data_5RS # _chem_comp.id 5RS _chem_comp.name "~{tert}-butyl ~{N}-[(2~{S})-1-[(2~{S},4~{R})-2-[[(1~{R},2~{R})-1-(cyclopropylsulfonylcarbamoyl)-2-ethyl-cyclopropyl]carbamoyl]-4-(3-ethyl-7-methoxy-quinoxalin-2-yl)oxy-pyrrolidin-1-yl]-3,3-dimethyl-1-oxidanylidene-butan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C36 H52 N6 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "MK-5172 linear analogue" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-18 _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 744.898 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5RS _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 5EQQ _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 5RS C14 C1 C 0 1 N N N -15.988 -8.838 14.253 -2.337 1.648 0.733 C14 5RS 1 5RS C11 C2 C 0 1 N N R -13.890 -11.475 12.824 0.055 -0.881 1.906 C11 5RS 2 5RS C10 C3 C 0 1 N N N -12.853 -10.564 13.331 0.428 0.293 2.850 C10 5RS 3 5RS C12 C4 C 0 1 N N N -15.070 -10.640 12.620 -1.414 -0.540 1.551 C12 5RS 4 5RS C01 C5 C 0 1 N N N -14.539 -3.796 14.868 1.467 6.751 -1.251 C01 5RS 5 5RS C02 C6 C 0 1 N N N -13.467 -4.276 15.798 2.290 5.518 -0.870 C02 5RS 6 5RS C03 C7 C 0 1 N N R -13.464 -5.675 16.107 1.878 5.041 0.524 C03 5RS 7 5RS C04 C8 C 0 1 N N N -12.442 -5.983 17.158 2.936 5.090 1.628 C04 5RS 8 5RS C05 C9 C 0 1 N N R -12.212 -6.448 15.716 2.506 3.744 1.040 C05 5RS 9 5RS N06 N1 N 0 1 N N N -12.549 -7.793 15.459 1.673 2.876 1.876 N06 5RS 10 5RS C07 C10 C 0 1 N N N -13.168 -8.190 14.234 0.578 2.287 1.355 C07 5RS 11 5RS O08 O1 O 0 1 N N N -13.213 -7.448 13.304 0.333 2.402 0.172 O08 5RS 12 5RS C09 C11 C 0 1 N N S -13.635 -9.672 14.248 -0.340 1.484 2.240 C09 5RS 13 5RS N13 N2 N 0 1 N N N -14.983 -9.678 13.719 -1.445 0.930 1.444 N13 5RS 14 5RS O15 O2 O 0 1 N N N -15.700 -8.119 15.208 -2.328 2.859 0.793 O15 5RS 15 5RS C16 C12 C 0 1 N N S -17.380 -8.895 13.659 -3.343 0.945 -0.142 C16 5RS 16 5RS N17 N3 N 0 1 N N N -18.360 -9.040 14.685 -4.607 1.686 -0.125 N17 5RS 17 5RS C18 C13 C 0 1 N N N -18.532 -10.390 15.152 -5.765 1.048 -0.386 C18 5RS 18 5RS O19 O3 O 0 1 N N N -18.428 -11.325 14.455 -5.761 -0.141 -0.635 O19 5RS 19 5RS O20 O4 O 0 1 N N N -19.475 -10.331 16.127 -6.927 1.729 -0.370 O20 5RS 20 5RS C21 C14 C 0 1 N N N -19.922 -11.515 16.727 -8.135 0.978 -0.660 C21 5RS 21 5RS C22 C15 C 0 1 N N N -20.665 -11.037 17.965 -8.300 -0.141 0.371 C22 5RS 22 5RS C23 C16 C 0 1 N N N -20.836 -12.307 15.788 -9.344 1.913 -0.597 C23 5RS 23 5RS C24 C17 C 0 1 N N N -18.777 -12.419 17.171 -8.034 0.369 -2.060 C24 5RS 24 5RS C25 C18 C 0 1 N N N -17.628 -7.593 12.819 -2.812 0.875 -1.575 C25 5RS 25 5RS C26 C19 C 0 1 N N N -16.535 -7.444 11.799 -1.498 0.091 -1.594 C26 5RS 26 5RS C27 C20 C 0 1 N N N -18.995 -7.744 12.252 -3.838 0.172 -2.465 C27 5RS 27 5RS C28 C21 C 0 1 N N N -17.661 -6.421 13.737 -2.569 2.292 -2.098 C28 5RS 28 5RS O29 O5 O 0 1 N N N -14.366 -12.419 13.795 0.140 -2.134 2.588 O29 5RS 29 5RS C30 C22 C 0 1 Y N N -13.590 -13.539 14.057 0.462 -3.220 1.842 C30 5RS 30 5RS C31 C23 C 0 1 Y N N -13.816 -14.164 15.256 0.560 -4.479 2.454 C31 5RS 31 5RS C32 C24 C 0 1 N N N -14.839 -13.522 16.167 0.308 -4.611 3.934 C32 5RS 32 5RS C33 C25 C 0 1 N N N -15.489 -14.413 17.126 -1.177 -4.892 4.174 C33 5RS 33 5RS N34 N4 N 0 1 Y N N -13.153 -15.288 15.549 0.870 -5.542 1.750 N34 5RS 34 5RS C35 C26 C 0 1 Y N N -12.230 -15.740 14.663 1.094 -5.428 0.436 C35 5RS 35 5RS C36 C27 C 0 1 Y N N -11.520 -16.895 14.979 1.427 -6.552 -0.341 C36 5RS 36 5RS C37 C28 C 0 1 Y N N -10.606 -17.379 14.084 1.651 -6.410 -1.675 C37 5RS 37 5RS C38 C29 C 0 1 Y N N -10.404 -16.817 12.899 1.554 -5.157 -2.289 C38 5RS 38 5RS C39 C30 C 0 1 Y N N -11.127 -15.661 12.584 1.233 -4.044 -1.564 C39 5RS 39 5RS C40 C31 C 0 1 Y N N -12.025 -15.135 13.487 0.996 -4.157 -0.185 C40 5RS 40 5RS N41 N5 N 0 1 Y N N -12.714 -14.009 13.183 0.674 -3.085 0.548 N41 5RS 41 5RS O42 O6 O 0 1 N N N -9.467 -17.310 11.985 1.783 -5.045 -3.624 O42 5RS 42 5RS C43 C32 C 0 1 N N N -9.278 -16.670 10.726 2.114 -6.244 -4.328 C43 5RS 43 5RS C44 C33 C 0 1 N N N -10.986 -5.804 15.135 3.482 3.036 0.137 C44 5RS 44 5RS O45 O7 O 0 1 N N N -10.662 -4.739 15.398 4.128 3.667 -0.672 O45 5RS 45 5RS N46 N6 N 0 1 N N N -10.276 -6.541 14.261 3.638 1.700 0.229 N46 5RS 46 5RS S47 S1 S 0 1 N N N -8.957 -5.939 13.631 4.797 0.937 -0.674 S47 5RS 47 5RS O48 O8 O 0 1 N N N -9.477 -4.898 12.836 4.652 -0.437 -0.343 O48 5RS 48 5RS O49 O9 O 0 1 N N N -7.967 -5.516 14.408 4.569 1.399 -1.999 O49 5RS 49 5RS C50 C34 C 0 1 N N N -8.312 -7.165 12.497 6.367 1.584 -0.036 C50 5RS 50 5RS C51 C35 C 0 1 N N N -6.877 -6.782 12.303 7.650 1.157 -0.750 C51 5RS 51 5RS C52 C36 C 0 1 N N N -7.221 -7.860 13.285 7.126 2.586 -0.909 C52 5RS 52 5RS H111 H1 H 0 0 N N N -13.574 -11.966 11.892 0.683 -0.880 1.014 H111 5RS 53 5RS H101 H2 H 0 0 N N N -12.073 -11.113 13.879 0.087 0.093 3.866 H101 5RS 54 5RS H102 H3 H 0 0 N N N -12.392 -9.990 12.514 1.502 0.476 2.831 H102 5RS 55 5RS H121 H4 H 0 0 N N N -15.032 -10.132 11.645 -1.690 -0.995 0.600 H121 5RS 56 5RS H122 H5 H 0 0 N N N -15.993 -11.235 12.687 -2.083 -0.876 2.343 H122 5RS 57 5RS H011 H6 H 0 0 N N N -14.432 -2.712 14.713 0.408 6.494 -1.253 H011 5RS 58 5RS H012 H7 H 0 0 N N N -14.447 -4.316 13.903 1.647 7.545 -0.527 H012 5RS 59 5RS H1 H8 H 0 1 N N N -15.526 -4.008 15.305 1.761 7.091 -2.244 H1 5RS 60 5RS H2 H9 H 0 1 N N N -12.496 -4.033 15.342 2.111 4.723 -1.594 H2 5RS 61 5RS H3 H10 H 0 1 N N N -13.575 -3.726 16.744 3.350 5.775 -0.868 H3 5RS 62 5RS H031 H11 H 0 0 N N N -14.416 -6.226 16.133 0.846 5.248 0.805 H031 5RS 63 5RS H041 H12 H 0 0 N N N -11.826 -5.174 17.579 3.925 5.462 1.362 H041 5RS 64 5RS H042 H13 H 0 0 N N N -12.667 -6.720 17.943 2.599 5.329 2.637 H042 5RS 65 5RS H061 H14 H 0 0 N N N -12.350 -8.486 16.152 1.908 2.725 2.805 H061 5RS 66 5RS H091 H15 H 0 0 N N N -13.609 -10.060 15.277 -0.734 2.117 3.035 H091 5RS 67 5RS H161 H16 H 0 0 N N N -17.432 -9.753 12.973 -3.509 -0.065 0.234 H161 5RS 68 5RS H171 H17 H 0 0 N N N -18.883 -8.269 15.049 -4.610 2.635 0.074 H171 5RS 69 5RS H221 H18 H 0 0 N N N -21.061 -11.904 18.514 -8.372 0.293 1.368 H221 5RS 70 5RS H222 H19 H 0 0 N N N -19.975 -10.477 18.613 -9.207 -0.705 0.153 H222 5RS 71 5RS H223 H20 H 0 0 N N N -21.497 -10.383 17.664 -7.438 -0.807 0.326 H223 5RS 72 5RS H231 H21 H 0 0 N N N -21.168 -13.228 16.289 -9.227 2.709 -1.331 H231 5RS 73 5RS H232 H22 H 0 0 N N N -21.712 -11.695 15.527 -10.251 1.349 -0.814 H232 5RS 74 5RS H233 H23 H 0 0 N N N -20.284 -12.566 14.872 -9.417 2.346 0.401 H233 5RS 75 5RS H241 H24 H 0 0 N N N -19.186 -13.330 17.633 -7.172 -0.297 -2.106 H241 5RS 76 5RS H242 H25 H 0 0 N N N -18.167 -12.693 16.298 -8.941 -0.195 -2.278 H242 5RS 77 5RS H243 H26 H 0 0 N N N -18.152 -11.886 17.902 -7.916 1.166 -2.795 H243 5RS 78 5RS H261 H27 H 0 0 N N N -16.706 -6.532 11.208 -1.687 -0.942 -1.302 H261 5RS 79 5RS H262 H28 H 0 0 N N N -15.564 -7.373 12.310 -1.077 0.113 -2.599 H262 5RS 80 5RS H263 H29 H 0 0 N N N -16.535 -8.318 11.132 -0.795 0.544 -0.895 H263 5RS 81 5RS H271 H30 H 0 0 N N N -19.240 -6.860 11.645 -4.774 0.730 -2.452 H271 5RS 82 5RS H272 H31 H 0 0 N N N -19.033 -8.644 11.621 -3.460 0.122 -3.486 H272 5RS 83 5RS H273 H32 H 0 0 N N N -19.723 -7.840 13.071 -4.012 -0.838 -2.092 H273 5RS 84 5RS H281 H33 H 0 0 N N N -17.835 -5.504 13.155 -1.837 2.793 -1.464 H281 5RS 85 5RS H282 H34 H 0 0 N N N -18.473 -6.551 14.468 -2.190 2.242 -3.119 H282 5RS 86 5RS H283 H35 H 0 0 N N N -16.700 -6.343 14.266 -3.504 2.850 -2.085 H283 5RS 87 5RS H321 H36 H 0 0 N N N -14.333 -12.727 16.735 0.902 -5.434 4.331 H321 5RS 88 5RS H322 H37 H 0 0 N N N -15.622 -13.079 15.535 0.589 -3.685 4.434 H322 5RS 89 5RS H331 H38 H 0 0 N N N -16.208 -13.840 17.730 -1.771 -4.070 3.777 H331 5RS 90 5RS H332 H39 H 0 0 N N N -16.019 -15.211 16.585 -1.457 -5.819 3.674 H332 5RS 91 5RS H333 H40 H 0 0 N N N -14.729 -14.859 17.785 -1.359 -4.988 5.245 H333 5RS 92 5RS H361 H41 H 0 0 N N N -11.689 -17.402 15.918 1.505 -7.525 0.120 H361 5RS 93 5RS H371 H42 H 0 0 N N N -10.027 -18.251 14.352 1.906 -7.276 -2.267 H371 5RS 94 5RS H391 H43 H 0 0 N N N -10.980 -15.179 11.629 1.162 -3.082 -2.050 H391 5RS 95 5RS H431 H44 H 0 0 N N N -8.504 -17.204 10.155 2.271 -6.014 -5.382 H431 5RS 96 5RS H432 H45 H 0 0 N N N -10.223 -16.683 10.163 3.026 -6.670 -3.909 H432 5RS 97 5RS H433 H46 H 0 0 N N N -8.961 -15.629 10.888 1.299 -6.960 -4.229 H433 5RS 98 5RS H461 H47 H 0 0 N N N -10.580 -7.461 14.012 3.070 1.185 0.825 H461 5RS 99 5RS H501 H50 H 0 0 N N N -8.975 -7.631 11.753 6.414 1.721 1.045 H501 5RS 100 5RS H511 H51 H 0 0 N N N -6.363 -7.039 11.365 8.542 1.013 -0.140 H511 5RS 101 5RS H512 H52 H 0 0 N N N -6.517 -5.807 12.663 7.551 0.487 -1.604 H512 5RS 102 5RS H521 H53 H 0 0 N N N -7.118 -7.675 14.364 6.682 2.855 -1.867 H521 5RS 103 5RS H522 H54 H 0 0 N N N -6.965 -8.907 13.066 7.672 3.381 -0.403 H522 5RS 104 # # 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 5RS C14 N13 SING N N 1 5RS C14 O15 DOUB N N 2 5RS C14 C16 SING N N 3 5RS C11 C10 SING N N 4 5RS C11 C12 SING N N 5 5RS C11 O29 SING N N 6 5RS C10 C09 SING N N 7 5RS C12 N13 SING N N 8 5RS C01 C02 SING N N 9 5RS C02 C03 SING N N 10 5RS C03 C04 SING N N 11 5RS C03 C05 SING N N 12 5RS C04 C05 SING N N 13 5RS C05 N06 SING N N 14 5RS C05 C44 SING N N 15 5RS N06 C07 SING N N 16 5RS C07 O08 DOUB N N 17 5RS C07 C09 SING N N 18 5RS C09 N13 SING N N 19 5RS C16 N17 SING N N 20 5RS C16 C25 SING N N 21 5RS N17 C18 SING N N 22 5RS C18 O19 DOUB N N 23 5RS C18 O20 SING N N 24 5RS O20 C21 SING N N 25 5RS C21 C22 SING N N 26 5RS C21 C23 SING N N 27 5RS C21 C24 SING N N 28 5RS C25 C26 SING N N 29 5RS C25 C27 SING N N 30 5RS C25 C28 SING N N 31 5RS O29 C30 SING N N 32 5RS C30 C31 DOUB Y N 33 5RS C30 N41 SING Y N 34 5RS C31 C32 SING N N 35 5RS C31 N34 SING Y N 36 5RS C32 C33 SING N N 37 5RS N34 C35 DOUB Y N 38 5RS C35 C36 SING Y N 39 5RS C35 C40 SING Y N 40 5RS C36 C37 DOUB Y N 41 5RS C37 C38 SING Y N 42 5RS C38 C39 DOUB Y N 43 5RS C38 O42 SING N N 44 5RS C39 C40 SING Y N 45 5RS C40 N41 DOUB Y N 46 5RS O42 C43 SING N N 47 5RS C44 O45 DOUB N N 48 5RS C44 N46 SING N N 49 5RS N46 S47 SING N N 50 5RS S47 O48 DOUB N N 51 5RS S47 O49 DOUB N N 52 5RS S47 C50 SING N N 53 5RS C50 C51 SING N N 54 5RS C50 C52 SING N N 55 5RS C51 C52 SING N N 56 5RS C11 H111 SING N N 57 5RS C10 H101 SING N N 58 5RS C10 H102 SING N N 59 5RS C12 H121 SING N N 60 5RS C12 H122 SING N N 61 5RS C01 H011 SING N N 62 5RS C01 H012 SING N N 63 5RS C01 H1 SING N N 64 5RS C02 H2 SING N N 65 5RS C02 H3 SING N N 66 5RS C03 H031 SING N N 67 5RS C04 H041 SING N N 68 5RS C04 H042 SING N N 69 5RS N06 H061 SING N N 70 5RS C09 H091 SING N N 71 5RS C16 H161 SING N N 72 5RS N17 H171 SING N N 73 5RS C22 H221 SING N N 74 5RS C22 H222 SING N N 75 5RS C22 H223 SING N N 76 5RS C23 H231 SING N N 77 5RS C23 H232 SING N N 78 5RS C23 H233 SING N N 79 5RS C24 H241 SING N N 80 5RS C24 H242 SING N N 81 5RS C24 H243 SING N N 82 5RS C26 H261 SING N N 83 5RS C26 H262 SING N N 84 5RS C26 H263 SING N N 85 5RS C27 H271 SING N N 86 5RS C27 H272 SING N N 87 5RS C27 H273 SING N N 88 5RS C28 H281 SING N N 89 5RS C28 H282 SING N N 90 5RS C28 H283 SING N N 91 5RS C32 H321 SING N N 92 5RS C32 H322 SING N N 93 5RS C33 H331 SING N N 94 5RS C33 H332 SING N N 95 5RS C33 H333 SING N N 96 5RS C36 H361 SING N N 97 5RS C37 H371 SING N N 98 5RS C39 H391 SING N N 99 5RS C43 H431 SING N N 100 5RS C43 H432 SING N N 101 5RS C43 H433 SING N N 102 5RS N46 H461 SING N N 103 5RS C50 H501 SING N N 104 5RS C51 H511 SING N N 105 5RS C51 H512 SING N N 106 5RS C52 H521 SING N N 107 5RS C52 H522 SING N N 108 # # 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 5RS InChI InChI 1.03 "InChI=1S/C36H52N6O9S/c1-10-20-18-36(20,32(45)41-52(47,48)23-13-14-23)40-29(43)27-17-22(50-30-24(11-2)37-25-15-12-21(49-9)16-26(25)38-30)19-42(27)31(44)28(34(3,4)5)39-33(46)51-35(6,7)8/h12,15-16,20,22-23,27-28H,10-11,13-14,17-19H2,1-9H3,(H,39,46)(H,40,43)(H,41,45)/t20-,22-,27+,28-,36-/m1/s1" 5RS InChIKey InChI 1.03 QHOOZSSNIATKFV-ZCNUFEDYSA-N 5RS SMILES_CANONICAL CACTVS 3.385 "CC[C@@H]1C[C@]1(NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)Oc3nc4cc(OC)ccc4nc3CC)C(=O)N[S](=O)(=O)C5CC5" 5RS SMILES CACTVS 3.385 "CC[CH]1C[C]1(NC(=O)[CH]2C[CH](CN2C(=O)[CH](NC(=O)OC(C)(C)C)C(C)(C)C)Oc3nc4cc(OC)ccc4nc3CC)C(=O)N[S](=O)(=O)C5CC5" 5RS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCc1c(nc2cc(ccc2n1)OC)O[C@@H]3C[C@H](N(C3)C(=O)[C@H](C(C)(C)C)NC(=O)OC(C)(C)C)C(=O)N[C@@]4(C[C@H]4CC)C(=O)NS(=O)(=O)C5CC5" 5RS SMILES "OpenEye OEToolkits" 2.0.4 "CCc1c(nc2cc(ccc2n1)OC)OC3CC(N(C3)C(=O)C(C(C)(C)C)NC(=O)OC(C)(C)C)C(=O)NC4(CC4CC)C(=O)NS(=O)(=O)C5CC5" # _pdbx_chem_comp_identifier.comp_id 5RS _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "~{tert}-butyl ~{N}-[(2~{S})-1-[(2~{S},4~{R})-2-[[(1~{R},2~{R})-1-(cyclopropylsulfonylcarbamoyl)-2-ethyl-cyclopropyl]carbamoyl]-4-(3-ethyl-7-methoxy-quinoxalin-2-yl)oxy-pyrrolidin-1-yl]-3,3-dimethyl-1-oxidanylidene-butan-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 5RS "Create component" 2015-11-18 RCSB 5RS "Initial release" 2016-01-13 RCSB 5RS "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5RS _pdbx_chem_comp_synonyms.name "MK-5172 linear analogue" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##