data_REM # _chem_comp.id REM _chem_comp.name "Nalpha-[(2S)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-L-histidinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H50 N4 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms remikiren _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-27 _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 630.838 _chem_comp.one_letter_code ? _chem_comp.three_letter_code REM _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 3D91 _chem_comp.pdbx_subcomponent_list ? _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 REM O41 O41 O 0 1 N N N -2.270 -15.267 8.638 4.430 -1.006 2.452 O41 REM 1 REM S38 S38 S 0 1 N N N -1.470 -14.363 7.890 4.820 -1.038 1.086 S38 REM 2 REM O40 O40 O 0 1 N N N -0.955 -14.997 6.707 5.881 -0.201 0.648 O40 REM 3 REM C39 C39 C 0 1 N N N -2.482 -13.099 7.480 5.211 -2.751 0.636 C39 REM 4 REM C44 C44 C 0 1 N N N -1.891 -12.344 6.288 5.501 -2.831 -0.864 C44 REM 5 REM C43 C43 C 0 1 N N N -2.633 -12.103 8.633 6.441 -3.216 1.418 C43 REM 6 REM C42 C42 C 0 1 N N N -3.851 -13.695 7.148 4.022 -3.652 0.974 C42 REM 7 REM C37 C37 C 0 1 N N N -0.264 -13.762 8.857 3.361 -0.705 0.060 C37 REM 8 REM C1 C1 C 0 1 N N S 1.026 -14.542 8.834 2.789 0.668 0.417 C1 REM 9 REM C4 C4 C 0 1 N N N 2.129 -13.626 9.293 3.789 1.756 0.017 C4 REM 10 REM C5 C5 C 0 1 Y N N 2.635 -12.628 8.268 3.303 3.092 0.517 C5 REM 11 REM C7 C7 C 0 1 Y N N 3.692 -12.952 7.427 3.539 3.467 1.827 C7 REM 12 REM C9 C9 C 0 1 Y N N 4.181 -12.019 6.516 3.094 4.693 2.286 C9 REM 13 REM C10 C10 C 0 1 Y N N 3.606 -10.753 6.410 2.414 5.544 1.435 C10 REM 14 REM C8 C8 C 0 1 Y N N 2.542 -10.441 7.246 2.179 5.169 0.125 C8 REM 15 REM C6 C6 C 0 1 Y N N 2.065 -11.359 8.180 2.628 3.945 -0.335 C6 REM 16 REM C2 C2 C 0 1 N N N 0.932 -15.612 9.859 1.493 0.881 -0.323 C2 REM 17 REM O3 O3 O 0 1 N N N 0.241 -15.439 10.854 1.380 1.810 -1.093 O3 REM 18 REM N11 N11 N 0 1 N N N 1.624 -16.723 9.587 0.460 0.037 -0.127 N11 REM 19 REM C12 C12 C 0 1 N N S 1.680 -17.891 10.424 -0.799 0.244 -0.846 C12 REM 20 REM C15 C15 C 0 1 N N N 0.662 -18.756 9.722 -0.714 -0.414 -2.225 C15 REM 21 REM C16 C16 C 0 1 Y N N 0.116 -19.802 10.660 0.336 0.285 -3.051 C16 REM 22 REM C18 C18 C 0 1 Y N N -1.057 -19.788 11.299 1.659 0.034 -3.047 C18 REM 23 REM N20 N20 N 0 1 Y N N -1.256 -20.823 12.033 2.242 0.869 -3.919 N20 REM 24 REM C19 C19 C 0 1 Y N N -0.143 -21.587 11.877 1.331 1.629 -4.463 C19 REM 25 REM N17 N17 N 0 1 Y N N 0.710 -20.961 11.024 0.126 1.293 -3.953 N17 REM 26 REM C13 C13 C 0 1 N N N 3.083 -18.432 10.300 -1.931 -0.373 -0.065 C13 REM 27 REM O14 O14 O 0 1 N N N 3.490 -18.939 9.262 -1.707 -0.931 0.989 O14 REM 28 REM N24 N24 N 0 1 N N N 3.891 -18.277 11.367 -3.191 -0.306 -0.537 N24 REM 29 REM C21 C21 C 0 1 N N S 5.285 -18.710 11.336 -4.291 -0.906 0.223 C21 REM 30 REM C22 C22 C 0 1 N N R 5.454 -19.915 12.256 -4.398 -2.393 -0.122 C22 REM 31 REM O25 O25 O 0 1 N N N 4.698 -19.653 13.438 -4.649 -2.540 -1.521 O25 REM 32 REM C23 C23 C 0 1 N N S 4.778 -21.167 11.712 -3.087 -3.095 0.237 C23 REM 33 REM C34 C34 C 0 1 N N N 5.312 -22.456 12.342 -3.193 -4.582 -0.108 C34 REM 34 REM C36 C36 C 0 1 N N N 4.232 -23.043 13.240 -1.976 -5.463 0.180 C36 REM 35 REM C35 C35 C 0 1 N N N 4.496 -23.670 11.884 -3.226 -5.576 1.055 C35 REM 36 REM O26 O26 O 0 1 N N N 4.827 -21.217 10.284 -2.835 -2.947 1.636 O26 REM 37 REM C27 C27 C 0 1 N N N 5.950 -17.454 11.863 -5.602 -0.204 -0.137 C27 REM 38 REM C28 C28 C 0 1 N N N 6.604 -16.540 10.851 -5.542 1.255 0.322 C28 REM 39 REM C33 C33 C 0 1 N N N 5.993 -16.664 9.472 -6.799 1.989 -0.147 C33 REM 40 REM C32 C32 C 0 1 N N N 6.388 -15.549 8.509 -6.739 3.448 0.311 C32 REM 41 REM C31 C31 C 0 1 N N N 6.409 -14.115 9.106 -6.658 3.500 1.838 C31 REM 42 REM C30 C30 C 0 1 N N N 6.952 -14.032 10.531 -5.400 2.765 2.307 C30 REM 43 REM C29 C29 C 0 1 N N N 6.329 -15.121 11.392 -5.460 1.307 1.849 C29 REM 44 REM H44 H44 H 0 1 N N N -1.749 -11.287 6.557 6.348 -2.190 -1.105 H44 REM 45 REM H44A H44A H 0 0 N N N -0.921 -12.787 6.018 5.736 -3.861 -1.135 H44A REM 46 REM H44B H44B H 0 0 N N N -2.578 -12.415 5.432 4.625 -2.500 -1.422 H44B REM 47 REM H43 H43 H 0 1 N N N -2.669 -12.649 9.587 6.235 -3.159 2.487 H43 REM 48 REM H43A H43A H 0 0 N N N -1.775 -11.414 8.637 6.676 -4.245 1.148 H43A REM 49 REM H43B H43B H 0 0 N N N -3.563 -11.530 8.503 7.289 -2.574 1.177 H43B REM 50 REM H42 H42 H 0 1 N N N -4.424 -13.838 8.076 3.145 -3.321 0.417 H42 REM 51 REM H42A H42A H 0 0 N N N -4.397 -13.011 6.482 4.257 -4.681 0.704 H42A REM 52 REM H42B H42B H 0 0 N N N -3.717 -14.665 6.647 3.815 -3.595 2.043 H42B REM 53 REM H37 H37 H 0 1 N N N -0.041 -12.741 8.515 3.646 -0.719 -0.992 H37 REM 54 REM H37A H37A H 0 0 N N N -0.640 -13.818 9.889 2.607 -1.471 0.242 H37A REM 55 REM H1 H1 H 0 1 N N N 1.212 -14.945 7.828 2.608 0.719 1.490 H1 REM 56 REM H4 H4 H 0 1 N N N 1.743 -13.051 10.148 4.761 1.535 0.457 H4 REM 57 REM H4A H4A H 0 1 N N N 2.984 -14.278 9.525 3.879 1.785 -1.069 H4A REM 58 REM H7 H7 H 0 1 N N N 4.138 -13.934 7.480 4.070 2.802 2.492 H7 REM 59 REM H9 H9 H 0 1 N N N 5.017 -12.279 5.883 3.277 4.985 3.309 H9 REM 60 REM H10 H10 H 0 1 N N N 3.979 -10.034 5.696 2.065 6.501 1.793 H10 REM 61 REM H8 H8 H 0 1 N N N 2.076 -9.470 7.171 1.647 5.834 -0.540 H8 REM 62 REM H6 H6 H 0 1 N N N 1.252 -11.087 8.837 2.448 3.654 -1.359 H6 REM 63 REM HN11 HN11 H 0 0 N N N 2.144 -16.743 8.733 0.551 -0.706 0.489 HN11 REM 64 REM H12 H12 H 0 1 N N N 1.474 -17.777 11.499 -0.980 1.312 -0.964 H12 REM 65 REM H15 H15 H 0 1 N N N -0.165 -18.123 9.369 -0.445 -1.464 -2.110 H15 REM 66 REM H15A H15A H 0 0 N N N 1.149 -19.259 8.874 -1.679 -0.338 -2.725 H15A REM 67 REM H18 H18 H 0 1 N N N -1.771 -18.983 11.207 2.162 -0.710 -2.447 H18 REM 68 REM H19 H19 H 0 1 N N N 0.035 -22.539 12.354 1.510 2.396 -5.202 H19 REM 69 REM HN17 HN17 H 0 0 N N N 1.604 -21.293 10.724 -0.727 1.693 -4.181 HN17 REM 70 REM HN24 HN24 H 0 0 N N N 3.528 -17.856 12.198 -3.370 0.140 -1.380 HN24 REM 71 REM H21 H21 H 0 1 N N N 5.688 -19.044 10.369 -4.099 -0.793 1.290 H21 REM 72 REM H22 H22 H 0 1 N N N 6.536 -20.066 12.388 -5.216 -2.839 0.443 H22 REM 73 REM HO25 HO25 H 0 0 N N N 5.284 -19.595 14.183 -3.960 -2.165 -2.086 HO25 REM 74 REM H23 H23 H 0 1 N N N 3.720 -21.097 12.006 -2.268 -2.648 -0.328 H23 REM 75 REM H34 H34 H 0 1 N N N 6.385 -22.230 12.423 -3.789 -4.818 -0.989 H34 REM 76 REM H36 H36 H 0 1 N N N 4.297 -23.471 14.251 -1.770 -6.279 -0.513 H36 REM 77 REM H36A H36A H 0 0 N N N 3.350 -22.653 13.768 -1.099 -4.983 0.614 H36A REM 78 REM H35 H35 H 0 1 N N N 3.838 -23.810 11.014 -3.171 -5.171 2.065 H35 REM 79 REM H35A H35A H 0 0 N N N 4.721 -24.679 11.508 -3.842 -6.467 0.938 H35A REM 80 REM HO26 HO26 H 0 0 N N N 4.838 -20.333 9.936 -3.524 -3.322 2.201 HO26 REM 81 REM H27 H27 H 0 1 N N N 5.170 -16.866 12.369 -5.749 -0.239 -1.216 H27 REM 82 REM H27A H27A H 0 0 N N N 6.771 -17.810 12.502 -6.431 -0.706 0.360 H27A REM 83 REM H28 H28 H 0 1 N N N 7.670 -16.785 10.737 -4.661 1.734 -0.106 H28 REM 84 REM H33 H33 H 0 1 N N N 6.326 -17.619 9.039 -6.857 1.952 -1.235 H33 REM 85 REM H33A H33A H 0 0 N N N 4.902 -16.602 9.600 -7.680 1.510 0.280 H33A REM 86 REM H32 H32 H 0 1 N N N 7.403 -15.770 8.148 -5.858 3.927 -0.116 H32 REM 87 REM H32A H32A H 0 0 N N N 5.616 -15.539 7.725 -7.635 3.971 -0.023 H32A REM 88 REM H31 H31 H 0 1 N N N 7.049 -13.492 8.464 -6.615 4.538 2.165 H31 REM 89 REM H31A H31A H 0 0 N N N 5.364 -13.773 9.145 -7.539 3.020 2.265 H31A REM 90 REM H30 H30 H 0 1 N N N 8.044 -14.165 10.512 -4.519 3.244 1.880 H30 REM 91 REM H30A H30A H 0 0 N N N 6.701 -13.049 10.956 -5.342 2.802 3.395 H30A REM 92 REM H29 H29 H 0 1 N N N 5.241 -14.964 11.417 -6.341 0.828 2.276 H29 REM 93 REM H29A H29A H 0 0 N N N 6.779 -15.053 12.393 -4.564 0.783 2.183 H29A REM 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 REM O41 S38 DOUB N N 1 REM S38 O40 DOUB N N 2 REM S38 C39 SING N N 3 REM S38 C37 SING N N 4 REM C39 C44 SING N N 5 REM C39 C43 SING N N 6 REM C39 C42 SING N N 7 REM C37 C1 SING N N 8 REM C1 C4 SING N N 9 REM C1 C2 SING N N 10 REM C4 C5 SING N N 11 REM C5 C7 DOUB Y N 12 REM C5 C6 SING Y N 13 REM C7 C9 SING Y N 14 REM C9 C10 DOUB Y N 15 REM C10 C8 SING Y N 16 REM C8 C6 DOUB Y N 17 REM C2 O3 DOUB N N 18 REM C2 N11 SING N N 19 REM N11 C12 SING N N 20 REM C12 C15 SING N N 21 REM C12 C13 SING N N 22 REM C15 C16 SING N N 23 REM C16 C18 DOUB Y N 24 REM C16 N17 SING Y N 25 REM C18 N20 SING Y N 26 REM N20 C19 DOUB Y N 27 REM C19 N17 SING Y N 28 REM C13 O14 DOUB N N 29 REM C13 N24 SING N N 30 REM N24 C21 SING N N 31 REM C21 C22 SING N N 32 REM C21 C27 SING N N 33 REM C22 O25 SING N N 34 REM C22 C23 SING N N 35 REM C23 C34 SING N N 36 REM C23 O26 SING N N 37 REM C34 C36 SING N N 38 REM C34 C35 SING N N 39 REM C36 C35 SING N N 40 REM C27 C28 SING N N 41 REM C28 C33 SING N N 42 REM C28 C29 SING N N 43 REM C33 C32 SING N N 44 REM C32 C31 SING N N 45 REM C31 C30 SING N N 46 REM C30 C29 SING N N 47 REM C44 H44 SING N N 48 REM C44 H44A SING N N 49 REM C44 H44B SING N N 50 REM C43 H43 SING N N 51 REM C43 H43A SING N N 52 REM C43 H43B SING N N 53 REM C42 H42 SING N N 54 REM C42 H42A SING N N 55 REM C42 H42B SING N N 56 REM C37 H37 SING N N 57 REM C37 H37A SING N N 58 REM C1 H1 SING N N 59 REM C4 H4 SING N N 60 REM C4 H4A SING N N 61 REM C7 H7 SING N N 62 REM C9 H9 SING N N 63 REM C10 H10 SING N N 64 REM C8 H8 SING N N 65 REM C6 H6 SING N N 66 REM N11 HN11 SING N N 67 REM C12 H12 SING N N 68 REM C15 H15 SING N N 69 REM C15 H15A SING N N 70 REM C18 H18 SING N N 71 REM C19 H19 SING N N 72 REM N17 HN17 SING N N 73 REM N24 HN24 SING N N 74 REM C21 H21 SING N N 75 REM C22 H22 SING N N 76 REM O25 HO25 SING N N 77 REM C23 H23 SING N N 78 REM C34 H34 SING N N 79 REM C36 H36 SING N N 80 REM C36 H36A SING N N 81 REM C35 H35 SING N N 82 REM C35 H35A SING N N 83 REM O26 HO26 SING N N 84 REM C27 H27 SING N N 85 REM C27 H27A SING N N 86 REM C28 H28 SING N N 87 REM C33 H33 SING N N 88 REM C33 H33A SING N N 89 REM C32 H32 SING N N 90 REM C32 H32A SING N N 91 REM C31 H31 SING N N 92 REM C31 H31A SING N N 93 REM C30 H30 SING N N 94 REM C30 H30A SING N N 95 REM C29 H29 SING N N 96 REM C29 H29A SING N N 97 # # 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 REM SMILES ACDLabs 10.04 "O=S(=O)(C(C)(C)C)CC(C(=O)NC(C(=O)NC(CC1CCCCC1)C(O)C(O)C2CC2)Cc3cncn3)Cc4ccccc4" REM SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)[S](=O)(=O)C[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2[nH]cnc2)C(=O)N[C@@H](CC3CCCCC3)[C@@H](O)[C@@H](O)C4CC4" REM SMILES CACTVS 3.341 "CC(C)(C)[S](=O)(=O)C[CH](Cc1ccccc1)C(=O)N[CH](Cc2[nH]cnc2)C(=O)N[CH](CC3CCCCC3)[CH](O)[CH](O)C4CC4" REM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)S(=O)(=O)C[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2cnc[nH]2)C(=O)N[C@@H](CC3CCCCC3)[C@H]([C@H](C4CC4)O)O" REM SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)S(=O)(=O)CC(Cc1ccccc1)C(=O)NC(Cc2cnc[nH]2)C(=O)NC(CC3CCCCC3)C(C(C4CC4)O)O" REM InChI InChI 1.03 "InChI=1S/C33H50N4O6S/c1-33(2,3)44(42,43)20-25(16-22-10-6-4-7-11-22)31(40)37-28(18-26-19-34-21-35-26)32(41)36-27(17-23-12-8-5-9-13-23)30(39)29(38)24-14-15-24/h4,6-7,10-11,19,21,23-25,27-30,38-39H,5,8-9,12-18,20H2,1-3H3,(H,34,35)(H,36,41)(H,37,40)/t25-,27+,28+,29+,30-/m1/s1" REM InChIKey InChI 1.03 UXIGZRQVLGFTOU-VQXQMPIVSA-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 REM "SYSTEMATIC NAME" ACDLabs 10.04 "Nalpha-[(2S)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-L-histidinamide" REM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(tert-butylsulfonylmethyl)-N-[(2S)-1-[[(2S,3R,4S)-1-cyclohexyl-4-cyclopropyl-3,4-dihydroxy-butan-2-yl]amino]-3-(3H-imidazol-4-yl)-1-oxo-propan-2-yl]-3-phenyl-propanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site REM "Create component" 2008-05-27 PDBJ REM "Modify aromatic_flag" 2011-06-04 RCSB REM "Modify descriptor" 2011-06-04 RCSB REM "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id REM _pdbx_chem_comp_synonyms.name remikiren _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##