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 2011-06-04 _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 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" LGG InChI InChI 1.03 ;InChI=1S/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 ; LGG InChIKey InChI 1.03 IDWPNCOZKNRFJZ-LROMGURASA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LGG "Create component" 2006-10-13 EBI LGG "Modify descriptor" 2011-06-04 RCSB #