data_0QB # _chem_comp.id 0QB _chem_comp.name "(2S)-2-[(2-amino-1,3-thiazol-4-yl)methyl]-N~1~-{(1S,2S)-1-(cyclohexylmethyl)-2-hydroxy-2-[(3R)-1,5,5-trimethyl-2-oxopyrrolidin-3-yl]ethyl}-N~4~-[2-(dimethylamino)-2-oxoethyl]-N~4~-[(1S)-1-phenylethyl]butanediamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H54 N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "P2-P3 butanediamide renin inhibitor (3)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-12 _chem_comp.pdbx_modified_date 2021-03-01 _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 682.916 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0QB _chem_comp.pdbx_model_coordinates_details "not provided" _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 1BIM _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 0QB C1 C1 C 0 1 N N N 43.034 61.089 48.873 -3.869 4.478 1.581 C1 0QB 1 0QB C2 C2 C 0 1 N N N 43.686 62.605 47.022 -3.576 2.562 3.218 C2 0QB 2 0QB C C3 C 0 1 N N N 41.526 61.467 46.988 -4.051 2.156 0.863 C 0QB 3 0QB O O1 O 0 1 N N N 41.347 61.962 45.940 -4.179 2.547 -0.278 O 0QB 4 0QB N N1 N 0 1 N N N 42.686 61.727 47.615 -3.838 3.040 1.859 N 0QB 5 0QB N1 N2 N 0 1 N N N 39.592 60.122 46.497 -4.272 -0.068 -0.083 N1 0QB 6 0QB C3 C4 C 0 1 N N N 38.611 60.936 46.059 -3.184 -0.593 -0.681 C3 0QB 7 0QB O1 O2 O 0 1 N N N 38.480 62.060 46.460 -3.310 -1.292 -1.664 O1 0QB 8 0QB CA C5 C 0 1 N N N 40.493 60.557 47.568 -4.130 0.682 1.168 CA 0QB 9 0QB CB C6 C 0 1 N N S 39.615 58.762 46.007 -5.596 -0.247 -0.683 CB 0QB 10 0QB CG2 C7 C 0 1 N N N 41.030 58.541 45.473 -5.448 -0.898 -2.059 CG2 0QB 11 0QB CG C8 C 0 1 Y N N 39.183 57.839 47.173 -6.433 -1.133 0.204 CG 0QB 12 0QB CD1 C9 C 0 1 Y N N 39.993 56.862 47.597 -7.787 -0.888 0.345 CD1 0QB 13 0QB CD2 C10 C 0 1 Y N N 38.019 58.038 47.801 -5.850 -2.193 0.872 CD2 0QB 14 0QB CE1 C11 C 0 1 Y N N 39.628 56.088 48.633 -8.555 -1.700 1.158 CE1 0QB 15 0QB CE2 C12 C 0 1 Y N N 37.650 57.246 48.820 -6.618 -3.004 1.685 CE2 0QB 16 0QB CZ C13 C 0 1 Y N N 38.448 56.273 49.235 -7.970 -2.757 1.830 CZ 0QB 17 0QB C4 C14 C 0 1 N N N 36.127 60.935 43.248 0.604 -0.803 -0.404 C4 0QB 18 0QB O2 O3 O 0 1 N N N 36.423 60.065 42.483 0.711 -0.312 0.700 O2 0QB 19 0QB CA1 C15 C 0 1 N N R 37.282 61.524 44.039 -0.755 -0.940 -1.040 CA1 0QB 20 0QB CN C16 C 0 1 N N N 37.676 60.391 44.998 -1.811 -0.311 -0.128 CN 0QB 21 0QB CB1 C17 C 0 1 N N N 38.444 61.743 43.045 -0.759 -0.226 -2.393 CB1 0QB 22 0QB CG1 C18 C 0 1 Y N N 38.271 63.129 42.388 -0.313 1.202 -2.209 CG1 0QB 23 0QB CD21 C19 C 0 0 Y N N 37.813 63.257 41.144 0.737 1.717 -2.848 CD21 0QB 24 0QB SE2 S1 S 0 1 Y N N 37.675 64.994 40.712 0.910 3.399 -2.352 SE2 0QB 25 0QB CE11 C20 C 0 0 Y N N 38.267 65.329 42.337 -0.452 3.247 -1.329 CE11 0QB 26 0QB ND1 N3 N 0 1 Y N N 38.512 64.289 43.047 -0.935 2.046 -1.405 ND1 0QB 27 0QB NZ N4 N 0 1 N N N 38.381 66.561 42.725 -0.967 4.262 -0.539 NZ 0QB 28 0QB C11 C21 C 0 1 N N S 32.830 61.701 41.925 3.685 0.153 -0.680 C11 0QB 29 0QB C21 C22 C 0 1 N N S 33.670 60.662 42.743 3.010 -1.191 -0.402 C21 0QB 30 0QB C31 C23 C 0 1 N N N 32.734 59.984 43.803 3.885 -2.323 -0.945 C31 0QB 31 0QB "C1'" C24 C 0 1 N N N 33.563 59.169 44.819 3.244 -3.670 -0.607 "C1'" 0QB 32 0QB "C2'" C25 C 0 1 N N N 32.962 59.269 46.258 4.051 -4.796 -1.256 "C2'" 0QB 33 0QB "C3'" C26 C 0 1 N N N 33.715 58.351 47.264 3.410 -6.144 -0.918 "C3'" 0QB 34 0QB "C4'" C27 C 0 1 N N N 33.675 56.885 46.778 3.396 -6.335 0.600 "C4'" 0QB 35 0QB "C5'" C28 C 0 1 N N N 34.287 56.790 45.344 2.588 -5.209 1.249 "C5'" 0QB 36 0QB "C6'" C29 C 0 1 N N N 33.514 57.703 44.348 3.230 -3.862 0.911 "C6'" 0QB 37 0QB N2 N5 N 0 1 N N N 34.812 61.298 43.470 1.702 -1.226 -1.061 N2 0QB 38 0QB O11 O4 O 0 1 N N N 32.586 62.826 42.779 2.822 1.214 -0.265 O11 0QB 39 0QB N11 N6 N 0 1 N N N 32.892 62.141 38.347 6.118 2.075 1.021 N11 0QB 40 0QB C22 C30 C 0 1 N N N 33.230 61.347 39.403 5.676 1.566 -0.142 C22 0QB 41 0QB O21 O5 O 0 1 N N N 33.356 60.074 39.326 5.800 2.098 -1.224 O21 0QB 42 0QB C32 C31 C 0 1 N N S 33.608 62.148 40.641 5.001 0.233 0.096 C32 0QB 43 0QB C41 C32 C 0 1 N N N 33.288 63.617 40.162 4.733 0.210 1.619 C41 0QB 44 0QB C5 C33 C 0 1 N N N 32.810 63.525 38.660 5.817 1.178 2.144 C5 0QB 45 0QB CM1 C34 C 0 1 N N N 32.477 61.636 37.081 6.816 3.356 1.151 CM1 0QB 46 0QB CM2 C35 C 0 1 N N N 31.300 63.877 38.460 5.280 1.979 3.332 CM2 0QB 47 0QB CM3 C36 C 0 1 N N N 33.698 64.436 37.751 7.069 0.400 2.551 CM3 0QB 48 0QB H11 H1 H 0 1 N N N 43.122 60.003 48.722 -2.855 4.835 1.400 H11 0QB 49 0QB H12 H2 H 0 1 N N N 43.994 61.488 49.233 -4.482 4.664 0.699 H12 0QB 50 0QB H13 H3 H 0 1 N N N 42.250 61.293 49.617 -4.293 5.004 2.436 H13 0QB 51 0QB H21 H4 H 0 1 N N N 43.409 62.826 45.981 -4.519 2.460 3.756 H21 0QB 52 0QB H22 H5 H 0 1 N N N 43.736 63.543 47.595 -3.078 1.594 3.174 H22 0QB 53 0QB H23 H6 H 0 1 N N N 44.668 62.109 47.043 -2.937 3.276 3.738 H23 0QB 54 0QB HA2 H10 H 0 1 N N N 39.920 61.091 48.340 -3.220 0.368 1.679 HA2 0QB 55 0QB HA3 H11 H 0 1 N N N 40.980 59.683 48.025 -4.991 0.489 1.807 HA3 0QB 56 0QB HB H12 H 0 1 N N N 38.917 58.541 45.186 -6.081 0.723 -0.790 HB 0QB 57 0QB HG21 H13 H 0 0 N N N 41.004 58.488 44.375 -4.738 -0.327 -2.657 HG21 0QB 58 0QB HG22 H14 H 0 0 N N N 41.674 59.377 45.784 -5.085 -1.919 -1.941 HG22 0QB 59 0QB HG23 H15 H 0 0 N N N 41.431 57.599 45.876 -6.416 -0.913 -2.560 HG23 0QB 60 0QB HD1 H16 H 0 1 N N N 40.941 56.695 47.106 -8.244 -0.062 -0.180 HD1 0QB 61 0QB HD2 H17 H 0 1 N N N 37.371 58.842 47.486 -4.793 -2.387 0.758 HD2 0QB 62 0QB HE1 H18 H 0 1 N N N 40.292 55.311 48.982 -9.612 -1.508 1.269 HE1 0QB 63 0QB HE2 H19 H 0 1 N N N 36.697 57.403 49.304 -6.162 -3.833 2.207 HE2 0QB 64 0QB HZ H20 H 0 1 N N N 38.148 55.634 50.053 -8.570 -3.391 2.466 HZ 0QB 65 0QB HA H22 H 0 1 N N N 37.044 62.466 44.556 -0.983 -1.995 -1.186 HA 0QB 66 0QB HN2 H24 H 0 1 N N N 36.773 59.984 45.477 -1.653 0.767 -0.079 HN2 0QB 67 0QB HN3 H25 H 0 1 N N N 38.182 59.592 44.436 -1.727 -0.736 0.872 HN3 0QB 68 0QB HB1 H26 H 0 1 N N N 39.405 61.701 43.579 -0.077 -0.734 -3.074 HB1 0QB 69 0QB HB2 H27 H 0 1 N N N 38.434 60.957 42.275 -1.766 -0.241 -2.809 HB2 0QB 70 0QB HD21 H28 H 0 0 N N N 37.561 62.435 40.490 1.372 1.194 -3.548 HD21 0QB 71 0QB HNZ1 H29 H 0 0 N N N 38.410 66.595 43.724 -0.508 5.115 -0.483 HNZ1 0QB 72 0QB HNZ2 H30 H 0 0 N N N 39.224 66.951 42.353 -1.788 4.120 -0.041 HNZ2 0QB 73 0QB H121 H32 H 0 0 N N N 31.881 61.253 41.597 3.886 0.245 -1.747 H121 0QB 74 0QB H2 H33 H 0 1 N N N 34.081 59.932 42.031 2.878 -1.317 0.672 H2 0QB 75 0QB H31 H34 H 0 1 N N N 32.174 60.764 44.339 3.976 -2.225 -2.027 H31 0QB 76 0QB H32 H35 H 0 1 N N N 32.043 59.305 43.283 4.874 -2.267 -0.491 H32 0QB 77 0QB "H1'" H36 H 0 1 N N N 34.591 59.557 44.865 2.222 -3.691 -0.985 "H1'" 0QB 78 0QB "H2'1" H37 H 0 0 N N N 33.043 60.311 46.602 4.061 -4.660 -2.337 "H2'1" 0QB 79 0QB "H2'2" H38 H 0 0 N N N 31.912 58.943 46.215 5.073 -4.775 -0.877 "H2'2" 0QB 80 0QB "H3'1" H39 H 0 0 N N N 34.762 58.679 47.341 2.388 -6.165 -1.296 "H3'1" 0QB 81 0QB "H3'2" H40 H 0 0 N N N 33.227 58.418 48.248 3.985 -6.946 -1.380 "H3'2" 0QB 82 0QB "H4'1" H41 H 0 0 N N N 34.258 56.256 47.467 2.939 -7.295 0.841 "H4'1" 0QB 83 0QB "H4'2" H42 H 0 0 N N N 32.632 56.537 46.753 4.418 -6.314 0.979 "H4'2" 0QB 84 0QB "H5'1" H43 H 0 0 N N N 35.338 57.111 45.382 1.566 -5.231 0.871 "H5'1" 0QB 85 0QB "H5'2" H44 H 0 0 N N N 34.212 55.749 44.998 2.578 -5.346 2.330 "H5'2" 0QB 86 0QB "H6'1" H45 H 0 0 N N N 32.465 57.375 44.296 4.252 -3.841 1.289 "H6'1" 0QB 87 0QB "H6'2" H46 H 0 0 N N N 33.983 57.629 43.356 2.654 -3.060 1.373 "H6'2" 0QB 88 0QB HN22 H48 H 0 0 N N N 34.617 62.013 44.142 1.626 -1.554 -1.971 HN22 0QB 89 0QB HO1 H49 H 0 1 N N N 32.532 62.533 43.681 1.967 1.225 -0.717 HO1 0QB 90 0QB H321 H51 H 0 0 N N N 34.650 62.017 40.968 5.661 -0.585 -0.190 H321 0QB 91 0QB H41 H52 H 0 1 N N N 32.497 64.057 40.787 3.734 0.583 1.845 H41 0QB 92 0QB H42 H53 H 0 1 N N N 34.178 64.257 40.249 4.875 -0.791 2.025 H42 0QB 93 0QB HM11 H54 H 0 0 N N N 32.370 62.469 36.371 6.914 3.817 0.169 HM11 0QB 94 0QB HM12 H55 H 0 0 N N N 33.230 60.928 36.704 6.247 4.015 1.807 HM12 0QB 95 0QB HM13 H56 H 0 0 N N N 31.511 61.122 37.191 7.806 3.189 1.575 HM13 0QB 96 0QB HM21 H57 H 0 0 N N N 30.809 63.960 39.441 4.384 2.520 3.030 HM21 0QB 97 0QB HM22 H58 H 0 0 N N N 31.215 64.835 37.926 5.037 1.299 4.148 HM22 0QB 98 0QB HM23 H59 H 0 0 N N N 30.814 63.084 37.873 6.038 2.689 3.664 HM23 0QB 99 0QB HM31 H60 H 0 0 N N N 33.907 65.382 38.272 7.841 1.098 2.877 HM31 0QB 100 0QB HM32 H61 H 0 0 N N N 34.645 63.922 37.531 6.826 -0.280 3.368 HM32 0QB 101 0QB HM33 H62 H 0 0 N N N 33.167 64.644 36.811 7.435 -0.172 1.699 HM33 0QB 102 # # 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 0QB C1 N SING N N 1 0QB C1 H11 SING N N 2 0QB C1 H12 SING N N 3 0QB C1 H13 SING N N 4 0QB C2 N SING N N 5 0QB C2 H21 SING N N 6 0QB C2 H22 SING N N 7 0QB C2 H23 SING N N 8 0QB C O DOUB N N 9 0QB C N SING N N 10 0QB N1 C3 SING N N 11 0QB N1 CA SING N N 12 0QB N1 CB SING N N 13 0QB C3 O1 DOUB N N 14 0QB CA HA2 SING N N 15 0QB CA HA3 SING N N 16 0QB CB CG2 SING N N 17 0QB CB CG SING N N 18 0QB CB HB SING N N 19 0QB CG2 HG21 SING N N 20 0QB CG2 HG22 SING N N 21 0QB CG2 HG23 SING N N 22 0QB CG CD1 DOUB Y N 23 0QB CG CD2 SING Y N 24 0QB CD1 CE1 SING Y N 25 0QB CD1 HD1 SING N N 26 0QB CD2 CE2 DOUB Y N 27 0QB CD2 HD2 SING N N 28 0QB CE1 CZ DOUB Y N 29 0QB CE1 HE1 SING N N 30 0QB CE2 CZ SING Y N 31 0QB CE2 HE2 SING N N 32 0QB CZ HZ SING N N 33 0QB C4 O2 DOUB N N 34 0QB C4 CA1 SING N N 35 0QB CA1 CN SING N N 36 0QB CA1 CB1 SING N N 37 0QB CA1 HA SING N N 38 0QB CN HN2 SING N N 39 0QB CN HN3 SING N N 40 0QB CB1 CG1 SING N N 41 0QB CB1 HB1 SING N N 42 0QB CB1 HB2 SING N N 43 0QB CG1 CD21 DOUB Y N 44 0QB CG1 ND1 SING Y N 45 0QB CD21 SE2 SING Y N 46 0QB CD21 HD21 SING N N 47 0QB SE2 CE11 SING Y N 48 0QB CE11 ND1 DOUB Y N 49 0QB CE11 NZ SING N N 50 0QB NZ HNZ1 SING N N 51 0QB NZ HNZ2 SING N N 52 0QB C11 C21 SING N N 53 0QB C11 O11 SING N N 54 0QB C11 H121 SING N N 55 0QB C21 C31 SING N N 56 0QB C21 N2 SING N N 57 0QB C21 H2 SING N N 58 0QB C31 "C1'" SING N N 59 0QB C31 H31 SING N N 60 0QB C31 H32 SING N N 61 0QB "C1'" "C2'" SING N N 62 0QB "C1'" "C6'" SING N N 63 0QB "C1'" "H1'" SING N N 64 0QB "C2'" "C3'" SING N N 65 0QB "C2'" "H2'1" SING N N 66 0QB "C2'" "H2'2" SING N N 67 0QB "C3'" "C4'" SING N N 68 0QB "C3'" "H3'1" SING N N 69 0QB "C3'" "H3'2" SING N N 70 0QB "C4'" "C5'" SING N N 71 0QB "C4'" "H4'1" SING N N 72 0QB "C4'" "H4'2" SING N N 73 0QB "C5'" "C6'" SING N N 74 0QB "C5'" "H5'1" SING N N 75 0QB "C5'" "H5'2" SING N N 76 0QB "C6'" "H6'1" SING N N 77 0QB "C6'" "H6'2" SING N N 78 0QB N2 HN22 SING N N 79 0QB O11 HO1 SING N N 80 0QB N11 C22 SING N N 81 0QB N11 C5 SING N N 82 0QB N11 CM1 SING N N 83 0QB C22 O21 DOUB N N 84 0QB C22 C32 SING N N 85 0QB C32 C41 SING N N 86 0QB C32 H321 SING N N 87 0QB C41 C5 SING N N 88 0QB C41 H41 SING N N 89 0QB C41 H42 SING N N 90 0QB C5 CM2 SING N N 91 0QB C5 CM3 SING N N 92 0QB CM1 HM11 SING N N 93 0QB CM1 HM12 SING N N 94 0QB CM1 HM13 SING N N 95 0QB CM2 HM21 SING N N 96 0QB CM2 HM22 SING N N 97 0QB CM2 HM23 SING N N 98 0QB CM3 HM31 SING N N 99 0QB CM3 HM32 SING N N 100 0QB CM3 HM33 SING N N 101 0QB C CA SING N N 102 0QB C3 CN SING N N 103 0QB C4 N2 SING N N 104 0QB C11 C32 SING N N 105 # # 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 0QB SMILES ACDLabs 10.04 "O=C1N(C)C(C)(C)CC1C(O)C(NC(=O)C(Cc2nc(sc2)N)CC(=O)N(CC(=O)N(C)C)C(c3ccccc3)C)CC4CCCCC4" 0QB SMILES_CANONICAL CACTVS 3.352 "C[C@H](N(CC(=O)N(C)C)C(=O)C[C@@H](Cc1csc(N)n1)C(=O)N[C@@H](CC2CCCCC2)[C@@H](O)[C@@H]3CC(C)(C)N(C)C3=O)c4ccccc4" 0QB SMILES CACTVS 3.352 "C[CH](N(CC(=O)N(C)C)C(=O)C[CH](Cc1csc(N)n1)C(=O)N[CH](CC2CCCCC2)[CH](O)[CH]3CC(C)(C)N(C)C3=O)c4ccccc4" 0QB InChI InChI 1.03 "InChI=1S/C36H54N6O5S/c1-23(25-15-11-8-12-16-25)42(21-31(44)40(4)5)30(43)19-26(18-27-22-48-35(37)38-27)33(46)39-29(17-24-13-9-7-10-14-24)32(45)28-20-36(2,3)41(6)34(28)47/h8,11-12,15-16,22-24,26,28-29,32,45H,7,9-10,13-14,17-21H2,1-6H3,(H2,37,38)(H,39,46)/t23-,26+,28-,29-,32-/m0/s1" 0QB InChIKey InChI 1.03 IFJSAOFSWZWPQF-SQMKVVGDSA-N # # 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 0QB "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[(2-amino-1,3-thiazol-4-yl)methyl]-N~1~-{(1S,2S)-1-(cyclohexylmethyl)-2-hydroxy-2-[(3R)-1,5,5-trimethyl-2-oxopyrrolidin-3-yl]ethyl}-N~4~-[2-(dimethylamino)-2-oxoethyl]-N~4~-[(1S)-1-phenylethyl]butanediamide" 0QB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-2-[(2-amino-1,3-thiazol-4-yl)methyl]-N-[(1S,2S)-3-cyclohexyl-1-hydroxy-1-[(3R)-1,5,5-trimethyl-2-oxo-pyrrolidin-3-yl]propan-2-yl]-N'-(2-dimethylamino-2-oxo-ethyl)-N'-[(1S)-1-phenylethyl]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 0QB "Create component" 2008-11-12 RCSB 0QB "Modify aromatic_flag" 2011-06-04 RCSB 0QB "Modify descriptor" 2011-06-04 RCSB 0QB "Modify subcomponent list" 2012-01-11 RCSB 0QB "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0QB _pdbx_chem_comp_synonyms.name "P2-P3 butanediamide renin inhibitor (3)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##