data_E69 # _chem_comp.id E69 _chem_comp.name "N~2~-[(3S)-4-({(2R)-1-[(4-carbamimidamidobutyl)amino]-4-methyl-1-oxopentan-2-yl}amino)-3-hydroxy-4-oxobutanoyl]-L-arginyl-L-prolinamide" _chem_comp.type PEPTIDE-LIKE _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H49 N11 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-15 _chem_comp.pdbx_modified_date 2020-01-26 _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 611.737 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E69 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4QBB _chem_comp.pdbx_subcomponent_list "DLE AG2 LMR ARG PRO NH2" _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 E69 N1 N1 N 0 1 N N N 7.255 -8.353 4.122 2.015 -0.765 -1.214 N DLE 1 E69 C4 C4 C 0 1 N N R 6.205 -7.887 3.192 3.360 -1.314 -1.027 CA DLE 2 E69 C5 C5 C 0 1 N N N 6.571 -7.340 1.812 3.326 -2.387 0.063 CB DLE 3 E69 C6 C6 C 0 1 N N N 7.924 -7.778 1.285 2.469 -3.565 -0.407 CG DLE 4 E69 C7 C7 C 0 1 N N N 8.812 -6.545 1.179 3.136 -4.232 -1.611 CD1 DLE 5 E69 C8 C8 C 0 1 N N N 7.793 -8.389 -0.100 2.332 -4.581 0.729 CD2 DLE 6 E69 C9 C9 C 0 1 N N N 5.036 -7.149 3.787 4.301 -0.211 -0.617 C DLE 7 E69 O3 O3 O 0 1 N N N 4.506 -6.214 3.194 3.889 0.923 -0.493 O DLE 8 E69 N2 N2 N 0 1 N N N 4.604 -7.675 4.924 5.601 -0.484 -0.389 N AG2 9 E69 C10 C10 C 0 1 N N N 3.244 -7.516 5.412 6.516 0.588 0.010 CA AG2 10 E69 C11 C11 C 0 1 N N N 2.426 -8.790 5.215 7.921 0.014 0.204 CB AG2 11 E69 C12 C12 C 0 1 N N N 3.270 -10.045 5.411 8.877 1.134 0.621 CG AG2 12 E69 C13 C13 C 0 1 N N N 2.413 -11.305 5.329 10.281 0.559 0.815 CD AG2 13 E69 N3 N3 N 0 1 N N N 2.144 -11.524 3.914 11.196 1.632 1.214 NE AG2 14 E69 C14 C14 C 0 1 N N N 1.239 -12.353 3.397 12.522 1.353 1.447 CZ AG2 15 E69 N4 N4 N 0 1 N N N 1.093 -12.461 1.988 12.965 0.135 1.313 NH1 AG2 16 E69 N5 N5 N 0 1 N N N 0.507 -13.040 4.158 13.381 2.359 1.821 NH2 AG2 17 E69 C3 C3 C 0 1 N N N 8.313 -7.870 4.784 1.141 -1.384 -2.031 C1 LMR 18 E69 O2 O2 O 0 1 N N N 8.701 -6.710 4.799 1.470 -2.394 -2.617 O1A LMR 19 E69 C2 C2 C 0 1 N N S 9.053 -8.921 5.577 -0.245 -0.822 -2.218 C2 LMR 20 E69 O1 O1 O 0 1 N N N 8.140 -9.907 6.100 -0.937 -1.581 -3.211 O2 LMR 21 E69 C1 C1 C 0 1 N N N 10.139 -9.642 4.786 -1.008 -0.898 -0.894 C3 LMR 22 E69 C15 C15 C 0 1 N N N 10.693 -10.758 5.643 -2.348 -0.226 -1.048 C4 LMR 23 E69 O4 O4 O 0 1 N N N 11.215 -10.547 6.736 -2.662 0.266 -2.112 O4B LMR 24 E69 N6 N6 N 0 1 N N N 10.574 -11.990 5.148 -3.198 -0.170 -0.004 N ARG 25 E69 C16 C16 C 0 1 N N S 11.002 -13.153 5.898 -4.501 0.483 -0.153 CA ARG 26 E69 C21 C21 C 0 1 N N N 12.498 -13.303 5.858 -4.349 1.965 0.078 C ARG 27 E69 O5 O5 O 0 1 N N N 13.116 -12.681 5.023 -3.458 2.379 0.789 O ARG 28 E69 C17 C17 C 0 1 N N N 10.295 -14.382 5.317 -5.482 -0.094 0.869 CB ARG 29 E69 C18 C18 C 0 1 N N N 8.986 -14.585 6.066 -5.721 -1.575 0.566 CG ARG 30 E69 C19 C19 C 0 1 N N N 8.585 -16.056 6.075 -6.702 -2.153 1.588 CD ARG 31 E69 N7 N7 N 0 1 N N N 9.468 -16.689 7.044 -6.931 -3.570 1.299 NE ARG 32 E69 C20 C20 C 0 1 N N N 9.347 -16.683 8.370 -7.782 -4.305 2.090 CZ ARG 33 E69 N9 N9 N 0 1 N N N 10.197 -17.280 9.083 -7.996 -5.636 1.818 NH1 ARG 34 E69 N8 N8 N 0 1 N N N 8.257 -16.010 8.984 -8.385 -3.740 3.097 NH2 ARG 35 E69 N10 N10 N 0 1 N N N 13.098 -14.048 6.783 -5.203 2.829 -0.506 N PRO 36 E69 C22 C22 C 0 1 N N S 14.556 -14.226 6.785 -5.110 4.295 -0.450 CA PRO 37 E69 C26 C26 C 0 1 N N N 15.214 -14.543 5.459 -5.171 4.758 0.983 C PRO 38 E69 O6 O6 O 0 1 N N N 14.893 -15.545 4.834 -5.282 3.947 1.878 O PRO 39 E69 C23 C23 C 0 1 N N N 14.793 -15.304 7.834 -6.311 4.861 -1.236 CB PRO 40 E69 C24 C24 C 0 1 N N N 13.647 -15.118 8.812 -7.326 3.687 -1.213 CG PRO 41 E69 C25 C25 C 0 1 N N N 12.477 -14.711 7.928 -6.381 2.461 -1.312 CD PRO 42 E69 N11 N11 N 0 1 N N N 16.147 -13.693 5.004 -5.103 6.073 1.270 N NH2 43 E69 H24 H24 H 0 1 N N N 7.139 -9.327 4.316 1.752 0.043 -0.745 H DLE 44 E69 H14 H14 H 0 1 N N N 5.730 -8.840 2.915 3.704 -1.757 -1.962 HA DLE 45 E69 H15 H15 H 0 1 N N N 6.567 -6.241 1.869 4.340 -2.733 0.264 HB2 DLE 46 E69 H16 H16 H 0 1 N N N 5.803 -7.673 1.099 2.899 -1.967 0.973 HB3 DLE 47 E69 H17 H17 H 0 1 N N N 8.377 -8.506 1.974 1.481 -3.204 -0.692 HG DLE 48 E69 H21 H21 H 0 1 N N N 8.921 -6.085 2.172 4.124 -4.593 -1.326 HD11 DLE 49 E69 H22 H22 H 0 1 N N N 9.802 -6.838 0.800 2.525 -5.071 -1.946 HD12 DLE 50 E69 H23 H23 H 0 1 N N N 8.354 -5.822 0.488 3.233 -3.508 -2.420 HD13 DLE 51 E69 H18 H18 H 0 1 N N N 7.154 -9.283 -0.048 1.857 -4.105 1.587 HD21 DLE 52 E69 H19 H19 H 0 1 N N N 7.341 -7.655 -0.783 1.722 -5.420 0.394 HD22 DLE 53 E69 H20 H20 H 0 1 N N N 8.789 -8.671 -0.472 3.320 -4.942 1.014 HD23 DLE 54 E69 H1 H1 H 0 1 N N N 5.246 -8.208 5.474 5.931 -1.391 -0.488 HN1 AG2 55 E69 H2 H2 H 0 1 N N N 3.275 -7.274 6.485 6.540 1.352 -0.767 HA1 AG2 56 E69 H3 H3 H 0 1 N N N 2.762 -6.693 4.864 6.172 1.030 0.945 HA2 AG2 57 E69 H4 H4 H 0 1 N N N 2.015 -8.794 4.195 7.897 -0.751 0.981 HB1 AG2 58 E69 H5 H5 H 0 1 N N N 1.601 -8.799 5.943 8.265 -0.429 -0.730 HB2 AG2 59 E69 H6 H6 H 0 1 N N N 4.042 -10.084 4.628 8.901 1.898 -0.156 HG1 AG2 60 E69 H7 H7 H 0 1 N N N 3.752 -10.003 6.399 8.532 1.576 1.555 HG2 AG2 61 E69 H8 H8 H 0 1 N N N 1.471 -11.161 5.878 10.257 -0.205 1.592 HD1 AG2 62 E69 H9 H9 H 0 1 N N N 2.956 -12.163 5.751 10.625 0.117 -0.120 HD2 AG2 63 E69 H10 H10 H 0 1 N N N 2.695 -10.999 3.265 10.867 2.539 1.313 HE1 AG2 64 E69 H13 H13 H 0 1 N N N 0.379 -13.113 1.734 13.901 -0.062 1.477 HH11 AG2 65 E69 H11 H11 H 0 1 N N N 0.606 -12.963 5.150 13.051 3.266 1.920 HH21 AG2 66 E69 H12 H12 H 0 1 N N N -0.173 -13.663 3.770 14.316 2.163 1.985 HH22 AG2 67 E69 H25 H25 H 0 1 N N N 9.542 -8.416 6.423 -0.175 0.218 -2.538 H2 LMR 68 E69 H26 H26 H 0 1 N N N 8.625 -10.557 6.594 -1.036 -2.518 -2.992 HO2 LMR 69 E69 H27 H27 H 0 1 N N N 9.711 -10.060 3.863 -1.156 -1.942 -0.619 H3 LMR 70 E69 H28 H28 H 0 1 N N N 10.943 -8.936 4.530 -0.436 -0.394 -0.115 H3A LMR 71 E69 H29 H29 H 0 1 N N N 10.180 -12.114 4.237 -2.948 -0.563 0.847 H ARG 72 E69 H30 H30 H 0 1 N N N 10.690 -13.043 6.947 -4.881 0.310 -1.160 HA ARG 73 E69 H40 H40 H 0 1 N N N 10.090 -14.221 4.248 -5.065 0.009 1.871 HB2 ARG 74 E69 H41 H41 H 0 1 N N N 10.934 -15.269 5.439 -6.427 0.445 0.811 HB3 ARG 75 E69 H42 H42 H 0 1 N N N 9.107 -14.239 7.103 -6.137 -1.678 -0.436 HG2 ARG 76 E69 H43 H43 H 0 1 N N N 8.195 -13.999 5.574 -4.776 -2.115 0.624 HG3 ARG 77 E69 H44 H44 H 0 1 N N N 7.534 -16.167 6.381 -6.285 -2.049 2.590 HD2 ARG 78 E69 H45 H45 H 0 1 N N N 8.725 -16.500 5.078 -7.647 -1.613 1.530 HD3 ARG 79 E69 H46 H46 H 0 1 N N N 10.253 -17.184 6.672 -6.481 -3.991 0.549 HE ARG 80 E69 H49 H49 H 0 1 N N N 10.103 -17.279 10.079 -7.547 -6.056 1.068 HH11 ARG 81 E69 H50 H50 H 0 1 N N N 10.965 -17.755 8.653 -8.597 -6.154 2.376 HH12 ARG 82 E69 H47 H47 H 0 1 N N N 8.283 -16.087 9.981 -8.986 -4.259 3.655 HH21 ARG 83 E69 H37 H37 H 0 1 N N N 15.010 -13.298 7.163 -4.178 4.625 -0.909 HA PRO 84 E69 H35 H35 H 0 1 N N N 14.762 -16.306 7.380 -6.723 5.737 -0.734 HB2 PRO 85 E69 H36 H36 H 0 1 N N N 15.762 -15.158 8.334 -6.023 5.102 -2.260 HB3 PRO 86 E69 H33 H33 H 0 1 N N N 13.429 -16.056 9.343 -7.889 3.677 -0.280 HG2 PRO 87 E69 H34 H34 H 0 1 N N N 13.879 -14.329 9.542 -7.996 3.733 -2.071 HG3 PRO 88 E69 H31 H31 H 0 1 N N N 11.808 -14.020 8.462 -6.092 2.284 -2.348 HD2 PRO 89 E69 H32 H32 H 0 1 N N N 11.908 -15.595 7.604 -6.864 1.576 -0.896 HD3 PRO 90 E69 H38 H38 H 0 1 N N N 16.602 -13.870 4.131 -5.014 6.722 0.554 HN1 NH2 91 E69 H39 H39 H 0 1 N N N 16.388 -12.882 5.538 -5.142 6.371 2.192 HN2 NH2 92 # # 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 E69 C8 C6 SING N N 1 E69 C7 C6 SING N N 2 E69 C6 C5 SING N N 3 E69 C5 C4 SING N N 4 E69 N4 C14 DOUB N N 5 E69 C4 C9 SING N N 6 E69 C4 N1 SING N N 7 E69 O3 C9 DOUB N N 8 E69 C14 N3 SING N N 9 E69 C14 N5 SING N N 10 E69 C9 N2 SING N N 11 E69 N3 C13 SING N N 12 E69 N1 C3 SING N N 13 E69 C3 O2 DOUB N N 14 E69 C3 C2 SING N N 15 E69 C1 C2 SING N N 16 E69 C1 C15 SING N N 17 E69 O6 C26 DOUB N N 18 E69 N2 C10 SING N N 19 E69 N11 C26 SING N N 20 E69 O5 C21 DOUB N N 21 E69 N6 C15 SING N N 22 E69 N6 C16 SING N N 23 E69 C11 C12 SING N N 24 E69 C11 C10 SING N N 25 E69 C17 C16 SING N N 26 E69 C17 C18 SING N N 27 E69 C13 C12 SING N N 28 E69 C26 C22 SING N N 29 E69 C2 O1 SING N N 30 E69 C15 O4 DOUB N N 31 E69 C21 C16 SING N N 32 E69 C21 N10 SING N N 33 E69 C18 C19 SING N N 34 E69 C19 N7 SING N N 35 E69 N10 C22 SING N N 36 E69 N10 C25 SING N N 37 E69 C22 C23 SING N N 38 E69 N7 C20 SING N N 39 E69 C23 C24 SING N N 40 E69 C25 C24 SING N N 41 E69 C20 N8 DOUB N N 42 E69 C20 N9 SING N N 43 E69 N2 H1 SING N N 44 E69 C10 H2 SING N N 45 E69 C10 H3 SING N N 46 E69 C11 H4 SING N N 47 E69 C11 H5 SING N N 48 E69 C12 H6 SING N N 49 E69 C12 H7 SING N N 50 E69 C13 H8 SING N N 51 E69 C13 H9 SING N N 52 E69 N3 H10 SING N N 53 E69 N5 H11 SING N N 54 E69 N5 H12 SING N N 55 E69 N4 H13 SING N N 56 E69 C4 H14 SING N N 57 E69 C5 H15 SING N N 58 E69 C5 H16 SING N N 59 E69 C6 H17 SING N N 60 E69 C8 H18 SING N N 61 E69 C8 H19 SING N N 62 E69 C8 H20 SING N N 63 E69 C7 H21 SING N N 64 E69 C7 H22 SING N N 65 E69 C7 H23 SING N N 66 E69 N1 H24 SING N N 67 E69 C2 H25 SING N N 68 E69 O1 H26 SING N N 69 E69 C1 H27 SING N N 70 E69 C1 H28 SING N N 71 E69 N6 H29 SING N N 72 E69 C16 H30 SING N N 73 E69 C25 H31 SING N N 74 E69 C25 H32 SING N N 75 E69 C24 H33 SING N N 76 E69 C24 H34 SING N N 77 E69 C23 H35 SING N N 78 E69 C23 H36 SING N N 79 E69 C22 H37 SING N N 80 E69 N11 H38 SING N N 81 E69 N11 H39 SING N N 82 E69 C17 H40 SING N N 83 E69 C17 H41 SING N N 84 E69 C18 H42 SING N N 85 E69 C18 H43 SING N N 86 E69 C19 H44 SING N N 87 E69 C19 H45 SING N N 88 E69 N7 H46 SING N N 89 E69 N8 H47 SING N N 90 E69 N9 H49 SING N N 91 E69 N9 H50 SING N N 92 # # 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 E69 SMILES ACDLabs 12.01 "O=C(N)C1N(C(=O)C(NC(=O)CC(O)C(=O)NC(C(=O)NCCCCNC(=[N@H])N)CC(C)C)CCCNC(=[N@H])N)CCC1" E69 InChI InChI 1.03 "InChI=1S/C26H49N11O6/c1-15(2)13-17(22(41)32-9-3-4-10-33-25(28)29)36-23(42)19(38)14-20(39)35-16(7-5-11-34-26(30)31)24(43)37-12-6-8-18(37)21(27)40/h15-19,38H,3-14H2,1-2H3,(H2,27,40)(H,32,41)(H,35,39)(H,36,42)(H4,28,29,33)(H4,30,31,34)/t16-,17+,18-,19-/m0/s1" E69 InChIKey InChI 1.03 WPRWGQXJPOBGDO-RDGPPVDQSA-N E69 SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@@H](NC(=O)[C@@H](O)CC(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(N)=O)C(=O)NCCCCNC(N)=N" E69 SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)[CH](O)CC(=O)N[CH](CCCNC(N)=N)C(=O)N1CCC[CH]1C(N)=O)C(=O)NCCCCNC(N)=N" E69 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(/N)\NCCCCNC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC(=O)N[C@@H](CCCN/C(=N\[H])/N)C(=O)N1CCC[C@H]1C(=O)N)O" E69 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(=O)NCCCCNC(=N)N)NC(=O)C(CC(=O)NC(CCCNC(=N)N)C(=O)N1CCCC1C(=O)N)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 E69 "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[(3S)-4-({(2R)-1-[(4-carbamimidamidobutyl)amino]-4-methyl-1-oxopentan-2-yl}amino)-3-hydroxy-4-oxobutanoyl]-L-arginyl-L-prolinamide" E69 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N'-[(2S)-1-[(2S)-2-aminocarbonylpyrrolidin-1-yl]-5-carbamimidamido-1-oxidanylidene-pentan-2-yl]-N-[(2R)-1-(4-carbamimidamidobutylamino)-4-methyl-1-oxidanylidene-pentan-2-yl]-2-oxidanyl-butanediamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E69 "Create component" 2014-05-15 RCSB E69 "Initial release" 2014-11-05 RCSB E69 "Other modification" 2020-01-26 RCSB ##