data_OQG # _chem_comp.id OQG _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-valyl]amino}-1,6-diphenylhexan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H43 N3 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-07-02 _chem_comp.pdbx_modified_date 2020-06-26 _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 597.699 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OQG _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 6PJH _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 OQG C13 C1 C 0 1 Y N N 22.725 -3.735 14.665 -3.587 -0.182 2.900 C13 OQG 1 OQG C15 C2 C 0 1 Y N N 22.570 -6.141 13.612 -5.527 0.793 3.909 C15 OQG 2 OQG C17 C3 C 0 1 Y N N 23.403 -5.807 16.100 -5.758 -1.077 2.432 C17 OQG 3 OQG C22 C4 C 0 1 N N R 23.760 1.309 19.537 5.541 -1.058 0.459 C22 OQG 4 OQG C24 C5 C 0 1 Y N N 18.627 2.770 19.311 4.398 2.302 -1.660 C24 OQG 5 OQG C26 C6 C 0 1 Y N N 18.560 2.135 21.879 6.261 3.577 -0.863 C26 OQG 6 OQG C28 C7 C 0 1 Y N N 18.329 0.251 20.059 4.043 4.118 -0.141 C28 OQG 7 OQG C02 C8 C 0 1 N N S 19.733 0.207 17.108 1.693 1.830 0.159 C02 OQG 8 OQG C03 C9 C 0 1 N N N 19.573 -0.067 15.615 0.174 1.657 0.210 C03 OQG 9 OQG C04 C10 C 0 1 N N N 18.416 0.880 17.507 2.057 2.825 -0.945 C04 OQG 10 OQG C05 C11 C 0 1 N N S 20.876 -0.474 14.944 -0.198 0.760 1.392 C05 OQG 11 OQG C06 C12 C 0 1 N N S 21.170 -1.955 15.162 -1.721 0.688 1.518 C06 OQG 12 OQG C08 C13 C 0 1 N N N 19.347 -3.684 15.256 -3.557 0.420 -0.062 C08 OQG 13 OQG C09 C14 C 0 1 N N S 18.312 -4.496 14.483 -4.170 -0.228 -1.277 C09 OQG 14 OQG C11 C15 C 0 1 N N N 22.529 -2.238 14.541 -2.094 -0.208 2.701 C11 OQG 15 OQG C14 C16 C 0 1 Y N N 22.388 -4.639 13.488 -4.157 0.765 3.730 C14 OQG 16 OQG C16 C17 C 0 1 Y N N 23.074 -6.721 14.924 -6.328 -0.126 3.258 C16 OQG 17 OQG C18 C18 C 0 1 Y N N 23.229 -4.305 15.978 -4.388 -1.102 2.249 C18 OQG 18 OQG C19 C19 C 0 1 N N N 21.938 0.600 18.212 3.593 0.308 0.269 C19 OQG 19 OQG C23 C20 C 0 1 Y N N 18.455 1.302 18.961 3.540 3.089 -0.914 C23 OQG 20 OQG C25 C21 C 0 1 Y N N 18.679 3.180 20.776 5.759 2.544 -1.632 C25 OQG 21 OQG C27 C22 C 0 1 Y N N 18.384 0.667 21.519 5.403 4.368 -0.122 C27 OQG 22 OQG C30 C23 C 0 1 N N N 19.077 -6.453 13.092 -6.399 -1.032 -1.844 C30 OQG 23 OQG C31 C24 C 0 1 N N N 16.962 -4.515 15.192 -3.685 0.491 -2.537 C31 OQG 24 OQG C34 C25 C 0 1 N N N 16.488 -3.073 15.344 -4.226 -0.228 -3.774 C34 OQG 25 OQG C35 C26 C 0 1 N N N 15.981 -5.279 14.309 -4.188 1.936 -2.526 C35 OQG 26 OQG C36 C27 C 0 1 N N N 19.375 -8.469 11.942 -8.505 -1.947 -2.494 C36 OQG 27 OQG C37 C28 C 0 1 N N N 25.109 1.573 19.113 5.576 -1.752 1.838 C37 OQG 28 OQG C39 C29 C 0 1 N N R 24.180 3.334 20.293 6.631 -3.246 0.435 C39 OQG 29 OQG C40 C30 C 0 1 N N S 23.493 2.409 20.628 6.292 -2.030 -0.471 C40 OQG 30 OQG C42 C31 C 0 1 N N N 21.840 3.866 19.828 5.853 -4.077 -1.625 C42 OQG 31 OQG C43 C32 C 0 1 N N N 21.915 2.897 20.625 5.288 -2.642 -1.480 C43 OQG 32 OQG N01 N1 N 0 1 N N N 20.877 1.053 17.347 2.323 0.537 -0.121 N01 OQG 33 OQG N07 N2 N 0 1 N N N 20.175 -2.773 14.507 -2.287 0.132 0.286 N07 OQG 34 OQG N29 N3 N 0 1 N N N 18.815 -5.841 14.368 -5.630 -0.137 -1.194 N29 OQG 35 OQG O10 O1 O 0 1 N N N 20.743 -0.196 13.573 0.325 -0.552 1.178 O10 OQG 36 OQG O12 O2 O 0 1 N N N 19.477 -3.808 16.429 -4.206 1.199 0.603 O12 OQG 37 OQG O20 O3 O 0 1 N N N 21.934 -0.487 18.708 4.215 1.173 0.852 O20 OQG 38 OQG O21 O4 O 0 1 N N N 22.956 1.527 18.437 4.171 -0.880 0.011 O21 OQG 39 OQG O32 O5 O 0 1 N N N 19.636 -7.730 13.098 -7.741 -0.949 -1.768 O32 OQG 40 OQG O33 O6 O 0 1 N N N 18.817 -5.890 12.079 -5.881 -1.915 -2.499 O33 OQG 41 OQG O38 O7 O 0 1 N N N 25.134 2.864 19.081 5.705 -3.157 1.539 O38 OQG 42 OQG O41 O8 O 0 1 N N N 23.207 4.448 19.763 6.345 -4.429 -0.323 O41 OQG 43 OQG H151 H1 H 0 0 N N N 22.344 -6.790 12.779 -5.972 1.536 4.554 H151 OQG 44 OQG H171 H2 H 0 0 N N N 23.762 -6.232 17.026 -6.384 -1.796 1.923 H171 OQG 45 OQG H221 H3 H 0 0 N N N 23.646 0.304 19.970 6.055 -0.097 0.503 H221 OQG 46 OQG H241 H4 H 0 0 N N N 18.711 3.513 18.531 4.005 1.495 -2.261 H241 OQG 47 OQG H261 H5 H 0 0 N N N 18.601 2.436 22.915 7.324 3.766 -0.841 H261 OQG 48 OQG H281 H6 H 0 0 N N N 18.201 -0.789 19.798 3.373 4.736 0.438 H281 OQG 49 OQG H021 H7 H 0 0 N N N 19.835 -0.746 17.648 2.048 2.207 1.119 H021 OQG 50 OQG H031 H8 H 0 0 N N N 19.198 0.846 15.129 -0.299 2.632 0.330 H031 OQG 51 OQG H032 H9 H 0 0 N N N 18.842 -0.879 15.484 -0.170 1.198 -0.717 H032 OQG 52 OQG H042 H10 H 0 0 N N N 18.258 1.767 16.877 1.782 2.408 -1.914 H042 OQG 53 OQG H041 H11 H 0 0 N N N 17.588 0.172 17.358 1.518 3.759 -0.784 H041 OQG 54 OQG H051 H12 H 0 0 N N N 21.697 0.116 15.377 0.223 1.174 2.309 H051 OQG 55 OQG H061 H13 H 0 0 N N N 21.203 -2.170 16.240 -2.120 1.689 1.681 H061 OQG 56 OQG H091 H14 H 0 0 N N N 18.185 -4.053 13.484 -3.873 -1.276 -1.319 H091 OQG 57 OQG H112 H15 H 0 0 N N N 23.320 -1.700 15.084 -1.600 0.155 3.602 H112 OQG 58 OQG H111 H16 H 0 0 N N N 22.539 -1.935 13.484 -1.772 -1.230 2.497 H111 OQG 59 OQG H141 H17 H 0 0 N N N 22.020 -4.213 12.566 -3.531 1.483 4.239 H141 OQG 60 OQG H161 H18 H 0 0 N N N 23.200 -7.789 15.024 -7.399 -0.101 3.394 H161 OQG 61 OQG H181 H19 H 0 0 N N N 23.459 -3.654 16.809 -3.943 -1.839 1.597 H181 OQG 62 OQG H251 H20 H 0 0 N N N 18.801 4.221 21.036 6.429 1.926 -2.211 H251 OQG 63 OQG H271 H21 H 0 0 N N N 18.299 -0.076 22.298 5.795 5.181 0.472 H271 OQG 64 OQG H311 H22 H 0 0 N N N 17.051 -4.997 16.177 -2.595 0.485 -2.562 H311 OQG 65 OQG H343 H23 H 0 0 N N N 17.194 -2.520 15.981 -5.311 -0.131 -3.805 H343 OQG 66 OQG H341 H24 H 0 0 N N N 16.437 -2.597 14.353 -3.796 0.218 -4.671 H341 OQG 67 OQG H342 H25 H 0 0 N N N 15.490 -3.062 15.807 -3.957 -1.284 -3.728 H342 OQG 68 OQG H352 H26 H 0 0 N N N 14.995 -5.309 14.796 -3.802 2.448 -1.645 H352 OQG 69 OQG H353 H27 H 0 0 N N N 15.894 -4.774 13.336 -3.842 2.447 -3.424 H353 OQG 70 OQG H351 H28 H 0 0 N N N 16.347 -6.305 14.158 -5.277 1.941 -2.502 H351 OQG 71 OQG H362 H29 H 0 0 N N N 19.848 -9.459 12.024 -8.268 -1.885 -3.556 H362 OQG 72 OQG H363 H30 H 0 0 N N N 18.288 -8.590 11.822 -8.252 -2.940 -2.122 H363 OQG 73 OQG H361 H31 H 0 0 N N N 19.783 -7.940 11.069 -9.570 -1.765 -2.349 H361 OQG 74 OQG H371 H32 H 0 0 N N N 25.306 1.145 18.119 6.433 -1.407 2.416 H371 OQG 75 OQG H372 H33 H 0 0 N N N 25.839 1.177 19.834 4.651 -1.562 2.382 H372 OQG 76 OQG H391 H34 H 0 0 N N N 24.811 3.759 21.087 7.667 -3.224 0.773 H391 OQG 77 OQG H401 H35 H 0 0 N N N 23.719 1.992 21.620 7.168 -1.582 -0.939 H401 OQG 78 OQG H421 H36 H 0 0 N N N 21.124 4.613 20.200 5.067 -4.764 -1.940 H421 OQG 79 OQG H422 H37 H 0 0 N N N 21.524 3.519 18.833 6.675 -4.090 -2.341 H422 OQG 80 OQG H432 H38 H 0 0 N N N 21.613 3.212 21.635 4.278 -2.658 -1.069 H432 OQG 81 OQG H431 H39 H 0 0 N N N 21.265 2.077 20.287 5.315 -2.112 -2.432 H431 OQG 82 OQG H011 H40 H 0 0 N N N 20.934 1.952 16.913 1.826 -0.153 -0.587 H011 OQG 83 OQG H071 H41 H 0 0 N N N 20.059 -2.706 13.516 -1.748 -0.443 -0.278 H071 OQG 84 OQG H291 H42 H 0 0 N N N 18.988 -6.366 15.201 -6.043 0.568 -0.671 H291 OQG 85 OQG H101 H43 H 0 0 N N N 20.560 0.729 13.453 -0.007 -0.982 0.378 H101 OQG 86 # # 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 OQG C36 O32 SING N N 1 OQG O33 C30 DOUB N N 2 OQG C30 O32 SING N N 3 OQG C30 N29 SING N N 4 OQG C14 C15 DOUB Y N 5 OQG C14 C13 SING Y N 6 OQG O10 C05 SING N N 7 OQG C15 C16 SING Y N 8 OQG C35 C31 SING N N 9 OQG N29 C09 SING N N 10 OQG C09 C31 SING N N 11 OQG C09 C08 SING N N 12 OQG N07 C06 SING N N 13 OQG N07 C08 SING N N 14 OQG C11 C13 SING N N 15 OQG C11 C06 SING N N 16 OQG C13 C18 DOUB Y N 17 OQG C16 C17 DOUB Y N 18 OQG C05 C06 SING N N 19 OQG C05 C03 SING N N 20 OQG C31 C34 SING N N 21 OQG C08 O12 DOUB N N 22 OQG C03 C02 SING N N 23 OQG C18 C17 SING Y N 24 OQG C02 N01 SING N N 25 OQG C02 C04 SING N N 26 OQG N01 C19 SING N N 27 OQG C04 C23 SING N N 28 OQG C19 O21 SING N N 29 OQG C19 O20 DOUB N N 30 OQG O21 C22 SING N N 31 OQG C23 C24 DOUB Y N 32 OQG C23 C28 SING Y N 33 OQG O38 C37 SING N N 34 OQG O38 C39 SING N N 35 OQG C37 C22 SING N N 36 OQG C24 C25 SING Y N 37 OQG C22 C40 SING N N 38 OQG O41 C42 SING N N 39 OQG O41 C39 SING N N 40 OQG C42 C43 SING N N 41 OQG C28 C27 DOUB Y N 42 OQG C39 C40 SING N N 43 OQG C43 C40 SING N N 44 OQG C25 C26 DOUB Y N 45 OQG C27 C26 SING Y N 46 OQG C15 H151 SING N N 47 OQG C17 H171 SING N N 48 OQG C22 H221 SING N N 49 OQG C24 H241 SING N N 50 OQG C26 H261 SING N N 51 OQG C28 H281 SING N N 52 OQG C02 H021 SING N N 53 OQG C03 H031 SING N N 54 OQG C03 H032 SING N N 55 OQG C04 H042 SING N N 56 OQG C04 H041 SING N N 57 OQG C05 H051 SING N N 58 OQG C06 H061 SING N N 59 OQG C09 H091 SING N N 60 OQG C11 H112 SING N N 61 OQG C11 H111 SING N N 62 OQG C14 H141 SING N N 63 OQG C16 H161 SING N N 64 OQG C18 H181 SING N N 65 OQG C25 H251 SING N N 66 OQG C27 H271 SING N N 67 OQG C31 H311 SING N N 68 OQG C34 H343 SING N N 69 OQG C34 H341 SING N N 70 OQG C34 H342 SING N N 71 OQG C35 H352 SING N N 72 OQG C35 H353 SING N N 73 OQG C35 H351 SING N N 74 OQG C36 H362 SING N N 75 OQG C36 H363 SING N N 76 OQG C36 H361 SING N N 77 OQG C37 H371 SING N N 78 OQG C37 H372 SING N N 79 OQG C39 H391 SING N N 80 OQG C40 H401 SING N N 81 OQG C42 H421 SING N N 82 OQG C42 H422 SING N N 83 OQG C43 H432 SING N N 84 OQG C43 H431 SING N N 85 OQG N01 H011 SING N N 86 OQG N07 H071 SING N N 87 OQG N29 H291 SING N N 88 OQG O10 H101 SING N N 89 # # 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 OQG SMILES ACDLabs 12.01 "c1(ccccc1)CC(C(CC(NC(OC2C3C(OC2)OCC3)=O)Cc4ccccc4)O)NC(=O)C(C(C)C)NC(OC)=O" OQG InChI InChI 1.03 "InChI=1S/C32H43N3O8/c1-20(2)28(35-31(38)40-3)29(37)34-25(17-22-12-8-5-9-13-22)26(36)18-23(16-21-10-6-4-7-11-21)33-32(39)43-27-19-42-30-24(27)14-15-41-30/h4-13,20,23-28,30,36H,14-19H2,1-3H3,(H,33,39)(H,34,37)(H,35,38)/t23-,24-,25-,26-,27-,28-,30+/m0/s1" OQG InChIKey InChI 1.03 WVKJHIVGBANALA-DMVQEWIISA-N OQG SMILES_CANONICAL CACTVS 3.385 "COC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@H]4OCC[C@@H]34" OQG SMILES CACTVS 3.385 "COC(=O)N[CH](C(C)C)C(=O)N[CH](Cc1ccccc1)[CH](O)C[CH](Cc2ccccc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34" OQG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](C[C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@@H]4[C@H]3CCO4)O)NC(=O)OC" OQG SMILES "OpenEye OEToolkits" 2.0.7 "CC(C)C(C(=O)NC(Cc1ccccc1)C(CC(Cc2ccccc2)NC(=O)OC3COC4C3CCO4)O)NC(=O)OC" # # 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 OQG "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-valyl]amino}-1,6-diphenylhexan-2-yl]carbamate" OQG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl ~{N}-[(2~{S})-1-[[(2~{S},3~{S},5~{S})-5-[[(3~{a}~{S},4~{R},6~{a}~{R})-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-4-yl]oxycarbonylamino]-3-oxidanyl-1,6-diphenyl-hexan-2-yl]amino]-3-methyl-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 OQG "Create component" 2019-07-02 RCSB OQG "Initial release" 2020-07-01 RCSB ##