data_B3J # _chem_comp.id B3J _chem_comp.name "(1S,2S)-2-{[N-({[4-benzyl-1-(tert-butoxycarbonyl)piperidin-4-yl]oxy}carbonyl)-L-leucyl]amino}-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H48 N4 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-31 _chem_comp.pdbx_modified_date 2020-05-27 _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 668.799 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B3J _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code TESTID _chem_comp.pdbx_subcomponent_list ? _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 B3J C11 C1 C 0 1 N N S -20.978 -1.336 5.483 -4.432 -0.082 -0.332 C11 B3J 1 B3J C12 C2 C 0 1 N N N -20.279 -2.145 6.585 -5.431 -0.599 0.705 C12 B3J 2 B3J C13 C3 C 0 1 N N S -20.758 -3.608 6.640 -4.721 -1.555 1.666 C13 B3J 3 B3J C14 C4 C 0 1 N N N -20.143 -4.342 7.767 -5.688 -2.076 2.706 C14 B3J 4 B3J C24 C5 C 0 1 N N N -22.147 -7.819 4.075 4.021 2.105 1.383 C24 B3J 5 B3J C25 C6 C 0 1 Y N N -23.315 -7.261 4.892 4.300 3.321 0.539 C25 B3J 6 B3J C16 C7 C 0 1 N N N -22.494 -4.770 7.937 -4.475 -3.919 1.982 C16 B3J 7 B3J C02 C8 C 0 1 N N N -21.552 -5.237 2.491 1.408 1.156 0.412 C02 B3J 8 B3J C04 C9 C 0 1 N N S -20.934 -2.872 1.951 -1.013 1.413 0.522 C04 B3J 9 B3J C05 C10 C 0 1 N N N -21.139 -1.856 0.833 -1.386 2.894 0.613 C05 B3J 10 B3J C06 C11 C 0 1 N N N -20.500 -2.325 -0.476 -0.339 3.632 1.450 C06 B3J 11 B3J C07 C12 C 0 1 N N N -20.827 -1.405 -1.654 -0.627 5.135 1.416 C07 B3J 12 B3J C08 C13 C 0 1 N N N -18.981 -2.479 -0.364 -0.399 3.135 2.896 C08 B3J 13 B3J C09 C14 C 0 1 N N N -21.501 -2.333 3.257 -2.116 0.659 -0.175 C09 B3J 14 B3J C17 C15 C 0 1 N N N -22.257 -3.644 6.893 -4.249 -2.823 0.917 C17 B3J 15 B3J C19 C16 C 0 1 N N S -20.624 0.146 5.451 -5.149 0.851 -1.310 C19 B3J 16 B3J C26 C18 C 0 1 Y N N -23.800 -5.973 4.717 5.600 3.643 0.197 C26 B3J 17 B3J C27 C19 C 0 1 Y N N -24.846 -5.511 5.499 5.856 4.759 -0.577 C27 B3J 18 B3J C28 C20 C 0 1 Y N N -25.408 -6.336 6.457 4.811 5.553 -1.011 C28 B3J 19 B3J C29 C21 C 0 1 Y N N -24.921 -7.616 6.635 3.510 5.231 -0.671 C29 B3J 20 B3J C30 C22 C 0 1 Y N N -23.871 -8.076 5.863 3.254 4.113 0.100 C30 B3J 21 B3J N03 N1 N 0 1 N N N -21.616 -4.097 1.614 0.232 1.269 -0.237 N03 B3J 22 B3J N10 N2 N 0 1 N N N -20.536 -1.865 4.221 -3.359 0.650 0.345 N10 B3J 23 B3J N15 N3 N 0 1 N N N -21.216 -5.046 8.541 -5.532 -3.402 2.858 N15 B3J 24 B3J O01 O1 O 0 1 N N N -20.724 -5.320 3.353 1.429 1.106 1.626 O01 B3J 25 B3J O18 O2 O 0 1 N N N -18.996 -4.418 8.036 -6.487 -1.396 3.314 O18 B3J 26 B3J O20 O3 O 0 1 N N N -21.104 0.739 6.637 -4.192 1.442 -2.192 O20 B3J 27 B3J O21 O4 O 0 1 N N N -22.664 -2.298 3.492 -1.885 0.060 -1.204 O21 B3J 28 B3J O22 O5 O 0 1 N N N -22.567 -6.183 2.281 2.559 1.100 -0.285 O22 B3J 29 B3J S S1 S 0 1 N N N -18.827 0.346 5.231 -6.357 -0.097 -2.276 S B3J 30 B3J H1 H1 H 0 1 N N N -22.067 -1.448 5.588 -4.008 -0.925 -0.879 H1 B3J 31 B3J H2 H2 H 0 1 N N N -19.196 -2.136 6.395 -5.840 0.242 1.266 H2 B3J 32 B3J H3 H3 H 0 1 N N N -20.485 -1.670 7.555 -6.240 -1.126 0.199 H3 B3J 33 B3J H4 H4 H 0 1 N N N -20.529 -4.107 5.687 -3.876 -1.057 2.142 H4 B3J 34 B3J H5 H5 H 0 1 N N N -22.570 -7.921 3.065 4.876 1.908 2.029 H5 B3J 35 B3J H6 H6 H 0 1 N N N -21.988 -8.817 4.509 3.136 2.282 1.995 H6 B3J 36 B3J H7 H7 H 0 1 N N N -23.211 -4.434 8.701 -4.798 -4.846 1.507 H7 B3J 37 B3J H8 H8 H 0 1 N N N -22.882 -5.672 7.441 -3.561 -4.087 2.552 H8 B3J 38 B3J H9 H9 H 0 1 N N N -19.857 -3.058 2.075 -0.875 1.010 1.525 H9 B3J 39 B3J H10 H10 H 0 1 N N N -20.683 -0.900 1.131 -1.419 3.323 -0.388 H10 B3J 40 B3J H11 H11 H 0 1 N N N -22.218 -1.714 0.673 -2.364 2.994 1.084 H11 B3J 41 B3J H12 H12 H 0 1 N N N -20.915 -3.317 -0.708 0.653 3.443 1.041 H12 B3J 42 B3J H13 H13 H 0 1 N N N -21.918 -1.291 -1.739 0.119 5.661 2.012 H13 B3J 43 B3J H14 H14 H 0 1 N N N -20.367 -0.420 -1.488 -0.584 5.489 0.386 H14 B3J 44 B3J H15 H15 H 0 1 N N N -20.431 -1.843 -2.582 -1.619 5.324 1.825 H15 B3J 45 B3J H16 H16 H 0 1 N N N -18.740 -3.140 0.482 -1.360 3.405 3.334 H16 B3J 46 B3J H17 H17 H 0 1 N N N -18.587 -2.915 -1.294 -0.284 2.051 2.912 H17 B3J 47 B3J H18 H18 H 0 1 N N N -18.524 -1.492 -0.200 0.405 3.594 3.471 H18 B3J 48 B3J H19 H19 H 0 1 N N N -22.600 -2.677 7.290 -4.862 -3.005 0.034 H19 B3J 49 B3J H20 H20 H 0 1 N N N -22.796 -3.869 5.961 -3.195 -2.749 0.650 H20 B3J 50 B3J H21 H21 H 0 1 N N N -21.089 0.609 4.568 -5.663 1.635 -0.753 H21 B3J 51 B3J H24 H24 H 0 1 N N N -23.361 -5.329 3.969 6.416 3.023 0.536 H24 B3J 52 B3J H25 H25 H 0 1 N N N -25.222 -4.508 5.361 6.872 5.011 -0.843 H25 B3J 53 B3J H26 H26 H 0 1 N N N -26.226 -5.979 7.065 5.010 6.425 -1.616 H26 B3J 54 B3J H27 H27 H 0 1 N N N -25.363 -8.260 7.381 2.694 5.852 -1.010 H27 B3J 55 B3J H28 H28 H 0 1 N N N -23.484 -9.072 6.017 2.238 3.859 0.363 H28 B3J 56 B3J H29 H29 H 0 1 N N N -22.138 -4.155 0.763 0.210 1.254 -1.207 H29 B3J 57 B3J H30 H30 H 0 1 N N N -19.559 -1.908 4.012 -3.544 1.129 1.168 H30 B3J 58 B3J H31 H31 H 0 1 N N N -21.068 -5.617 9.349 -6.052 -3.948 3.469 H31 B3J 59 B3J H32 H32 H 0 1 N N N -20.546 1.471 6.874 -3.514 1.965 -1.743 H32 B3J 60 B3J O2 O6 O 0 1 N N N ? ? ? -5.786 -1.317 -2.728 O2 B3J 61 B3J O3 O7 O 0 1 N N N ? ? ? -7.403 -0.527 -1.258 O3 B3J 62 B3J O1 O8 O 0 1 N N N -18.664 2.084 5.565 -7.063 0.756 -3.166 O1 B3J 63 B3J C1 C23 C 0 1 N N N ? ? ? 4.959 0.741 -0.488 C1 B3J 64 B3J C2 C24 C 0 1 N N N ? ? ? 4.698 -0.448 -1.419 C2 B3J 65 B3J N1 N4 N 0 1 N N N ? ? ? 4.424 -1.637 -0.602 N1 B3J 66 B3J C4 C25 C 0 1 N N N ? ? ? 3.369 -1.566 0.419 C4 B3J 67 B3J C5 C26 C 0 1 N N N ? ? ? 3.645 -0.365 1.329 C5 B3J 68 B3J C23 C27 C 0 1 N N N ? ? ? 3.780 0.898 0.474 C6 B3J 69 B3J H33 H33 H 0 1 N Y N ? ? ? -8.125 -1.050 -1.633 H33 B3J 70 B3J H34 H34 H 0 1 N N N ? ? ? 5.872 0.564 0.080 H34 B3J 71 B3J H35 H35 H 0 1 N N N ? ? ? 5.069 1.649 -1.081 H35 B3J 72 B3J H36 H36 H 0 1 N N N ? ? ? 3.837 -0.233 -2.053 H36 B3J 73 B3J H37 H37 H 0 1 N N N ? ? ? 5.576 -0.625 -2.040 H37 B3J 74 B3J H40 H40 H 0 1 N N N ? ? ? 2.400 -1.443 -0.065 H40 B3J 75 B3J H41 H41 H 0 1 N N N ? ? ? 3.371 -2.481 1.011 H41 B3J 76 B3J H42 H42 H 0 1 N N N ? ? ? 2.820 -0.243 2.030 H42 B3J 77 B3J H43 H43 H 0 1 N N N ? ? ? 4.570 -0.531 1.880 H43 B3J 78 B3J C3 C28 C 0 1 N N N ? ? ? 5.126 -2.773 -0.785 C3 B3J 79 B3J O5 O9 O 0 1 N N N ? ? ? 4.864 -3.856 -0.029 O5 B3J 80 B3J C8 C29 C 0 1 N N N ? ? ? 5.659 -5.044 -0.282 C8 B3J 81 B3J C9 C30 C 0 1 N N N ? ? ? 7.138 -4.727 -0.048 C9 B3J 82 B3J C10 C31 C 0 1 N N N ? ? ? 5.221 -6.162 0.667 C10 B3J 83 B3J C15 C32 C 0 1 N N N ? ? ? 5.457 -5.495 -1.729 C15 B3J 84 B3J O4 O10 O 0 1 N N N ? ? ? 5.995 -2.820 -1.633 O4 B3J 85 B3J H22 H22 H 0 1 N N N ? ? ? 7.282 -4.406 0.984 H22 B3J 86 B3J H23 H23 H 0 1 N N N ? ? ? 7.735 -5.619 -0.237 H23 B3J 87 B3J H38 H38 H 0 1 N N N ? ? ? 7.450 -3.931 -0.724 H38 B3J 88 B3J H39 H39 H 0 1 N N N ? ? ? 4.168 -6.388 0.501 H39 B3J 89 B3J H44 H44 H 0 1 N N N ? ? ? 5.818 -7.054 0.477 H44 B3J 90 B3J H45 H45 H 0 1 N N N ? ? ? 5.365 -5.841 1.698 H45 B3J 91 B3J H46 H46 H 0 1 N N N ? ? ? 5.769 -4.699 -2.405 H46 B3J 92 B3J H47 H47 H 0 1 N N N ? ? ? 6.054 -6.387 -1.919 H47 B3J 93 B3J H48 H48 H 0 1 N N N ? ? ? 4.404 -5.721 -1.896 H48 B3J 94 # # 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 B3J C07 C06 SING N N 1 B3J C06 C08 SING N N 2 B3J C06 C05 SING N N 3 B3J C05 C04 SING N N 4 B3J N03 C04 SING N N 5 B3J N03 C02 SING N N 6 B3J C04 C09 SING N N 7 B3J O22 C02 SING N N 8 B3J O22 C23 SING N N 9 B3J C02 O01 DOUB N N 10 B3J C23 C24 SING N N 11 B3J C09 O21 DOUB N N 12 B3J C09 N10 SING N N 13 B3J C24 C25 SING N N 14 B3J N10 C11 SING N N 15 B3J C26 C25 DOUB Y N 16 B3J C26 C27 SING Y N 17 B3J C25 C30 SING Y N 18 B3J S C19 SING N N 19 B3J C19 C11 SING N N 20 B3J C19 O20 SING N N 21 B3J C11 C12 SING N N 22 B3J C27 C28 DOUB Y N 23 B3J C30 C29 DOUB Y N 24 B3J C28 C29 SING Y N 25 B3J C12 C13 SING N N 26 B3J C13 C17 SING N N 27 B3J C13 C14 SING N N 28 B3J C17 C16 SING N N 29 B3J C14 O18 DOUB N N 30 B3J C14 N15 SING N N 31 B3J C16 N15 SING N N 32 B3J C11 H1 SING N N 33 B3J C12 H2 SING N N 34 B3J C12 H3 SING N N 35 B3J C13 H4 SING N N 36 B3J C24 H5 SING N N 37 B3J C24 H6 SING N N 38 B3J C16 H7 SING N N 39 B3J C16 H8 SING N N 40 B3J C04 H9 SING N N 41 B3J C05 H10 SING N N 42 B3J C05 H11 SING N N 43 B3J C06 H12 SING N N 44 B3J C07 H13 SING N N 45 B3J C07 H14 SING N N 46 B3J C07 H15 SING N N 47 B3J C08 H16 SING N N 48 B3J C08 H17 SING N N 49 B3J C08 H18 SING N N 50 B3J C17 H19 SING N N 51 B3J C17 H20 SING N N 52 B3J C19 H21 SING N N 53 B3J C26 H24 SING N N 54 B3J C27 H25 SING N N 55 B3J C28 H26 SING N N 56 B3J C29 H27 SING N N 57 B3J C30 H28 SING N N 58 B3J N03 H29 SING N N 59 B3J N10 H30 SING N N 60 B3J N15 H31 SING N N 61 B3J O20 H32 SING N N 62 B3J S O2 DOUB N N 63 B3J S O3 SING N N 64 B3J S O1 DOUB N N 65 B3J C23 C1 SING N N 66 B3J C1 C2 SING N N 67 B3J C2 N1 SING N N 68 B3J N1 C4 SING N N 69 B3J C4 C5 SING N N 70 B3J C5 C23 SING N N 71 B3J O3 H33 SING N N 72 B3J C1 H34 SING N N 73 B3J C1 H35 SING N N 74 B3J C2 H36 SING N N 75 B3J C2 H37 SING N N 76 B3J C4 H40 SING N N 77 B3J C4 H41 SING N N 78 B3J C5 H42 SING N N 79 B3J C5 H43 SING N N 80 B3J N1 C3 SING N N 81 B3J C3 O5 SING N N 82 B3J O5 C8 SING N N 83 B3J C8 C9 SING N N 84 B3J C8 C10 SING N N 85 B3J C8 C15 SING N N 86 B3J C3 O4 DOUB N N 87 B3J C9 H22 SING N N 88 B3J C9 H23 SING N N 89 B3J C9 H38 SING N N 90 B3J C10 H39 SING N N 91 B3J C10 H44 SING N N 92 B3J C10 H45 SING N N 93 B3J C15 H46 SING N N 94 B3J C15 H47 SING N N 95 B3J C15 H48 SING N N 96 # # 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 B3J SMILES ACDLabs 12.01 "C(CC1CCNC1=O)(C(O)S(=O)(O)=O)NC(C(CC(C)C)NC(=O)OC3(Cc2ccccc2)CCN(CC3)C(OC(C)(C)C)=O)=O" B3J InChI InChI 1.03 "InChI=1S/C31H48N4O10S/c1-20(2)17-23(26(37)33-24(27(38)46(41,42)43)18-22-11-14-32-25(22)36)34-28(39)44-31(19-21-9-7-6-8-10-21)12-15-35(16-13-31)29(40)45-30(3,4)5/h6-10,20,22-24,27,38H,11-19H2,1-5H3,(H,32,36)(H,33,37)(H,34,39)(H,41,42,43)/t22-,23-,24-,27-/m0/s1" B3J InChIKey InChI 1.03 PJEUBFINPIVQHS-TTZMFTMZSA-N B3J SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](NC(=O)OC1(CCN(CC1)C(=O)OC(C)(C)C)Cc2ccccc2)C(=O)N[C@@H](C[C@@H]3CCNC3=O)[C@@H](O)[S](O)(=O)=O" B3J SMILES CACTVS 3.385 "CC(C)C[CH](NC(=O)OC1(CCN(CC1)C(=O)OC(C)(C)C)Cc2ccccc2)C(=O)N[CH](C[CH]3CCNC3=O)[CH](O)[S](O)(=O)=O" B3J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@@H](O)S(=O)(=O)O)NC(=O)OC2(CCN(CC2)C(=O)OC(C)(C)C)Cc3ccccc3" B3J SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)NC(CC1CCNC1=O)C(O)S(=O)(=O)O)NC(=O)OC2(CCN(CC2)C(=O)OC(C)(C)C)Cc3ccccc3" # # 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 B3J "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2S)-2-{[N-({[4-benzyl-1-(tert-butoxycarbonyl)piperidin-4-yl]oxy}carbonyl)-L-leucyl]amino}-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propane-1-sulfonic acid" B3J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},2~{S})-2-[[(2~{S})-4-methyl-2-[[1-[(2-methylpropan-2-yl)oxycarbonyl]-4-(phenylmethyl)piperidin-4-yl]oxycarbonylamino]pentanoyl]amino]-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propane-1-sulfonic 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 B3J "Create component" 2017-07-31 RCSB B3J "Other modification" 2017-07-31 RCSB B3J "Initial release" 2018-04-04 RCSB B3J "Other modification" 2020-05-27 RCSB ##