data_U5G # _chem_comp.id U5G _chem_comp.name "boceprevir (bound form)" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAD _chem_comp.formula "C27 H47 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1R,2S,5S)-N-[(2S,3R)-4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-yl]-3-[N-(tert-butylcarbamoyl)-3-methyl-L-valyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-04-23 _chem_comp.pdbx_modified_date 2021-03-13 _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 521.693 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U5G _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 7K40 _chem_comp.pdbx_subcomponent_list "TBB TBG 12L 12N 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 _chem_comp_atom.pdbx_residue_numbering _chem_comp_atom.pdbx_polymer_type _chem_comp_atom.pdbx_component_id U5G C28 C1 C 0 1 N N N 12.205 -21.633 22.992 4.735 0.417 -0.029 C24 TBB 1 1 polymer 1 U5G N29 N1 N 0 1 N N N 12.737 -20.610 22.205 5.749 1.038 -0.663 N30 TBB 2 1 polymer 1 U5G O34 O1 O 0 1 N N N 12.509 -21.851 24.131 4.968 -0.489 0.748 O31 TBB 3 1 polymer 1 U5G C30 C2 C 0 1 N N N 13.958 -19.847 22.538 7.132 0.623 -0.414 C35 TBB 4 1 polymer 1 U5G C31 C3 C 0 1 N N N 15.097 -20.926 22.400 8.081 1.483 -1.252 C40 TBB 5 1 polymer 1 U5G C32 C4 C 0 1 N N N 14.043 -18.783 21.446 7.459 0.800 1.070 C41 TBB 6 1 polymer 1 U5G C33 C5 C 0 1 N N N 13.978 -19.270 23.932 7.300 -0.848 -0.802 C42 TBB 7 1 polymer 1 U5G N27 N2 N 0 1 N N N 11.140 -22.294 22.373 3.463 0.802 -0.253 N TBG 8 2 polymer 1 U5G C22 C6 C 0 1 N N S 10.470 -23.341 23.050 2.361 0.131 0.440 CA TBG 9 2 polymer 1 U5G C23 C7 C 0 1 N N N 8.983 -23.048 23.335 2.158 0.770 1.815 CB TBG 10 2 polymer 1 U5G C24 C8 C 0 1 N N N 8.308 -24.272 23.993 1.760 2.237 1.641 CG1 TBG 11 2 polymer 1 U5G C25 C9 C 0 1 N N N 8.159 -22.694 22.069 1.051 0.026 2.565 CG2 TBG 12 2 polymer 1 U5G C26 C10 C 0 1 N N N 8.937 -21.857 24.333 3.460 0.686 2.614 CG3 TBG 13 2 polymer 1 U5G C21 C11 C 0 1 N N N 10.594 -24.583 22.196 1.098 0.271 -0.371 C TBG 14 2 polymer 1 U5G O35 O2 O 0 1 N N N 10.238 -24.644 21.000 0.951 1.226 -1.103 O TBG 15 2 polymer 1 U5G N20 N3 N 0 1 N N N 11.055 -25.775 22.770 0.133 -0.666 -0.281 N19 12L 16 3 polymer 1 U5G C19 C12 C 0 1 N N N 11.496 -25.903 24.120 0.164 -1.933 0.486 C20 12L 17 3 polymer 1 U5G C13 C13 C 0 1 N N S 11.145 -27.068 22.030 -1.202 -0.658 -0.923 C21 12L 18 3 polymer 1 U5G C14 C14 C 0 1 N N R 12.089 -27.865 22.801 -1.429 -2.119 -1.367 C22 12L 19 3 polymer 1 U5G C15 C15 C 0 1 N N S 12.290 -27.183 24.161 -0.525 -2.963 -0.435 C23 12L 20 3 polymer 1 U5G C16 C16 C 0 1 N N N 13.490 -27.491 23.264 -0.240 -2.891 -1.943 C24 12L 21 3 polymer 1 U5G C17 C17 C 0 1 N N N 14.093 -26.314 22.496 0.977 -2.080 -2.390 C25 12L 22 3 polymer 1 U5G C18 C18 C 0 1 N N N 14.430 -28.636 23.623 -0.545 -4.136 -2.778 C26 12L 23 3 polymer 1 U5G C12 C19 C 0 1 N N N 9.761 -27.588 21.976 -2.259 -0.240 0.067 C27 12L 24 3 polymer 1 U5G O36 O3 O 0 1 N N N 9.058 -27.593 22.989 -2.030 -0.293 1.257 O28 12L 25 3 polymer 1 U5G N11 N4 N 0 1 N N N 9.354 -28.137 20.738 -3.458 0.194 -0.370 N29 12N 26 4 polymer 1 U5G C05 C20 C 0 1 N N S 8.011 -28.643 20.620 -4.485 0.601 0.592 C30 12N 27 4 polymer 1 U5G C06 C21 C 0 1 N N N 7.155 -27.792 19.694 -5.444 1.589 -0.073 C31 12N 28 4 polymer 1 U5G C07 C22 C 0 1 N N N 6.751 -26.577 20.579 -4.689 2.873 -0.427 C32 12N 29 4 polymer 1 U5G C10 C23 C 0 1 N N N 5.904 -26.711 21.866 -5.592 3.982 -0.992 C33 12N 30 4 polymer 1 U5G C08 C24 C 0 1 N N N 5.688 -25.718 19.998 -4.012 2.829 -1.807 C34 12N 31 4 polymer 1 U5G C09 C25 C 0 1 N N N 5.205 -25.428 21.437 -4.458 4.290 -1.985 C35 12N 32 4 polymer 1 U5G O04 O4 O 0 1 N Y N 8.949 -30.834 21.153 -5.886 -1.255 -0.068 O36 12N 33 4 polymer 1 U5G C03 C26 C 0 1 N N R 8.115 -30.132 20.331 -5.264 -0.631 1.058 C37 12N 34 4 polymer 1 U5G O01 O5 O 0 1 N N N 5.979 -30.786 19.464 -4.122 -2.691 1.210 O38 12N 35 4 polymer 1 U5G C02 C27 C 0 1 N N N 6.835 -30.878 20.258 -4.319 -1.605 1.713 C40 12N 36 4 polymer 1 U5G N37 N5 N 0 1 N N N 6.581 -31.698 21.418 -3.693 -1.269 2.859 N NH2 37 5 polymer 1 U5G H1 H1 H 0 1 N N N 12.259 -20.378 21.358 5.564 1.761 -1.283 H27 TBB 38 1 polymer 1 U5G H2 H2 H 0 1 N N N 14.997 -21.670 23.204 7.961 2.530 -0.976 H31 TBB 39 1 polymer 1 U5G H3 H3 H 0 1 N N N 15.011 -21.427 21.425 9.110 1.174 -1.067 H32 TBB 40 1 polymer 1 U5G H4 H4 H 0 1 N N N 16.078 -20.435 22.475 7.848 1.357 -2.309 H33 TBB 41 1 polymer 1 U5G H5 H5 H 0 1 N N N 14.932 -18.157 21.611 6.783 0.187 1.666 H34 TBB 42 1 polymer 1 U5G H6 H6 H 0 1 N N N 14.116 -19.272 20.463 8.488 0.491 1.254 H35 TBB 43 1 polymer 1 U5G H7 H7 H 0 1 N N N 13.141 -18.154 21.476 7.339 1.847 1.346 H36 TBB 44 1 polymer 1 U5G H8 H8 H 0 1 N N N 13.914 -20.085 24.668 7.067 -0.973 -1.860 H37 TBB 45 1 polymer 1 U5G H9 H9 H 0 1 N N N 14.913 -18.711 24.084 8.329 -1.156 -0.618 H38 TBB 46 1 polymer 1 U5G H10 H10 H 0 1 N N N 13.121 -18.592 24.061 6.624 -1.460 -0.206 H39 TBB 47 1 polymer 1 U5G H11 H11 H 0 1 N N N 10.852 -22.028 21.453 3.278 1.525 -0.873 H2 TBG 48 2 polymer 1 U5G H12 H12 H 0 1 N N N 10.967 -23.534 24.012 2.599 -0.926 0.562 HA TBG 49 2 polymer 1 U5G H13 H13 H 0 1 N N N 8.865 -24.556 24.898 0.832 2.297 1.072 HG11 TBG 50 2 polymer 1 U5G H14 H14 H 0 1 N N N 7.273 -24.018 24.264 1.615 2.693 2.621 HG12 TBG 51 2 polymer 1 U5G H15 H15 H 0 1 N N N 8.306 -25.114 23.285 2.548 2.767 1.107 HG13 TBG 52 2 polymer 1 U5G H16 H16 H 0 1 N N N 7.114 -22.499 22.353 1.305 -1.032 2.632 HG21 TBG 53 2 polymer 1 U5G H17 H17 H 0 1 N N N 8.583 -21.797 21.595 0.951 0.440 3.568 HG22 TBG 54 2 polymer 1 U5G H18 H18 H 0 1 N N N 8.196 -23.535 21.361 0.109 0.140 2.029 HG23 TBG 55 2 polymer 1 U5G H19 H19 H 0 1 N N N 9.521 -22.108 25.231 4.249 1.216 2.079 HG31 TBG 56 2 polymer 1 U5G H20 H20 H 0 1 N N N 9.364 -20.962 23.856 3.316 1.142 3.593 HG32 TBG 57 2 polymer 1 U5G H21 H21 H 0 1 N N N 7.893 -21.658 24.618 3.744 -0.359 2.737 HG33 TBG 58 2 polymer 1 U5G H22 H22 H 0 1 N N N 12.129 -25.048 24.401 1.193 -2.231 0.686 H26 12L 59 3 polymer 1 U5G H23 H23 H 0 1 N N N 10.635 -25.962 24.802 -0.390 -1.826 1.418 H27 12L 60 3 polymer 1 U5G H24 H24 H 0 1 N N N 11.526 -26.895 21.013 -1.205 0.006 -1.787 H28 12L 61 3 polymer 1 U5G H25 H25 H 0 1 N N N 11.861 -28.939 22.865 -2.443 -2.413 -1.639 H29 12L 62 3 polymer 1 U5G H26 H26 H 0 1 N N N 12.166 -27.818 25.050 -0.874 -3.891 0.017 H30 12L 63 3 polymer 1 U5G H27 H27 H 0 1 N N N 15.101 -26.101 22.882 1.377 -1.526 -1.541 H31 12L 64 3 polymer 1 U5G H28 H28 H 0 1 N N N 14.156 -26.567 21.427 1.742 -2.754 -2.776 H32 12L 65 3 polymer 1 U5G H29 H29 H 0 1 N N N 13.456 -25.427 22.625 0.681 -1.381 -3.172 H33 12L 66 3 polymer 1 U5G H30 H30 H 0 1 N N N 13.873 -29.411 24.169 -1.152 -3.856 -3.639 H34 12L 67 3 polymer 1 U5G H31 H31 H 0 1 N N N 14.851 -29.067 22.703 0.388 -4.582 -3.121 H35 12L 68 3 polymer 1 U5G H32 H32 H 0 1 N N N 15.246 -28.256 24.256 -1.090 -4.858 -2.169 H36 12L 69 3 polymer 1 U5G H33 H33 H 0 1 N N N 9.984 -28.173 19.962 -3.641 0.236 -1.322 H37 12N 70 4 polymer 1 U5G H34 H34 H 0 1 N N N 7.551 -28.561 21.616 -4.010 1.076 1.450 H38 12N 71 4 polymer 1 U5G H35 H35 H 0 1 N N N 6.266 -28.347 19.361 -5.851 1.145 -0.982 H39 12N 72 4 polymer 1 U5G H36 H36 H 0 1 N N N 7.732 -27.464 18.817 -6.258 1.824 0.613 H40 12N 73 4 polymer 1 U5G H37 H37 H 0 1 N N N 7.646 -25.975 20.795 -4.031 3.211 0.373 H41 12N 74 4 polymer 1 U5G H38 H38 H 0 1 N N N 5.256 -27.599 21.902 -6.499 3.608 -1.467 H42 12N 75 4 polymer 1 U5G H39 H39 H 0 1 N N N 6.474 -26.635 22.804 -5.786 4.789 -0.286 H43 12N 76 4 polymer 1 U5G H40 H40 H 0 1 N N N 6.060 -24.836 19.455 -2.930 2.705 -1.759 H44 12N 77 4 polymer 1 U5G H41 H41 H 0 1 N N N 4.960 -26.254 19.372 -4.487 2.139 -2.505 H45 12N 78 4 polymer 1 U5G H42 H42 H 0 1 N N N 5.618 -24.511 21.882 -4.810 4.520 -2.991 H46 12N 79 4 polymer 1 U5G H43 H43 H 0 1 N N N 4.112 -25.438 21.564 -3.736 5.016 -1.612 H47 12N 80 4 polymer 1 U5G H44 H44 H 0 1 N Y N 9.781 -30.381 21.222 -5.264 -1.550 -0.747 H48 12N 81 4 polymer 1 U5G H45 H45 H 0 1 N N N 8.544 -30.194 19.320 -6.028 -0.328 1.774 H49 12N 82 4 polymer 1 U5G H46 H46 H 0 1 N N N 5.701 -32.161 21.520 -3.085 -1.896 3.280 HN2 NH2 83 5 polymer 1 U5G H47 H47 H 0 1 N N N 7.285 -31.803 22.120 -3.850 -0.401 3.261 H47 NH2 84 5 polymer 1 # # 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 U5G O01 C02 DOUB N N 1 U5G C06 C07 SING N N 2 U5G C06 C05 SING N N 3 U5G C08 C07 SING N N 4 U5G C08 C09 SING N N 5 U5G C02 C03 SING N N 6 U5G C02 N37 SING N N 7 U5G C03 C05 SING N N 8 U5G C03 O04 SING N N 9 U5G C07 C10 SING N N 10 U5G C05 N11 SING N N 11 U5G N11 C12 SING N N 12 U5G O35 C21 DOUB N N 13 U5G C09 C10 SING N N 14 U5G C32 C30 SING N N 15 U5G C12 C13 SING N N 16 U5G C12 O36 DOUB N N 17 U5G C13 N20 SING N N 18 U5G C13 C14 SING N N 19 U5G C25 C23 SING N N 20 U5G C21 N20 SING N N 21 U5G C21 C22 SING N N 22 U5G N29 C30 SING N N 23 U5G N29 C28 SING N N 24 U5G N27 C28 SING N N 25 U5G N27 C22 SING N N 26 U5G C31 C30 SING N N 27 U5G C17 C16 SING N N 28 U5G C30 C33 SING N N 29 U5G N20 C19 SING N N 30 U5G C14 C16 SING N N 31 U5G C14 C15 SING N N 32 U5G C28 O34 DOUB N N 33 U5G C22 C23 SING N N 34 U5G C16 C18 SING N N 35 U5G C16 C15 SING N N 36 U5G C23 C24 SING N N 37 U5G C23 C26 SING N N 38 U5G C19 C15 SING N N 39 U5G N29 H1 SING N N 40 U5G C31 H2 SING N N 41 U5G C31 H3 SING N N 42 U5G C31 H4 SING N N 43 U5G C32 H5 SING N N 44 U5G C32 H6 SING N N 45 U5G C32 H7 SING N N 46 U5G C33 H8 SING N N 47 U5G C33 H9 SING N N 48 U5G C33 H10 SING N N 49 U5G N27 H11 SING N N 50 U5G C22 H12 SING N N 51 U5G C24 H13 SING N N 52 U5G C24 H14 SING N N 53 U5G C24 H15 SING N N 54 U5G C25 H16 SING N N 55 U5G C25 H17 SING N N 56 U5G C25 H18 SING N N 57 U5G C26 H19 SING N N 58 U5G C26 H20 SING N N 59 U5G C26 H21 SING N N 60 U5G C19 H22 SING N N 61 U5G C19 H23 SING N N 62 U5G C13 H24 SING N N 63 U5G C14 H25 SING N N 64 U5G C15 H26 SING N N 65 U5G C17 H27 SING N N 66 U5G C17 H28 SING N N 67 U5G C17 H29 SING N N 68 U5G C18 H30 SING N N 69 U5G C18 H31 SING N N 70 U5G C18 H32 SING N N 71 U5G N11 H33 SING N N 72 U5G C05 H34 SING N N 73 U5G C06 H35 SING N N 74 U5G C06 H36 SING N N 75 U5G C07 H37 SING N N 76 U5G C10 H38 SING N N 77 U5G C10 H39 SING N N 78 U5G C08 H40 SING N N 79 U5G C08 H41 SING N N 80 U5G C09 H42 SING N N 81 U5G C09 H43 SING N N 82 U5G O04 H44 SING N N 83 U5G C03 H45 SING N N 84 U5G N37 H46 SING N N 85 U5G N37 H47 SING N N 86 # # 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 U5G SMILES ACDLabs 12.01 "C(=O)(NC(C)(C)C)NC(C(C)(C)C)C(N1CC3C(C1C(=O)NC(CC2CCC2)C(O)C(=O)N)C3(C)C)=O" U5G InChI InChI 1.03 "InChI=1S/C27H47N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-20,33H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16-,17-,18-,19+,20+/m0/s1" U5G InChIKey InChI 1.03 FEBWCINGHXXUCV-GFLQDLJJSA-N U5G SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)NC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@@H](CC3CCC3)[C@@H](O)C(N)=O)C2(C)C)C(C)(C)C" U5G SMILES CACTVS 3.385 "CC(C)(C)NC(=O)N[CH](C(=O)N1C[CH]2[CH]([CH]1C(=O)N[CH](CC3CCC3)[CH](O)C(N)=O)C2(C)C)C(C)(C)C" U5G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)[C@H](C(C)(C)C)NC(=O)NC(C)(C)C)C(=O)N[C@@H](CC3CCC3)[C@H](C(=O)N)O)C" U5G SMILES "OpenEye OEToolkits" 2.0.7 "CC1(C2C1C(N(C2)C(=O)C(C(C)(C)C)NC(=O)NC(C)(C)C)C(=O)NC(CC3CCC3)C(C(=O)N)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 U5G "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2S,5S)-N-[(2S,3R)-4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-yl]-3-[N-(tert-butylcarbamoyl)-3-methyl-L-valyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide" U5G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{S},5~{S})-~{N}-[(2~{S},3~{R})-4-azanyl-1-cyclobutyl-3-oxidanyl-4-oxidanylidene-butan-2-yl]-3-[(2~{S})-2-(~{tert}-butylcarbamoylamino)-3,3-dimethyl-butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U5G "Create component" 2020-04-23 RCSB U5G "Initial release" 2020-05-06 RCSB U5G "Modify name" 2020-05-06 RCSB U5G "Other modification" 2020-10-22 RCSB U5G "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id U5G _pdbx_chem_comp_synonyms.name "(1R,2S,5S)-N-[(2S,3R)-4-amino-1-cyclobutyl-3-hydroxy-4-oxobutan-2-yl]-3-[N-(tert-butylcarbamoyl)-3-methyl-L-valyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##