data_FQ4 # _chem_comp.id FQ4 _chem_comp.name "(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-1-(4-fluorophenyl)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}butan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H39 F N2 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-11 _chem_comp.pdbx_modified_date 2019-04-26 _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 594.692 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FQ4 _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 6D0D _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 FQ4 C2 C1 C 0 1 Y N N 8.207 16.616 7.149 -7.507 1.387 0.108 C2 FQ4 1 FQ4 C3 C2 C 0 1 Y N N 7.092 16.280 6.352 -6.379 1.974 -0.447 C3 FQ4 2 FQ4 C4 C3 C 0 1 Y N N 7.272 15.912 5.019 -5.339 1.183 -0.893 C4 FQ4 3 FQ4 C5 C4 C 0 1 Y N N 8.539 15.836 4.392 -5.420 -0.194 -0.786 C5 FQ4 4 FQ4 O9 O1 O 0 1 N N N 10.093 14.839 2.523 -3.390 -0.430 -2.323 O9 FQ4 5 FQ4 C12 C5 C 0 1 N N N 7.321 17.503 1.357 -3.231 -2.540 0.830 C12 FQ4 6 FQ4 C13 C6 C 0 1 N N N 6.384 16.712 0.363 -3.566 -2.020 2.229 C13 FQ4 7 FQ4 C15 C7 C 0 1 N N N 6.378 17.360 -1.025 -4.892 -1.257 2.185 C15 FQ4 8 FQ4 C16 C8 C 0 1 N N N 9.842 17.737 1.495 -1.956 -0.461 0.131 C16 FQ4 9 FQ4 C17 C9 C 0 1 N N R 10.311 17.726 -0.015 -0.657 -1.051 -0.423 C17 FQ4 10 FQ4 C19 C10 C 0 1 N N S 10.689 16.256 -0.495 0.506 -0.108 -0.106 C19 FQ4 11 FQ4 C21 C11 C 0 1 N N N 10.160 15.352 -2.796 2.923 -0.371 0.060 C21 FQ4 12 FQ4 C24 C12 C 0 1 N N S 10.030 14.227 -4.963 5.288 -0.507 0.350 C24 FQ4 13 FQ4 C01 C13 C 0 1 N N N 8.857 14.816 -5.750 5.517 -1.389 1.579 C01 FQ4 14 FQ4 C02 C14 C 0 1 N N N 9.319 15.501 -7.061 6.837 -0.959 2.232 C02 FQ4 15 FQ4 C04 C15 C 0 1 N N N 7.066 16.230 9.176 -9.661 1.490 1.109 C04 FQ4 16 FQ4 C06 C16 C 0 1 Y N N 11.752 13.244 -0.216 2.578 2.229 -1.151 C06 FQ4 17 FQ4 C07 C17 C 0 1 Y N N 12.471 14.420 -0.515 1.388 2.184 -0.448 C07 FQ4 18 FQ4 C08 C18 C 0 1 Y N N 13.533 14.297 -1.442 1.187 3.030 0.627 C08 FQ4 19 FQ4 C14 C19 C 0 1 N N N 4.935 16.592 0.895 -3.688 -3.198 3.197 C14 FQ4 20 FQ4 C27 C20 C 0 1 N N R 11.693 14.966 -6.771 7.814 -0.387 0.097 C27 FQ4 21 FQ4 C29 C21 C 0 1 N N N 13.365 14.424 -5.231 8.135 -2.214 -1.292 C29 FQ4 22 FQ4 C30 C22 C 0 1 N N N 12.367 13.237 -5.264 6.606 -2.020 -1.193 C30 FQ4 23 FQ4 C31 C23 C 0 1 N N S 11.128 13.775 -5.980 6.458 -0.604 -0.606 C31 FQ4 24 FQ4 C32 C24 C 0 1 N N N 12.036 15.745 0.136 0.310 1.212 -0.854 C32 FQ4 25 FQ4 C33 C25 C 0 1 Y N N 12.079 11.994 -0.780 3.569 3.116 -0.777 C33 FQ4 26 FQ4 C34 C26 C 0 1 Y N N 13.882 13.073 -2.019 2.175 3.921 0.999 C34 FQ4 27 FQ4 C35 C27 C 0 1 Y N N 13.154 11.897 -1.697 3.369 3.963 0.299 C35 FQ4 28 FQ4 C6 C28 C 0 1 Y N N 9.627 16.173 5.223 -6.543 -0.781 -0.233 C6 FQ4 29 FQ4 C7 C29 C 0 1 Y N N 9.491 16.555 6.574 -7.584 0.006 0.220 C7 FQ4 30 FQ4 F01 F1 F 0 1 N N N 13.436 10.738 -2.216 4.336 4.834 0.663 F01 FQ4 31 FQ4 N11 N1 N 0 1 N N N 8.626 16.843 1.719 -3.053 -1.408 -0.083 N11 FQ4 32 FQ4 N20 N2 N 0 1 N N N 10.788 16.269 -1.955 1.765 -0.727 -0.530 N20 FQ4 33 FQ4 O01 O2 O 0 1 N N N 10.675 15.954 -7.039 7.890 -1.160 1.294 O01 FQ4 34 FQ4 O03 O3 O 0 1 N N N 8.063 16.955 8.454 -8.532 2.163 0.548 O03 FQ4 35 FQ4 O10 O4 O 0 1 N N N 7.760 14.465 2.253 -4.646 -2.478 -1.635 O10 FQ4 36 FQ4 O18 O5 O 0 1 N N N 11.447 18.499 -0.143 -0.771 -1.209 -1.838 O18 FQ4 37 FQ4 O22 O6 O 0 1 N N N 9.245 14.633 -2.395 2.923 0.464 0.943 O22 FQ4 38 FQ4 O23 O7 O 0 1 N N N 10.566 15.241 -4.094 4.079 -0.939 -0.329 O23 FQ4 39 FQ4 O28 O8 O 0 1 N N N 12.734 15.486 -5.947 8.747 -0.993 -0.839 O28 FQ4 40 FQ4 S8 S1 S 0 1 N N N 8.778 15.374 2.651 -4.091 -1.200 -1.356 S8 FQ4 41 FQ4 H1 H1 H 0 1 N N N 6.099 16.308 6.775 -6.315 3.049 -0.531 H1 FQ4 42 FQ4 H2 H2 H 0 1 N N N 6.397 15.672 4.433 -4.461 1.639 -1.326 H2 FQ4 43 FQ4 H3 H3 H 0 1 N N N 7.554 18.474 0.895 -2.311 -3.123 0.870 H3 FQ4 44 FQ4 H4 H4 H 0 1 N N N 6.759 17.665 2.288 -4.045 -3.171 0.472 H4 FQ4 45 FQ4 H5 H5 H 0 1 N N N 6.792 15.695 0.263 -2.774 -1.352 2.568 H5 FQ4 46 FQ4 H6 H6 H 0 1 N N N 7.410 17.442 -1.396 -5.698 -1.943 1.923 H6 FQ4 47 FQ4 H7 H7 H 0 1 N N N 5.788 16.740 -1.716 -5.092 -0.819 3.163 H7 FQ4 48 FQ4 H8 H8 H 0 1 N N N 5.931 18.363 -0.959 -4.831 -0.465 1.438 H8 FQ4 49 FQ4 H9 H9 H 0 1 N N N 10.668 17.379 2.127 -1.843 -0.271 1.198 H9 FQ4 50 FQ4 H10 H10 H 0 1 N N N 9.583 18.768 1.780 -2.179 0.474 -0.383 H10 FQ4 51 FQ4 H11 H11 H 0 1 N N N 9.491 18.102 -0.644 -0.474 -2.021 0.038 H11 FQ4 52 FQ4 H12 H12 H 0 1 N N N 9.882 15.577 -0.183 0.538 0.083 0.966 H12 FQ4 53 FQ4 H13 H13 H 0 1 N N N 9.688 13.355 -4.387 5.169 0.528 0.669 H13 FQ4 54 FQ4 H14 H14 H 0 1 N N N 8.347 15.561 -5.122 4.697 -1.258 2.285 H14 FQ4 55 FQ4 H15 H15 H 0 1 N N N 8.156 14.006 -6.001 5.579 -2.435 1.277 H15 FQ4 56 FQ4 H16 H16 H 0 1 N N N 8.668 16.369 -7.245 6.784 0.095 2.504 H16 FQ4 57 FQ4 H17 H17 H 0 1 N N N 9.210 14.780 -7.884 7.019 -1.561 3.122 H17 FQ4 58 FQ4 H18 H18 H 0 1 N N N 7.036 16.585 10.217 -10.405 2.224 1.419 H18 FQ4 59 FQ4 H19 H19 H 0 1 N N N 6.084 16.389 8.706 -10.096 0.826 0.362 H19 FQ4 60 FQ4 H20 H20 H 0 1 N N N 7.310 15.157 9.161 -9.344 0.907 1.973 H20 FQ4 61 FQ4 H21 H21 H 0 1 N N N 10.920 13.303 0.470 2.734 1.567 -1.991 H21 FQ4 62 FQ4 H22 H22 H 0 1 N N N 14.093 15.180 -1.713 0.258 2.994 1.175 H22 FQ4 63 FQ4 H23 H23 H 0 1 N N N 4.947 16.126 1.891 -2.744 -3.742 3.228 H23 FQ4 64 FQ4 H24 H24 H 0 1 N N N 4.486 17.594 0.964 -3.927 -2.827 4.193 H24 FQ4 65 FQ4 H25 H25 H 0 1 N N N 4.342 15.971 0.207 -4.481 -3.866 2.858 H25 FQ4 66 FQ4 H26 H26 H 0 1 N N N 12.110 14.593 -7.718 8.025 0.669 0.267 H26 FQ4 67 FQ4 H27 H27 H 0 1 N N N 14.310 14.143 -5.718 8.446 -3.043 -0.657 H27 FQ4 68 FQ4 H28 H28 H 0 1 N N N 13.564 14.728 -4.193 8.418 -2.412 -2.326 H28 FQ4 69 FQ4 H29 H29 H 0 1 N N N 12.114 12.917 -4.242 6.148 -2.076 -2.181 H29 FQ4 70 FQ4 H30 H30 H 0 1 N N N 12.795 12.389 -5.818 6.168 -2.763 -0.526 H30 FQ4 71 FQ4 H31 H31 H 0 1 N N N 10.719 13.018 -6.665 6.340 0.120 -1.412 H31 FQ4 72 FQ4 H32 H32 H 0 1 N N N 11.893 15.588 1.215 0.367 1.034 -1.928 H32 FQ4 73 FQ4 H33 H33 H 0 1 N N N 12.819 16.500 -0.024 -0.666 1.629 -0.606 H33 FQ4 74 FQ4 H34 H34 H 0 1 N N N 11.512 11.114 -0.514 4.500 3.147 -1.324 H34 FQ4 75 FQ4 H35 H35 H 0 1 N N N 14.708 13.021 -2.712 2.018 4.582 1.839 H35 FQ4 76 FQ4 H36 H36 H 0 1 N N N 10.621 16.137 4.801 -6.604 -1.856 -0.151 H36 FQ4 77 FQ4 H37 H37 H 0 1 N N N 10.364 16.798 7.162 -8.460 -0.454 0.652 H37 FQ4 78 FQ4 H38 H38 H 0 1 N N N 11.344 16.984 -2.378 1.764 -1.393 -1.235 H38 FQ4 79 FQ4 H39 H39 H 0 1 N N N 11.259 19.388 0.136 -0.935 -0.383 -2.314 H39 FQ4 80 # # 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 FQ4 C02 O01 SING N N 1 FQ4 C02 C01 SING N N 2 FQ4 O01 C27 SING N N 3 FQ4 C27 C31 SING N N 4 FQ4 C27 O28 SING N N 5 FQ4 C31 C30 SING N N 6 FQ4 C31 C24 SING N N 7 FQ4 O28 C29 SING N N 8 FQ4 C01 C24 SING N N 9 FQ4 C30 C29 SING N N 10 FQ4 C24 O23 SING N N 11 FQ4 O23 C21 SING N N 12 FQ4 C21 O22 DOUB N N 13 FQ4 C21 N20 SING N N 14 FQ4 F01 C35 SING N N 15 FQ4 C34 C35 DOUB Y N 16 FQ4 C34 C08 SING Y N 17 FQ4 N20 C19 SING N N 18 FQ4 C35 C33 SING Y N 19 FQ4 C08 C07 DOUB Y N 20 FQ4 C15 C13 SING N N 21 FQ4 C33 C06 DOUB Y N 22 FQ4 C07 C06 SING Y N 23 FQ4 C07 C32 SING N N 24 FQ4 C19 C17 SING N N 25 FQ4 C19 C32 SING N N 26 FQ4 O18 C17 SING N N 27 FQ4 C17 C16 SING N N 28 FQ4 C13 C14 SING N N 29 FQ4 C13 C12 SING N N 30 FQ4 C12 N11 SING N N 31 FQ4 C16 N11 SING N N 32 FQ4 N11 S8 SING N N 33 FQ4 O10 S8 DOUB N N 34 FQ4 O9 S8 DOUB N N 35 FQ4 S8 C5 SING N N 36 FQ4 C5 C4 DOUB Y N 37 FQ4 C5 C6 SING Y N 38 FQ4 C4 C3 SING Y N 39 FQ4 C6 C7 DOUB Y N 40 FQ4 C3 C2 DOUB Y N 41 FQ4 C7 C2 SING Y N 42 FQ4 C2 O03 SING N N 43 FQ4 O03 C04 SING N N 44 FQ4 C3 H1 SING N N 45 FQ4 C4 H2 SING N N 46 FQ4 C12 H3 SING N N 47 FQ4 C12 H4 SING N N 48 FQ4 C13 H5 SING N N 49 FQ4 C15 H6 SING N N 50 FQ4 C15 H7 SING N N 51 FQ4 C15 H8 SING N N 52 FQ4 C16 H9 SING N N 53 FQ4 C16 H10 SING N N 54 FQ4 C17 H11 SING N N 55 FQ4 C19 H12 SING N N 56 FQ4 C24 H13 SING N N 57 FQ4 C01 H14 SING N N 58 FQ4 C01 H15 SING N N 59 FQ4 C02 H16 SING N N 60 FQ4 C02 H17 SING N N 61 FQ4 C04 H18 SING N N 62 FQ4 C04 H19 SING N N 63 FQ4 C04 H20 SING N N 64 FQ4 C06 H21 SING N N 65 FQ4 C08 H22 SING N N 66 FQ4 C14 H23 SING N N 67 FQ4 C14 H24 SING N N 68 FQ4 C14 H25 SING N N 69 FQ4 C27 H26 SING N N 70 FQ4 C29 H27 SING N N 71 FQ4 C29 H28 SING N N 72 FQ4 C30 H29 SING N N 73 FQ4 C30 H30 SING N N 74 FQ4 C31 H31 SING N N 75 FQ4 C32 H32 SING N N 76 FQ4 C32 H33 SING N N 77 FQ4 C33 H34 SING N N 78 FQ4 C34 H35 SING N N 79 FQ4 C6 H36 SING N N 80 FQ4 C7 H37 SING N N 81 FQ4 N20 H38 SING N N 82 FQ4 O18 H39 SING N N 83 # # 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 FQ4 SMILES ACDLabs 12.01 "c1(OC)ccc(cc1)S(=O)(N(CC(C)C)CC(C(Cc2ccc(cc2)F)NC(=O)OC3CCOC4C3CCO4)O)=O" FQ4 InChI InChI 1.03 "InChI=1S/C29H39FN2O8S/c1-19(2)17-32(41(35,36)23-10-8-22(37-3)9-11-23)18-26(33)25(16-20-4-6-21(30)7-5-20)31-29(34)40-27-13-15-39-28-24(27)12-14-38-28/h4-11,19,24-28,33H,12-18H2,1-3H3,(H,31,34)/t24-,25-,26+,27-,28+/m0/s1" FQ4 InChIKey InChI 1.03 NIQHANOAJHWKET-AJIIGFCHSA-N FQ4 SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccc(F)cc2)NC(=O)O[C@H]3CCO[C@H]4OCC[C@@H]34" FQ4 SMILES CACTVS 3.385 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccc(F)cc2)NC(=O)O[CH]3CCO[CH]4OCC[CH]34" FQ4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C[C@H]([C@H](Cc1ccc(cc1)F)NC(=O)O[C@H]2CCO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)OC" FQ4 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CN(CC(C(Cc1ccc(cc1)F)NC(=O)OC2CCOC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)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 FQ4 "SYSTEMATIC NAME" ACDLabs 12.01 "(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl [(2S,3R)-1-(4-fluorophenyl)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}butan-2-yl]carbamate" FQ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{a}~{S},4~{S},7~{a}~{R})-3,3~{a},4,5,6,7~{a}-hexahydro-2~{H}-furo[2,3-b]pyran-4-yl] ~{N}-[(2~{S},3~{R})-1-(4-fluorophenyl)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-3-oxidanyl-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 FQ4 "Create component" 2018-04-11 RCSB FQ4 "Initial release" 2019-05-01 RCSB ##