDPZGRV-WMTJFNPYDX 
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 
# 
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"   
# 
