data_QBH # _chem_comp.id QBH _chem_comp.name "(4S)-4-(2-hydroxy-5-{[(3S,4S,5R)-4-hydroxy-1,1-dioxido-5-{[3-(propan-2-yl)benzyl]amino}tetrahydro-2H-thiopyran-3-yl]methyl}benzyl)-3-propyl-1,3-oxazolidin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H40 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 544.703 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QBH _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 3QBH _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 QBH S1 S1 S 0 1 N N N 28.778 5.215 14.300 -0.915 2.553 0.445 S1 QBH 1 QBH C2 C2 C 0 1 N N N 29.593 3.623 14.107 -2.454 1.620 0.689 C2 QBH 2 QBH C5 C5 C 0 1 N N R 30.970 3.833 13.407 -2.549 0.527 -0.379 C5 QBH 3 QBH C7 C7 C 0 1 N N S 31.925 4.785 14.198 -1.406 -0.470 -0.207 C7 QBH 4 QBH C9 C9 C 0 1 N N S 31.368 6.209 14.517 -0.073 0.169 -0.584 C9 QBH 5 QBH C11 C11 C 0 1 N N N 29.988 6.118 15.250 0.317 1.219 0.459 C11 QBH 6 QBH C14 C14 C 0 1 N N N 32.394 7.070 15.342 1.008 -0.911 -0.647 C14 QBH 7 QBH C17 C17 C 0 1 Y N N 31.802 8.386 15.873 2.297 -0.304 -1.138 C17 QBH 8 QBH C18 C18 C 0 1 Y N N 31.516 8.525 17.255 3.201 0.222 -0.233 C18 QBH 9 QBH C20 C20 C 0 1 Y N N 30.955 9.716 17.776 4.383 0.780 -0.680 C20 QBH 10 QBH C21 C21 C 0 1 Y N N 30.677 10.783 16.874 4.663 0.811 -2.039 C21 QBH 11 QBH C22 C22 C 0 1 Y N N 30.971 10.657 15.496 3.755 0.282 -2.944 C22 QBH 12 QBH C24 C24 C 0 1 Y N N 31.534 9.463 14.991 2.577 -0.279 -2.491 C24 QBH 13 QBH O26 O26 O 0 1 N N N 30.106 11.977 17.310 5.825 1.359 -2.481 O26 QBH 14 QBH C28 C28 C 0 1 N N N 30.665 9.819 19.291 5.367 1.354 0.306 C28 QBH 15 QBH C31 C31 C 0 1 N N S 29.352 9.136 19.777 6.573 0.421 0.425 C31 QBH 16 QBH N33 N33 N 0 1 N N N 29.238 7.683 19.688 6.179 -0.857 1.038 N33 QBH 17 QBH C34 C34 C 0 1 N N N 28.180 7.268 18.940 6.857 -1.016 2.184 C34 QBH 18 QBH O35 O35 O 0 1 N N N 27.525 8.332 18.457 7.688 -0.006 2.465 O35 QBH 19 QBH C36 C36 C 0 1 N N N 28.052 9.535 19.042 7.610 0.999 1.408 C36 QBH 20 QBH O39 O39 O 0 1 N N N 27.822 6.128 18.692 6.727 -1.988 2.901 O39 QBH 21 QBH C40 C40 C 0 1 N N N 30.162 6.726 20.319 5.205 -1.802 0.487 C40 QBH 22 QBH C43 C43 C 0 1 N N N 30.244 6.789 21.866 5.939 -2.895 -0.292 C43 QBH 23 QBH C46 C46 C 0 1 N N N 31.153 5.646 22.396 4.921 -3.882 -0.868 C46 QBH 24 QBH O50 O50 O 0 1 N N N 33.164 4.865 13.474 -1.640 -1.603 -1.046 O50 QBH 25 QBH N52 N52 N 0 1 N N N 31.649 2.544 13.087 -3.832 -0.175 -0.246 N52 QBH 26 QBH C54 C54 C 0 1 N N N 31.077 1.641 12.033 -4.918 0.590 -0.875 C54 QBH 27 QBH C57 C57 C 0 1 Y N N 30.975 2.353 10.668 -6.216 -0.159 -0.719 C57 QBH 28 QBH C58 C58 C 0 1 Y N N 32.141 2.740 9.965 -7.013 0.062 0.388 C58 QBH 29 QBH C60 C60 C 0 1 Y N N 32.066 3.398 8.708 -8.204 -0.626 0.531 C60 QBH 30 QBH C61 C61 C 0 1 Y N N 30.789 3.668 8.163 -8.597 -1.534 -0.433 C61 QBH 31 QBH C63 C63 C 0 1 Y N N 29.613 3.288 8.853 -7.800 -1.755 -1.541 C63 QBH 32 QBH C65 C65 C 0 1 Y N N 29.704 2.630 10.105 -6.612 -1.064 -1.687 C65 QBH 33 QBH C67 C67 C 0 1 N N N 33.353 3.807 7.957 -9.073 -0.385 1.738 C67 QBH 34 QBH C69 C69 C 0 1 N N N 33.986 5.062 8.614 -10.443 0.125 1.288 C69 QBH 35 QBH C73 C73 C 0 1 N N N 34.404 2.681 7.757 -9.245 -1.694 2.512 C73 QBH 36 QBH O77 O77 O 0 1 N N N 27.596 4.996 15.101 -0.701 3.382 1.579 O77 QBH 37 QBH O78 O78 O 0 1 N N N 28.637 5.846 13.000 -0.937 3.139 -0.850 O78 QBH 38 QBH H2 H2 H 0 1 N N N 29.748 3.167 15.096 -2.451 1.163 1.678 H2 QBH 39 QBH H2A H2A H 0 1 N N N 28.965 2.960 13.493 -3.307 2.293 0.600 H2A QBH 40 QBH H5 H5 H 0 1 N N N 30.735 4.334 12.456 -2.487 0.981 -1.368 H5 QBH 41 QBH H7 H7 H 0 1 N N N 32.056 4.341 15.196 -1.367 -0.796 0.832 H7 QBH 42 QBH H9 H9 H 0 1 N N N 31.213 6.723 13.557 -0.163 0.646 -1.561 H9 QBH 43 QBH H11 H11 H 0 1 N N N 29.612 7.138 15.417 1.299 1.626 0.216 H11 QBH 44 QBH H11A H11A H 0 0 N N N 30.135 5.602 16.211 0.345 0.759 1.446 H11A QBH 45 QBH H14 H14 H 0 1 N N N 32.729 6.473 16.203 1.160 -1.331 0.347 H14 QBH 46 QBH H14A H14A H 0 0 N N N 33.241 7.316 14.685 0.695 -1.700 -1.331 H14A QBH 47 QBH H18 H18 H 0 1 N N N 31.731 7.705 17.924 2.982 0.198 0.825 H18 QBH 48 QBH H22 H22 H 0 1 N N N 30.764 11.478 14.826 3.971 0.306 -4.002 H22 QBH 49 QBH H24 H24 H 0 1 N N N 31.759 9.372 13.939 1.871 -0.695 -3.196 H24 QBH 50 QBH HO26 HO26 H 0 0 N N N 29.996 12.564 16.571 6.557 0.731 -2.546 HO26 QBH 51 QBH H28 H28 H 0 1 N N N 31.501 9.339 19.820 5.698 2.333 -0.039 H28 QBH 52 QBH H28A H28A H 0 0 N N N 30.592 10.888 19.541 4.888 1.455 1.280 H28A QBH 53 QBH H31 H31 H 0 1 N N N 29.445 9.500 20.811 7.024 0.253 -0.553 H31 QBH 54 QBH H36 H36 H 0 1 N N N 27.328 9.967 19.749 8.578 1.117 0.921 H36 QBH 55 QBH H36A H36A H 0 0 N N N 28.265 10.280 18.261 7.265 1.951 1.811 H36A QBH 56 QBH H40 H40 H 0 1 N N N 29.825 5.715 20.048 4.637 -2.254 1.300 H40 QBH 57 QBH H40A H40A H 0 0 N N N 31.169 6.933 19.927 4.524 -1.274 -0.181 H40A QBH 58 QBH H43 H43 H 0 1 N N N 30.666 7.759 22.169 6.506 -2.443 -1.106 H43 QBH 59 QBH H43A H43A H 0 0 N N N 29.235 6.677 22.289 6.619 -3.423 0.376 H43A QBH 60 QBH H46 H46 H 0 1 N N N 31.206 5.698 23.494 4.240 -3.353 -1.536 H46 QBH 61 QBH H46A H46A H 0 0 N N N 30.734 4.675 22.095 5.444 -4.660 -1.423 H46A QBH 62 QBH H46B H46B H 0 0 N N N 32.163 5.756 21.975 4.353 -4.334 -0.055 H46B QBH 63 QBH HO50 HO50 H 0 0 N N N 33.764 5.439 13.935 -1.620 -1.402 -1.992 HO50 QBH 64 QBH HN52 HN52 H 0 0 N N N 32.570 2.783 12.779 -3.777 -1.106 -0.631 HN52 QBH 65 QBH H54 H54 H 0 1 N N N 31.731 0.763 11.926 -5.001 1.565 -0.395 H54 QBH 66 QBH H54A H54A H 0 0 N N N 30.070 1.328 12.345 -4.701 0.725 -1.935 H54A QBH 67 QBH H58 H58 H 0 1 N N N 33.110 2.530 10.394 -6.706 0.772 1.141 H58 QBH 68 QBH H61 H61 H 0 1 N N N 30.710 4.170 7.210 -9.527 -2.072 -0.321 H61 QBH 69 QBH H63 H63 H 0 1 N N N 28.644 3.500 8.425 -8.108 -2.465 -2.295 H63 QBH 70 QBH H65 H65 H 0 1 N N N 28.806 2.340 10.630 -5.990 -1.236 -2.552 H65 QBH 71 QBH H67 H67 H 0 1 N N N 33.023 4.044 6.935 -8.602 0.358 2.382 H67 QBH 72 QBH H69 H69 H 0 1 N N N 34.900 5.340 8.069 -11.071 0.299 2.161 H69 QBH 73 QBH H69A H69A H 0 0 N N N 33.269 5.896 8.578 -10.320 1.058 0.737 H69A QBH 74 QBH H69B H69B H 0 0 N N N 34.237 4.840 9.662 -10.913 -0.618 0.644 H69B QBH 75 QBH H73 H73 H 0 1 N N N 35.273 3.082 7.215 -8.269 -2.057 2.833 H73 QBH 76 QBH H73A H73A H 0 0 N N N 34.727 2.303 8.738 -9.873 -1.520 3.385 H73A QBH 77 QBH H73B H73B H 0 0 N N N 33.956 1.861 7.177 -9.715 -2.437 1.868 H73B QBH 78 # 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 QBH O78 S1 DOUB N N 1 QBH C2 S1 SING N N 2 QBH S1 O77 DOUB N N 3 QBH S1 C11 SING N N 4 QBH C5 C2 SING N N 5 QBH C2 H2 SING N N 6 QBH C2 H2A SING N N 7 QBH N52 C5 SING N N 8 QBH C5 C7 SING N N 9 QBH C5 H5 SING N N 10 QBH O50 C7 SING N N 11 QBH C7 C9 SING N N 12 QBH C7 H7 SING N N 13 QBH C9 C11 SING N N 14 QBH C9 C14 SING N N 15 QBH C9 H9 SING N N 16 QBH C11 H11 SING N N 17 QBH C11 H11A SING N N 18 QBH C14 C17 SING N N 19 QBH C14 H14 SING N N 20 QBH C14 H14A SING N N 21 QBH C24 C17 DOUB Y N 22 QBH C17 C18 SING Y N 23 QBH C18 C20 DOUB Y N 24 QBH C18 H18 SING N N 25 QBH C21 C20 SING Y N 26 QBH C20 C28 SING N N 27 QBH C22 C21 DOUB Y N 28 QBH C21 O26 SING N N 29 QBH C24 C22 SING Y N 30 QBH C22 H22 SING N N 31 QBH C24 H24 SING N N 32 QBH O26 HO26 SING N N 33 QBH C28 C31 SING N N 34 QBH C28 H28 SING N N 35 QBH C28 H28A SING N N 36 QBH C36 C31 SING N N 37 QBH N33 C31 SING N N 38 QBH C31 H31 SING N N 39 QBH C34 N33 SING N N 40 QBH N33 C40 SING N N 41 QBH O35 C34 SING N N 42 QBH O39 C34 DOUB N N 43 QBH O35 C36 SING N N 44 QBH C36 H36 SING N N 45 QBH C36 H36A SING N N 46 QBH C40 C43 SING N N 47 QBH C40 H40 SING N N 48 QBH C40 H40A SING N N 49 QBH C43 C46 SING N N 50 QBH C43 H43 SING N N 51 QBH C43 H43A SING N N 52 QBH C46 H46 SING N N 53 QBH C46 H46A SING N N 54 QBH C46 H46B SING N N 55 QBH O50 HO50 SING N N 56 QBH C54 N52 SING N N 57 QBH N52 HN52 SING N N 58 QBH C57 C54 SING N N 59 QBH C54 H54 SING N N 60 QBH C54 H54A SING N N 61 QBH C58 C57 DOUB Y N 62 QBH C65 C57 SING Y N 63 QBH C60 C58 SING Y N 64 QBH C58 H58 SING N N 65 QBH C67 C60 SING N N 66 QBH C61 C60 DOUB Y N 67 QBH C61 C63 SING Y N 68 QBH C61 H61 SING N N 69 QBH C63 C65 DOUB Y N 70 QBH C63 H63 SING N N 71 QBH C65 H65 SING N N 72 QBH C73 C67 SING N N 73 QBH C67 C69 SING N N 74 QBH C67 H67 SING N N 75 QBH C69 H69 SING N N 76 QBH C69 H69A SING N N 77 QBH C69 H69B SING N N 78 QBH C73 H73 SING N N 79 QBH C73 H73A SING N N 80 QBH C73 H73B SING N N 81 # 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 QBH SMILES ACDLabs 12.01 "O=S2(=O)CC(C(O)C(NCc1cccc(c1)C(C)C)C2)Cc3ccc(O)c(c3)CC4N(C(=O)OC4)CCC" QBH SMILES_CANONICAL CACTVS 3.370 "CCCN1[C@H](COC1=O)Cc2cc(C[C@@H]3C[S](=O)(=O)C[C@H](NCc4cccc(c4)C(C)C)[C@H]3O)ccc2O" QBH SMILES CACTVS 3.370 "CCCN1[CH](COC1=O)Cc2cc(C[CH]3C[S](=O)(=O)C[CH](NCc4cccc(c4)C(C)C)[CH]3O)ccc2O" QBH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCN1[C@H](COC1=O)Cc2cc(ccc2O)C[C@@H]3CS(=O)(=O)C[C@@H]([C@H]3O)NCc4cccc(c4)C(C)C" QBH SMILES "OpenEye OEToolkits" 1.7.0 "CCCN1C(COC1=O)Cc2cc(ccc2O)CC3CS(=O)(=O)CC(C3O)NCc4cccc(c4)C(C)C" QBH InChI InChI 1.03 "InChI=1S/C29H40N2O6S/c1-4-10-31-25(16-37-29(31)34)14-23-11-20(8-9-27(23)32)12-24-17-38(35,36)18-26(28(24)33)30-15-21-6-5-7-22(13-21)19(2)3/h5-9,11,13,19,24-26,28,30,32-33H,4,10,12,14-18H2,1-3H3/t24-,25+,26+,28+/m1/s1" QBH InChIKey InChI 1.03 JYNDAPHZRSRSGI-KAHNYGAISA-N # 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 QBH "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-4-(2-hydroxy-5-{[(3S,4S,5R)-4-hydroxy-1,1-dioxido-5-{[3-(propan-2-yl)benzyl]amino}tetrahydro-2H-thiopyran-3-yl]methyl}benzyl)-3-propyl-1,3-oxazolidin-2-one" QBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4S)-4-[[2-hydroxy-5-[[(3S,4S,5R)-4-hydroxy-1,1-dioxo-5-[(3-propan-2-ylphenyl)methylamino]thian-3-yl]methyl]phenyl]methyl]-3-propyl-1,3-oxazolidin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QBH "Create component" 2011-01-24 RCSB QBH "Modify aromatic_flag" 2011-06-04 RCSB QBH "Modify descriptor" 2011-06-04 RCSB #