data_4B5 # _chem_comp.id 4B5 _chem_comp.name "N-{(2R,4S,5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanoyl}-L-leucyl-L-phenylalaninamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C39 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 2015-02-24 _chem_comp.pdbx_modified_date 2015-03-13 _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 672.853 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 4Y6K _chem_comp.pdbx_subcomponent_list "BOC PJJ LEU NFA" _chem_comp.pdbx_processing_site PDBJ # 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 4B5 O47 O6 O 0 1 N N N 159.759 119.060 108.839 -5.853 1.050 0.267 O1 BOC 1 4B5 C04 C17 C 0 1 N N N 159.309 117.936 108.862 -5.298 0.715 -0.760 C BOC 2 4B5 O03 O1 O 0 1 N N N 160.191 116.790 108.876 -5.541 1.382 -1.905 O2 BOC 3 4B5 C02 C18 C 0 1 N N N 160.334 116.120 110.159 -6.477 2.489 -1.837 CT BOC 4 4B5 C01 C19 C 0 1 N N N 161.472 115.126 110.065 -6.624 3.119 -3.224 C1 BOC 5 4B5 C48 C38 C 0 1 N N N 160.647 117.149 111.259 -7.839 1.978 -1.362 C2 BOC 6 4B5 C49 C39 C 0 1 N N N 159.056 115.359 110.522 -5.956 3.539 -0.853 C3 BOC 7 4B5 N05 N1 N 0 1 N N N 157.859 117.728 108.867 -4.435 -0.319 -0.753 N PJJ 8 4B5 C06 C16 C 0 1 N N S 156.984 118.763 109.379 -4.166 -1.041 0.493 C1 PJJ 9 4B5 C07 C15 C 0 1 N N S 156.331 118.385 110.683 -2.786 -1.696 0.416 C2 PJJ 10 4B5 O39 O5 O 0 1 N N N 157.299 118.123 111.638 -2.754 -2.612 -0.681 O1 PJJ 11 4B5 C40 C31 C 0 1 N N N 155.907 119.041 108.364 -5.232 -2.119 0.699 C3 PJJ 12 4B5 C41 C32 C 0 1 Y N N 154.931 117.847 108.131 -6.575 -1.465 0.898 C4 PJJ 13 4B5 C42 C33 C 0 1 Y N N 153.654 117.882 108.677 -7.383 -1.201 -0.192 C5 PJJ 14 4B5 C43 C34 C 0 1 Y N N 155.328 116.754 107.355 -7.002 -1.136 2.171 C6 PJJ 15 4B5 C44 C35 C 0 1 Y N N 152.780 116.830 108.459 -8.615 -0.601 -0.009 C7 PJJ 16 4B5 C45 C36 C 0 1 Y N N 154.433 115.731 107.106 -8.234 -0.537 2.353 C8 PJJ 17 4B5 C46 C37 C 0 1 Y N N 153.170 115.748 107.679 -9.039 -0.266 1.263 C9 PJJ 18 4B5 C08 C14 C 0 1 N N N 155.454 119.610 111.062 -1.720 -0.618 0.210 C10 PJJ 19 4B5 C09 C13 C 0 1 N N R 154.950 119.608 112.492 -0.330 -1.250 0.308 CA PJJ 20 4B5 C10 C20 C 0 1 N N N 153.597 120.344 112.481 0.717 -0.166 0.289 C PJJ 21 4B5 O31 O4 O 0 1 N N N 152.670 119.923 113.142 0.615 0.762 -0.485 O PJJ 22 4B5 C32 C24 C 0 1 N N N 155.778 120.459 113.438 -0.113 -2.190 -0.880 C13 PJJ 23 4B5 C33 C25 C 0 1 Y N N 157.344 120.456 113.317 1.206 -2.903 -0.722 C14 PJJ 24 4B5 C34 C26 C 0 1 Y N N 158.001 121.146 112.319 2.338 -2.408 -1.341 C15 PJJ 25 4B5 C35 C27 C 0 1 Y N N 158.103 119.768 114.287 1.283 -4.049 0.047 C16 PJJ 26 4B5 C36 C28 C 0 1 Y N N 159.410 121.135 112.242 3.547 -3.062 -1.196 C17 PJJ 27 4B5 C37 C29 C 0 1 Y N N 159.497 119.761 114.214 2.493 -4.703 0.193 C18 PJJ 28 4B5 C38 C30 C 0 1 Y N N 160.146 120.443 113.195 3.624 -4.212 -0.432 C19 PJJ 29 4B5 N11 N2 N 0 1 N N N 153.493 121.572 111.671 1.768 -0.229 1.130 N LEU 30 4B5 C12 C12 C 0 1 N N S 152.326 122.441 111.553 2.729 0.875 1.186 CA LEU 31 4B5 C13 C11 C 0 1 N N N 152.338 123.305 112.825 4.131 0.322 1.150 C LEU 32 4B5 O26 O3 O 0 1 N N N 151.817 122.899 113.832 4.339 -0.826 1.481 O LEU 33 4B5 C27 C23 C 0 1 N N N 151.020 121.730 111.350 2.525 1.664 2.481 CB LEU 34 4B5 C28 C3 C 0 1 N N N 150.474 122.135 109.940 1.147 2.328 2.461 CG LEU 35 4B5 C30 C1 C 0 1 N N N 149.031 121.701 109.776 0.892 3.014 3.805 CD1 LEU 36 4B5 C29 C2 C 0 1 N N N 151.341 121.487 108.855 1.098 3.369 1.341 CD2 LEU 37 4B5 N14 N3 N 0 1 N N N 153.039 124.602 112.750 5.153 1.105 0.751 N NFA 38 4B5 C15 C10 C 0 1 N N S 153.175 125.508 113.836 6.516 0.568 0.716 CA NFA 39 4B5 C16 C9 C 0 1 N N N 154.053 124.867 114.858 7.141 0.695 2.081 C NFA 40 4B5 O18 O2 O 0 1 N N N 153.598 124.057 115.629 6.511 1.187 2.993 O NFA 41 4B5 C19 C21 C 0 1 N N N 151.807 125.881 114.387 7.347 1.352 -0.301 CB NFA 42 4B5 C20 C7 C 0 1 Y N N 151.309 127.169 113.698 6.794 1.125 -1.685 CG NFA 43 4B5 C22 C4 C 0 1 Y N N 151.298 127.228 112.300 7.260 0.074 -2.452 CD1 NFA 44 4B5 C21 C8 C 0 1 Y N N 150.877 128.250 114.469 5.815 1.964 -2.184 CD2 NFA 45 4B5 C24 C6 C 0 1 Y N N 150.889 128.400 111.666 6.753 -0.134 -3.721 CE1 NFA 46 4B5 C23 C5 C 0 1 Y N N 150.438 129.420 113.839 5.307 1.755 -3.452 CE2 NFA 47 4B5 C25 C22 C 0 1 Y N N 150.451 129.469 112.442 5.778 0.708 -4.222 CZ NFA 48 4B5 N17 N4 N 0 1 N N N 155.433 125.195 114.909 8.401 0.264 2.288 NXT NFA 49 4B5 H19 H19 H 0 1 N N N 161.591 114.612 111.030 -6.996 2.371 -3.924 H11 BOC 50 4B5 H20 H20 H 0 1 N N N 161.250 114.387 109.281 -7.327 3.950 -3.172 H12 BOC 51 4B5 H21 H21 H 0 1 N N N 162.403 115.657 109.815 -5.654 3.484 -3.562 H13 BOC 52 4B5 H47 H47 H 0 1 N N N 160.753 116.633 112.225 -7.734 1.529 -0.374 H21 BOC 53 4B5 H48 H48 H 0 1 N N N 161.585 117.671 111.017 -8.542 2.809 -1.311 H22 BOC 54 4B5 H49 H49 H 0 1 N N N 159.827 117.879 111.322 -8.210 1.230 -2.063 H23 BOC 55 4B5 H50 H50 H 0 1 N N N 159.188 114.862 111.494 -4.985 3.903 -1.191 H31 BOC 56 4B5 H51 H51 H 0 1 N N N 158.214 116.064 110.583 -6.659 4.370 -0.802 H32 BOC 57 4B5 H52 H52 H 0 1 N N N 158.847 114.604 109.750 -5.851 3.090 0.135 H33 BOC 58 4B5 H24 H24 H 0 1 N N N 157.474 116.874 108.518 -3.991 -0.587 -1.573 H1 PJJ 59 4B5 H18 H18 H 0 1 N N N 157.564 119.685 109.534 -4.190 -0.342 1.330 H3 PJJ 60 4B5 H17 H17 H 0 1 N N N 155.678 117.514 110.527 -2.586 -2.233 1.343 H4 PJJ 61 4B5 H39 H39 H 0 1 N N N 156.880 117.885 112.457 -2.924 -2.203 -1.540 H5 PJJ 62 4B5 H40 H40 H 0 1 N N N 156.389 119.285 107.406 -5.268 -2.765 -0.178 H6 PJJ 63 4B5 H41 H41 H 0 1 N N N 155.320 119.905 108.710 -4.983 -2.713 1.578 H7 PJJ 64 4B5 H42 H42 H 0 1 N N N 153.343 118.729 109.271 -7.052 -1.463 -1.186 H8 PJJ 65 4B5 H43 H43 H 0 1 N N N 156.329 116.709 106.952 -6.372 -1.347 3.023 H9 PJJ 66 4B5 H44 H44 H 0 1 N N N 151.793 116.851 108.896 -9.247 -0.394 -0.861 H10 PJJ 67 4B5 H45 H45 H 0 1 N N N 154.719 114.913 106.461 -8.567 -0.280 3.348 H11 PJJ 68 4B5 H46 H46 H 0 1 N N N 152.492 114.923 107.519 -10.002 0.202 1.406 H12 PJJ 69 4B5 H15 H15 H 0 1 N N N 156.053 120.520 110.911 -1.845 -0.166 -0.773 H13 PJJ 70 4B5 H16 H16 H 0 1 N N N 154.582 119.629 110.391 -1.825 0.148 0.979 H14 PJJ 71 4B5 H14 H14 H 0 1 N N N 154.837 118.583 112.874 -0.251 -1.815 1.237 H15 PJJ 72 4B5 H32 H32 H 0 1 N N N 155.449 121.500 113.302 -0.919 -2.922 -0.916 H16 PJJ 73 4B5 H33 H33 H 0 1 N N N 155.536 120.129 114.459 -0.104 -1.612 -1.804 H17 PJJ 74 4B5 H34 H34 H 0 1 N N N 157.431 121.701 111.589 2.278 -1.510 -1.938 H18 PJJ 75 4B5 H35 H35 H 0 1 N N N 157.604 119.245 115.089 0.400 -4.434 0.535 H19 PJJ 76 4B5 H36 H36 H 0 1 N N N 159.914 121.662 111.445 4.431 -2.676 -1.681 H20 PJJ 77 4B5 H37 H37 H 0 1 N N N 160.072 119.223 114.953 2.554 -5.598 0.794 H21 PJJ 78 4B5 H38 H38 H 0 1 N N N 161.225 120.436 113.143 4.568 -4.723 -0.319 H22 PJJ 79 4B5 H25 H25 H 0 1 N N N 154.304 121.836 111.150 1.887 -1.006 1.700 H LEU 80 4B5 H13 H13 H 0 1 N N N 152.480 123.114 110.697 2.576 1.533 0.331 HA LEU 81 4B5 H30 H30 H 0 1 N N N 150.304 122.030 112.130 2.590 0.988 3.333 HB2 LEU 82 4B5 H31 H31 H 0 1 N N N 151.175 120.642 111.394 3.296 2.430 2.565 HB3 LEU 83 4B5 H7 H7 H 0 1 N N N 150.536 123.229 109.841 0.382 1.572 2.288 HG LEU 84 4B5 H1 H1 H 0 1 N N N 148.415 122.170 110.558 1.657 3.770 3.978 HD11 LEU 85 4B5 H2 H2 H 0 1 N N N 148.665 122.011 108.786 -0.090 3.487 3.791 HD12 LEU 86 4B5 H3 H3 H 0 1 N N N 148.965 120.607 109.865 0.927 2.272 4.603 HD13 LEU 87 4B5 H4 H4 H 0 1 N N N 152.386 121.807 108.981 1.863 4.125 1.514 HD21 LEU 88 4B5 H5 H5 H 0 1 N N N 151.279 120.392 108.942 1.280 2.881 0.383 HD22 LEU 89 4B5 H6 H6 H 0 1 N N N 150.980 121.797 107.863 0.116 3.842 1.327 HD23 LEU 90 4B5 H26 H26 H 0 1 N N N 153.446 124.861 111.874 4.987 2.023 0.486 H NFA 91 4B5 H12 H12 H 0 1 N N N 153.664 126.429 113.485 6.485 -0.483 0.427 HA NFA 92 4B5 H22 H22 H 0 1 N N N 151.882 126.051 115.471 7.305 2.415 -0.063 HB2 NFA 93 4B5 H23 H23 H 0 1 N N N 151.098 125.063 114.192 8.382 1.012 -0.264 HB3 NFA 94 4B5 H8 H8 H 0 1 N N N 151.604 126.372 111.717 8.022 -0.585 -2.060 HD1 NFA 95 4B5 H11 H11 H 0 1 N N N 150.882 128.184 115.547 5.447 2.782 -1.583 HD2 NFA 96 4B5 H10 H10 H 0 1 N N N 150.912 128.477 110.589 7.118 -0.955 -4.320 HE1 NFA 97 4B5 H9 H9 H 0 1 N N N 150.097 130.265 114.419 4.542 2.410 -3.842 HE2 NFA 98 4B5 H29 H29 H 0 1 N N N 150.110 130.367 111.948 5.382 0.545 -5.214 HZ NFA 99 4B5 H27 H27 H 0 1 N N N 156.027 124.755 115.583 8.906 -0.129 1.558 HXT1 NFA 100 4B5 H28 H28 H 0 1 N N N 155.811 125.866 114.271 8.804 0.346 3.167 HXT2 NFA 101 # 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 4B5 C45 C43 DOUB Y N 1 4B5 C45 C46 SING Y N 2 4B5 C43 C41 SING Y N 3 4B5 C46 C44 DOUB Y N 4 4B5 C41 C40 SING N N 5 4B5 C41 C42 DOUB Y N 6 4B5 C40 C06 SING N N 7 4B5 C44 C42 SING Y N 8 4B5 O47 C04 DOUB N N 9 4B5 C29 C28 SING N N 10 4B5 C04 N05 SING N N 11 4B5 C04 O03 SING N N 12 4B5 N05 C06 SING N N 13 4B5 O03 C02 SING N N 14 4B5 C06 C07 SING N N 15 4B5 C30 C28 SING N N 16 4B5 C28 C27 SING N N 17 4B5 C01 C02 SING N N 18 4B5 C02 C49 SING N N 19 4B5 C02 C48 SING N N 20 4B5 C07 C08 SING N N 21 4B5 C07 O39 SING N N 22 4B5 C08 C09 SING N N 23 4B5 C27 C12 SING N N 24 4B5 C12 N11 SING N N 25 4B5 C12 C13 SING N N 26 4B5 C24 C22 DOUB Y N 27 4B5 C24 C25 SING Y N 28 4B5 N11 C10 SING N N 29 4B5 C36 C34 DOUB Y N 30 4B5 C36 C38 SING Y N 31 4B5 C22 C20 SING Y N 32 4B5 C34 C33 SING Y N 33 4B5 C25 C23 DOUB Y N 34 4B5 C10 C09 SING N N 35 4B5 C10 O31 DOUB N N 36 4B5 C09 C32 SING N N 37 4B5 N14 C13 SING N N 38 4B5 N14 C15 SING N N 39 4B5 C13 O26 DOUB N N 40 4B5 C38 C37 DOUB Y N 41 4B5 C33 C32 SING N N 42 4B5 C33 C35 DOUB Y N 43 4B5 C20 C19 SING N N 44 4B5 C20 C21 DOUB Y N 45 4B5 C15 C19 SING N N 46 4B5 C15 C16 SING N N 47 4B5 C23 C21 SING Y N 48 4B5 C37 C35 SING Y N 49 4B5 C16 N17 SING N N 50 4B5 C16 O18 DOUB N N 51 4B5 C30 H1 SING N N 52 4B5 C30 H2 SING N N 53 4B5 C30 H3 SING N N 54 4B5 C29 H4 SING N N 55 4B5 C29 H5 SING N N 56 4B5 C29 H6 SING N N 57 4B5 C28 H7 SING N N 58 4B5 C22 H8 SING N N 59 4B5 C23 H9 SING N N 60 4B5 C24 H10 SING N N 61 4B5 C21 H11 SING N N 62 4B5 C15 H12 SING N N 63 4B5 C12 H13 SING N N 64 4B5 C09 H14 SING N N 65 4B5 C08 H15 SING N N 66 4B5 C08 H16 SING N N 67 4B5 C07 H17 SING N N 68 4B5 C06 H18 SING N N 69 4B5 C01 H19 SING N N 70 4B5 C01 H20 SING N N 71 4B5 C01 H21 SING N N 72 4B5 C19 H22 SING N N 73 4B5 C19 H23 SING N N 74 4B5 N05 H24 SING N N 75 4B5 N11 H25 SING N N 76 4B5 N14 H26 SING N N 77 4B5 N17 H27 SING N N 78 4B5 N17 H28 SING N N 79 4B5 C25 H29 SING N N 80 4B5 C27 H30 SING N N 81 4B5 C27 H31 SING N N 82 4B5 C32 H32 SING N N 83 4B5 C32 H33 SING N N 84 4B5 C34 H34 SING N N 85 4B5 C35 H35 SING N N 86 4B5 C36 H36 SING N N 87 4B5 C37 H37 SING N N 88 4B5 C38 H38 SING N N 89 4B5 O39 H39 SING N N 90 4B5 C40 H40 SING N N 91 4B5 C40 H41 SING N N 92 4B5 C42 H42 SING N N 93 4B5 C43 H43 SING N N 94 4B5 C44 H44 SING N N 95 4B5 C45 H45 SING N N 96 4B5 C46 H46 SING N N 97 4B5 C48 H47 SING N N 98 4B5 C48 H48 SING N N 99 4B5 C48 H49 SING N N 100 4B5 C49 H50 SING N N 101 4B5 C49 H51 SING N N 102 4B5 C49 H52 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 4B5 SMILES ACDLabs 12.01 "O=C(N)C(NC(=O)C(NC(=O)C(Cc1ccccc1)CC(O)C(NC(=O)OC(C)(C)C)Cc2ccccc2)CC(C)C)Cc3ccccc3" 4B5 InChI InChI 1.03 ;InChI=1S/C39H52N4O6/c1-26(2)21-33(37(47)41-32(35(40)45)24-29-19-13-8-14-20-29)42-36(46)30(22-27-15-9-6-10-16-27)25-34(44)31(23-28-17-11-7-12-18-28)43-38(48)49-39(3,4)5/h6-20,26,30-34,44H,21-25H2,1-5H3,(H2,40,45)(H,41,47)(H,42,46)(H,43,48)/t30-,31+,32+,33+,34+/m1/s1 ; 4B5 InChIKey InChI 1.03 MURCDOXDAHPNRQ-OWIQAHIBSA-N 4B5 SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(=O)[C@@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(N)=O" 4B5 SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)[CH](C[CH](O)[CH](Cc1ccccc1)NC(=O)OC(C)(C)C)Cc2ccccc2)C(=O)N[CH](Cc3ccccc3)C(N)=O" 4B5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N)NC(=O)[C@H](Cc2ccccc2)C[C@@H]([C@H](Cc3ccccc3)NC(=O)OC(C)(C)C)O" 4B5 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)CC(C(=O)NC(Cc1ccccc1)C(=O)N)NC(=O)C(Cc2ccccc2)CC(C(Cc3ccccc3)NC(=O)OC(C)(C)C)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 4B5 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2R,4S,5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanoyl}-L-leucyl-L-phenylalaninamide" 4B5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "tert-butyl N-[(2S,3S,5R)-6-[[(2S)-1-[[(2S)-1-azanyl-1-oxidanylidene-3-phenyl-propan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-3-oxidanyl-6-oxidanylidene-1-phenyl-5-(phenylmethyl)hexan-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 4B5 "Create component" 2015-02-24 PDBJ 4B5 "Initial release" 2015-03-18 RCSB #