data_OQA # _chem_comp.id OQA _chem_comp.name "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-alloisoleucyl]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 OQA _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 6PJL _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 OQA C13 C1 C 0 1 Y N N 22.648 -3.691 14.600 -3.420 1.540 -2.731 C13 OQA 1 OQA C15 C2 C 0 1 Y N N 22.506 -6.107 13.533 -5.348 1.153 -4.096 C15 OQA 2 OQA C17 C3 C 0 1 Y N N 23.215 -5.791 16.061 -5.581 2.241 -1.976 C17 OQA 3 OQA C22 C4 C 0 1 N N R 23.842 1.401 19.485 5.647 1.064 -0.061 C22 OQA 4 OQA C24 C5 C 0 1 Y N N 18.513 2.830 18.999 4.332 -2.777 0.718 C24 OQA 5 OQA C26 C6 C 0 1 Y N N 18.460 2.483 21.614 6.180 -3.765 -0.439 C26 OQA 6 OQA C28 C7 C 0 1 Y N N 18.252 0.392 20.022 3.972 -3.929 -1.349 C28 OQA 7 OQA C02 C8 C 0 1 N N S 19.690 0.288 17.022 1.704 -1.588 -0.873 C02 OQA 8 OQA C03 C9 C 0 1 N N N 19.563 0.023 15.519 0.193 -1.347 -0.889 C03 OQA 9 OQA C04 C10 C 0 1 N N N 18.319 0.798 17.400 2.001 -2.921 -0.182 C04 OQA 10 OQA C05 C11 C 0 1 N N S 20.831 -0.439 14.826 -0.112 -0.079 -1.688 C05 OQA 11 OQA C06 C12 C 0 1 N N S 21.100 -1.922 15.062 -1.628 0.099 -1.803 C06 OQA 12 OQA C08 C13 C 0 1 N N N 19.237 -3.652 15.155 -3.421 -0.466 -0.254 C08 OQA 13 OQA C09 C14 C 0 1 N N S 18.202 -4.524 14.395 -4.084 -0.355 1.095 C09 OQA 14 OQA C11 C15 C 0 1 N N N 22.474 -2.197 14.468 -1.934 1.422 -2.508 C11 OQA 15 OQA C14 C16 C 0 1 Y N N 22.351 -4.595 13.400 -3.985 1.050 -3.894 C14 OQA 16 OQA C16 C17 C 0 1 Y N N 22.936 -6.697 14.862 -6.147 1.745 -3.135 C16 OQA 17 OQA C18 C18 C 0 1 Y N N 23.070 -4.284 15.933 -4.218 2.133 -1.771 C18 OQA 18 OQA C19 C19 C 0 1 N N N 21.845 0.676 18.115 3.652 -0.202 -0.401 C19 OQA 19 OQA C23 C20 C 0 1 Y N N 18.353 1.325 18.815 3.476 -3.217 -0.274 C23 OQA 20 OQA C25 C21 C 0 1 Y N N 18.563 3.413 20.405 5.685 -3.048 0.634 C25 OQA 21 OQA C27 C22 C 0 1 Y N N 18.304 0.977 21.434 5.323 -4.211 -1.428 C27 OQA 22 OQA C30 C23 C 0 1 N N N 18.991 -6.493 13.011 -6.367 0.038 1.852 C30 OQA 23 OQA C31 C24 C 0 1 N N R 16.866 -4.559 15.130 -3.556 -1.458 2.015 C31 OQA 24 OQA C34 C25 C 0 1 N N N 19.185 -8.567 11.992 -8.535 0.511 2.729 C34 OQA 25 OQA C35 C26 C 0 1 N N N 24.966 1.554 19.052 5.748 2.196 -1.107 C35 OQA 26 OQA C37 C27 C 0 1 N N R 24.161 3.581 20.104 6.802 3.059 0.753 C37 OQA 27 OQA C38 C28 C 0 1 N N S 23.613 2.621 20.569 6.396 1.617 1.166 C38 OQA 28 OQA C40 C29 C 0 1 N N N 21.855 4.052 19.719 5.983 3.146 2.958 C40 OQA 29 OQA C41 C30 C 0 1 N N N 22.062 2.994 20.696 5.379 1.877 2.306 C41 OQA 30 OQA C42 C31 C 0 1 N N N 15.831 -5.135 14.174 -3.990 -2.823 1.477 C42 OQA 31 OQA C43 C32 C 0 1 N N N 16.520 -3.101 15.408 -4.121 -1.262 3.423 C43 OQA 32 OQA C44 C33 C 0 1 N N N 15.017 -2.927 15.513 -3.563 0.031 4.021 C44 OQA 33 OQA N01 N1 N 0 1 N N N 20.778 1.191 17.263 2.364 -0.502 -0.143 N01 OQA 34 OQA N07 N2 N 0 1 N N N 20.100 -2.746 14.407 -2.221 0.110 -0.464 N07 OQA 35 OQA N29 N3 N 0 1 N N N 18.904 -5.786 14.266 -5.534 -0.502 0.940 N29 OQA 36 OQA O10 O1 O 0 1 N N N 20.619 -0.188 13.457 0.451 1.052 -1.020 O10 OQA 37 OQA O12 O2 O 0 1 N N N 19.347 -3.764 16.338 -3.968 -1.073 -1.150 O12 OQA 38 OQA O20 O3 O 0 1 N N N 21.848 -0.443 18.566 4.266 -0.831 -1.240 O20 OQA 39 OQA O21 O4 O 0 1 N N N 22.880 1.595 18.364 4.258 0.796 0.269 O21 OQA 40 OQA O32 O5 O 0 1 N N N 19.517 -7.778 13.079 -7.699 -0.096 1.709 O32 OQA 41 OQA O33 O6 O 0 1 N N N 18.616 -6.021 11.977 -5.916 0.646 2.802 O33 OQA 42 OQA O36 O7 O 0 1 N N N 25.118 3.059 18.992 5.910 3.400 -0.330 O36 OQA 43 OQA O39 O8 O 0 1 N N N 23.018 4.554 19.483 6.528 3.912 1.873 O39 OQA 44 OQA H151 H1 H 0 0 N N N 22.311 -6.751 12.688 -5.791 0.766 -5.002 H151 OQA 45 OQA H171 H2 H 0 0 N N N 23.517 -6.224 17.003 -6.205 2.704 -1.225 H171 OQA 46 OQA H221 H3 H 0 0 N N N 23.656 0.443 19.993 6.132 0.160 -0.429 H221 OQA 47 OQA H241 H4 H 0 0 N N N 18.590 3.478 18.138 3.945 -2.217 1.557 H241 OQA 48 OQA H261 H5 H 0 0 N N N 18.498 2.899 22.610 7.237 -3.977 -0.505 H261 OQA 49 OQA H281 H6 H 0 0 N N N 18.145 -0.673 19.878 3.302 -4.277 -2.122 H281 OQA 50 OQA H021 H7 H 0 0 N N N 19.871 -0.668 17.536 2.079 -1.618 -1.896 H021 OQA 51 OQA H031 H8 H 0 0 N N N 19.235 0.956 15.037 -0.305 -2.198 -1.354 H031 OQA 52 OQA H032 H9 H 0 0 N N N 18.797 -0.753 15.376 -0.167 -1.229 0.133 H032 OQA 53 OQA H042 H10 H 0 0 N N N 18.026 1.607 16.714 1.707 -2.860 0.866 H042 OQA 54 OQA H041 H11 H 0 0 N N N 17.590 -0.023 17.331 1.439 -3.717 -0.671 H041 OQA 55 OQA H051 H12 H 0 0 N N N 21.683 0.146 15.203 0.320 -0.164 -2.685 H051 OQA 56 OQA H061 H13 H 0 0 N N N 21.119 -2.124 16.143 -2.047 -0.726 -2.379 H061 OQA 57 OQA H091 H14 H 0 0 N N N 18.044 -4.084 13.399 -3.862 0.619 1.531 H091 OQA 58 OQA H112 H15 H 0 0 N N N 23.255 -1.663 15.030 -1.419 1.450 -3.468 H112 OQA 59 OQA H111 H16 H 0 0 N N N 22.509 -1.893 13.411 -1.593 2.251 -1.888 H111 OQA 60 OQA H141 H17 H 0 0 N N N 22.033 -4.164 12.462 -3.361 0.587 -4.644 H141 OQA 61 OQA H161 H18 H 0 0 N N N 23.046 -7.767 14.962 -7.213 1.821 -3.291 H161 OQA 62 OQA H181 H19 H 0 0 N N N 23.265 -3.642 16.780 -3.777 2.511 -0.861 H181 OQA 63 OQA H251 H20 H 0 0 N N N 18.671 4.478 20.547 6.355 -2.700 1.406 H251 OQA 64 OQA H271 H21 H 0 0 N N N 18.231 0.330 22.295 5.709 -4.779 -2.262 H271 OQA 65 OQA H311 H22 H 0 0 N N N 16.930 -5.144 16.059 -2.468 -1.411 2.051 H311 OQA 66 OQA H342 H23 H 0 0 N N N 19.632 -9.565 12.112 -8.299 0.075 3.700 H342 OQA 67 OQA H341 H24 H 0 0 N N N 18.091 -8.661 11.928 -8.351 1.585 2.758 H341 OQA 68 OQA H343 H25 H 0 0 N N N 19.567 -8.102 11.071 -9.584 0.329 2.495 H343 OQA 69 OQA H351 H26 H 0 0 N N N 25.066 1.108 18.051 6.613 2.041 -1.752 H351 OQA 70 OQA H352 H27 H 0 0 N N N 25.712 1.110 19.728 4.836 2.246 -1.702 H352 OQA 71 OQA H371 H28 H 0 0 N N N 24.747 4.167 20.827 7.847 3.115 0.449 H371 OQA 72 OQA H381 H29 H 0 0 N N N 23.983 2.288 21.550 7.242 0.998 1.465 H381 OQA 73 OQA H402 H30 H 0 0 N N N 21.183 4.821 20.126 5.209 3.709 3.478 H402 OQA 74 OQA H401 H31 H 0 0 N N N 21.423 3.639 18.795 6.781 2.873 3.649 H401 OQA 75 OQA H411 H32 H 0 0 N N N 21.831 3.352 21.710 4.384 2.076 1.907 H411 OQA 76 OQA H412 H33 H 0 0 N N N 21.433 2.122 20.463 5.358 1.045 3.011 H412 OQA 77 OQA H422 H34 H 0 0 N N N 14.852 -5.175 14.673 -3.588 -2.963 0.474 H422 OQA 78 OQA H423 H35 H 0 0 N N N 15.761 -4.496 13.281 -3.614 -3.608 2.132 H423 OQA 79 OQA H421 H36 H 0 0 N N N 16.132 -6.150 13.876 -5.079 -2.870 1.441 H421 OQA 80 OQA H432 H37 H 0 0 N N N 16.988 -2.791 16.354 -5.208 -1.199 3.373 H432 OQA 81 OQA H431 H38 H 0 0 N N N 16.901 -2.475 14.588 -3.835 -2.106 4.051 H431 OQA 82 OQA H443 H39 H 0 0 N N N 14.783 -1.871 15.714 -3.932 0.149 5.040 H443 OQA 83 OQA H441 H40 H 0 0 N N N 14.546 -3.234 14.568 -2.474 -0.014 4.033 H441 OQA 84 OQA H442 H41 H 0 0 N N N 14.632 -3.550 16.334 -3.885 0.880 3.417 H442 OQA 85 OQA H011 H42 H 0 0 N N N 20.804 2.112 16.873 1.873 0.000 0.526 H011 OQA 86 OQA H071 H43 H 0 0 N N N 20.000 -2.690 13.414 -1.750 0.532 0.272 H071 OQA 87 OQA H291 H44 H 0 0 N N N 19.343 -6.180 15.074 -5.894 -0.987 0.182 H291 OQA 88 OQA H101 H45 H 0 0 N N N 20.453 0.738 13.326 0.110 1.189 -0.125 H101 OQA 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 OQA O33 C30 DOUB N N 1 OQA C34 O32 SING N N 2 OQA C30 O32 SING N N 3 OQA C30 N29 SING N N 4 OQA C14 C15 DOUB Y N 5 OQA C14 C13 SING Y N 6 OQA O10 C05 SING N N 7 OQA C15 C16 SING Y N 8 OQA C42 C31 SING N N 9 OQA N29 C09 SING N N 10 OQA C09 C31 SING N N 11 OQA C09 C08 SING N N 12 OQA N07 C06 SING N N 13 OQA N07 C08 SING N N 14 OQA C11 C13 SING N N 15 OQA C11 C06 SING N N 16 OQA C13 C18 DOUB Y N 17 OQA C05 C06 SING N N 18 OQA C05 C03 SING N N 19 OQA C16 C17 DOUB Y N 20 OQA C31 C43 SING N N 21 OQA C08 O12 DOUB N N 22 OQA C43 C44 SING N N 23 OQA C03 C02 SING N N 24 OQA C18 C17 SING Y N 25 OQA C02 N01 SING N N 26 OQA C02 C04 SING N N 27 OQA N01 C19 SING N N 28 OQA C04 C23 SING N N 29 OQA C19 O21 SING N N 30 OQA C19 O20 DOUB N N 31 OQA O21 C22 SING N N 32 OQA C23 C24 DOUB Y N 33 OQA C23 C28 SING Y N 34 OQA O36 C35 SING N N 35 OQA O36 C37 SING N N 36 OQA C24 C25 SING Y N 37 OQA C35 C22 SING N N 38 OQA O39 C40 SING N N 39 OQA O39 C37 SING N N 40 OQA C22 C38 SING N N 41 OQA C40 C41 SING N N 42 OQA C28 C27 DOUB Y N 43 OQA C37 C38 SING N N 44 OQA C25 C26 DOUB Y N 45 OQA C38 C41 SING N N 46 OQA C27 C26 SING Y N 47 OQA C15 H151 SING N N 48 OQA C17 H171 SING N N 49 OQA C22 H221 SING N N 50 OQA C24 H241 SING N N 51 OQA C26 H261 SING N N 52 OQA C28 H281 SING N N 53 OQA C02 H021 SING N N 54 OQA C03 H031 SING N N 55 OQA C03 H032 SING N N 56 OQA C04 H042 SING N N 57 OQA C04 H041 SING N N 58 OQA C05 H051 SING N N 59 OQA C06 H061 SING N N 60 OQA C09 H091 SING N N 61 OQA C11 H112 SING N N 62 OQA C11 H111 SING N N 63 OQA C14 H141 SING N N 64 OQA C16 H161 SING N N 65 OQA C18 H181 SING N N 66 OQA C25 H251 SING N N 67 OQA C27 H271 SING N N 68 OQA C31 H311 SING N N 69 OQA C34 H342 SING N N 70 OQA C34 H341 SING N N 71 OQA C34 H343 SING N N 72 OQA C35 H351 SING N N 73 OQA C35 H352 SING N N 74 OQA C37 H371 SING N N 75 OQA C38 H381 SING N N 76 OQA C40 H402 SING N N 77 OQA C40 H401 SING N N 78 OQA C41 H411 SING N N 79 OQA C41 H412 SING N N 80 OQA C42 H422 SING N N 81 OQA C42 H423 SING N N 82 OQA C42 H421 SING N N 83 OQA C43 H432 SING N N 84 OQA C43 H431 SING N N 85 OQA C44 H443 SING N N 86 OQA C44 H441 SING N N 87 OQA C44 H442 SING N N 88 OQA N01 H011 SING N N 89 OQA N07 H071 SING N N 90 OQA N29 H291 SING N N 91 OQA 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 OQA SMILES ACDLabs 12.01 "c1(ccccc1)CC(C(CC(NC(OC2C3C(OC2)OCC3)=O)Cc4ccccc4)O)NC(=O)C(C(CC)C)NC(OC)=O" OQA 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-/m1/s1" OQA InChIKey InChI 1.03 ZTHXXPRDWPPMMG-CDZRAOLRSA-N OQA 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" OQA 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" OQA 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" OQA 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 OQA "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(2S,4S,5S)-4-hydroxy-5-{[N-(methoxycarbonyl)-L-alloisoleucyl]amino}-1,6-diphenylhexan-2-yl]carbamate" OQA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl ~{N}-[(2~{S},3~{R})-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 OQA "Create component" 2019-07-02 RCSB OQA "Initial release" 2020-07-01 RCSB ##