data_3E5 # _chem_comp.id 3E5 _chem_comp.name "N-[(benzyloxy)carbonyl]-L-leucyl-N-{(2S,3S)-1-[(2,4-dimethylphenyl)amino]-2-hydroxy-5-methyl-1-oxohexan-3-yl}-L-leucinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H52 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-05 _chem_comp.pdbx_modified_date 2014-08-08 _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 624.811 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3E5 _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 4R02 _chem_comp.pdbx_subcomponent_list "PHQ LEU LEU 3E3" _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 3E5 O5 O5 O 0 1 N N N 56.410 -156.980 19.055 6.034 1.504 1.526 O5 PHQ 1 3E5 C27 C27 C 0 1 N N N 57.006 -157.950 19.499 6.187 0.794 0.551 C27 PHQ 2 3E5 O4 O4 O 0 1 N N N 56.373 -158.683 20.587 7.390 0.245 0.300 O4 PHQ 3 3E5 C28 C28 C 0 1 N N N 57.121 -159.327 21.616 8.460 0.544 1.235 C28 PHQ 4 3E5 C29 C29 C 0 1 Y N N 56.230 -159.502 22.823 9.722 -0.151 0.795 C29 PHQ 5 3E5 C34 C34 C 0 1 Y N N 56.470 -158.763 23.979 10.602 0.488 -0.058 C34 PHQ 6 3E5 C33 C33 C 0 1 Y N N 55.646 -158.923 25.091 11.759 -0.150 -0.462 C33 PHQ 7 3E5 C32 C32 C 0 1 Y N N 54.581 -159.820 25.046 12.037 -1.428 -0.013 C32 PHQ 8 3E5 C31 C31 C 0 1 Y N N 54.339 -160.557 23.888 11.157 -2.067 0.840 C31 PHQ 9 3E5 C30 C30 C 0 1 Y N N 55.163 -160.398 22.776 10.002 -1.427 1.249 C30 PHQ 10 3E5 N3 N3 N 0 1 N N N 58.172 -158.396 19.016 5.150 0.551 -0.275 N LEU 11 3E5 C22 C22 C 0 1 N N S 58.798 -157.843 17.820 3.814 1.052 0.060 CA LEU 12 3E5 C C C 0 1 N N N 57.829 -157.798 16.673 2.772 0.141 -0.536 C LEU 13 3E5 O O O 0 1 N N N 57.174 -158.793 16.395 3.035 -0.520 -1.518 O LEU 14 3E5 C23 C23 C 0 1 N N N 59.989 -158.707 17.386 3.642 2.463 -0.507 CB LEU 15 3E5 C24 C24 C 0 1 N N N 61.319 -157.958 17.368 2.295 3.032 -0.056 CG LEU 16 3E5 C25 C25 C 0 1 N N N 62.422 -158.874 16.830 2.309 3.237 1.460 CD1 LEU 17 3E5 C26 C26 C 0 1 N N N 61.664 -157.380 18.742 2.051 4.374 -0.750 CD2 LEU 18 3E5 N N N 0 1 N N N 57.744 -156.650 16.003 1.548 0.061 0.022 N LEU 19 3E5 C1 C1 C 0 1 N N S 56.892 -156.503 14.843 0.571 -0.902 -0.491 CA LEU 20 3E5 C6 C6 C 0 1 N N N 57.720 -156.276 13.625 -0.822 -0.378 -0.255 C LEU 21 3E5 O3 O3 O 0 1 N N N 58.709 -155.559 13.678 -1.016 0.471 0.589 O LEU 22 3E5 C2 C2 C 0 1 N N N 55.931 -155.329 14.994 0.742 -2.239 0.235 CB LEU 23 3E5 C3 C3 C 0 1 N N N 54.481 -155.799 15.127 -0.239 -3.261 -0.342 CG LEU 24 3E5 C4 C4 C 0 1 N N N 54.105 -156.031 16.591 0.132 -3.559 -1.796 CD1 LEU 25 3E5 C5 C5 C 0 1 N N N 53.532 -154.825 14.432 -0.170 -4.552 0.477 CD2 LEU 26 3E5 N1 N1 N 0 1 N N N 57.286 -156.871 12.521 -1.853 -0.853 -0.983 N1 3E3 27 3E5 C7 C7 C 0 1 N N S 57.946 -156.656 11.258 -3.193 -0.286 -0.810 C7 3E3 28 3E5 C8 C8 C 0 1 N N N 57.873 -157.925 10.396 -3.308 1.007 -1.619 C8 3E3 29 3E5 C9 C9 C 0 1 N N N 58.539 -159.131 11.061 -4.628 1.704 -1.282 C9 3E3 30 3E5 C11 C11 C 0 1 N N N 59.920 -158.806 11.634 -4.630 2.104 0.195 C11 3E3 31 3E5 C10 C10 C 0 1 N N N 58.618 -160.301 10.080 -4.780 2.955 -2.149 C10 3E3 32 3E5 C12 C12 C 0 1 N N S 57.372 -155.365 10.663 -4.238 -1.290 -1.302 C12 3E3 33 3E5 O2 O2 O 0 1 N N N 57.806 -154.261 11.470 -4.165 -1.395 -2.725 O2 3E3 34 3E5 C13 C13 C 0 1 N N N 55.866 -155.314 10.520 -5.613 -0.820 -0.903 C13 3E3 35 3E5 O1 O1 O 0 1 N N N 55.231 -156.271 10.105 -6.449 -0.599 -1.754 O1 3E3 36 3E5 N2 N2 N 0 1 N N N 55.368 -154.132 10.898 -5.914 -0.645 0.399 N2 3E3 37 3E5 C14 C14 C 0 1 Y N N 54.064 -153.804 11.112 -7.218 -0.306 0.776 C14 3E3 38 3E5 C21 C21 C 0 1 Y N N 52.968 -154.577 10.706 -7.999 0.487 -0.055 C21 3E3 39 3E5 C20 C20 C 0 1 Y N N 51.665 -154.177 11.018 -9.286 0.820 0.320 C20 3E3 40 3E5 C18 C18 C 0 1 Y N N 51.418 -153.010 11.743 -9.797 0.364 1.522 C18 3E3 41 3E5 C19 C19 C 0 1 N N N 50.002 -152.606 12.065 -11.201 0.729 1.929 C19 3E3 42 3E5 C17 C17 C 0 1 Y N N 52.471 -152.211 12.177 -9.022 -0.426 2.351 C17 3E3 43 3E5 C15 C15 C 0 1 Y N N 53.786 -152.560 11.895 -7.736 -0.767 1.979 C15 3E3 44 3E5 C16 C16 C 0 1 N N N 54.879 -151.646 12.401 -6.895 -1.633 2.880 C16 3E3 45 3E5 H1 H1 H 0 1 N N N 57.465 -160.311 21.264 8.628 1.621 1.262 H1 PHQ 46 3E5 H2 H2 H 0 1 N N N 57.991 -158.709 21.884 8.181 0.196 2.230 H2 PHQ 47 3E5 H3 H3 H 0 1 N N N 57.294 -158.066 24.013 10.384 1.486 -0.410 H3 PHQ 48 3E5 H4 H4 H 0 1 N N N 55.833 -158.352 25.988 12.447 0.349 -1.129 H4 PHQ 49 3E5 H5 H5 H 0 1 N N N 53.943 -159.944 25.908 12.941 -1.927 -0.329 H5 PHQ 50 3E5 H6 H6 H 0 1 N N N 53.513 -161.251 23.853 11.374 -3.065 1.191 H6 PHQ 51 3E5 H7 H7 H 0 1 N N N 54.975 -160.968 21.878 9.317 -1.924 1.919 H7 PHQ 52 3E5 H8 H8 H 0 1 N N N 58.634 -159.141 19.496 5.288 0.045 -1.091 H LEU 53 3E5 H9 H9 H 0 1 N N N 59.158 -156.825 18.027 3.697 1.079 1.143 HA LEU 54 3E5 H10 H10 H 0 1 N N N 59.791 -159.087 16.373 4.446 3.101 -0.142 HB2 LEU 55 3E5 H11 H11 H 0 1 N N N 60.077 -159.553 18.084 3.674 2.424 -1.596 HB3 LEU 56 3E5 H12 H12 H 0 1 N N N 61.217 -157.115 16.669 1.499 2.336 -0.322 HG LEU 57 3E5 H16 H16 H 0 1 N N N 63.378 -158.330 16.819 3.055 3.988 1.718 HD11 LEU 58 3E5 H17 H17 H 0 1 N N N 62.511 -159.759 17.477 1.326 3.572 1.790 HD12 LEU 59 3E5 H18 H18 H 0 1 N N N 62.169 -159.191 15.808 2.556 2.295 1.951 HD13 LEU 60 3E5 H13 H13 H 0 1 N N N 60.844 -156.731 19.084 2.042 4.229 -1.830 HD21 LEU 61 3E5 H14 H14 H 0 1 N N N 61.806 -158.201 19.460 1.092 4.780 -0.429 HD22 LEU 62 3E5 H15 H15 H 0 1 N N N 62.591 -156.792 18.670 2.847 5.070 -0.484 HD23 LEU 63 3E5 H19 H19 H 0 1 N N N 58.285 -155.867 16.311 1.315 0.641 0.764 H LEU 64 3E5 H20 H20 H 0 1 N N N 56.301 -157.420 14.705 0.729 -1.046 -1.559 HA LEU 65 3E5 H21 H21 H 0 1 N N N 56.205 -154.758 15.893 1.762 -2.597 0.100 HB2 LEU 66 3E5 H22 H22 H 0 1 N N N 56.016 -154.682 14.108 0.542 -2.103 1.298 HB3 LEU 67 3E5 H23 H23 H 0 1 N N N 54.399 -156.766 14.609 -1.251 -2.859 -0.300 HG LEU 68 3E5 H27 H27 H 0 1 N N N 54.816 -156.737 17.045 -0.599 -4.246 -2.224 HD11 LEU 69 3E5 H28 H28 H 0 1 N N N 54.140 -155.075 17.134 0.136 -2.631 -2.368 HD12 LEU 70 3E5 H29 H29 H 0 1 N N N 53.088 -156.448 16.647 1.122 -4.013 -1.833 HD13 LEU 71 3E5 H24 H24 H 0 1 N N N 52.497 -155.181 14.540 -0.433 -4.340 1.513 HD21 LEU 72 3E5 H25 H25 H 0 1 N N N 53.627 -153.830 14.891 -0.868 -5.281 0.066 HD22 LEU 73 3E5 H26 H26 H 0 1 N N N 53.789 -154.762 13.364 0.842 -4.955 0.435 HD23 LEU 74 3E5 H30 H30 H 0 1 N N N 56.491 -157.476 12.566 -1.707 -1.569 -1.620 H30 3E3 75 3E5 H31 H31 H 0 1 N N N 59.011 -156.469 11.459 -3.364 -0.072 0.244 H31 3E3 76 3E5 H32 H32 H 0 1 N N N 58.377 -157.729 9.438 -2.476 1.666 -1.372 H32 3E3 77 3E5 H33 H33 H 0 1 N N N 56.815 -158.165 10.212 -3.283 0.773 -2.684 H33 3E3 78 3E5 H34 H34 H 0 1 N N N 57.898 -159.443 11.899 -5.458 1.025 -1.475 H34 3E3 79 3E5 H35 H35 H 0 1 N N N 59.837 -157.963 12.336 -3.847 2.842 0.373 H35 3E3 80 3E5 H36 H36 H 0 1 N N N 60.313 -159.686 12.164 -5.598 2.532 0.454 H36 3E3 81 3E5 H37 H37 H 0 1 N N N 60.602 -158.536 10.815 -4.445 1.223 0.810 H37 3E3 82 3E5 H38 H38 H 0 1 N N N 59.098 -161.160 10.571 -4.778 2.671 -3.201 H38 3E3 83 3E5 H39 H39 H 0 1 N N N 57.603 -160.581 9.761 -5.720 3.452 -1.908 H39 3E3 84 3E5 H40 H40 H 0 1 N N N 59.209 -160.003 9.201 -3.950 3.635 -1.955 H40 3E3 85 3E5 H41 H41 H 0 1 N N N 57.803 -155.251 9.657 -4.043 -2.265 -0.855 H41 3E3 86 3E5 H42 H42 H 0 1 N N N 58.153 -154.586 12.292 -4.328 -0.563 -3.190 H42 3E3 87 3E5 H43 H43 H 0 1 N N N 56.034 -153.400 11.041 -5.227 -0.753 1.074 H43 3E3 88 3E5 H44 H44 H 0 1 N N N 53.131 -155.488 10.149 -7.600 0.844 -0.993 H44 3E3 89 3E5 H45 H45 H 0 1 N N N 50.833 -154.783 10.691 -9.894 1.436 -0.325 H45 3E3 90 3E5 H46 H46 H 0 1 N N N 49.704 -153.048 13.027 -11.895 -0.025 1.556 H46 3E3 91 3E5 H47 H47 H 0 1 N N N 49.939 -151.510 12.130 -11.264 0.776 3.016 H47 3E3 92 3E5 H48 H48 H 0 1 N N N 49.329 -152.965 11.273 -11.460 1.701 1.508 H48 3E3 93 3E5 H49 H49 H 0 1 N N N 52.264 -151.312 12.738 -9.424 -0.780 3.289 H49 3E3 94 3E5 H50 H50 H 0 1 N N N 55.098 -150.881 11.642 -6.336 -1.003 3.572 H50 3E3 95 3E5 H51 H51 H 0 1 N N N 54.548 -151.157 13.329 -7.541 -2.307 3.443 H51 3E3 96 3E5 H52 H52 H 0 1 N N N 55.786 -152.235 12.600 -6.199 -2.217 2.277 H52 3E3 97 # 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 3E5 C10 C9 SING N N 1 3E5 O1 C13 DOUB N N 2 3E5 C8 C9 SING N N 3 3E5 C8 C7 SING N N 4 3E5 C13 C12 SING N N 5 3E5 C13 N2 SING N N 6 3E5 C12 C7 SING N N 7 3E5 C12 O2 SING N N 8 3E5 C21 C20 DOUB Y N 9 3E5 C21 C14 SING Y N 10 3E5 N2 C14 SING N N 11 3E5 C20 C18 SING Y N 12 3E5 C9 C11 SING N N 13 3E5 C14 C15 DOUB Y N 14 3E5 C7 N1 SING N N 15 3E5 C18 C19 SING N N 16 3E5 C18 C17 DOUB Y N 17 3E5 C15 C17 SING Y N 18 3E5 C15 C16 SING N N 19 3E5 N1 C6 SING N N 20 3E5 C6 O3 DOUB N N 21 3E5 C6 C1 SING N N 22 3E5 C5 C3 SING N N 23 3E5 C1 C2 SING N N 24 3E5 C1 N SING N N 25 3E5 C2 C3 SING N N 26 3E5 C3 C4 SING N N 27 3E5 N C SING N N 28 3E5 O C DOUB N N 29 3E5 C C22 SING N N 30 3E5 C25 C24 SING N N 31 3E5 C24 C23 SING N N 32 3E5 C24 C26 SING N N 33 3E5 C23 C22 SING N N 34 3E5 C22 N3 SING N N 35 3E5 N3 C27 SING N N 36 3E5 O5 C27 DOUB N N 37 3E5 C27 O4 SING N N 38 3E5 O4 C28 SING N N 39 3E5 C28 C29 SING N N 40 3E5 C30 C29 DOUB Y N 41 3E5 C30 C31 SING Y N 42 3E5 C29 C34 SING Y N 43 3E5 C31 C32 DOUB Y N 44 3E5 C34 C33 DOUB Y N 45 3E5 C32 C33 SING Y N 46 3E5 C28 H1 SING N N 47 3E5 C28 H2 SING N N 48 3E5 C34 H3 SING N N 49 3E5 C33 H4 SING N N 50 3E5 C32 H5 SING N N 51 3E5 C31 H6 SING N N 52 3E5 C30 H7 SING N N 53 3E5 N3 H8 SING N N 54 3E5 C22 H9 SING N N 55 3E5 C23 H10 SING N N 56 3E5 C23 H11 SING N N 57 3E5 C24 H12 SING N N 58 3E5 C26 H13 SING N N 59 3E5 C26 H14 SING N N 60 3E5 C26 H15 SING N N 61 3E5 C25 H16 SING N N 62 3E5 C25 H17 SING N N 63 3E5 C25 H18 SING N N 64 3E5 N H19 SING N N 65 3E5 C1 H20 SING N N 66 3E5 C2 H21 SING N N 67 3E5 C2 H22 SING N N 68 3E5 C3 H23 SING N N 69 3E5 C5 H24 SING N N 70 3E5 C5 H25 SING N N 71 3E5 C5 H26 SING N N 72 3E5 C4 H27 SING N N 73 3E5 C4 H28 SING N N 74 3E5 C4 H29 SING N N 75 3E5 N1 H30 SING N N 76 3E5 C7 H31 SING N N 77 3E5 C8 H32 SING N N 78 3E5 C8 H33 SING N N 79 3E5 C9 H34 SING N N 80 3E5 C11 H35 SING N N 81 3E5 C11 H36 SING N N 82 3E5 C11 H37 SING N N 83 3E5 C10 H38 SING N N 84 3E5 C10 H39 SING N N 85 3E5 C10 H40 SING N N 86 3E5 C12 H41 SING N N 87 3E5 O2 H42 SING N N 88 3E5 N2 H43 SING N N 89 3E5 C21 H44 SING N N 90 3E5 C20 H45 SING N N 91 3E5 C19 H46 SING N N 92 3E5 C19 H47 SING N N 93 3E5 C19 H48 SING N N 94 3E5 C17 H49 SING N N 95 3E5 C16 H50 SING N N 96 3E5 C16 H51 SING N N 97 3E5 C16 H52 SING N N 98 # 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 3E5 SMILES ACDLabs 12.01 "O=C(Nc1ccc(cc1C)C)C(O)C(NC(=O)C(NC(=O)C(NC(=O)OCc2ccccc2)CC(C)C)CC(C)C)CC(C)C" 3E5 InChI InChI 1.03 "InChI=1S/C35H52N4O6/c1-21(2)16-28(31(40)34(43)36-27-15-14-24(7)19-25(27)8)37-32(41)29(17-22(3)4)38-33(42)30(18-23(5)6)39-35(44)45-20-26-12-10-9-11-13-26/h9-15,19,21-23,28-31,40H,16-18,20H2,1-8H3,(H,36,43)(H,37,41)(H,38,42)(H,39,44)/t28-,29-,30-,31-/m0/s1" 3E5 InChIKey InChI 1.03 XNTRDXDHYHIHKK-ORYMTKCHSA-N 3E5 SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)[C@H](O)C(=O)Nc2ccc(C)cc2C" 3E5 SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)[CH](CC(C)C)NC(=O)[CH](CC(C)C)NC(=O)OCc1ccccc1)[CH](O)C(=O)Nc2ccc(C)cc2C" 3E5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(c(c1)C)NC(=O)[C@H]([C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2)O" 3E5 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(c(c1)C)NC(=O)C(C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)OCc2ccccc2)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 3E5 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(benzyloxy)carbonyl]-L-leucyl-N-{(2S,3S)-1-[(2,4-dimethylphenyl)amino]-2-hydroxy-5-methyl-1-oxohexan-3-yl}-L-leucinamide" 3E5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(phenylmethyl) N-[(2S)-1-[[(2S)-1-[[(2S,3S)-1-[(2,4-dimethylphenyl)amino]-5-methyl-2-oxidanyl-1-oxidanylidene-hexan-3-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3E5 "Create component" 2014-08-05 RCSB 3E5 "Initial release" 2014-08-13 RCSB #