data_LGG
# 
_chem_comp.id                                    LGG 
_chem_comp.name                                  N-ACETYL-L-ALPHA-GLUTAMYL-L-PHENYLALANYL-L-GLUTAMINYL-N-[(1S)-4-AMINO-1-(2-CARBOXYETHYL)-4-OXOBUTYL]-L-LEUCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H51 N7 O11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-13 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        733.809 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LGG 
_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        ? 
_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 
LGG N1   N1   N 0 1 N N N 24.917 -0.412 24.488 2.351  4.801  5.069  N1   LGG 1   
LGG N3   N3   N 0 1 N N N 27.049 -2.861 18.896 -3.640 1.276  6.063  N3   LGG 2   
LGG C4   C4   C 0 1 N N S 24.527 -0.310 23.075 1.770  3.639  5.744  C4   LGG 3   
LGG C5   C5   C 0 1 N N N 25.158 -1.452 22.276 0.277  3.662  5.434  C5   LGG 4   
LGG C6   C6   C 0 1 Y N N 23.058 -5.522 20.126 -1.950 2.781  1.728  C6   LGG 5   
LGG C7   C7   C 0 1 Y N N 22.162 -6.329 20.816 -1.377 3.377  0.605  C7   LGG 6   
LGG C8   C8   C 0 1 Y N N 21.101 -5.754 21.507 -0.044 3.121  0.283  C8   LGG 7   
LGG C10  C10  C 0 1 Y N N 21.835 -3.565 20.819 0.142  1.672  2.208  C10  LGG 8   
LGG C13  C13  C 0 1 N N S 25.023 -2.763 20.213 -1.646 2.139  4.997  C13  LGG 9   
LGG C15  C15  C 0 1 N N N 31.072 -2.164 20.478 -5.422 3.145  8.633  C15  LGG 10  
LGG C17  C17  C 0 1 N N N 29.474 -2.632 18.585 -5.909 1.219  7.035  C17  LGG 11  
LGG C20  C20  C 0 1 N N N 25.215 -1.691 13.057 -2.468 -1.654 9.705  C20  LGG 12  
LGG C21  C21  C 0 1 N N N 26.441 0.424  12.498 -1.650 -3.772 8.653  C21  LGG 13  
LGG C22  C22  C 0 1 N N N 26.424 -0.816 13.395 -2.619 -3.177 9.676  C22  LGG 14  
LGG C24  C24  C 0 1 N N S 27.782 -2.757 14.227 -4.640 -2.988 8.065  C24  LGG 15  
LGG C26  C26  C 0 1 N N N 30.301 -7.755 16.218 -7.865 -3.999 3.045  C26  LGG 16  
LGG C28  C28  C 0 1 N N N 29.899 -6.908 13.844 -8.104 -4.443 5.523  C28  LGG 17  
LGG C9   C9   C 0 1 Y N N 20.938 -4.373 21.509 0.716  2.268  1.085  C9   LGG 18  
LGG C11  C11  C 0 1 Y N N 22.894 -4.141 20.126 -1.184 1.936  2.515  C11  LGG 19  
LGG C12  C12  C 0 1 N N N 23.870 -3.263 19.341 -1.805 1.291  3.730  C12  LGG 20  
LGG N2   N2   N 0 1 N N N 24.534 -1.729 21.136 -0.263 2.388  5.316  N2   LGG 21  
LGG O3   O3   O 0 1 N N N 26.157 -2.045 22.681 -0.351 4.709  5.282  O3   LGG 22  
LGG C3   C3   C 0 1 N N N 25.060 0.997  22.486 2.054  3.733  7.251  C3   LGG 23  
LGG C2   C2   C 0 1 N N N 24.445 2.229  23.152 1.554  5.030  7.888  C2   LGG 24  
LGG C1   C1   C 0 1 N N N 24.991 3.503  22.504 0.056  5.171  7.777  C1   LGG 25  
LGG O1   O1   O 0 1 N N N 25.289 3.440  21.292 -0.718 4.222  7.751  O1   LGG 26  
LGG O2   O2   O 0 1 N N N 25.108 4.509  23.237 -0.347 6.462  7.682  O2   LGG 27  
LGG C33  C33  C 0 1 N N N 24.358 -1.305 25.301 3.634  4.807  4.585  C33  LGG 28  
LGG C34  C34  C 0 1 N N N 24.726 -1.358 26.640 4.015  6.095  3.933  C34  LGG 29  
LGG O11  O11  O 0 1 N N N 23.409 -2.152 24.821 4.448  3.893  4.638  O11  LGG 30  
LGG C14  C14  C 0 1 N N N 26.049 -2.087 19.304 -2.264 1.424  6.194  C14  LGG 31  
LGG O4   O4   O 0 1 N N N 25.935 -0.900 19.002 -1.609 1.067  7.171  O4   LGG 32  
LGG C18  C18  C 0 1 N N S 28.091 -2.338 18.002 -4.474 0.678  7.073  C18  LGG 33  
LGG C16  C16  C 0 1 N N N 29.656 -1.944 19.939 -5.998 2.725  7.294  C16  LGG 34  
LGG O5   O5   O 0 1 N N N 31.820 -1.213 20.695 -4.947 2.363  9.451  O5   LGG 35  
LGG N4   N4   N 0 1 N N N 31.406 -3.436 20.680 -5.515 4.504  8.841  N4   LGG 36  
LGG C19  C19  C 0 1 N N N 27.946 -3.033 16.648 -4.469 -0.828 6.831  C19  LGG 37  
LGG O6   O6   O 0 1 N N N 27.841 -4.256 16.585 -4.422 -1.325 5.708  O6   LGG 38  
LGG N5   N5   N 0 1 N N N 27.902 -2.225 15.592 -4.574 -1.550 8.015  N5   LGG 39  
LGG C23  C23  C 0 1 N N N 27.722 -1.607 13.219 -4.086 -3.549 9.381  C23  LGG 40  
LGG C25  C25  C 0 1 N N N 29.028 -3.594 13.937 -6.106 -3.376 7.902  C25  LGG 41  
LGG O7   O7   O 0 1 N N N 30.142 -3.199 14.277 -7.031 -2.704 8.354  O7   LGG 42  
LGG N6   N6   N 0 1 N N N 28.813 -4.753 13.322 -6.258 -4.532 7.149  N6   LGG 43  
LGG C29  C29  C 0 1 N N S 29.942 -5.636 12.995 -7.546 -5.090 6.804  C29  LGG 44  
LGG C30  C30  C 0 1 N N N 29.958 -5.954 11.499 -7.471 -6.621 6.718  C30  LGG 45  
LGG C31  C31  C 0 1 N N N 30.157 -4.677 10.680 -6.942 -7.252 8.006  C31  LGG 46  
LGG C32  C32  C 0 1 N N N 31.449 -3.965 11.083 -7.815 -6.883 9.178  C32  LGG 47  
LGG O9   O9   O 0 1 N N N 31.397 -2.721 11.192 -9.009 -6.629 9.089  O9   LGG 48  
LGG O10  O10  O 0 1 N N N 32.456 -4.680 11.281 -7.136 -6.879 10.352 O10  LGG 49  
LGG C27  C27  C 0 1 N N N 30.088 -6.537 15.317 -7.294 -4.716 4.254  C27  LGG 50  
LGG O8   O8   O 0 1 N N N 29.653 -8.911 15.916 -8.858 -3.279 3.080  O8   LGG 51  
LGG N7   N7   N 0 1 N N N 31.107 -7.617 17.267 -7.137 -4.243 1.900  N7   LGG 52  
LGG HN1  HN1  H 0 1 N N N 25.619 0.204  24.847 1.787  5.628  4.957  HN1  LGG 53  
LGG HN3  HN3  H 0 1 N N N 27.093 -3.812 19.202 -4.082 1.607  5.208  HN3  LGG 54  
LGG H4   H4   H 0 1 N N N 23.429 -0.351 23.017 2.232  2.735  5.335  H4   LGG 55  
LGG H6   H6   H 0 1 N N N 23.883 -5.967 19.589 -2.990 2.986  1.970  H6   LGG 56  
LGG H7   H7   H 0 1 N N N 22.289 -7.401 20.816 -1.968 4.041  -0.020 H7   LGG 57  
LGG H8   H8   H 0 1 N N N 20.403 -6.380 22.043 0.403  3.585  -0.591 H8   LGG 58  
LGG H10  H10  H 0 1 N N N 21.709 -2.492 20.821 0.741  1.009  2.827  H10  LGG 59  
LGG H13  H13  H 0 1 N N N 25.452 -3.610 20.768 -2.121 3.120  4.881  H13  LGG 60  
LGG H171 1H17 H 0 0 N N N 29.582 -3.718 18.719 -6.347 1.011  6.050  H171 LGG 61  
LGG H172 2H17 H 0 0 N N N 30.236 -2.248 17.891 -6.532 0.686  7.764  H172 LGG 62  
LGG H201 1H20 H 0 0 N N N 24.646 -1.901 13.975 -1.440 -1.369 9.952  H201 LGG 63  
LGG H202 2H20 H 0 0 N N N 24.570 -1.164 12.338 -3.126 -1.212 10.461 H202 LGG 64  
LGG H203 3H20 H 0 0 N N N 25.560 -2.637 12.615 -2.719 -1.211 8.735  H203 LGG 65  
LGG H211 1H21 H 0 0 N N N 26.445 1.329  13.123 -1.920 -3.477 7.633  H211 LGG 66  
LGG H212 2H21 H 0 0 N N N 27.343 0.409  11.869 -0.627 -3.430 8.843  H212 LGG 67  
LGG H213 3H21 H 0 0 N N N 25.547 0.425  11.857 -1.638 -4.864 8.702  H213 LGG 68  
LGG H22  H22  H 0 1 N N N 26.345 -0.499 14.445 -2.345 -3.555 10.669 H22  LGG 69  
LGG H24  H24  H 0 1 N N N 26.867 -3.361 14.141 -4.078 -3.364 7.204  H24  LGG 70  
LGG H281 1H28 H 0 0 N N N 28.927 -7.406 13.712 -9.135 -4.789 5.372  H281 LGG 71  
LGG H282 2H28 H 0 0 N N N 30.703 -7.590 13.529 -8.166 -3.357 5.677  H282 LGG 72  
LGG H9   H9   H 0 1 N N N 20.114 -3.928 22.047 1.753  2.069  0.835  H9   LGG 73  
LGG H121 1H12 H 0 0 N N N 24.287 -3.855 18.513 -2.867 1.088  3.538  H121 LGG 74  
LGG H122 2H12 H 0 0 N N N 23.318 -2.386 18.972 -1.344 0.304  3.869  H122 LGG 75  
LGG HN2  HN2  H 0 1 N N N 23.707 -1.219 20.899 0.350  1.589  5.463  HN2  LGG 76  
LGG H31  1H3  H 0 1 N N N 26.150 1.028  22.633 1.585  2.882  7.761  H31  LGG 77  
LGG H32  2H3  H 0 1 N N N 24.792 1.021  21.419 3.133  3.655  7.438  H32  LGG 78  
LGG H21  1H2  H 0 1 N N N 23.352 2.200  23.031 1.794  5.032  8.958  H21  LGG 79  
LGG H22A 2H2  H 0 0 N N N 24.704 2.228  24.221 2.055  5.910  7.472  H22A LGG 80  
LGG HO2  HO2  H 0 1 N N N 25.462 5.231  22.731 -1.314 6.597  7.589  HO2  LGG 81  
LGG H341 1H34 H 0 0 N N N 25.823 -1.372 26.719 4.885  6.569  4.416  H341 LGG 82  
LGG H342 2H34 H 0 0 N N N 24.332 -0.474 27.164 4.303  5.963  2.878  H342 LGG 83  
LGG H343 3H34 H 0 0 N N N 24.314 -2.270 27.097 3.231  6.869  3.925  H343 LGG 84  
LGG H18  H18  H 0 1 N N N 27.982 -1.249 17.889 -3.997 0.885  8.037  H18  LGG 85  
LGG H161 1H16 H 0 0 N N N 29.483 -0.864 19.818 -7.055 3.020  7.295  H161 LGG 86  
LGG H162 2H16 H 0 0 N N N 28.937 -2.374 20.652 -5.505 3.287  6.493  H162 LGG 87  
LGG HN41 1HN4 H 0 0 N N N 32.343 -3.447 21.028 -5.174 4.925  9.698  HN41 LGG 88  
LGG HN42 2HN4 H 0 0 N N N 30.827 -4.234 20.514 -5.921 5.132  8.154  HN42 LGG 89  
LGG HN5  HN5  H 0 1 N N N 27.952 -1.236 15.730 -4.603 -1.045 8.898  HN5  LGG 90  
LGG H231 1H23 H 0 0 N N N 27.761 -2.017 12.199 -4.175 -4.645 9.364  H231 LGG 91  
LGG H232 2H23 H 0 0 N N N 28.577 -0.936 13.389 -4.716 -3.211 10.214 H232 LGG 92  
LGG HN6  HN6  H 0 1 N N N 27.881 -5.025 13.081 -5.432 -5.016 6.809  HN6  LGG 93  
LGG H29  H29  H 0 1 N N N 30.879 -5.113 13.235 -8.219 -4.813 7.625  H29  LGG 94  
LGG H301 1H30 H 0 0 N N N 29.000 -6.416 11.219 -6.817 -6.907 5.885  H301 LGG 95  
LGG H302 2H30 H 0 0 N N N 30.790 -6.643 11.291 -8.461 -7.042 6.500  H302 LGG 96  
LGG H311 1H31 H 0 0 N N N 29.306 -4.002 10.857 -5.926 -6.906 8.227  H311 LGG 97  
LGG H312 2H31 H 0 0 N N N 30.222 -4.948 9.616  -6.888 -8.344 7.928  H312 LGG 98  
LGG HO10 HO10 H 0 0 N N N 33.190 -4.131 11.531 -7.673 -6.656 11.143 HO10 LGG 99  
LGG H271 1H27 H 0 0 N N N 30.972 -5.888 15.399 -7.277 -5.789 4.032  H271 LGG 100 
LGG H272 2H27 H 0 0 N N N 29.169 -6.034 15.652 -6.259 -4.379 4.380  H272 LGG 101 
LGG HN71 1HN7 H 0 0 N N N 31.448 -6.677 17.264 -7.432 -3.810 1.031  HN71 LGG 102 
LGG HN72 2HN7 H 0 0 N N N 31.331 -8.325 17.937 -6.316 -4.841 1.895  HN72 LGG 103 
# 
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 
LGG N1  C4   SING N N 1   
LGG N1  C33  SING N N 2   
LGG N1  HN1  SING N N 3   
LGG N3  C18  SING N N 4   
LGG N3  C14  SING N N 5   
LGG N3  HN3  SING N N 6   
LGG C4  C5   SING N N 7   
LGG C4  C3   SING N N 8   
LGG C4  H4   SING N N 9   
LGG C5  N2   SING N N 10  
LGG C5  O3   DOUB N N 11  
LGG C6  C11  DOUB Y N 12  
LGG C6  C7   SING Y N 13  
LGG C6  H6   SING N N 14  
LGG C7  C8   DOUB Y N 15  
LGG C7  H7   SING N N 16  
LGG C8  C9   SING Y N 17  
LGG C8  H8   SING N N 18  
LGG C10 C11  SING Y N 19  
LGG C10 C9   DOUB Y N 20  
LGG C10 H10  SING N N 21  
LGG C13 C14  SING N N 22  
LGG C13 C12  SING N N 23  
LGG C13 N2   SING N N 24  
LGG C13 H13  SING N N 25  
LGG C15 C16  SING N N 26  
LGG C15 N4   SING N N 27  
LGG C15 O5   DOUB N N 28  
LGG C17 C18  SING N N 29  
LGG C17 C16  SING N N 30  
LGG C17 H171 SING N N 31  
LGG C17 H172 SING N N 32  
LGG C20 C22  SING N N 33  
LGG C20 H201 SING N N 34  
LGG C20 H202 SING N N 35  
LGG C20 H203 SING N N 36  
LGG C21 C22  SING N N 37  
LGG C21 H211 SING N N 38  
LGG C21 H212 SING N N 39  
LGG C21 H213 SING N N 40  
LGG C22 C23  SING N N 41  
LGG C22 H22  SING N N 42  
LGG C24 C23  SING N N 43  
LGG C24 C25  SING N N 44  
LGG C24 N5   SING N N 45  
LGG C24 H24  SING N N 46  
LGG C26 C27  SING N N 47  
LGG C26 O8   DOUB N N 48  
LGG C26 N7   SING N N 49  
LGG C28 C29  SING N N 50  
LGG C28 C27  SING N N 51  
LGG C28 H281 SING N N 52  
LGG C28 H282 SING N N 53  
LGG C9  H9   SING N N 54  
LGG C11 C12  SING N N 55  
LGG C12 H121 SING N N 56  
LGG C12 H122 SING N N 57  
LGG N2  HN2  SING N N 58  
LGG C3  C2   SING N N 59  
LGG C3  H31  SING N N 60  
LGG C3  H32  SING N N 61  
LGG C2  C1   SING N N 62  
LGG C2  H21  SING N N 63  
LGG C2  H22A SING N N 64  
LGG C1  O1   DOUB N N 65  
LGG C1  O2   SING N N 66  
LGG O2  HO2  SING N N 67  
LGG C33 O11  DOUB N N 68  
LGG C33 C34  SING N N 69  
LGG C34 H341 SING N N 70  
LGG C34 H342 SING N N 71  
LGG C34 H343 SING N N 72  
LGG C14 O4   DOUB N N 73  
LGG C18 C19  SING N N 74  
LGG C18 H18  SING N N 75  
LGG C16 H161 SING N N 76  
LGG C16 H162 SING N N 77  
LGG N4  HN41 SING N N 78  
LGG N4  HN42 SING N N 79  
LGG C19 N5   SING N N 80  
LGG C19 O6   DOUB N N 81  
LGG N5  HN5  SING N N 82  
LGG C23 H231 SING N N 83  
LGG C23 H232 SING N N 84  
LGG C25 N6   SING N N 85  
LGG C25 O7   DOUB N N 86  
LGG N6  C29  SING N N 87  
LGG N6  HN6  SING N N 88  
LGG C29 C30  SING N N 89  
LGG C29 H29  SING N N 90  
LGG C30 C31  SING N N 91  
LGG C30 H301 SING N N 92  
LGG C30 H302 SING N N 93  
LGG C31 C32  SING N N 94  
LGG C31 H311 SING N N 95  
LGG C31 H312 SING N N 96  
LGG C32 O9   DOUB N N 97  
LGG C32 O10  SING N N 98  
LGG O10 HO10 SING N N 99  
LGG C27 H271 SING N N 100 
LGG C27 H272 SING N N 101 
LGG N7  HN71 SING N N 102 
LGG N7  HN72 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 
LGG SMILES           ACDLabs              10.04 O=C(N)CCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C)CCC(=O)O)Cc1ccccc1)CCC(=O)N)CC(C)C)CCC(=O)O 
LGG InChI            InChI                1.02b 
;InChI=1/C34H51N7O11/c1-19(2)17-25(33(51)38-22(9-13-27(35)43)10-15-29(45)46)40-32(50)24(11-14-28(36)44)39-34(52)26(18-21-7-5-4-6-8-21)41-31(49)23(37-20(3)42)12-16-30(47)48/h4-8,19,22-26H,9-18H2,1-3H3,(H2,35,43)(H2,36,44)(H,37,42)(H,38,51)(H,39,52)(H,40,50)(H,41,49)(H,45,46)(H,47,48)/t22-,23-,24-,25-,26-/m0/s1/f/h37-41,45,47H,35-36H2
;
LGG InChIKey         InChI                1.02b IDWPNCOZKNRFJZ-OLRDBYLZDB 
LGG SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(O)=O)NC(C)=O)C(=O)N[C@@H](CCC(N)=O)CCC(O)=O 
LGG SMILES           CACTVS               3.341 CC(C)C[CH](NC(=O)[CH](CCC(N)=O)NC(=O)[CH](Cc1ccccc1)NC(=O)[CH](CCC(O)=O)NC(C)=O)C(=O)N[CH](CCC(N)=O)CCC(O)=O 
LGG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H](C(=O)N[C@@H](CCC(=O)N)CCC(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)C 
LGG SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C(=O)NC(CCC(=O)N)CCC(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C(Cc1ccccc1)NC(=O)C(CCC(=O)O)NC(=O)C 
# 
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 
LGG "SYSTEMATIC NAME" ACDLabs              10.04 N-acetyl-L-alpha-glutamyl-L-phenylalanyl-L-glutaminyl-N-[(1S)-4-amino-1-(2-carboxyethyl)-4-oxobutyl]-L-leucinamide                                                                                      
LGG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-5-hydroxy-5-oxo-pentanoyl]amino]-3-phenyl-propanoyl]amino]-5-amino-5-oxo-pentanoyl]amino]-4-methyl-pentanoyl]amino]-7-amino-7-oxo-heptanoic acid" 
# 
