data_OQD # _chem_comp.id OQD _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-isoleucyl]amino}-1,6-diphenylhexan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H45 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 611.726 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OQD _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 6PJK _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 OQD C13 C1 C 0 1 Y N N 22.670 -3.746 14.597 -3.473 2.159 -2.315 C13 OQD 1 OQD C15 C2 C 0 1 Y N N 22.527 -6.161 13.557 -5.421 2.025 -3.701 C15 OQD 2 OQD C17 C3 C 0 1 Y N N 23.396 -5.823 16.010 -5.621 2.725 -1.420 C17 OQD 3 OQD C22 C4 C 0 1 N N R 23.845 1.263 19.489 5.613 1.064 0.192 C22 OQD 4 OQD C24 C5 C 0 1 Y N N 18.200 0.208 19.967 3.908 -3.451 -2.276 C24 OQD 5 OQD C26 C6 C 0 1 Y N N 18.478 2.062 21.816 6.126 -3.512 -1.377 C26 OQD 6 OQD C28 C7 C 0 1 Y N N 18.519 2.722 19.251 4.290 -2.848 0.009 C28 OQD 7 OQD C02 C8 C 0 1 N N S 19.680 0.205 17.077 1.654 -1.298 -1.215 C02 OQD 8 OQD C03 C9 C 0 1 N N N 19.531 -0.087 15.590 0.144 -1.057 -1.158 C03 OQD 9 OQD C04 C10 C 0 1 N N N 18.308 0.837 17.433 1.951 -2.760 -0.878 C04 OQD 10 OQD C05 C11 C 0 1 N N S 20.819 -0.436 14.868 -0.163 0.370 -1.616 C05 OQD 11 OQD C06 C12 C 0 1 N N S 21.051 -1.926 15.110 -1.679 0.571 -1.678 C06 OQD 12 OQD C08 C13 C 0 1 N N N 19.336 -3.786 15.229 -3.544 -0.027 -0.229 C08 OQD 13 OQD C09 C14 C 0 1 N N S 18.275 -4.604 14.510 -4.138 -0.255 1.137 C09 OQD 14 OQD C11 C15 C 0 1 N N N 22.439 -2.249 14.517 -1.985 1.998 -2.135 C11 OQD 15 OQD C14 C16 C 0 1 Y N N 22.331 -4.663 13.435 -4.055 1.883 -3.538 C14 OQD 16 OQD C16 C17 C 0 1 Y N N 23.056 -6.743 14.848 -6.204 2.443 -2.642 C16 OQD 17 OQD C18 C18 C 0 1 Y N N 23.206 -4.328 15.885 -4.256 2.578 -1.256 C18 OQD 18 OQD C19 C19 C 0 1 N N N 21.882 0.522 18.174 3.611 -0.075 -0.433 C19 OQD 19 OQD C23 C20 C 0 1 Y N N 18.331 1.262 18.882 3.423 -3.027 -1.053 C23 OQD 20 OQD C25 C21 C 0 1 Y N N 18.289 0.604 21.433 5.259 -3.696 -2.437 C25 OQD 21 OQD C27 C22 C 0 1 Y N N 18.598 3.112 20.720 5.642 -3.082 -0.155 C27 OQD 22 OQD C30 C23 C 0 1 N N N 19.106 -6.511 13.087 -6.406 -0.432 2.008 C30 OQD 23 OQD C31 C24 C 0 1 N N S 17.027 -4.641 15.385 -3.361 -1.363 1.852 C31 OQD 24 OQD C34 C25 C 0 1 N N N 19.460 -8.469 11.916 -8.571 -0.528 3.008 C34 OQD 25 OQD C35 C26 C 0 1 N N N 24.926 1.489 18.961 5.711 2.419 -0.542 C35 OQD 26 OQD C37 C27 C 0 1 N N R 24.229 3.375 20.217 6.783 2.794 1.464 C37 OQD 27 OQD C38 C28 C 0 1 N N S 23.619 2.419 20.621 6.375 1.295 1.511 C38 OQD 28 OQD C40 C29 C 0 1 N N N 21.960 3.822 19.722 5.983 2.334 3.629 C40 OQD 29 OQD C41 C30 C 0 1 N N N 22.074 2.826 20.767 5.368 1.266 2.689 C41 OQD 30 OQD C42 C31 C 0 1 N N N 16.055 -5.669 14.817 -3.446 -2.654 1.037 C42 OQD 31 OQD C43 C32 C 0 1 N N N 16.439 -3.234 15.445 -3.964 -1.594 3.239 C43 OQD 32 OQD C44 C33 C 0 1 N N N 15.768 -5.298 13.373 -2.568 -3.726 1.686 C44 OQD 33 OQD N01 N1 N 0 1 N N N 20.841 1.031 17.315 2.324 -0.427 -0.245 N01 OQD 34 OQD N07 N2 N 0 1 N N N 20.021 -2.746 14.493 -2.256 0.349 -0.350 N07 OQD 35 OQD N29 N3 N 0 1 N N N 18.781 -5.943 14.365 -5.541 -0.654 0.999 N29 OQD 36 OQD O10 O1 O 0 1 N N N 20.640 -0.129 13.514 0.403 1.299 -0.689 O10 OQD 37 OQD O12 O2 O 0 1 N N N 19.539 -3.994 16.378 -4.226 -0.182 -1.220 O12 OQD 38 OQD O20 O3 O 0 1 N N N 21.909 -0.596 18.611 4.216 -0.479 -1.406 O20 OQD 39 OQD O21 O4 O 0 1 N N N 22.865 1.468 18.423 4.227 0.725 0.458 O21 OQD 40 OQD O32 O5 O 0 1 N N N 19.709 -7.764 13.097 -7.696 -0.798 1.882 O32 OQD 41 OQD O33 O6 O 0 1 N N N 18.836 -5.962 12.064 -6.023 0.099 3.032 O33 OQD 42 OQD O36 O7 O 0 1 N N N 25.109 2.980 19.014 5.884 3.394 0.507 O36 OQD 43 OQD O39 O8 O 0 1 N N N 23.109 4.440 19.716 6.522 3.343 2.762 O39 OQD 44 OQD H151 H1 H 0 0 N N N 22.290 -6.809 12.726 -5.876 1.805 -4.655 H151 OQD 45 OQD H171 H2 H 0 0 N N N 23.776 -6.240 16.931 -6.232 3.052 -0.592 H171 OQD 46 OQD H221 H3 H 0 0 N N N 23.733 0.273 19.956 6.092 0.278 -0.393 H221 OQD 47 OQD H241 H4 H 0 0 N N N 18.043 -0.826 19.697 3.231 -3.595 -3.105 H241 OQD 48 OQD H261 H5 H 0 0 N N N 18.527 2.351 22.856 7.181 -3.703 -1.502 H261 OQD 49 OQD H281 H6 H 0 0 N N N 18.596 3.475 18.481 3.912 -2.511 0.963 H281 OQD 50 OQD H021 H7 H 0 0 N N N 19.778 -0.747 17.619 2.020 -1.074 -2.217 H021 OQD 51 OQD H031 H8 H 0 0 N N N 19.102 0.805 15.109 -0.362 -1.766 -1.814 H031 OQD 52 OQD H032 H9 H 0 0 N N N 18.838 -0.933 15.477 -0.207 -1.194 -0.135 H032 OQD 53 OQD H041 H10 H 0 0 N N N 18.127 1.713 16.793 1.666 -2.960 0.155 H041 OQD 54 OQD H042 H11 H 0 0 N N N 17.508 0.098 17.277 1.382 -3.409 -1.544 H042 OQD 55 OQD H051 H12 H 0 0 N N N 21.651 0.139 15.301 0.266 0.535 -2.604 H051 OQD 56 OQD H061 H13 H 0 0 N N N 21.078 -2.111 16.194 -2.110 -0.138 -2.385 H061 OQD 57 OQD H091 H14 H 0 0 N N N 18.042 -4.153 13.534 -4.077 0.665 1.718 H091 OQD 58 OQD H111 H15 H 0 0 N N N 23.217 -1.724 15.091 -1.482 2.192 -3.083 H111 OQD 59 OQD H112 H16 H 0 0 N N N 22.476 -1.925 13.466 -1.632 2.704 -1.385 H112 OQD 60 OQD H141 H17 H 0 0 N N N 21.948 -4.245 12.516 -3.444 1.557 -4.366 H141 OQD 61 OQD H161 H18 H 0 0 N N N 23.192 -7.810 14.945 -7.271 2.549 -2.768 H161 OQD 62 OQD H181 H19 H 0 0 N N N 23.452 -3.679 16.712 -3.802 2.789 -0.299 H181 OQD 63 OQD H251 H20 H 0 0 N N N 18.218 -0.151 22.202 5.637 -4.032 -3.392 H251 OQD 64 OQD H271 H21 H 0 0 N N N 18.741 4.148 20.989 6.321 -2.928 0.671 H271 OQD 65 OQD H311 H22 H 0 0 N N N 17.315 -4.948 16.401 -2.317 -1.066 1.954 H311 OQD 66 OQD H342 H23 H 0 0 N N N 19.953 -9.451 11.964 -9.579 -0.872 2.776 H342 OQD 67 OQD H343 H24 H 0 0 N N N 18.376 -8.608 11.794 -8.203 -1.054 3.889 H343 OQD 68 OQD H341 H25 H 0 0 N N N 19.855 -7.902 11.060 -8.589 0.544 3.206 H341 OQD 69 OQD H351 H26 H 0 0 N N N 24.922 1.141 17.917 6.570 2.427 -1.213 H351 OQD 70 OQD H352 H27 H 0 0 N N N 25.733 0.985 19.512 4.793 2.618 -1.096 H352 OQD 71 OQD H371 H28 H 0 0 N N N 24.856 3.871 20.972 7.826 2.921 1.174 H371 OQD 72 OQD H381 H29 H 0 0 N N N 23.966 2.023 21.587 7.221 0.620 1.640 H381 OQD 73 OQD H401 H30 H 0 0 N N N 21.144 4.525 19.946 5.215 2.752 4.280 H401 OQD 74 OQD H402 H31 H 0 0 N N N 21.774 3.342 18.750 6.785 1.897 4.224 H402 OQD 75 OQD H411 H32 H 0 0 N N N 21.859 3.252 21.758 4.371 1.560 2.361 H411 OQD 76 OQD H412 H33 H 0 0 N N N 21.410 1.969 20.584 5.350 0.287 3.167 H412 OQD 77 OQD H422 H34 H 0 0 N N N 15.121 -5.659 15.397 -4.480 -2.999 1.009 H422 OQD 78 OQD H421 H35 H 0 0 N N N 16.504 -6.672 14.862 -3.099 -2.466 0.021 H421 OQD 79 OQD H431 H36 H 0 0 N N N 15.536 -3.240 16.073 -5.007 -1.891 3.137 H431 OQD 80 OQD H433 H37 H 0 0 N N N 17.180 -2.545 15.876 -3.410 -2.383 3.749 H433 OQD 81 OQD H432 H38 H 0 0 N N N 16.177 -2.903 14.429 -3.902 -0.674 3.820 H432 OQD 82 OQD H442 H39 H 0 0 N N N 15.067 -6.026 12.939 -2.916 -3.914 2.702 H442 OQD 83 OQD H443 H40 H 0 0 N N N 15.323 -4.293 13.334 -2.629 -4.647 1.105 H443 OQD 84 OQD H441 H41 H 0 0 N N N 16.706 -5.306 12.799 -1.535 -3.382 1.713 H441 OQD 85 OQD H011 H42 H 0 0 N N N 20.921 1.935 16.894 1.841 -0.105 0.531 H011 OQD 86 OQD H071 H43 H 0 0 N N N 19.780 -2.587 13.536 -1.710 0.473 0.443 H071 OQD 87 OQD H291 H44 H 0 0 N N N 18.911 -6.499 15.186 -5.847 -1.078 0.182 H291 OQD 88 OQD H101 H45 H 0 0 N N N 20.500 0.806 13.417 0.066 1.210 0.213 H101 OQD 89 # # 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 OQD C34 O32 SING N N 1 OQD O33 C30 DOUB N N 2 OQD C30 O32 SING N N 3 OQD C30 N29 SING N N 4 OQD C44 C42 SING N N 5 OQD C14 C15 DOUB Y N 6 OQD C14 C13 SING Y N 7 OQD O10 C05 SING N N 8 OQD C15 C16 SING Y N 9 OQD N29 C09 SING N N 10 OQD N07 C06 SING N N 11 OQD N07 C08 SING N N 12 OQD C09 C08 SING N N 13 OQD C09 C31 SING N N 14 OQD C11 C13 SING N N 15 OQD C11 C06 SING N N 16 OQD C13 C18 DOUB Y N 17 OQD C42 C31 SING N N 18 OQD C16 C17 DOUB Y N 19 OQD C05 C06 SING N N 20 OQD C05 C03 SING N N 21 OQD C08 O12 DOUB N N 22 OQD C31 C43 SING N N 23 OQD C03 C02 SING N N 24 OQD C18 C17 SING Y N 25 OQD C02 N01 SING N N 26 OQD C02 C04 SING N N 27 OQD N01 C19 SING N N 28 OQD C04 C23 SING N N 29 OQD C19 O21 SING N N 30 OQD C19 O20 DOUB N N 31 OQD O21 C22 SING N N 32 OQD C23 C28 DOUB Y N 33 OQD C23 C24 SING Y N 34 OQD C35 O36 SING N N 35 OQD C35 C22 SING N N 36 OQD O36 C37 SING N N 37 OQD C28 C27 SING Y N 38 OQD C22 C38 SING N N 39 OQD O39 C40 SING N N 40 OQD O39 C37 SING N N 41 OQD C40 C41 SING N N 42 OQD C24 C25 DOUB Y N 43 OQD C37 C38 SING N N 44 OQD C38 C41 SING N N 45 OQD C27 C26 DOUB Y N 46 OQD C25 C26 SING Y N 47 OQD C15 H151 SING N N 48 OQD C17 H171 SING N N 49 OQD C22 H221 SING N N 50 OQD C24 H241 SING N N 51 OQD C26 H261 SING N N 52 OQD C28 H281 SING N N 53 OQD C02 H021 SING N N 54 OQD C03 H031 SING N N 55 OQD C03 H032 SING N N 56 OQD C04 H041 SING N N 57 OQD C04 H042 SING N N 58 OQD C05 H051 SING N N 59 OQD C06 H061 SING N N 60 OQD C09 H091 SING N N 61 OQD C11 H111 SING N N 62 OQD C11 H112 SING N N 63 OQD C14 H141 SING N N 64 OQD C16 H161 SING N N 65 OQD C18 H181 SING N N 66 OQD C25 H251 SING N N 67 OQD C27 H271 SING N N 68 OQD C31 H311 SING N N 69 OQD C34 H342 SING N N 70 OQD C34 H343 SING N N 71 OQD C34 H341 SING N N 72 OQD C35 H351 SING N N 73 OQD C35 H352 SING N N 74 OQD C37 H371 SING N N 75 OQD C38 H381 SING N N 76 OQD C40 H401 SING N N 77 OQD C40 H402 SING N N 78 OQD C41 H411 SING N N 79 OQD C41 H412 SING N N 80 OQD C42 H422 SING N N 81 OQD C42 H421 SING N N 82 OQD C43 H431 SING N N 83 OQD C43 H433 SING N N 84 OQD C43 H432 SING N N 85 OQD C44 H442 SING N N 86 OQD C44 H443 SING N N 87 OQD C44 H441 SING N N 88 OQD N01 H011 SING N N 89 OQD N07 H071 SING N N 90 OQD N29 H291 SING N N 91 OQD O10 H101 SING N N 92 # # 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 OQD SMILES ACDLabs 12.01 "c1(ccccc1)CC(C(CC(NC(OC2C3C(OC2)OCC3)=O)Cc4ccccc4)O)NC(=O)C(C(C)CC)NC(OC)=O" OQD InChI InChI 1.03 "InChI=1S/C33H45N3O8/c1-4-21(2)29(36-32(39)41-3)30(38)35-26(18-23-13-9-6-10-14-23)27(37)19-24(17-22-11-7-5-8-12-22)34-33(40)44-28-20-43-31-25(28)15-16-42-31/h5-14,21,24-29,31,37H,4,15-20H2,1-3H3,(H,34,40)(H,35,38)(H,36,39)/t21-,24-,25-,26-,27-,28-,29-,31+/m0/s1" OQD InChIKey InChI 1.03 ZTHXXPRDWPPMMG-BDOBJAQCSA-N OQD SMILES_CANONICAL CACTVS 3.385 "CC[C@H](C)[C@H](NC(=O)OC)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" OQD SMILES CACTVS 3.385 "CC[CH](C)[CH](NC(=O)OC)C(=O)N[CH](Cc1ccccc1)[CH](O)C[CH](Cc2ccccc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34" OQD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@H](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" OQD SMILES "OpenEye OEToolkits" 2.0.7 "CCC(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 OQD "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-isoleucyl]amino}-1,6-diphenylhexan-2-yl]carbamate" OQD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl ~{N}-[(2~{S},3~{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-pentan-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 OQD "Create component" 2019-07-02 RCSB OQD "Initial release" 2020-07-01 RCSB ##